Substituted derivatives of 5-amino-1-pentene-3-ol, method for their preparing and medicinal agent

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to novel substituted derivatives of 5-amino-1-pentene-3-ol of the general formula (I)

as a free form or as their physiologically compatible salts possessing the analgesic effect. In general formula (I) each R1 and R2 means independently of one another (C1-C6)-alkyl that can be branched or unbranched, saturated or unsaturated, unsubstituted or mono- or multi-substituted; or R1 and R2 form in common -(CH2)2-9-mono- or bicyclic ring; each R3 and R4 means independently of one another (C1-C6)-alkyl, or R3 and R4 form in common a ring and mean the group -CH2CH2NR22CH2CH2 wherein R22 represents (C1-C10)-alkyl; R5 means (C1-C10)-alkyl that is saturated or unsaturated, branched or unbranched, mono- or multi-substituted or unsubstituted, (C3-C9)-cycloalkyl that is saturated or means phenyl, heteroaryl that can be condensed with benzene ring and chosen from 5-membered heteroaryl with sulfur or oxygen atom as a heteroatom bound through saturated (C1-C3)-alkyl, phenyl bound through saturated (C1-C3)-alkyl-(C3-C10)-cycloalkyl wherein each among all these alkyl, phenyl, heteroaryl and cycloalkyl residues and independently of others can be unsubstituted or mono- or multi-substituted residues chosen independently of one another from the group comprising atoms F, Cl, Br, J, groups -OR18, (C1-C3)-alkyl) that is saturated or branched or unbranched, mono- or multi-substituted halide, or unsubstituted and wherein R18 represents hydrogen atom (H), (C1-C10)-alkyl that is saturated, branched or unbranched; R6 means (C1-C10)-alkyl that is saturated or unsaturated, branched or unbranched and unsubstituted, phenyl or heteroaryl that is chosen from 5-membered heteroaryl with oxygen atom as a heteroatom wherein each of them is unsubstituted or mono- or multi-substituted as indicated above; R7 means H. Also, invention relates to a medicinal agent based on proposed compounds and to a method for their synthesis.

EFFECT: improved method of synthesis, valuable medicinal properties of compounds.

10 cl, 493 ex

 

The present invention relates to substituted derivatives of 5-amino-1-penten-3-ol, to the way they are received, containing these compounds medicines and to the use of substituted derivatives of 5-amino-1-penten-3-ol to obtain drugs.

Cyclic analogue of GABA (gamma-aminobutyric acid) gabapentin is a past clinical trials of antiepileptic drug. Gabapentin has also other interesting and important from a medical point of view by properties primarily as an analgesic. Interest therefore represent the structure of the new class, showing affinity to the binding site gabapentina. As before, when these indications, there is a need for substances with a similar gabapentin properties, such as similar analgesic effect.

The treatment of chronic and nechanicky pain medicine attaches great importance. Despite progress in this area successes there is still an urgent need for the establishment of effective therapy of pain. The urgency of developing new methods targeted, personalised patient treatment of chronic and nechanicky pain, involving among other things the successful and satisfactory for the patient's treatment Bo and, confirmed in numerous recently published scientific papers in the field of applied analgesics and fundamental studies of nociception.

Classical opioids, such as morphine, highly effective in the treatment of strong and very strong pain. However, their use is limited to such well-known side effects, such as respiratory depression, vomiting, taking sedatives, constipation and the development of tolerance. In addition, these opioids are ineffective when neuropathic or reappearance of pain suffered mainly cancer patients.

Based on the foregoing, the present invention was based on the task to obtain substances with new structure, which would have affinity to the binding site gabapentina and/or showed would be appropriate physiological efficiency, such as analgesia.

The object of the invention in accordance with this are substituted derivatives of 5-amino-1-penten-3-ol of General formula I

in which

R1and R2each independently from each other represents C1-6alkyl, which is branched or unbranched, saturated or unsaturated, unsubstituted or one - or novosemide the YM, or

R1and R2together form a (CH2)2-9the ring, which optionally may be substituted With1-8the alkyl, which is branched or unbranched, saturated or unsaturated, unsubstituted or one - or mnogosloinym, or aryl, which is unsubstituted or mono - or mnogosloinym,

R3and R4each independently from each other represents C1-6alkyl, which is branched or unbranched, saturated or unsaturated, unsubstituted or one - or mnogosloinym,3-6cycloalkyl, which is saturated or unsaturated, unsubstituted or one - or mnogosloinym, phenyl, benzyl or phenethyl which is unsubstituted or mono - or mnogosloinym, or

R3and R4together form a ring and denote SN2CH2Och2CH2CH2CH2NR22CH2CH2or (CH2)3-6where

R22represents H, C1-10alkyl or C3-10cycloalkyl, each of which is saturated or unsaturated, branched or unbranched, one or mnogosloinym or unsubstituted aryl or heteroaryl, each of which is one or mnogosloinym or unsubstituted, or attached via a saturated or Genaside the tion C 1-3alkyl aryl, C3-10cycloalkyl or heteroaryl, each of which is one or mnogosloinym or unsubstituted,

R5represents C1-10alkyl, which is saturated or unsaturated, branched or unbranched, one or mnogosloinym or unsubstituted, With3-9cycloalkyl, which is saturated or unsaturated, aryl, heteroaryl attached via a saturated or unsaturated With1-3alkyl aryl attached via a saturated or unsaturated With1-3alkyl With3-10cycloalkyl or attached via a saturated or unsaturated C1-3alkyl heteroaryl, with each of such aryl, heteroaryl and cycloalkyl residues independently may be unsubstituted or mono - or mnogosloinym residues, independently from each other selected from the group including

F, Cl, Br, I, OR18, SR18, SO2R18, SO2OR18, CN, COOR18, NR19R20With1-10alkyl, which is saturated or unsaturated, branched or unbranched, one or mnogosloinym or unsubstituted,With3-9cycloalkyl, which is saturated or unsaturated, unsubstituted or one - or mnogosloinym, aryl or heteroaryl, each of which is unsubstituted or mono - or mnogosloinym, and prisoedinenii via saturated or unsaturated With 1-3alkyl aryl, C3-9cycloalkyl or heteroaryl, each of which is unsubstituted or mono - or mnogosloinym, while

R18represents H, C1-10alkyl, which is saturated or unsaturated, branched or unbranched, unsubstituted or mono - or mnogosloinym,3-9cycloalkyl, which is saturated or unsaturated, unsubstituted or one - or mnogosloinym, aryl or heteroaryl, which is unsubstituted or mono - or mnogosloinym, or attached via a saturated or unsaturated C1-3alkyl aryl, C3-9cycloalkyl or heteroaryl, each of which is unsubstituted or mono - or mnogosloinym,

R19and R20independently of one another represent H, C1-10alkyl, which is saturated or unsaturated, branched or unbranched, unsubstituted or mono - or mnogosloinym,3-9cycloalkyl, which is saturated or unsaturated, unsubstituted or one - or mnogosloinym, aryl or heteroaryl, each of which is unsubstituted or mono - or mnogosloinym, or attached via a saturated or unsaturated C1-3alkyl aryl, C3-9cycloalkyl or heteroaryl, each of which is unsubstituted or mono - or mnogosloinym, is whether

R19and R20together form CH2CH2OCH2CH2CH2CH2NR21CH2CH2or (CH2)3-6where

R21denotes H, phenyl, which is substituted or unsubstituted, With1-10alkyl, which is saturated or unsaturated, branched or unbranched, unsubstituted or mono - or mnogosloinym,

R6stands With1-10alkyl, which is saturated or unsaturated, branched or unbranched, one or mnogosloinym or unsubstituted, With5-7cycloalkyl, aryl or heteroaryl, each of which is unsubstituted or mono - or mnogosloinym, and

R7represents H, aryl or heteroaryl, each of which is unsubstituted or mono - or mnogosloinym,

not necessarily in the form of their racemates, their pure stereoisomers, especially enantiomers or diastereomers or in the form of mixtures of stereoisomers, especially enantiomers or diastereomers, in any of their ratio in the mixture, in the present form or in the form of their acids or their bases or in the form of their salts, especially physiologically compatible salts, or in the form of a solvate, especially hydrates.

Proposed in the invention substances are associated with the binding site gabapentina and have a pronounced and alytically efficiency.

In the context of the present description under alkyl, respectively cycloalkenyl residues refers to saturated and unsaturated (but not aromatic), branched, unbranched and cyclic hydrocarbons, which may be unsubstituted or mono - or mnogosloinymi. With1-2alkyl represents a C1- or2-alkyl, C1-3alkyl represents a C1-With2- or3-alkyl, C1-4alkyl represents a C1-With2-With3- or4-alkyl, C1-5alkyl represents a C1-With2-With3-With4- or5-alkyl, C1-6alkyl represents a C1-With2-With3-With4-C5- or6-alkyl, C1-7alkyl represents a C1-With2-With3-With4-With5-With6- or7-alkyl, C1-8alkyl represents a C1-With2-With3-With4-With5-With6-With7or C8-alkyl, C1-10alkyl represents a C1-With2-With3-With4-With5-With6-With7-C8C9- or10-alkyl, C1-18alkyl represents a C1With2-With3-With4-With5-With6-With7-C8,-C9-With10-With11-With12-C13-C14-C15-C16 -C17or C18-alkyl. Further, With3-4cycloalkyl represents a C3- or4-cycloalkyl,3-5cycloalkyl represents a C3-With4- or5-cycloalkyl,3-6cycloalkyl represents a C3-With4-With5- or6-cycloalkyl,3-7cycloalkyl represents a C3-With4-With5-With6- or7-cycloalkyl,3-8cycloalkyl represents a C3-With4-With5-With6-With7or C8-cycloalkyl,4-5cycloalkyl represents a C4- or5-cycloalkyl,4-6cycloalkyl represents a C4-With5- or6-cycloalkyl,4-7cycloalkyl represents a C4-With5-C6- or7-cycloalkyl,5-6cycloalkyl represents a C5- or6-cycloalkyl, and5-7cycloalkyl represents a C5-With6- or7-cycloalkyl. The term "cycloalkyl" includes saturated cycloalkyl group in which one or two carbon atoms replaced by a heteroatom is S, N or O. However, in the concept of "cycloalkyl" primarily included one or several times, preferably once, unsaturated cycloalkyl group without heteroatoms in the ring, if cycloalkyl is not aromatic is system. Preferred alkyl, respectively cycloalkenyl residues are methyl, ethyl, vinyl (ethynyl), propyl, allyl (2-propenyl), 1-PROPYNYL, methylethyl, butyl, 1-methylpropyl, 2-methylpropyl, 1,1-dimethylethyl, pentyl, 1,1-dimethylpropyl, 1,2-dimethylpropyl, 2,2-dimethylpropyl, hexyl, 1-methylpentyl, cyclopropyl, 2-methylcyclopropyl, cyclopropylmethyl, cyclobutyl, cyclopentyl, cyclopentylmethyl, cyclohexyl, cycloheptyl, cyclooctyl, as well as substituted, CH2F, CHF2, CF3or CH2OH, pyrazoline, oxadiazoline, [1,4]dioxane or dioxolane.

In the context of the present invention, the term "substituted"used in respect of alkyl and cycloalkyl, implied, unless specifically stated otherwise, the substitution of at least one (and optionally also several) atom(s), hydrogen atom (F, Cl, Br, I, a group of NH2SH or HE, under the concept of "mnogosloinye balances, respectively, "substituted" remains in the case of multiple substitution refers to multiple substitution and different, and the same atoms by identical or different substituents, for example three times the substitution of one and the same C atom, as in the case of CF3or located in different positions of the atoms, as in the case of-CH(OH)-CH=CH-CHCl2. The most preferred substituents are F, Cl ion. In cycloalkyl hydrogen residue may be replaced by OS1-3the alkyl or the C1-3the alkyl (each of which is one or mnogosloinym or unsubstituted), primarily stands, ethyl, n-propylene, isopropyl group, CF3, a methoxy group or ethoxypropane.

Under the balance "(CH2)3-6" refers to the group-CH2-CH2-CH2-, -CH2-CH2-CH2-CH2-, -CH2-CH2-CH2-CH2-CH2and CH2-CH2-CH2-CH2-CH2-CH2-under the rest "(CH2)1-4" refers to the group-CH2-, -CH2-CH2-, -CH2-CH2-CH2- and-CH2-CH2-CH2-CH2and so on

Under the aryl residue refers to a cyclic system with at least one aromatic ring but without heteroatoms including only one of the rings. As an example, you can call phenyl, raftiline, fluoroaniline, fluoroaniline, tetralinyl or indanamine primarily N-fluoroaniline or antarctilyne residues, which may be unsubstituted or mono - or mnogosloinymi.

Under heteroaryl residue refers to heterocyclic systems with at least one unsaturated ring, which contains one or more heteroatoms and the group, including nitrogen, oxygen and/or sulfur, and which may also be one or mnogosloinymi. As an example related to the group heteroaryl residues can be called furan, benzofuran, thiophene, benzothiophene, pyrrole, pyridine, pyrimidine, pyrazin, quinoline, isoquinoline, phthalazine, benzo[1,2,5]thiadiazole, benzothiazole, indole, benzotriazole, benzodioxole, benzodioxan, carbazole, indole and hinzelin.

The term "substituted"used in respect of aryl and heteroaryl, I mean, unless otherwise specified, the substitution of the aryl or heteroaryl group, R23, group, OR23, halogen, preferably F and/or Cl, a group of CF3group , CN group, NO2group NR24R25With1-6the alkyl (saturated), C1-6alkoxygroup,3-8cycloalexie,3-8cycloalkyl or2-6alkylene.

While the remainder R23represents H, C1-10alkyl, preferably1-6alkyl, aryl or heteroaryl, or attached via a saturated or unsaturated With1-3alkyl or through1-3alkylenes group aryl or heteroaryl residue, and these aryl and heteroaryl residues may not themselves be substituted by aryl or heteroaryl groups, residues R24and R25may be identical or different value and represent H, With1-10alkyl, preferably1-6alkyl, aryl, or heteroaryl attached via a saturated or unsaturated With1-3alkyl or through1-3alkylenes group aryl or heteroaryl residue, and these aryl and heteroaryl residues may not themselves be substituted by aryl or heteroaryl groups, or residues R24and R25together represent CH2CH2OCH2CH2CH2CH2NR26CH2CH2or (CH2)3-6and the remainder R26represents H, C1-10alkyl, preferably C1-C6alkyl, aryl or heteroaryl residue, or attached via a saturated or unsaturated C1-3alkyl or C1-3alkylenes group aryl or heteroaryl residue, and these aryl and heteroaryl residues may not themselves be substituted by aryl or heteroaryl groups.

The term "salt" refers to each of the forms proposed in the invention the active substance, in which he takes ionic form, respectively, has an electric charge of either sign and is associated with a counterion (cation or anion), respectively, is in the solution. This also includes complexes of the active substance with other molecules and ions, primarily to plexi, formed through ionic interactions. While the term "salt" refers primarily physiologically compatible salts with cations or bases and physiologically compatible salts with anions or acids.

The term "physiologically compatible salt with cations or bases" in the context of the present invention refers to a salt of at least one of the proposed invention compounds, mainly (deprotonated) acid as the anion with at least one, preferably inorganic, cation, which are physiologically compatible, especially when introduced into the body of a human and/or mammal. The most preferred salts are alkali and alkaline earth metals as well as salts with NH4+but first of all mono - or disodium, mono - or decaluwe, magnesium or calcium salts.

The term "physiologically compatible salt with anions or acids in the context of the present invention refers to a salt of at least one of the proposed invention compounds, predominantly in the protonated, for example on the nitrogen, form, as the cation with at least one anion, which are physiologically compatible, especially when introduced into the body of a human and/or mammal. So with the NML in the context of the present invention is primarily formed with a physiologically compatible acid salt, namely, salts of the respective active ingredient with inorganic, respectively organic acids which are physiologically compatible, especially when introduced into the body of a human and/or mammal. As an example, physiologically compatible salts of certain acids can be called the salt of hydrochloric acid, Hydrobromic acid, sulfuric acid, methanesulfonic acid, formic acid, acetic acid, oxalic acid, succinic acid, tartaric acid, almond acid, fumaric acid, lactic acid, citric acid, glutamic acid, 1,1-dioxo-1,2-dihydro-1λ6-benzo[d]isothiazol-3-one (some saccharine acid), monomethylaniline acid, 5-oxoproline, hexane-1-sulfonic acid, nicotinic acid, 2-, 3 - or 4-aminobenzoic acid, 2,4,6-trimethylbenzoic acid, α-lipoic acid, acetylglycine, acetylsalicylic acid, hippuric acid and/or aspartic acid. The most preferred salt is the hydrochloride, respectively dihydrochloride.

In one of the preferred embodiments of the invention in its proposed substituted derivatives of 5-amino-1-penten-3-ol of formula I

R7denotes H or heteroaryl or R7represents a residue of formula II

in which

R9-R13each independently of one another denotes H, F, Cl, Br, I, CF3, CHF2CH2F, HE, OR14, OCF3, OCHF2, OCH2F, SR14, SO2CH3, SO2CF3;1-6alkyl, which is branched or unbranched, saturated or unsaturated, unsubstituted or one - or mnogosloinym, phenyl, which is unsubstituted or mono - or mnogosloinym, CN, COOR14, NO2or

R9and R10or R10and R11together form a co2Oh or och2CH2O-ring

And

R14stands With1-6alkyl, which is branched or unbranched, saturated or unsaturated, unsubstituted or one - or mnogosloinym, phenyl, benzyl, phenethyl or thiophene, each of which is unsubstituted or mono - or mnogosloinym,

preferably R7denotes hydrogen.

In another preferred embodiment of the invention in its proposed substituted derivatives of 5-amino-1-penten-3-ol of formula I

R1and R2together form a (CH2)2-5the ring, which optionally may be substituted C1-6the alkyl, which is branched or unbranched, saturated or unsaturated, unsubstituted or one - or mnogosloinym, Il is a phenyl, which is unsubstituted or mono - or mnogosloinym, but preferably not substituted, R1and R2together preferably form (CH2)2-4-ring, or

R1and R2independently of one another denote With1-3alkyl which is unbranched, saturated and unsubstituted, preferably denote CH3most preferably both R1and R2denote SN3.

According to another preferred variant of the invention in its proposed substituted derivatives of 5-amino-1-penten-3-ol of formula I

R3and R4each independently from each other represents C1-6alkyl, which is branched or unbranched, saturated or unsaturated, unsubstituted or one - or mnogosloinym, preferably both represent CH3or

R3and R4together form a ring and denote CH2CH2NR22CH2CH2or (CH2)3-6primarily together represent (CH2)4-5or CH2CH2NR22CH2CH2where

R22represents N or C1-6alkyl, which is saturated, branched or unbranched and unsubstituted primarily represents N or CH3.

In accordance with the track is representative of the preferred embodiment of the invention in its proposed substituted derivatives of 5-amino-1-penten-3-ol of formula I

R5stands With1-6alkyl, which is saturated or unsaturated, branched or unbranched, one or mnogosloinym or unsubstituted, With5-6cycloalkyl, phenyl, thiophenyl, furyl, benzofuranyl, benzothiophene, pyrrolyl, pyridinyl, pyrimidinyl, chinoline, ethenolysis or hintline, preferably phenyl, furyl, thiophenyl or5-6cycloalkyl attached via a saturated or unsaturated C1-3alkyl phenyl, C5-6cycloalkyl, thiophenyl, furyl, benzofuranyl, benzothiophene, pyrrolyl, pyridinyl, pyrimidinyl, chinoline, ethenolysis, hintline, preferably phenyl, furyl, thiophenyl or5-6-cycloalkyl,

while each of these aryl, heteroaryl and cycloalkyl residues independently may be unsubstituted or mono - or mnogosloinym, preferably is unsubstituted or one - or mnogosloinym substituents, independently from each other selected from the group comprising F, Cl, Br, I, HE, O-C1-4alkyl, C1-6alkyl, CF3, CHF2CH2F, NH2and/or SH, preferably

R5represents C1-3alkyl, which is saturated or unsaturated, unsubstituted, and/or unbranched, naphthyl, furyl, cyclohexyl, cyclopentyl, phenyl or thiophenyl, which is unsubstituted or one - or many who samemanner, preferably the atom (F, Cl, Br, I, a group of CF3, CHF2CH2F, HE, O-C1-4the alkyl, C1-6the alkyl group NH2and/or SH, or attached via a saturated or unsaturated With1-3alkyl phenyl, which is unsubstituted or mono - or mnogosloinym, preferably an atom of F, Cl, Br, I, a group of CF3, CHF2CH2F, HE, O-C1-4the alkyl, C1-6the alkyl group NH2and/or SH, most preferably

R5represents-CH=CH2, cyclohexyl, cyclopentyl, phenyl, phenethyl (attached via CH2-CH2phenyl), benzyl (attached via CH2phenyl) or thiophenyl, which is unsubstituted or mono - or mnogosloinym, preferably an atom of F, Cl, Br, I, a group HE co3OS2H5OS3H7, SH, CF2, CHF2CH2F, CH3With2H5With3H7and/or C4H9accordingly tert-bootrom. According to another preferred variant of the invention in its proposed substituted derivatives of 5-amino-1-penten-3-ol of formula I

R6denotes phenyl or furyl, each of which is unsubstituted or mono - or mnogosloinym, preferably unsubstituted or mono - or mnogosloinym substituents, independently from each other selected from the group which Lucaya fluorine, chlorine, CH3The co3, CF3and tert-butyl.

In another preferred embodiment of the invention in its proposed substituted derivatives of 5-amino-1-penten-3-ol of the formula I in if R5is attached via a saturated or unsaturated With1-3alkyl aryl, C3-9cycloalkyl or heteroaryl,1-3alkyl aryl attached via, heteroaryl or cycloalkyl and represents-CH2-, -C2H4-With3H6-, -C=C-, -CH-CH-, -CH=CH-CH2-, -CH2-CH=CH-, -C=C-CH2- and-CH2OS-, preferably-CH2-, -C2H4- and-C=C-.

In accordance with another preferred embodiment of the invention proposed therein substituted derivatives of 5-amino-1-penten-3-ol of formula I selected from the following group of compounds, including:

2 benzylidene-1-(3-Chlorobenzyl)-6-dimethylaminomethylphenol,

2 benzylidene-6-dimethylaminomethyl-1-(2,5-dimethylbenzyl)cyclohexanol,

2 benzylidene-1-(2-chloro-6-terbisil)-6-dimethylaminomethylphenol,

2 benzylidene-1-(4-Chlorobenzyl)-6-dimethylaminomethylphenol,

2 benzylidene-6-dimethylaminomethyl-1-(3-methylbenzyl)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-(3-triptoreline)cyclohexanol,

2 benzylidene-1-(3-chloro-4-forfinal)-6-dimethylaminomethyl clohexane,

2 benzylidene-6-dimethylaminomethyl-1-(2-methylbenzyl)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-(2-methoxyphenyl)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-(3-terbisil)cyclohexanol,

2 benzylidene-1-(4-chloro-3-triptoreline)-6-dimethylaminomethylphenol,

2 benzylidene-6-dimethylaminomethyl-1-(3-methoxybenzyl)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-(4-terbisil)cyclohexanol,

2 benzylidene-1-(2-Chlorobenzyl)-6-dimethylaminomethylphenol,

2 benzylidene-1-(3,5-dichlorophenyl)-6-dimethylaminomethylphenol,

2 benzylidene-1-(3-chlorophenyl)-6-dimethylaminomethylphenol,

2 benzylidene-6-dimethylaminomethyl-1-(3-forfinal)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-(5-fluoro-2-methoxyphenyl)cyclohexanol,

2 benzylidene-1-cyclohexylmethyl-6-dimethylaminomethylphenol,

2 benzylidene-6-dimethylaminomethyl-1-(4-methoxyphenyl)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-n-taillecavat,

2 benzylidene-6-dimethylaminomethyl-1-(3-phenylpropyl)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-(3-methoxyphenyl)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-thiophene-2-illlogical,

2 benzylidene-6-dimethylaminomethyl-1-phenylalanylglycyl,

2 benzylidene-6-dimethylaminomethyl-1-fenetylline,

2 benzylidene-6-DIMET aminomethyl-1-(4-forfinal)cyclohexanol,

2 benzylidene-6-dimethylaminomethylene-1-ol,

2 benzylidene-6-dimethylaminomethyl-1-m-taillecavat,

2 benzylidene-1-cyclopentyl-6-dimethylaminomethylphenol,

2 benzylidene-1-(4-tert-butylphenyl)-6-dimethylaminomethylphenol,

2 benzylidene-6-dimethylaminomethyl-1-vinylcyclohexane,

2 benzylidene-6-dimethylaminomethyl-1-o-taillecavat,

2 benzylidene-6-dimethylaminomethyl-1-(4-fluoro-3-were)cyclohexanol,

1-benzyl-2-benzylidene-6-dimethylaminomethylphenol,

2 benzylidene-1-(4-chlorophenyl)-6-dimethylaminomethylphenol,

2 benzylidene-6-dimethylaminomethyl-1-phenylcyclohexanol,

1-(3-Chlorobenzyl)-2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(2,5-dimethylbenzyl)cyclohexanol,

2-(4-chlorobenzylidene)-1-(2-chloro-6-terbisil)-6-dimethylaminomethylphenol,

1-(4-Chlorobenzyl)-2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-triptoreline)cyclohexanol,

2-(4-chlorobenzylidene)-1-(3-chloro-4-forfinal)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(2-methylbenzyl)cyclohexanol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(2-methoxyphenyl)cyclohexanol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-terbisil)cyclohexane is l,

2-(4-chlorobenzylidene)-1-(4-chloro-3-triptoreline)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-methoxybenzyl)cyclohexanol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(4-terbisil)cyclohexanol,

1-(2-Chlorobenzyl)-2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-1-(3,5-dichlorophenyl)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-1-(3-chlorophenyl)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-forfinal)cyclohexanol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(5-fluoro-2-methoxyphenyl)cyclohexanol,

2-(4-chlorobenzylidene)-1-cyclohexylmethyl-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(4-methoxyphenyl)cyclohexanol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-n-taillecavat,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-phenylpropyl)cyclohexanol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-methoxyphenyl)cyclohexanol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-thiophene-2-illlogical,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-phenylalanylglycyl,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-fenetylline,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(4-forfinal)cyclohexanol,

2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol the hexyl-1-ol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-m-taillecavat,

2-(4-chlorobenzylidene)-1-cyclopentyl-6-dimethylaminomethylphenol,

1-(4-tert-butylphenyl)-2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-vinylcyclohexane,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-o-taillecavat,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(4-fluoro-3-were)cyclohexanol,

1-benzyl-2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-1-(4-chlorophenyl)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-phenylcyclohexanol,

1-(3-Chlorobenzyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-1-(2,5-dimethylbenzyl)-6-(4-methoxybenzylidene)cyclohexanol,

1-(2-chloro-6-terbisil)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(3-methylbenzyl)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(3-triptoreline)cyclohexanol,

1-(3-chloro-4-forfinal)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(2-methoxyphenyl)cyclohexanol,

1-(4-chloro-3-triptoreline)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-1-(4-shall tormentil)-6-(4-methoxybenzylidene)cyclohexanol,

1-(2-Chlorobenzyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

1-(3,5-dichlorophenyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

1-(3-chlorophenyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-1-(5-fluoro-2-methoxyphenyl)-6-(4-methoxybenzylidene)cyclohexanol,

1-cyclohexylmethyl-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(4-methoxyphenyl)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-n-taillecavat,

1-(2,3-dichlorophenyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(3-phenylpropyl)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(3-methoxyphenyl)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-thiophene-2-illlogical,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-phenylalanylglycyl,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-fenetylline,

2-dimethylaminomethyl-1-(4-forfinal)-6-(4-methoxybenzylidene)cyclohexanol,

6-dimethylaminomethyl-2-(4-methoxybenzylidene)bicyclohexyl-1-ol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-m-taillecavat,

1-cyclopentyl-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

1-(4-tert-butylphenyl)-2-d is methylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-vinylcyclohexane,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-o-taillecavat,

2-dimethylaminomethyl-1-(4-fluoro-3-were)-6-(4-methoxybenzylidene)cyclohexanol,

1-benzyl-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

1-(4-chlorophenyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-phenylcyclohexanol,

1-(3-Chlorobenzyl)-2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-1-(2,5-dimethylbenzyl)-6-(3-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(3-methoxybenzylidene)-1-(2-methylbenzyl)cyclohexanol,

2-dimethylaminomethyl-6-(3-methoxybenzylidene)-1-(2-methoxyphenyl)cyclohexanol,

1-(4-chloro-3-triptoreline)-2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanol,

1-(2-Chlorobenzyl)-2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanol,

6-dimethylaminomethyl-2-(3-methoxybenzylidene)bicyclohexyl-1-ol,

1-cyclopentyl-2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(3-methoxybenzylidene)-1-vinylcyclohexane,

2-dimethylaminomethyl-1-(4-fluoro-3-were)-6-(3-methoxybenzylidene)cyclohexanol,

1-benzyl-2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(3-methox is benzyliden)-1-phenylcyclohexanol,

1-benzyl-2-(2-chlorobenzylidene)-6-dimethylaminomethylphenol,

5-dimethylamino-2,4-dimethyl-1,3-diphenylene-1-EN-3-ol,

3-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-benzyl-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(4-fluoro-3-were)-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-2,4-dimethyl-1-phenyl-3-o-tailment-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-2-methyl-1-finalmente-1,4-Dien-3-ol,

3-(4-tert-butylphenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-cyclopentyl-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-2,4-dimethyl-1-phenyl-3-m-tailment-1-EN-3-ol,

3-cyclohexyl-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(4-forfinal)-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-2,4-dimethyl-3-phenethyl-1-finalment-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-2-methyl-1,5-diphenylene-1-EN-4-in-3-ol,

5-dimethylamino-2,4-dimethyl-1-phenyl-3-thiophene-2-ipent-1-EN-3-ol,

3-(2,4-dichlorophenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(3-methoxyphenyl)-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-2-methyl-1,6-diphenylene-1-EN-3-ol,

3-(2,3-dichlorophenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-2,4-dimethyl-1-phenyl-3-n-tailment-1-EN-3-ol,

5-dimethylamino-3-(4-methoxyphenyl)-2,4-dimethyl-1-finalment-1-EN--ol,

3-cyclohexylmethyl-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(5-fluoro-2-methoxyphenyl)-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(3-forfinal)-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(3-chlorophenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(3,5-dichlorophenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(2-Chlorobenzyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(4-terbisil)-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(4-chloro-3-triptoreline)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(2-methoxyphenyl)-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-2,4-dimethyl-3-(2-methylbenzyl)-1-finalment-1-EN-3-ol,

3-(3-chloro-4-forfinal)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-2,4-dimethyl-1-phenyl-3-(3-triptoreline)Penta-1-EN-3-ol,

5-dimethylamino-2,4-dimethyl-3-(3-methylbenzyl)-1-finalment-1-EN-3-ol,

3-(4-Chlorobenzyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(2-chloro-6-terbisil)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(2,5-dimethylbenzyl)-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(3-Chlorobenzyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(2,4-dichlorobenzyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-finalment-1-EN-3-ol,

3-benzyl-5-dimethylamino-1-(4-forfinal)-2,dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(4-fluoro-3-were)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-o-tailment-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-1-(4-forfinal)-2-methylpent-1,4-Dien-3-ol,

3-(4-tert-butylphenyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-cyclopentyl-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-m-tailment-1-EN-3-ol,

3-cyclohexyl-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1,3-bis(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-penecilin-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-1-(4-forfinal)-2-methyl-5-finalment-1-EN-4-in-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-thiophene-2-ipent-1-EN-3-ol,

3-(2,4-dichlorophenyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-3-(3-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-1-(4-forfinal)-2-methyl-6-phenylhexa-1-EN-3-ol,

3-(2,3-dichlorophenyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-n-tailment-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-3-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-cyclohexylmethyl-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(5-fluoro-2-methoxyphenyl)-1-(4-ftoh the Nile)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(3-forfinal)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-(3-chlorophenyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-(3,5-dichlorophenyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-(2-Chlorobenzyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(4-terbisil)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-3-(3-methoxybenzyl)-2,4-dimethylpent-1-EN-3-ol,

3-(4-chloro-3-triptoreline)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(3-terbisil)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-3-(2-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-(2-methylbenzyl)Penta-1-EN-3-ol,

3-(3-chloro-4-forfinal)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-(3-triptoreline)Penta-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-(3-methylbenzyl)Penta-1-EN-3-ol,

3-(4-Chlorobenzyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-(2-chloro-6-terbisil)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(2,5-dimethylbenzyl)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-(3-Chlorobenzyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-(2,4-dichlorobenzyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-the l

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-finalment-1-EN-3-ol,

1,3-bis(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

3-benzyl-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(4-fluoro-3-were)-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-o-tailment-1-EN-3-ol,

1-(4-chlorophenyl)-3-(2-dimethylamino-1-methylethyl)-2-methylpent-1,4-Dien-3-ol,

3-(4-tert-butylphenyl)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-3-cyclopentyl-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-m-tailment-1-EN-3-ol,

1-(4-chlorophenyl)-3-cyclohexyl-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-penecilin-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-thiophene-2-ipent-1-EN-3-ol,

1-(4-chlorophenyl)-3-(2,4-dichlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(3-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-3-(2-dimethylamino-1-methylethyl)-2-methyl-6-phenylhexa-1-EN-3-ol,

1-(4-chlorophenyl)-3-(2,3-dichlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-n-tailment-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

1-(-chlorophenyl)-3-cyclohexylmethyl-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(5-fluoro-2-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(3-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-(3-chlorophenyl)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-3-(3,5-dichlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

3-(2-Chlorobenzyl)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(4-terbisil)-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(3-methoxybenzyl)-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-3-(4-chloro-3-triptoreline)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-[2-(3-forfinal)ethyl]-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(2-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-(2-methylbenzyl)Penta-1-EN-3-ol,

3-(3-chloro-4-forfinal)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-(3-triptoreline)Penta-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-(3-methylbenzyl)Penta-1-EN-3-ol,

3-(4-Chlorobenzyl)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

3-(2-chloro-6-terbisil)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(2,5-dimethylbenzyl)-2,4-dimethylpent-1-ene-Z-ol,

3-(3-Chlorobenzyl)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethy the Penta-1-EN-3-ol,

1-(4-chlorophenyl)-3-(2,4-dichlorobenzyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-finalment-1-EN-3-ol,

3-(4-chlorophenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-benzyl-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(4-fluoro-3-were)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-o-tailment-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-1-(4-methoxyphenyl)-2-methylpent-1,4-Dien-3-ol,

3-(4-tert-butylphenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-cyclopentyl-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-m-tailment-1-EN-3-ol,

3-cyclohexyl-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(4-forfinal)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-penecilin-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-1-(4-methoxyphenyl)-2-methyl-5-finalment-1-EN-4-in-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-thiophene-2-ipent-1-EN-3-ol,

3-(2,4-dichlorophenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(3-methoxyphenyl)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-1-(4-methoxyphenyl)-2-methyl-6-phenylhexa-1-EN-3-ol,/p>

3-(2,3-dichlorophenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-n-tailment-1-EN-3-ol,

5-dimethylamino-1,3-bis(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-cyclohexylmethyl-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(5-fluoro-2-methoxyphenyl)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(3-forfinal)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-(3-chlorophenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-(3,5-dichlorophenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-(2-Chlorobenzyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(4-terbisil)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(3-terbisil)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(2-methoxyphenyl)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-(2-methylbenzyl)Penta-1-EN-3-ol,

3-(3-chloro-4-forfinal)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-(3-triptoreline)Penta-1-EN-3-ol,

3-(4-Chlorobenzyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-(2-chloro-6-terbisil)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-(3-Chlorobenzyl)-5-dimethylamino-1-(4-meth is xifei)-2,4-dimethylpent-1-EN-3-ol,

2 benzylidene-1-(4-tert-butylphenyl)-5-dimethylaminomethylphenol,

2 benzylidene-1-cyclohexyl-5-dimethylaminomethylphenol,

2 benzylidene-5-dimethylaminomethyl-1-fenetylline,

2 benzylidene-5-dimethylaminomethyl-1-(4-terbisil)Cyclopentanol,

2 benzylidene-5-dimethylaminomethyl-1-(3-terbisil)Cyclopentanol,

2 benzylidene-5-dimethylaminomethyl-1-(2-methoxyphenyl)Cyclopentanol,

2 benzylidene-5-dimethylaminomethyl-1-(2-methylbenzyl)Cyclopentanol,

2 benzylidene-5-dimethylaminomethyl-1-(3-methylbenzyl)Cyclopentanol,

2 benzylidene-1-(4-Chlorobenzyl)-5-dimethylaminomethylphenol,

2 benzylidene-1-(2-chloro-6-terbisil)-5-dimethylaminomethylphenol,

2 benzylidene-5-dimethylaminomethyl-1-(2,5-dimethylbenzyl)Cyclopentanol,

2 benzylidene-1-(3-Chlorobenzyl)-5-dimethylaminomethylphenol,

2-dimethylaminomethyl-5-(3-methoxybenzyl)bicyclopentyl-1-ol,

2-dimethylaminomethyl-5-(3-methoxybenzyl)-1-m-tooltipcontent,

1-cyclohexyl-2-dimethylaminomethyl-5-(3-methoxybenzyl)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzyl)-1-fenetylline,

2-dimethylaminomethyl-5-(3-methoxybenzyl)-1-phenylethylamines,

2-dimethylaminomethyl-5-(3-methoxybenzyl)-1-thiophene-2-enciklopediya,

2-dimethylaminomethyl-5-(3-methoxybenzyl)-1-(3-methoxyphenyl)Cyclopentanol,

2-dimethylamine is Tyl-5-(3-methoxybenzyl)-1-(3-phenylpropyl)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzyl)-1-(4-methoxyphenyl)Cyclopentanol,

2-dimethylaminomethyl-1-(3-terbisil)-5-(3-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(2-methoxyphenyl)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(2-methylbenzyl)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(3-methylbenzyl)Cyclopentanol,

2-dimethylaminomethyl-1-(2,5-dimethylbenzyl)-5-(3-methoxybenzylidene)Cyclopentanol,

1-(3-Chlorobenzyl)-2-dimethylaminomethyl-5-(3-methoxybenzylidene)Cyclopentanol,

1-benzyl-2-dimethylaminomethyl-5-(3-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-o-tooltipcontent,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-vinylcyclopentane,

1-(4-tert-butylphenyl)-2-dimethylaminomethyl-5-(3-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)bicyclopentyl-1-ol,

1-cyclohexyl-2-dimethylaminomethyl-5-(3-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-1-(4-forfinal)-5-(3-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-fenetylline,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-phenylethylamines,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-thiophene-2-enciklopediya,

2-dimethylaminomethyl-5-(3-methoxybenzyl the n)-1-(3-methoxyphenyl)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(3-phenylpropyl)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-n-tooltipcontent,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(4-methoxyphenyl)Cyclopentanol,

1-(2-Chlorobenzyl)-2-dimethylaminomethyl-5-(4-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-1-(3-methoxybenzyl)-5-(4-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-1-(3-terbisil)-5-(4-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-5-(4-methoxybenzylidene)-1-(2-methoxyphenyl)Cyclopentanol,

2-dimethylaminomethyl-5-(4-methoxybenzylidene)-1-(3-methylbenzyl)Cyclopentanol,

1-(4-Chlorobenzyl)-2-dimethylaminomethyl-5-(4-methoxybenzylidene)Cyclopentanol,

1-(2-chloro-6-terbisil)-2-dimethylaminomethyl-5-(4-methoxybenzylidene)Cyclopentanol,

1-(3-Chlorobenzyl)-2-dimethylaminomethyl-5-(4-methoxybenzylidene)Cyclopentanol,

1-(2,4-dichlorobenzyl)-2-dimethylaminomethyl-5-(4-methoxybenzylidene)Cyclopentanol,

2 benzylidene-7-dimethylaminomethyl-1-phenylcyclohexanol,

2 benzylidene-1-(4-chlorophenyl)-7-dimethylaminomethylphenol,

1-benzyl-2-benzylidene-7-dimethylaminomethylphenol,

2 benzylidene-7-dimethylaminomethyl-1-(4-fluoro-3-were)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-o-taillecavat,

2 benzylidene-7-dimethylaminomethyl-1-vinylcyclohexane,

2-anilide-1-(4-tert-butylphenyl)-7-dimethylaminomethylphenol,

2 benzylidene-1-cyclopentyl-7-dimethylaminomethylphenol,

2 benzylidene-7-dimethylaminomethyl-1-m-taillecavat,

2 benzylidene-1-cyclohexyl-7-dimethylaminomethylphenol,

2 benzylidene-7-dimethylaminomethyl-1-(4-forfinal)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-feniletinilpireny,

2 benzylidene-7-dimethylaminomethyl-1-thiophene-2-illlogical,

2 benzylidene-7-dimethylaminomethyl-1-(3-methoxyphenyl)cycloheptanol,

2 benzylidene-1-cyclohexylmethyl-7-dimethylaminomethylphenol,

2 benzylidene-7-dimethylaminomethyl-1-(3-fluoro-4-methoxyphenyl)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-(3-forfinal)cycloheptanol,

2 benzylidene-1-(3-chlorophenyl)-7-dimethylaminomethylphenol,

2 benzylidene-1-(3,5-dichlorophenyl)-7-dimethylaminomethylphenol,

2 benzylidene-7-dimethylaminomethyl-1-(4-terbisil)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-(4-methoxybenzyl)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-(3-terbisil)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-(2-methoxyphenyl)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-(2-methylbenzyl)cycloheptanol,

2 benzylidene-1-(3-chloro-4-forfinal)-7-dimethylaminomethylphenol,

2 benzylidene-7-dimethylaminomethyl-1-(3-triptoreline)cycloheptanol,

2 benzylidene-7-dimethyl shall aminomethyl-1-(3-methylbenzyl)cycloheptanol,

2 benzylidene-1-(4-Chlorobenzyl)-7-dimethylaminomethylphenol,

2 benzylidene-1-(2-chloro-6-terbisil)-7-dimethylaminomethylphenol,

2 benzylidene-7-dimethylaminomethyl-1-(2,5-dimethylbenzyl)cycloheptanol,

2 benzylidene-1-(3-Chlorobenzyl)-7-dimethylaminomethylphenol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-phenylcyclohexanol,

1-(4-chlorophenyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

1-benzyl-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-1-(4-fluoro-3-were)-7-(3-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-o-taillecavat,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-vinylcyclohexane,

1-(4-tert-butylphenyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

1-cyclopentyl-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-m-taillecavat,

1-cyclohexyl-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-1-(4-forfinal)-7-(3-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-penitenziagite,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-feniletinilpireny,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-thiophene-2-illlogical,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(3-methoxyphenyl)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(3-phenylpropyl)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-n-taillecavat,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(4-methoxyphenyl)cycloheptanol,

1-cyclohexylmethyl-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

1-(3-chlorophenyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

1-(3,5-dichlorophenyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

1-(2-Chlorobenzyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

1-(4-chloro-3-triptoreline)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-1-(3-forfinal)-7-(3-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(2-methoxyphenyl)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(2-methylbenzyl)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(3-triptoreline)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(3-methylbenzyl)cycloheptanol,

2-dimethylaminomethyl-1-(2,5-dimethylbenzyl)-7-(3-methoxybenzylidene)cycloheptanol,

1-(3-Chlorobenzyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

1-benzyl-2-dimethylaminomethyl-7-(4-methoxybenzylidene)the CEC shall heptanol,

2-dimethylaminomethyl-1-(4-fluoro-3-were)-7-(4-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-o-taillecavat,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-vinylcyclohexane,

1-(4-tert-butylphenyl)-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol,

1-cyclopentyl-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-m-taillecavat,

1-cyclohexyl-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-1-(4-forfinal)-7-(4-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-penitenziagite,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-feniletinilpireny,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-thiophene-2-illlogical,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(3-methoxyphenyl)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(3-phenylpropyl)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-n-taillecavat,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(4-methoxyphenyl)cycloheptanol,

1-cyclohexylmethyl-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol,

1-(3-chlorophenyl)-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol,

1-(2-Chlorobenzyl)-2-dimethylene the o-methyl 7-(4-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(2-methoxyphenyl)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(2-methylbenzyl)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(3-triptoreline)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(3-methylbenzyl)cycloheptanol,

1-(3-Chlorobenzyl)-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol,

1-(3,5-dichlorophenyl)-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-(3-hydroxyphenyl)cycloheptanol,

2-dimethylaminomethyl-1-(3-hydroxyphenyl)-7-(3-methoxybenzylidene)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-(3-methoxyphenyl)cycloheptanol,

3-[1-(2-dimethylamino-1-methylethyl)-1-hydroxy-2-methyl-3-phenylalkyl]phenol,

3-(4-Chlorobenzyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(3-methoxyphenyl)-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(2-benzylidene-6-dimethylaminomethyl-1-hydroxycyclohexyl)-phenol,

1-benzyl-2-benzylidene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(2-Chlorobenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(3-Chlorobenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(4-Chlorobenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(2-terbisil)-7-(4-methylpiperazin-1-ilmatieteenlaitos,

2 benzylidene-1-(3-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(4-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(2-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(3-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(4-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(2-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(3-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(4-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(2,6-dichlorobenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(2-chloro-6-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(2,6-diferensial)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-benzyl-2-(4-chlorobenzylidene)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-Chlorobenzyl)-2-(4-chlorobenzylidene)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(3-Chlorobenzyl)-2-(4-chlorobenzylidene)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(4-Chlorobenzyl)-2-(4-chlorobenzylidene)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(2-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(3-terbisil)-7-(4-methylpiperazin-1-elmet the l)cycloheptanol,

2-(4-chlorobenzylidene)-1-(4-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(2-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1 -(3-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(4-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(2-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(3-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(4-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(2,6-dichlorobenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(2,6-diferensial)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(2-chloro-6-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-benzyl-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-Chlorobenzyl)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(3-Chlorobenzyl)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(4-Chlorobenzyl)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-terbisil)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(3-terbisil)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cyclo is heptanol,

1-(4-terbisil)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-formanilide)-1-(2-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-formanilide)-1-(3-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-formanilide)-1-(4-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-formanilide)-1-(2-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-formanilide)-1-(3-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-formanilide)-1-(4-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2,6-dichlorobenzyl)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2,6-diferensial)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-chloro-6-terbisil)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-benzyl-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-Chlorobenzyl)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(3-Chlorobenzyl)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(4-Chlorobenzyl)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-terbisil)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(3-terbisil)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cyclohepta the Nol,

1-(4-terbisil)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-furan-2-ylmethylene-1-(2-methylbenzyl)-7-(4-methylpiperazin-ylmethyl)cycloheptanol,

2-furan-2-ylmethylene-1-(3-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-furan-2-ylmethylene-1-(4-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-furan-2-ylmethylene-1-(2-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-furan-2-ylmethylene-1-(3-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-furan-2-ylmethylene-1-(4-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2,6-dichlorobenzyl)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2,6-diferensial)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-chloro-6-terbisil)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-benzyl-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-Chlorobenzyl)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(3-Chlorobenzyl)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(4-Chlorobenzyl)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-terbisil)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(3-terbisil)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(4-terbisil)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

3-furan-2-ylmethylene-1-(2-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

3-furan-2-ylmethylene-1-(3-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

3-furan-2-ylmethylene-1-(4-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

3-furan-2-ylmethylene-1-(2-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

3-furan-2-ylmethylene-1-(3-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

3-furan-2-ylmethylene-1-(4-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2,6-dichlorobenzyl)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2,6-diferensial)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-chloro-6-terbisil)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

not necessarily in the form of their racemates, their pure stereoisomers, especially enantiomers or diastereomers or in the form of mixtures of stereoisomers, especially enantiomers or diastereomers, in any of their ratio in the mixture, in the present form or in the form of their acids or their bases or in the form of their salts, especially physiologically compatible salts, or in the form of a solvate, especially hydrates, primarily in the form of the hydrochloride or dihydrochloride.

According to a further one is mu preferred variant embodiment of the invention among its proposed substituted derivatives of 5-amino-1-penten-3-ol of the formula I preferred the E-isomers of such derivative of the formula I, represented by formula I':

In another preferred embodiment of the invention in its proposed substituted derivatives of 5-amino-1-penten-3-ol of the formula I Oh-group and aminometilbensana group CHR7-NR3R4in formula I, if R7denotes hydrogen, and R1and R2together form a ring are in the CIS-position relative to each other, as illustrated in the following formula I:

Proposed in the invention compounds are toxicologically harmless and therefore suitable for use as a pharmaceutical active ingredient in medicines. Accordingly another object of the present invention are drugs, containing at least one proposed in the invention substituted derivative of 5-amino-1-penten-3-ol, optionally along with acceptable additives and/or auxiliary substances and/or optionally with other active ingredients.

Proposed in the invention medicines in addition to at least one substituted derivative of 5-amino-1-penten-3-ol not necessarily contain acceptable additives and/or excipients, including carriers, fillers, rest ritali, diluents, dyes and/or binders, and can be used as liquid dosage forms in the form of injection solutions, drops or medicines, as well as semi-solid dosage forms in the form of granules, tablets, pills, patches, capsules, plasters or aerosols. The choice of auxiliary and other substances, and used their number depend on whether the drug for oral, oral, parenteral, intravenous, intraperitoneal, intradermal, intramuscular, intranasal, transbukkalno, rectal or topical application, such as application on skin, on mucous membranes or in the eyes. For oral administration suitable compositions in the form of tablets, pills, capsules, granules, drops, medicines and syrups, and for parenteral, local, and inhalation use suitable solutions, suspensions, easily recoverable dry compositions, as well as sprays. Proposed in the invention substituted derivatives of 5-amino-1-penten-3-ol in depot form, in dissolved form or embedded in a plaster, optionally with the addition of promote penetration through the skin of funds, also suitable for percutaneous introduction. Intended for oral or percutaneous injection dosage form can be a retard forms, which is haunted provide slow release of the proposed invention substituted derivatives of 5-amino-1-penten-3-ol. In principle, the composition proposed in the invention of medicines, you can include some other, well-known specialists active substances.

Enter the patient number of the active substance varies depending on the weight of the patient, route of administration, indications for use and the severity of the disease. Usually at least one proposed in the invention substituted derivative of 5-amino-1-penten-3-ol is introduced into the body in a quantity of from 0.005 to 1000 mg/kg, preferably from 0.05 to 5 mg/kg body weight.

In one preferred options contained in the medicinal product substituted derivative of 5-amino-1-penten-3-ol according to the invention is represented in the form of a pure diastereoisomer and/or enantiomer, in the form of the racemate or in the form of requiredno or equimolar mixture of the diastereomers and/or enantiomers.

Gabapentin is a well-known antiepileptic agent with anticonvulsant action. Along with this gabapentin is used and some other indications, in particular may be prescribed by the attending physician for migraine and bipolar disorders, as well as at high tide (for example in the postmenopausal period) (.Schrope, Modern Drug Discovery, September 2000, page 11). Gabapentin has therapeutic potential in other indications, as evidenced by the results of these studies is any, held with the participation of the people as well as the results obtained when applying gabapentin in clinical practice (see J.S.Bryans, D.J.Wustrow, "3-Substituted GABA Analogs with Central Nervous System Activity: A Review", Med. Res. Rev. (1999), cc.149-177). In this review article will detail the action gabapentin. Thus, in particular, gabapentin is effective in the treatment of chronic pain and behavioral disturbances. However, the article says first and foremost about gabapentin anticonvulsant and antiepileptic efficacy, as well as the possibility of its use in chronic and neuropathic pain, mainly in thermal hyperplasia, the mechanical allodynia and allodynia when exposed to cold. In addition, the application gabapentin effective for neuropathy caused by disorders of the nervous system, primarily in neuropathic pain, as well as pain associated with inflammation, and postoperative pain. Gabapentin is successfully used for mental disorders, primarily as an anxiolytic drug. Among other proven indications gabapentin should be called amyotrophic lateral sclerosis (ABS), reflex sympathetic dystrophy, spastic paralysis, tired leg syndrome, treating the symptoms and pain associated with multiple sclerosis, acquired Nesta is m, treating the symptoms of Parkinson's disease, painful diabetic neuropathy and mental disorders, such as bipolar disorder, mood swings, manic behavior. Good results, as experience has shown, can be achieved using gabapentina when erythromelalgia pain, post-polio pain, trigeminal neuralgia and post-operative pain (Bryans und Wustrow (1999), see above). In General gabapentin is effective in many neurodegenerative diseases, which is well known and is also supported by the examples given in the above article. As examples of such neurodegenerative diseases can be called Alzheimer's disease, Huntington's disease, Parkinson's disease and epilepsy. Also known efficiency gabapentin at violation of function of the gastrointestinal tract.

All offered in the invention compounds displace gabapentin from it - until now also not yet exactly known science - binding site. It is said, however, suggests that the compounds according to the invention are associated with the same site as gabapentin, showing thereby through this binding site its physiological action that supposedly characterized the same profile, which then have gabapentina. The validity of such assumptions about the identity of the steps in one and the same binding site confirms the analgesic effectiveness. So, in particular, the proposed invention in connection not only displace gabapentin from its binding site, but also display similar gabapentin a pronounced analgesic effect.

Accordingly another object of the invention is the application of the proposed therein substituted derivative of 5-amino-1-penten-3-ol to obtain a medicinal product intended for the treatment of pain, especially of neuropathic, chronic or acute pain.

Proposed in the invention compound suitable for the treatment of first symptoms associated with neuropathic pain, however, can also be applied at other related readings. Another object of the invention in accordance with this is the application of the proposed substituted derivative of 5-amino-1-penten-3-ol to obtain a medicinal product intended for the treatment of migraine, hyperalgesia and allodynia primarily thermal hyperalgesia, mechanical hyperalgesia and allodynia, including allodynia when exposed to extreme cold, as well as for the treatment of pain associated with inflammation, or post-operative pain.

Proposed in the invention compounds can p imeetsya well as other indications. Another object of the invention in accordance with this is the application of the proposed substituted derivative of 5-amino-1-penten-3-ol to obtain a medicinal product intended for the treatment of epilepsy, tides, ailments in postmenopausal period, amyotrophic lateral sclerosis (ABS), reflex sympathetic dystrophy, spastic paralysis, tired leg syndrome, acquired nystagmus, mental, respectively neurotic diseases disorders such as bipolar disorder, anxiety, panic attacks, mood swings, obsessive behaviour, depression and manic-depressive behavior, painful diabetic neuropathy, symptoms and pain associated with multiple sclerosis and Parkinson's disease, neurodegenerative diseases such as Alzheimer's disease, Huntington's disease, Parkinson's disease and epilepsy, disorders of the gastrointestinal tract, erythromelalgia or post-polio pain, neuralgia trigeminal or herpetic neuralgia, or as anti-convulsants, analgesic or anxiolytic.

While it may be preferable to use a substituted derivative of 5-amino-1-penten-3-ol represented in claims 1 to 11 claims, in the form of pure Diaz is eromero and/or enantiomer, in the form of the racemate or in the form of requiredno or equimolar mixture of the diastereomers and/or enantiomers.

Another object of the invention is a method of treatment of a mammal or human in need of such treatment on the basis of important from a medical point of view of symptoms, which consists in the introduction to the patient a therapeutically effective dose of a substituted derivative of 5-amino-1-penten-3-ol according to the invention or of a medicinal product according to the invention. The invention relates primarily to the appropriate treatment of pain, especially of neuropathic, chronic or acute pain, migraine, hyperalgesia and allodynia primarily thermal hyperalgesia, mechanical hyperalgesia and allodynia, including allodynia under the influence of cold, and pain associated with inflammatory or post-operative pain, epilepsy, tides, ailments in postmenopausal period, amyotrophic lateral sclerosis (ABS), reflex sympathetic dystrophy, spastic paralysis, tired leg syndrome, acquired nystagmus, mental, respectively neurotic diseases disorders such as bipolar disorder, anxiety, seizures panic, mood swings, obsessive behaviour, depression and manic-depressive behavior, painful diabetic n is uropathy, symptoms and pain associated with multiple sclerosis or Parkinson's disease, neurodegenerative diseases such as Alzheimer's disease, Huntington's disease, Parkinson's disease and epilepsy, erythromelalgia or post-polio pain, neuralgia trigeminal or herpetic neuralgia.

The next object of the invention is a method for its proposed substituted derivative of 5-amino-1-penten-3-ol, as described in more detail in the following description and examples.

A General method of preparing compounds

For the synthesis of compounds used are described in the literature reaction (see, for example, R.C.Larock, Comprehensive Organic Transformations, 2nd ed., published by Wiley, New York 1999, cited in this publication literary sources).

Derivatives of 5-amino-1-penten-3-ol of General formula I

you can get a way that differs that β-aminoketone (hereinafter also referred to as the basis of manniche) of formula IA,

in which the residues R1-R4, R6and R7have one of the above for formula I values, is subjected to the interaction with the ORGANOMETALLIC compound of formula III

in which Z denotes MgCl, MgBr, Mgl, or Li, a R5has one pointed to by the x above for formula I values, obtaining the compounds of formula I.

Interaction β-aminoketone formula IA with a Grignard reagent of the formula III in which Z denotes MgCl, MgBr or Mgl, or with an organolithium compound of formula III can be carried out in simple aliphatic ether, for example diethyl ether and/or tetrahydrofuran, at temperatures from -70 to +60°C. Organolithium compound of formula III in which Z represents Cl, Br or I, can be obtained by the interaction of, for example, with a solution of n-utility in hexane in the exchange reaction between the halogen and lithium.

β-Aminoketone General formula IA can be obtained by known literature methods (see Houben-Weyl-der Organischen Chemie Methods, E21b, 1995, cc.1925-1929; M.Tramontini, L.Angiolini, Mannich Bases, Chemistry and Uses, ed-CRS Press, 1994, as well as quoted in the published literature sources).

β-Aminoketone General formula IA, in which R7denotes aryl or heteroaryl, each of which is unsubstituted or mono - or mnogosloinym, you can get Alderney condensation, exposing Mannich bases of formula IV by reaction with aromatic or heteroaromatic aldehydes of General formula V:

The compounds of formula IA preferably get Alderney condensation, exposing enamines structural formula IVa reaction with aromatic or heteroaromatic the definition aldehydes of General formula V, in the formula IVa Raand Rbpreferably together represent -(CH2)2-O-(CH2)2(Hünig, Märkl, Sauer, Integriertes Organisches Praktikum, Izd-vo Chemie, Weinheim, 1979):

β-Aminoketone General formula IV is preferably obtained by the interaction of enamines of General formula VI, and such a reaction is the most preferred compounds, in which R7does not denote H,

with iminium salt of General formula VII

where Y preferably denotes Cl-, AlCl4-, Br-or I-.

Compounds in which R6represents H, can be obtained analogously to known literature methods for the classical reaction of manniche through salt Asnother or BuLi.

Enamines of General formula VI get known from the literature methods of interaction ketones of General formula VIII

with secondary amines, preferably dimethylamine, pyrrolidine, piperidine or morpholine (Acta Chem. Scand. V, 1984, cc.49-53).

Ketones of formula VIII was acquired from the respective manufacturers or synthesized by known literature methods.

Iminium salts of the General formula VII get known from the literature methods of interaction Amidala about the soup of the formula IX

with anhydrides of the acids, for example with acetylchloride or thionyl chloride (Houben-Weyl-der Organischen Chemie Methods, E21b, 1995, cc.1925-1929).

This iminium salts of the General formula VII, there is no need to select, and can be obtained in situ and subjected to interaction with enamines of General formula VI with getting manniche General formula IV (Angew. Chem. 106, 1994, cc.2531-2533). Since the enamine-Imanova tautomerism similar to keto-enol tautomerism, instead of enamines of General formula VI, there is a possibility to use imine General formula X

An alternative to this, the ketones of General formula IV can also be directly subjected to interaction with iminium salts of the General formula VII.

However, Mannich bases of the General formula IV can also be obtained directly, exposing the enamines of General formula VI interaction with an aromatic or heteroaromatic aldehyde of General formula XI

and a secondary amine of General formula XII HNR3R4that can also be used in the form of the corresponding hydrochloride HNR3R4×HCl, preferably in the presence of triethylamine, chlorotrimethylsilane and sodium iodide (Synlett 1997, s-976).

Mannich bases of the General formula IV, depending on the reaction conditions preferably is get in the way described above with the relative configuration represented by the General formula IVa

where the amino group is in the anti-position to the R2. Such compounds of General formula IVa can be obtained in the form of pure diastereomers by crystallization, including their salts, such as hydrochloride, or chromatographic separation.

In contrast, upon receipt of the grounds of manniche General formula IV by 1,4-addition of secondary amines of General formula XII to inanam General formula XIII

which are the result of aldol condensation of ketones of General formula IV with aromatic or heteroaromatic aldehydes of General formula XI, the reaction proceeds with less stereoselectivity (US 4017637). Therefore, this approach is suitable for other possible stereoisomers.

When using chiral amines to obtain enamines of General formula VI or Iminov General formula X subsequent reaction of manniche allows you to get the Mannich bases of the General formula IV with a large number of one of the enantiomers or even in the form of pure enantiomers (Houben-Weyl-der Organischen Chemie Methods, E21b, 1995, cc.1925-1929).

Alternative discussed above sequence for the synthesis of compounds of formula IA, in which R7denotes hydrogen, can also be obtained by aldol condensation interaction is m ketones of formula VIII with aromatic or heteroaromatic aldehydes of General formula V to form compounds of formula XIV

The compounds of formula XIV are preferably obtained by aldol condensation reaction of enamines structural formula VIa with aromatic or heteroaromatic aldehydes of General formula V, Raand Rbin the formula Via, preferably together represent -(CH2)2-O-(CH2)2(Hünig, Märkl, Sauer, Integriertes Organisches Praktikum, Izd-vo Chemie, Weinheim, 1979)

The compounds of formula XIV can be directly subjected to interaction with iminium salts of the formula VII with getting manniche formula IA.

The resulting aminomethylpyridine diastereomers Mannich bases of formula IA and IV can be obtained in the form of pure diastereomers or by dividing column chromatography or by fractional crystallization of their hydrochloride organic solvent, such as 2-butanone or acetone.

Mannich bases of formula IA and IV in the form of pure enantiomers can also be obtained by aminomethylpyridine using enantiomerically ketones of formulas IA and VI or by splitting of the racemate by crystallization of diastereomeric salts using chiral acids, preferably tartaric acid, derivatives of tartaric acid or almond acid (see Tartaric and Malic Acids in Synthesis, published by Wiley, New York 1999, cited in this publication literary sources).

The salt formation

The compounds of formula I are well known method to translate into their salts with physiologically compatible acids, for example salts of hydrochloric acid, Hydrobromic acid, sulfuric acid, methanesulfonic acid, formic acid, acetic acid, oxalic acid, succinic acid, tartaric acid, almond acid, fumaric acid, lactic acid, citric acid, glutamic acid, 1,1-dioxo-1,2-dihydro-1λ6-benzo[d]isothiazol-3-one (some saccharine acid), monomethylaniline acid, 5-oxoproline, hexane-1-sulfonic acid, nicotinic acid, 2-, 3 - or 4-aminobenzoic acid, 2,4,6-trimethylbenzoic acid, α-lipoic acid, acetylglycine, acetylsalicylic acid, hippuric acid and/or aspartic acid. The process of salt formation is preferably carried out in a solvent such as diethyl ether, diisopropyl ether, Akilova ether acetic acid, acetone and/or 2-butanone or in the water. To obtain hydrochloride suitable, in addition, trimethylchlorosilane in aqueous solution.

Below the invention is illustrated in the examples, not limiting its scope.

Examples

The following examples describe redlagaemye in the invention compounds as well as their preparation and studies to determine their effectiveness.

For all examples, the following General provisions:

Used chemicals and solvents were purchased from traditionally offering them for sale manufacturers (companies Acros, Avocado, Aldrich, Fluka, Lancaster, Maybridge, Merck, Sigma, TCI etc) or synthesized independently.

The analysis was performed using NMR spectroscopy, ESI-mass spectroscopy and/or GHUR.

Getting manniche

Examples

2 benzylidene-6-dimethylaminomethylene

Stage 1: 4-cyclohex-1-aylmerton

of 98.2 g (1 mol) of cyclohexanone and 87.7 g (1,2 mol) of the research was boiled under reflux on a water separator in 400 ml of anhydrous toluene with addition of 1 g of n-toluensulfonate acid. After separation of 18.7 ml of water (after about four hours) was added 4 g of powdered calcium hydride and boiled under reflux for 30 minutes After removal of the solvent the residue was distilled. Warded off at temperatures 70-73°and a pressure of 0.1 bar fraction used in the next stage without further purification (yield 108 g (65% of theory).

Stage 2: 2-benzylideneamino

108 g (of 0.65 mol) of 4-cyclohex-1-aylmerton obtained on a hundred is AI 1, and 58,0 g (of 0.55 mol) of benzaldehyde was dissolved in 110 ml of anhydrous toluene and within 48 h was heated under reflux on a water separator. In the separated 9 ml of water. After cooling to room temperature while cooling in an ice bath and with stirring was added dropwise 170 ml of 18%hydrochloric acid and 60 ml of toluene. The mixture was stirred for 1 h at room temperature. After separation of the phases the aqueous phase was twice extracted with toluene portions of 100 ml the combined organic phases are once washed with 150 ml of water and then 100 ml of a saturated solution of sodium carbonate. After drying over sodium sulfate the solvent drove away. The residue was distilled and the fraction, warded off at a temperature of 120-125°and a pressure of 0.2 bar, recrystallized from n-hexane. In this way received of 48.1 g (47% of theory) of a light yellow wax-like crystals with a melting point 53-55°C.

Stage 3: 2-benzylidene-6-dimethylaminomethylene

43 g (0.23 mol) of 2-benzimidazolidinone obtained in stage 2, and 21.6 g (0.23 mol) of dimethylammoniumchloride was stirred at room temperature in 200 ml of anhydrous acetonitrile. After adding 0.2 ml of acetylchloride the mixture was stirred for three hours at room temperature, was formed colorless transparent solution. Next, the reaction is ionic mixture was added dropwise 200 ml of anhydrous simple ester, it was crystallized hydrochloride. In this way got to 56.1 g (87% of theory) of colorless crystals. From the hydrochloride with dichloromethane/sodium hydroxide released the substrate and after drying of the solution drove dichloromethane.

Similar to the above example also received the following Mannich bases of formula II:

2-dimethylaminomethyl-6-(2-methoxybenzylidene)cyclohexanone,

2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanone,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanone,

2-(2-chlorobenzylidene)-6-dimethylaminomethylene,

2-(3-chlorobenzylidene)-6-dimethylaminomethylene,

2-(4-chlorobenzylidene)-6-dimethylaminomethylene,

2-dimethylaminomethyl-6-(2-formanilide)cyclohexanone,

2-dimethylaminomethyl-6-(3-formanilide)cyclohexanone,

2-dimethylaminomethyl-6-(4-formanilide)cyclohexanone,

2-dimethylaminomethyl-6-(2-methylbenzylidene)cyclohexanone,

2-dimethylaminomethyl-6-(3-methylbenzylidene)cyclohexanone,

2-dimethylaminomethyl-6-(4-methylbenzylidene)cyclohexanone,

2-(3,4-dichlorobenzamide)-6-dimethylaminomethylene,

2-diphenyl-4-ylmethylene-6-dimethylaminomethylene,

2-(4-tert-butylbenzamide)-6-dimethylaminomethylene,

2-dimethylaminomethyl-6-naphthalene-1-almatyecologostroi,

2-dimethylaminomethyl-naphtalen-2-almatyecologostroi,

2 benzylidene-6-dimethylaminomethyl-4-phenylcyclohexanone,

2-(2-chlorobenzylidene)-6-dimethylaminomethyl-4-phenylcyclohexanone,

2-(3-chlorobenzylidene)-6-dimethylaminomethyl-4-phenylcyclohexanone,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-4-phenylcyclohexanone,

2-dimethylaminomethyl-6-(2-formanilide)-4-phenylcyclohexane,

2-dimethylaminomethyl-6-(3-formanilide)-4-phenylcyclohexane,

2-dimethylaminomethyl-6-(4-formanilide)-4-phenylcyclohexane,

2-dimethylaminomethyl-6-(2-methoxybenzylidene)-4-phenylcyclohexane,

2-dimethylaminomethyl-6-(3-methoxybenzylidene)-4-phenylcyclohexane,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-4-phenylcyclohexane,

2-dimethylaminomethyl-5-(2-methoxybenzylidene)Cyclopentanone,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)Cyclopentanone,

2-dimethylaminomethyl-5-(4-methoxybenzylidene)Cyclopentanone,

2-(2-chlorobenzylidene)-5-dimethylaminomethylphenol,

2-(3-chlorobenzylidene)-5-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-5-dimethylaminomethylphenol,

2-dimethylaminomethyl-5-(2-formanilide)Cyclopentanone,

2-dimethylaminomethyl-5-(3-formanilide)Cyclopentanone,

2-dimethylaminomethyl-5-(4-formanilide)Cyclopentanone,

2-dimethylaminomethyl-5-(2-methylbenzylidene)Cyclopentanone,

2-dimethylaminomethyl-5-(3-methylbenzylidene)Cyclopentanone

2-dimethylaminomethyl-5-(4-methylbenzylidene)Cyclopentanone,

2-(3,4-dichlorobenzamide)-5-dimethylaminomethylphenol,

2-diphenyl-4-ylmethylene-5-dimethylaminomethylphenol,

2-(4-tert-butylbenzamide)-5-dimethylaminomethylphenol,

2-dimethylaminomethyl-5-naphthalene-1-eletronicamente,

2-dimethylaminomethyl-5-naphthalene-2-eletronicamente,

2-dimethylaminomethyl-7-(2-methoxybenzylidene)Cycloheptane,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)Cycloheptane,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)Cycloheptane,

2-(2-chlorobenzylidene)-7-dimethylaminomethylphenol,

2-(3-chlorobenzylidene)-7-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-7-dimethylaminomethylphenol,

2-dimethylaminomethyl-7-(2-formanilide)Cycloheptane,

2-dimethylaminomethyl-7-(3-formanilide)Cycloheptane,

2-dimethylaminomethyl-7-(4-formanilide)Cycloheptane,

2-dimethylaminomethyl-7-(2-methylbenzylidene)Cycloheptane,

2-dimethylaminomethyl-7-(3-methylbenzylidene)Cycloheptane,

2-dimethylaminomethyl-7-(4-methylbenzylidene)Cycloheptane,

2-(3,4-dichlorobenzamide)-7-dimethylaminomethylphenol,

2-diphenyl-4-ylmethylene-7-dimethylaminomethylphenol,

2-(4-tert-butylbenzamide)-7-dimethylaminomethylphenol,

2-dimethylaminomethyl-7-naphthalene-1-ylmethyl Cycloheptane,

2-dimethylaminomethyl-7-naphthalene-2-almatyecologstroy,

5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-one,

5-dimethylamino-1-(2-methoxyphenyl)-2,4-dimethylpent-1-EN-3-one,

5-dimethylamino-1-(3-methoxyphenyl)-2,4-dimethylpent-1-EN-3-one,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-one,

1-(2-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-one,

1-(3-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-one,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-one,

5-dimethylamino-1-(2-forfinal)-2,4-dimethylpent-1-EN-3-one,

5-dimethylamino-1-(3-forfinal)-2,4-dimethylpent-1-EN-3-one,

5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-one,

5-dimethylamino-2,4-dimethyl-1-o-tailment-1-EN-3-one,

5-dimethylamino-2,4-dimethyl-1-m-tailment-1-EN-3-one,

5-dimethylamino-2,4-dimethyl-1-n-tailment-1-EN-3-one,

1-(3,4-dichlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-one,

1-diphenyl-4-yl-5-dimethylamino-2,4-dimethylpent-1-EN-3-one.

General method 1

In the heated and cooled in the atmosphere of inert gas to -10°the reaction vessel was loaded dissolved in THF Foundation of manniche (400 μl, 0.5 mol/l). Thereafter, with stirring, was added 2 equivalents of pre-prepared Grignard reagent or organolithium reagent (0.5 mol/l in THF or diethyl ether, 800 μl). Then the reaction mixture was stirred at room temperature. Chere is C for three hours, the reaction mixture was again cooled to -10° With and hydrolyzed in a solution of ammonium chloride. After the reaction mixture was twice extracted with ethyl acetate and concentrated in vacuum at 40°C.

Characteristics of chlorinated compounds was determined predominantly by MC(ESI). In the rest of the characteristics of the compounds were determined by NMR spectroscopy.

Compounds and their corresponding examples:

/tr>
Example 12 benzylidene-1-(3-Chlorobenzyl)-6-dimethylaminomethylphenol
Example 22 benzylidene-6-dimethylaminomethyl-1-(2,5-dimethylbenzyl)cyclohexanol
Example 32 benzylidene-1-(2-chloro-6-terbisil)-6-dimethylaminomethylphenol
Example 42 benzylidene-1-(4-Chlorobenzyl)-6-dimethylaminomethylphenol
Example 52 benzylidene-6-dimethylaminomethyl-1-(3-methylbenzyl)cyclohexanol
Example 62 benzylidene-6-dimethylaminomethyl-1-(3-triptoreline)cyclohexanol
Example 72 benzylidene-1-(3-chloro-4-forfinal)-6-dimethylaminomethylphenol
Example 82 benzylidene-6-dimethylaminomethyl-1-(2-methylbenzyl)cyclohexanol
Example 92 benzylidene-6-dimethylaminomethyl-1-(2-meth is xifei)cyclohexanol
Example 102 benzylidene-6-dimethylaminomethyl-1-(3-terbisil)cyclohexanol
Example 112 benzylidene-1-(4-chloro-3-triptoreline)-6-dimethylaminomethylphenol
Example 122 benzylidene-6-dimethylaminomethyl-1-(3-methoxybenzyl)cyclohexanol
Example 132 benzylidene-6-dimethylaminomethyl-1-(4-terbisil)cyclohexanol
Example 142 benzylidene-1-(2-Chlorobenzyl)-6-dimethylaminomethylphenol
Example 152 benzylidene-1-(3,5-dichlorophenyl)-6-dimethylaminomethylphenol
Example 162 benzylidene-1-(3-chlorophenyl)-6-dimethylaminomethylphenol
Example 172 benzylidene-6-dimethylaminomethyl-1-(3-forfinal)cyclohexanol
Example 182 benzylidene-6-dimethylaminomethyl-1-(5-fluoro-2-methoxyphenyl)cyclohexanol
Example 192 benzylidene-1-cyclohexylmethyl-6-dimethylaminomethylphenol
Example 202 benzylidene-6-dimethylaminomethyl-1-(4-methoxyphenyl)cyclohexanol
Example 212 benzylidene-6-dimethylaminomethyl-1-n-taillecavat
Example 222 benzylidene-6-dimethylamino the Il-1-(3-phenylpropyl)cyclohexanol
Example 232 benzylidene-6-dimethylaminomethyl-1-(3-methoxyphenyl)cyclohexanol
Example 242 benzylidene-6-dimethylaminomethyl-1-thiophene-2-illlogical
Example 252 benzylidene-6-dimethylaminomethyl-1-phenylalanylglycyl
Example 262 benzylidene-6-dimethylaminomethyl-1-fenetylline
Example 272 benzylidene-6-dimethylaminomethyl-1-(4-forfinal)cyclohexanol
Example 282 benzylidene-6-dimethylaminomethylene-1-ol
Example 292 benzylidene-6-dimethylaminomethyl-1-m-taillecavat
Example 302 benzylidene-1-cyclopentyl-6-dimethylaminomethylphenol
Example 312 benzylidene-1-(4-tert-butylphenyl)-6-dimethylaminomethylphenol
Example 322 benzylidene-6-dimethylaminomethyl-1-vinylcyclohexane
Example 332 benzylidene-6-dimethylaminomethyl-1-o-taillecavat
Example 342 benzylidene-6-dimethylaminomethyl-1-(4-fluoro-3-were)cyclohexanol
Example 351-benzyl-2-benzylidene-6-dimethylaminomethylphenol
Example 36 2 benzylidene-1-(4-chlorophenyl)-6-dimethylaminomethylphenol
Example 372 benzylidene-6-dimethylaminomethyl-1-phenylcyclohexanol
Example 381-(3-Chlorobenzyl)-2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol
Example 392-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(2,5-dimethylbenzyl)cyclohexanol
Example 402-(4-chlorobenzylidene)-1-(2-chloro-6-terbisil)-6-dimethylaminomethylphenol
Example 411-(4-Chlorobenzyl)-2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol
Example 422-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-triptoreline)cyclohexanol
Example 432-(4-chlorobenzylidene)-1-(3-chloro-4-forfinal)-6-dimethylaminomethylphenol
Example 442-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(2-methylbenzyl)cyclohexanol
Example 452-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(2-methoxyphenyl)cyclohexanol
Example 462-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-terbisil)cyclohexanol
Example 472-(4-chlorobenzylidene)-1-(4-chloro-3-triptoreline)-6-dimethylaminomethylphenol
Primer 2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-methoxybenzyl)cyclohexanol
Example 492-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(4-terbisil)cyclohexanol
Example 501-(2-Chlorobenzyl)-2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol
Example 512-(4-chlorobenzylidene)-1-(3,5-dichlorophenyl)-6-dimethylaminomethylphenol
Example 522-(4-chlorobenzylidene)-1-(3-chlorophenyl)-6-dimethylaminomethylphenol
Example 532-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-forfinal)cyclohexanol
Example 542-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(5-fluoro-2-methoxyphenyl)cyclohexanol
Example 552-(4-chlorobenzylidene)-1-cyclohexylmethyl-6-dimethylaminomethylphenol
Example 562-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(4-methoxyphenyl)cyclohexanol
Example 572-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-n-taillecavat
Example 582-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-phenylpropyl)cyclohexanol
Example 592-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-methoxyphenyl)cyclohexanol
Example 60 2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-thiophene-2-illlogical
Example 612-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-phenylalanylglycyl
Example 622-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-fenetylline
Example 632-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(4-forfinal)cyclohexanol
Example 642-(4-chlorobenzylidene)-6-dimethylaminomethylene-1-ol
Example 652-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-m-taillecavat
Example 662-(4-chlorobenzylidene)-1-cyclopentyl-6-dimethylaminomethylphenol
Example 671-(4-tert-butylphenyl)-2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol
Example 682-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-vinylcyclohexane
Example 692-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-o-taillecavat
Example 702-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(4-fluoro-3-were)cyclohexanol
Example 711-benzyl-2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol
Example 722-(4-chlorobenzylidene)-1-(4-chlorophenyl)-6-dimethy aminomethylphenol
Example 732-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-phenylcyclohexanol
Example 741 -(3-Chlorobenzyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol
Example 752-dimethylaminomethyl-1-(2,5-dimethylbenzyl)-6-(4-methoxybenzylidene)cyclohexanol
Example 761-(2-chloro-6-terbisil)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol
Example 772-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(3-methylbenzyl)cyclohexanol
Example 782-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(3-triptoreline)cyclohexanol
Example 791-(3-chloro-4-forfinal)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol
Example 802-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(2-methoxyphenyl)cyclohexanol
Example 811-(4-chloro-3-triptoreline)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol
Example 822-dimethylaminomethyl-1-(4-terbisil)-6-(4-methoxybenzylidene)cyclohexanol
Example 831-(2-Chlorobenzyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol
Example 841-(3,5-dichlorophenyl)-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol
Example 851-(3-chlorophenyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol
Example 862-dimethylaminomethyl-1-(5-fluoro-2-methoxyphenyl)-6-(4-methoxybenzylidene)cyclohexanol
Example 871-cyclohexylmethyl-2-dimethylaminomethyl-6-(4-methoxybenzylidene)diclohexal
Example 882-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(4-methoxyphenyl)cyclohexanol
Example 892-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-n-taillecavat
Example 901-(2,3-dichlorophenyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol
Example 912-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(3-phenylpropyl)cyclohexanol
Example 922-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(3-methoxyphenyl)cyclohexanol
Example 932-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-thiophene-2-illlogical
Example 942-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-phenylalanylglycyl
Example 952-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-fenetylline
Example 962-dimethylaminomethyl-1-(4-forfinal)-6-(4-methoxy who anilide)cyclohexanol
Example 976-dimethylaminomethyl-2-(4-methoxybenzylidene)bicyclohexyl-1-ol
Example 982-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-m-taillecavat
Example 991-cyclopentyl-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol
Example 1001-(4-tert-butylphenyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol
Example 1012-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-vinylcyclohexane
Example 1022-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-o-taillecavat
Example 1032-dimethylaminomethyl-1-(4-fluoro-3-were)-6-(4-methoxybenzylidene)cyclohexanol
Example 1041-benzyl-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol
Example 1051-(4-chlorophenyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol
Example 1062-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-phenylcyclohexanol
Example 1071-(3-Chlorobenzyl)-2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanol
Example 1082-dimethylaminomethyl-1-(2,5-dimethylbenzyl)-6-(3-methoxybenzylidene)cyclohexanol
Example 1092-dimethylaminomethyl-6-(3-methoxybenzylidene)-1-(2-methylbenzyl)cyclohexanol
Example 1102-dimethylaminomethyl-6-(3-methoxybenzylidene)-1-(2-methoxyphenyl)cyclohexanol
Example 1111-(4-chloro-3-triptoreline)-2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanol
Example 1121-(2-Chlorobenzyl)-2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanol
Example 1136-dimethylaminomethyl-2-(3-methoxybenzylidene)bicyclohexyl-1-ol
Example 1141-cyclopentyl-2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanol
Example 1152-dimethylaminomethyl-6-(3-methoxybenzylidene)-1-vinylcyclohexane
Example 1162-dimethylaminomethyl-1-(4-fluoro-3-were)-6-(3-methoxybenzylidene)cyclohexanol
Example 1171-benzyl-2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanol
Example 1182-dimethylaminomethyl-6-(3-methoxybenzylidene)-1-phenylcyclohexanol
Example 1191-benzyl-2-(2-chlorobenzylidene)-6-dimethylaminomethylphenol
Example 1205-dimethylamino-2,4-dimethyl-1,3-diphenylene-1-EN-3-ol
121 3-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1223-benzyl-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1235-dimethylamino-3-(4-fluoro-3-were)-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1245-dimethylamino-2,4-dimethyl-1-phenyl-3-o-tailment-1-EN-3-ol
Example 1253-(2-dimethylamino-1-methylethyl)-2-methyl-1-finalmente-1,4-Dien-3-ol
Example 1263-(4-tert-butylphenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1273-cyclopentyl-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1285-dimethylamino-2,4-dimethyl-1-phenyl-3-m-tailment-1-EN-3-ol
Example 1293-cyclohexyl-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1305-dimethylamino-3-(4-forfinal)-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1315-dimethylamino-2,4-dimethyl-3-phenethyl-1-finalment-1-EN-3-ol
Example 1323-(2-dimethylamino-1-methylethyl)-2-methyl-1,5-diphenylene-1-EN-4-in-3-ol
Example 1335-dimethylamino-2,4-dimethyl-1-phenyl-3-thiophene-2-ipent-1-EN-3-ol
Example 1343-(2,4-dichlorophenyl)-5-dimethyl what Mino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1355-dimethylamino-3-(3-methoxyphenyl)-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1363-(2-dimethylamino-1-methylethyl)-2-methyl-1,6-diphenylene-1-EN-3-ol
Example 1373-(2,3-dichlorophenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1385-dimethylamino-2,4-dimethyl-1-phenyl-3-and-tailment-1-EN-3-ol
Example 1395-dimethylamino-3-(4-methoxyphenyl)-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1403-cyclohexylmethyl-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1415-dimethylamino-3-(5-fluoro-2-methoxyphenyl)-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1425-dimethylamino-3-(3-forfinal)-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1433-(3-chlorophenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1443-(3,5-dichlorophenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1453-(2-Chlorobenzyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1465-dimethylamino-3-(4-terbisil)-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1473-(4-chloro-3-triptoreline)-5-dimethylamino-2,4-dimethyl-1-finalment-1-e the-3-ol
Example 1485-dimethylamino-3-(2-methoxyphenyl)-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1495-dimethylamino-2,4-dimethyl-3-(2-methylbenzyl)-1-finalment-1-EN-3-ol
Example 1503-(3-chloro-4-forfinal)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1515-dimethylamino-2,4-dimethyl-1-phenyl-3-(3-triptoreline)Penta-1-EN-3-ol
Example 1525-dimethylamino-2,4-dimethyl-3-(3-methylbenzyl)-1-finalment-1-EN-3-ol
Example 1533-(4-Chlorobenzyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1543-(2-chloro-6-terbisil)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1555-dimethylamino-3-(2,5-dimethylbenzyl)-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1563-(3-Chlorobenzyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1573-(2,4-dichlorobenzyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol
Example 1585-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-finalment-1-EN-3-ol
Example 1593-benzyl-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1605-dimethylamino-3-(4-fluoro-3-were)-1-(4-perfe who yl)-2,4-dimethylpent-1-EN-3-ol
Example 1615-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-o-tailment-1-EN-3-ol
Example 1623-(2-dimethylamino-1-methylethyl)-1-(4-forfinal)-2-methylpent-1,4-Dien-3-ol
Example 1633-(4-tert-butylphenyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1643-cyclopentyl-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1655-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-m-tailment-1-EN-3-ol
Example 166C-cyclohexyl-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1675-dimethylamino-1,3-bis(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1685-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-penecilin-1-EN-3-ol
Example 1693-(2-dimethylamino-1-methylethyl)-1-(4-forfinal)-2-methyl-5-finalment-1-EN-4-in-3-ol
Example 1705-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-thiophene-2-ipent-1-EN-3-ol
Example 1713-(2,4-dichlorophenyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1725-dimethylamino-1-(4-forfinal)-3-(3-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 1733-(2-dimethylamino-1-eilati)-1-(4-forfinal)-2-methyl-6-phenylhexa-1-EN-3-ol
Example 1743-(2,3-dichlorophenyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1755-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-n-tailment-1-EN-3-ol
Example 1765-dimethylamino-1-(4-forfinal)-3-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 1773-cyclohexylmethyl-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1785-dimethylamino-3-(5-fluoro-2-methoxyphenyl)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1795-dimethylamino-3-(3-forfinal)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1803-(3-chlorophenyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1813-(3,5-dichlorophenyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1823-(2-Chlorobenzyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1835-dimethylamino-3-(4-terbisil)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1845-dimethylamino-1-(4-forfinal)-3-(3-methoxybenzyl)-2,4-dimethylpent-1-EN-3-ol
Example 1853-(4-chloro-3-triptoreline)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1865-dimethylamino-3-(3-terbisil)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1875-dimethylamino-1-(4-forfinal)-3-(2-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 1885-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-(2-methylbenzyl)Penta-1-EN-3-ol
Example 1893-(3-chloro-4-forfinal)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1905-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-(3-triptoreline)Penta-1-EN-3-ol
Example 1915-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-(3-methylbenzyl)Penta-1-EN-3-ol
Example 1923-(4-Chlorobenzyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1933-(2-chloro-6-terbisil)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1945-dimethylamino-3-(2,5-dimethylbenzyl)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1953-(3-Chlorobenzyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1963-(2,4-dichlorobenzyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 1971-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-finalment-1-EN-3-ol
Example 198 1,3-bis(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 1993-benzyl-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 2001-(4-chlorophenyl)-5-dimethylamino-3-(4-fluoro-3-were)-2,4-dimethylpent-1-EN-3-ol
Example 2011-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-o-tailment-1-EN-3-ol
Example 2021-(4-chlorophenyl)-3-(2-dimethylamino-1-methylethyl)-2-methylpent-1,4-Dien-3-ol
Example 2033-(4-tert-butylphenyl)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 2041-(4-chlorophenyl)-3-cyclopentyl-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 2051-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-m-tailment-1-EN-3-ol
Example 2061-(4-chlorophenyl)-3-cyclohexyl-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 2071-(4-chlorophenyl)-5-dimethylamino-3-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 2081-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-penecilin-1-EN-3-ol
Example 2091-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-thiophene-2-ipent-1-EN-3-ol
Example 2101-(4-chlorophenyl)-3-(2,4-dichlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 2111-(4-chlorophenyl)-5-dimethylamino-3-(3-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2121-(4-chlorophenyl)-3-(2-dimethylamino-1-methylethyl)-2-methyl-6-phenylhexa-1-EN-3-ol
Example 2131-(4-chlorophenyl)-3-(2,3-dichlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 2141-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-p-tailment-1-EN-3-ol
Example 2151-(4-chlorophenyl)-5-dimethylamino-3-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2161-(4-chlorophenyl)-3-cyclohexylmethyl-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 2171-(4-chlorophenyl)-5-dimethylamino-3-(5-fluoro-2-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2181-(4-chlorophenyl)-5-dimethylamino-3-(3-forfinal)-2,4-dimethylpent-1-EN-3-ol
Example 2193-(3-chlorophenyl)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 2201-(4-chlorophenyl)-3-(3,5-dichlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 2213-(2-Chlorobenzyl)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 2221-(4-chlorophenyl)-5-dimethylamino-3-(4-terbisil)-2,4-dimethylpent-1-EN-3-ol
Example 23 1-(4-chlorophenyl)-5-dimethylamino-3-(3-methoxybenzyl)-2,4-dimethylpent-1-EN-3-ol
Example 2241-(4-chlorophenyl)-3-(4-chloro-3-triptoreline)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 2251-(4-chlorophenyl)-5-dimethylamino-3-[2-(3-forfinal)ethyl]-2,4-dimethylpent-1-EN-3-ol
Example 2261-(4-chlorophenyl)-5-dimethylamino-3-(2-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2271-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-(2-methylbenzyl)Penta-1-EN-3-ol
Example 2283-(3-chloro-4-forfinal)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 2291-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-(3-triptoreline)Penta-1-EN-3-ol
Example 2301-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-(3-methylbenzyl)Penta-1-EN-3-ol
Example 2313-(4-Chlorobenzyl)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 2323-(2-chloro-6-terbisil)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 2331-(4-chlorophenyl)-5-dimethylamino-3-(2,5-dimethylbenzyl)-2,4-dimethylpent-1-EN-3-ol
Example 2343-(3-Chlorobenzyl)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
P the emer 235 1-(4-chlorophenyl)-3-(2,4-dichlorobenzyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol
Example 2365-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-finalment-1-EN-3-ol
Example 2373-(4-chlorophenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 238C-benzyl-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2395-dimethylamino-3-(4-fluoro-3-were)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2405-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-o-tailment-1-EN-3-ol
Example 2413-(2-dimethylamino-1-methylethyl)-1-(4-methoxyphenyl)-2-methylpent-1,4-Dien-3-ol
Example 2423-(4-tert-butylphenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2433-cyclopentyl-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2445-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-m-tailment-1-EN-3-ol
Example 2453-cyclohexyl-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2465-dimethylamino-3-(4-forfinal)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2475-dimethyl what Mino-1-(4-methoxyphenyl)-2,4-dimethyl-3-penecilin-1-EN-3-ol
Example 2483-(2-dimethylamino-1-methylethyl)-1-(4-methoxyphenyl)-2-methyl-5-finalment-1-EN-4-in-3-ol
Example 2495-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-thiophene-2-ipent-1-EN-3-ol
Example 2503-(2,4-dichlorophenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2515-dimethylamino-3-(3-methoxyphenyl)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2523-(2-dimethylamino-1-methylethyl)-1-(4-methoxyphenyl)-2-methyl-6-phenylhexa-1-EN-3-ol
Example 2533-(2,3-dichlorophenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2545-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-n-tailment-1-EN-3-ol
Example 2555-dimethylamino-1,3-bis(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2563-cyclohexylmethyl-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2575-dimethylamino-3-(5-fluoro-2-methoxyphenyl)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2585-dimethylamino-3-(3-forfinal)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2593-(3-chlorophenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-ol
Example 2603-(3,5-dichlorophenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2613-(2-Chlorobenzyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2625-dimethylamino-3-(4-terbisil)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2635-dimethylamino-3-(3-terbisil)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2645-dimethylamino-3-(2-methoxyphenyl)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2655-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-(2-methylbenzyl)Penta-1-EN-3-ol
Example 2663-(3-chloro-4-forfinal)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2675-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-(3-triptoreline)Penta-1-EN-3-ol
Example 2683-(4-Chlorobenzyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2693-(2-chloro-6-terbisil)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2703-(3-Chlorobenzyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol
Example 2712 benzylidene-1-(4-tert-butylphenyl)-5-dimethylamino ethylcyclopentane
Example 2722 benzylidene-1-cyclohexyl-5-dimethylaminomethylphenol
Example 2732 benzylidene-5-dimethylaminomethyl-1-fenetylline
Example 2742 benzylidene-5-dimethylaminomethyl-1-(4-terbisil)Cyclopentanol
Example 2752 benzylidene-5-dimethylaminomethyl-1-(3-terbisil)Cyclopentanol
Example 2762 benzylidene-5-dimethylaminomethyl-1-(2-methoxyphenyl)Cyclopentanol
Example 2772 benzylidene-5-dimethylaminomethyl-1-(2-methylbenzyl)Cyclopentanol
Example 2782 benzylidene-5-dimethylaminomethyl-1-(3-methylbenzyl)Cyclopentanol
Example 2792 benzylidene-1-(4-Chlorobenzyl)-5-dimethylaminomethylphenol
Example 2802 benzylidene-1-(2-chloro-6-terbisil)-5-dimethylaminomethylphenol
Example 2812 benzylidene-5-dimethylaminomethyl-1-(2,5-dimethylbenzyl)Cyclopentanol
Example 2822 benzylidene-1-(3-Chlorobenzyl)-5-dimethylaminomethylphenol
Example 2832-dimethylaminomethyl-5-(3-methoxybenzyl)bicyclopentyl-1-ol
Example 2842-dimethylaminomethyl-5-(3-methoxybenzyl)-1-m-tol is Cyclopentanol
Example 2851-cyclohexyl-2-dimethylaminomethyl-5-(3-methoxybenzyl)Cyclopentanol
Example 2862-dimethylaminomethyl-5-(3-methoxybenzyl)-1-fenetylline
Example 2872-dimethylaminomethyl-5-(3-methoxybenzyl)-1-phenylethylamines
Example 2882-dimethylaminomethyl-5-(3-methoxybenzyl)-1-thiophene-2-Enciclopedia
Example 2892-dimethylaminomethyl-5-(3-methoxybenzyl)-1-(3-methoxyphenyl)Cyclopentanol
Example 2902-dimethylaminomethyl-5-(3-methoxybenzyl)-1-(3-phenylpropyl)Cyclopentanol
Example 2912-dimethylaminomethyl-5-(3-methoxybenzyl)-1-(4-methoxyphenyl)Cyclopentanol
Example 2922-dimethylaminomethyl-1-(3-terbisil)-5-(3-methoxybenzylidene)Cyclopentanol
Example 2932-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(2-methoxyphenyl)Cyclopentanol
Example 2942-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(2-methylbenzyl)Cyclopentanol
Example 2952-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(3-methylbenzyl)Cyclopentanol
Example 2962-dimethylaminomethyl-1-(2,5-dimethylbenzyl)-5-(3-methoxybenzylidene)cyclopent the Nol
Example 2971-(3-Chlorobenzyl)-2-dimethylaminomethyl-5-(3-methoxybenzylidene)Cyclopentanol
Example 2981-benzyl-2-dimethylaminomethyl-5-(3-methoxybenzylidene)Cyclopentanol
Example 2992-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-o-tooltipcontent
Example 3002-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-vinylcyclopentane
Example 3011-(4-tert-butylphenyl)-2-dimethylaminomethyl-5-(3-methoxybenzylidene)Cyclopentanol
Example 3022-dimethylaminomethyl-5-(3-methoxybenzylidene)bicyclopentyl-1-ol
Example 3031-cyclohexyl-2-dimethylaminomethyl-5-(3-methoxybenzylidene)Cyclopentanol
Example 3042-dimethylaminomethyl-1-(4-forfinal)-5-(3-methoxybenzylidene)Cyclopentanol
Example 3052-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-fenetylline
Example 3062-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-phenylethylamines
Example 3072-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-thiophene-2-Enciclopedia
Example 3082-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(3-methoxyphenyl)Cyclopentanol
Example 3092-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(3-phenylpropyl)Cyclopentanol
Example 3102-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-n-tooltipcontent
Example 3112-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(4-methoxyphenyl)Cyclopentanol
Example 3121-(2-Chlorobenzyl)-2-dimethylaminomethyl-5-(4-methoxybenzylidene)Cyclopentanol
Example 3132-dimethylaminomethyl-1-(3-methoxybenzyl)-5-(4-methoxybenzylidene)Cyclopentanol
Example 3142-dimethylaminomethyl-1-(3-terbisil)-5-(4-methoxybenzylidene)Cyclopentanol
Example 3152-dimethylaminomethyl-5-(4-methoxybenzylidene)-1-(2-methoxyphenyl)Cyclopentanol
Example 3162-dimethylaminomethyl-5-(4-methoxybenzylidene)-1-(3-methylbenzyl)Cyclopentanol
Example 3171-(4-Chlorobenzyl)-2-dimethylaminomethyl-5-(4-methoxybenzylidene)Cyclopentanol
Example 3181-(2-chloro-6-terbisil)-2-dimethylaminomethyl-5-(4-methoxybenzylidene)Cyclopentanol
Example 3191-(3-Chlorobenzyl)-2-dimethylaminomethyl-5-(4-methoxybenzylidene)Cyclopentanol
Example 3201-(2,4-dichlorobenzyl)-2-dimethylaminomethyl--(4-methoxybenzylidene)Cyclopentanol
Example 3212 benzylidene-7-dimethylaminomethyl-1-phenylcyclohexanol
Example 3222 benzylidene-1-(4-chlorophenyl)-7-dimethylaminomethylphenol
Example 3231-benzyl-2-benzylidene-7-dimethylaminomethylphenol
Example 3242 benzylidene-7-dimethylaminomethyl-1-(4-fluoro-3-were)cycloheptanol
Example 3252 benzylidene-7-dimethylaminomethyl-1-o-taillecavat
Example 3262 benzylidene-7-dimethylaminomethyl-1-vinylcyclohexane
Example 3272 benzylidene-1-(4-tert-butylphenyl)-7-dimethylaminomethylphenol
Example 3282 benzylidene-1-cyclopentyl-7-dimethylaminomethylphenol
Example 3292 benzylidene-7-dimethylaminomethyl-1-m-taillecavat
Example 3302 benzylidene-1-cyclohexyl-7-dimethylaminomethylphenol
Example 3312 benzylidene-7-dimethylaminomethyl-1-(4-forfinal)cycloheptanol
Example 3322 benzylidene-7-dimethylaminomethyl-1-feniletinilpireny
Example 3332 benzylidene-7-dimethylaminomethyl-1-thiophene-2-illlogical
Example 3342 benzylidene-7-dimethylaminomethyl-1-(3-methoxyphenyl)cycloheptanol
Example 3352 benzylidene-1-cyclohexylmethyl-7-dimethylaminomethylphenol
Example 3362 benzylidene-7-dimethylaminomethyl-1-(3-fluoro-4-methoxyphenyl)cycloheptanol
Example 3372 benzylidene-7-dimethylaminomethyl-1-(3-forfinal)cycloheptanol
Example 3382 benzylidene-1-(3-chlorophenyl)-7-dimethylaminomethylphenol
Example 3392 benzylidene-1-(3,5-dichlorophenyl)-7-dimethylaminomethylphenol
Example 3402 benzylidene-7-dimethylaminomethyl-1-(4-terbisil)cycloheptanol
Example 3412 benzylidene-7-dimethylaminomethyl-1-(4-methoxybenzyl)cycloheptanol
Example 3422 benzylidene-7-dimethylaminomethyl-1-(3-terbisil)cycloheptanol
Example 3432 benzylidene-7-dimethylaminomethyl-1-(2-methoxyphenyl)cycloheptanol
Example 3442 benzylidene-7-dimethylaminomethyl-1-(2-methylbenzyl)cycloheptanol
Example 3452 benzylidene-1-(3-chloro-4-forfinal)-7-dimethylaminomethylphenol
Example 3462 benzylidene-7-dimethylaminomethyl-1-(3-what reformational)cycloheptanol
Example 3472 benzylidene-7-dimethylaminomethyl-1-(3-methylbenzyl)cycloheptanol
Example 3482 benzylidene-1-(4-Chlorobenzyl)-7-dimethylaminomethylphenol
Example 3492 benzylidene-1-(2-chloro-6-terbisil)-7-dimethylaminomethylphenol
Example 3502 benzylidene-7-dimethylaminomethyl-1-(2,5-dimethylbenzyl)cycloheptanol
Example 3512 benzylidene-1-(3-Chlorobenzyl)-7-dimethylaminomethylphenol
Example 3522-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-phenylcyclohexanol
Example 3531-(4-chlorophenyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol
Example 3541-benzyl-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol
Example 3552-dimethylaminomethyl-1-(4-fluoro-3-were)-7-(3-methoxybenzylidene)cycloheptanol
Example 3562-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-o-taillecavat
Example 3572-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-vinylcyclohexane
Example 3581-(4-tert-butylphenyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol
Note the p 359 1-cyclopentyl-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol
Example 3602-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-m-taillecavat
Example 3611-cyclohexyl-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol
Example 3622-dimethylaminomethyl-1-(4-forfinal)-7-(3-methoxybenzylidene)cycloheptanol
Example 3632-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-penitenziagite
Example 3642-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-feniletinilpireny
Example 3652-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-thiophene-2-illlogical
Example 3662-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(3-methoxyphenyl)cycloheptanol
Example 3672-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(3-phenylpropyl)cycloheptanol
Example 3682-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-n-taillecavat
Example 3692-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(4-methoxyphenyl)cycloheptanol
Example 3701-cyclohexylmethyl-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol
Example 3711-(3-chlorophenyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol
Example 3721-(3,5-dichlorophenyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol
Example 3731-(2-Chlorobenzyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol
Example 3741-(4-chloro-3-triptoreline)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol
Example 3752-dimethylaminomethyl-1-(3-forfinal)-7-(3-methoxybenzylidene)cycloheptanol
Example 3762-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(2-methoxyphenyl)cycloheptanol
Example 3772-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(2-methylbenzyl)cycloheptanol
Example 3782-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(3-triptoreline)cycloheptanol
Example 3792-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(3-methylbenzyl)cycloheptanol
Example 3802-dimethylaminomethyl-1-(2,5-dimethylbenzyl)-7-(3-methoxybenzylidene)cycloheptanol
Example 3811-(3-Chlorobenzyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol
Example 3821-benzyl-2-dimethylaminomethyl is-7-(4-methoxybenzylidene)cycloheptanol
Example 3832-dimethylaminomethyl-1-(4-fluoro-3-were)-7-(4-methoxybenzylidene)cycloheptanol
Example 3842-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-o-taillecavat
Example 3852-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-vinylcyclohexane
Example 3861-(4-tert-butylphenyl)-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol
Example 3871-cyclopentyl-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol
Example 3882-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-m-taillecavat
Example 3891-cyclohexyl-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol
Example 3902-dimethylaminomethyl-1-(4-forfinal)-7-(4-methoxybenzylidene)cycloheptanol
Example 3912-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-penitenziagite
Example 3922-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-feniletinilpireny
Example 3932-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-thiophene-2-illlogical
Example 3942-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(3-methoxyphenyl)the CEC shall heptanol
Example 3952-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(3-phenylpropyl)cycloheptanol
Example 3962-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-n-taillecavat
Example 3972-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(4-methoxyphenyl)cycloheptanol
Example 3981-cyclohexylmethyl-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol
Example 3991-(3-chlorophenyl)-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol
Example 4001-(2-Chlorobenzyl)-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol
Example 4012-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(2-methoxyphenyl)cycloheptanol
Example 4022-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(2-methylbenzyl)cycloheptanol
Example 4032-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(3-triptoreline)cycloheptanol
Example 4042-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(3-methylbenzyl)cycloheptanol
Example 4051-(3-Chlorobenzyl)-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol
Example 4061-(3,5-dichlorophenyl)-2-dimethylene the o-methyl 7-(4-methoxybenzylidene)cycloheptanol
Example 4072 benzylidene-7-dimethylaminomethyl-1-(3-hydroxyphenyl)cycloheptanol, hydrochloride
Example 4082-dimethylaminomethyl-1-(3-hydroxyphenyl)-7-(3-methoxybenzylidene)cycloheptanol, hydrochloride
Example 4092 benzylidene-7-dimethylaminomethyl-1-(3-methoxyphenyl)cycloheptanol, hydrochloride
Example 4103-[1-(2-dimethylamino-1-methylethyl)-1-hydroxy-2-methyl-3-phenylalkyl]phenol hydrochloride
Example 4113-(4-Chlorobenzyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,hydrochloride
Example 4125-dimethylamino-3-(3-methoxyphenyl)-2,4-dimethyl-1-finalment-1-EN-3-ol, hydrochloride
Example 4133-(2-benzylidene-6-dimethylaminomethyl-1-hydroxycyclohexyl)-phenol, hydrochloride
Example 4141-benzyl-2-benzylidene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4152 benzylidene-1-(2-Chlorobenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4162 benzylidene-1-(3-Chlorobenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4172 benzylidene-1-(4-Chlorobenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, Digi rochloride
Example 4182 benzylidene-1-(2-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4192 benzylidene-1-(3-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4202 benzylidene-1-(4-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4212 benzylidene-1-(2-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4222 benzylidene-1-(3-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4232 benzylidene-1-(4-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4242 benzylidene-1-(2-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4252 benzylidene-1-(3-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)picogate, dihydrochloride
Example 4262 benzylidene-1-(4-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4272 benzylidene-1-(2,6-dichlorobenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 428-benzylidene-1-(2-chloro-6-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, the dihydrochloride
Example 4292 benzylidene-1-(2,6-diferensial)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4301-benzyl-2-(4-chlorobenzylidene)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4311-(2-Chlorobenzyl)-2-(4-chlorobenzylidene)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4321-(3-Chlorobenzyl)-2-(4-chlorobenzylidene)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4331-(4-Chlorobenzyl)-2-(4-chlorobenzylidene)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4342-(4-chlorobenzylidene)-1-(2-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4352-(4-chlorobenzylidene)-1-(3-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4362-(4-chlorobenzylidene)-1-(4-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4372-(4-chlorobenzylidene)-1-(2-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4382-(4-chlorobenzylidene)-1-(3-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)Cycloheptane is l, the dihydrochloride
Example 4392-(4-chlorobenzylidene)-1-(4-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4402-(4-chlorobenzylidene)-1-(2-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4412-(4-chlorobenzylidene)-1-(3-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4422-(4-chlorobenzylidene)-1-(4-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4432-(4-chlorobenzylidene)-1-(2,6-dichlorobenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4442-(4-chlorobenzylidene)-1-(2,6-diferensial)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4452-(4-chlorobenzylidene)-1-(2-chloro-6-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4461-benzyl-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4471-(2-Chlorobenzyl)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4481-(3-Chlorobenzyl)-2-(4-formanilide)-7-(4-methylpiperid the Jn-1-ylmethyl)cycloheptanol, the dihydrochloride
Example 4491-(4-Chlorobenzyl)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4501-(2-terbisil)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4511-(3-terbisil)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4521-(4-terbisil)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)picogate, dihydrochloride
Example 4532-(4-formanilide)-1-(2-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4542-(4-formanilide)-1-(3-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4552-(4-formanilide)-1-(4-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4562-(4-formanilide)-1-(2-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4572-(4-formanilide)-1-(3-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4582-(4-formanilide)-1 -(4-methoxybenzyl)-7-(4-methylpiperazin the n-1-ylmethyl)cycloheptanol, the dihydrochloride
Example 4591-(2,6-dichlorobenzyl)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4601-(2,6-diferensial)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4611-(2-chloro-6-terbisil)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4621-benzyl-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4631-(2-Chlorobenzyl)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4641-(3-Chlorobenzyl)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4651-(4-Chlorobenzyl)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4661-(2-terbisil)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4671-(3-terbisil)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4681-(4-terbisil)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)qi is leptanal, the dihydrochloride
Example 4692-furan-2-ylmethylene-1-(2-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4702-furan-2-ylmethylene-1-(3-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4712-furan-2-ylmethylene-1-(4-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4722-furan-2-ylmethylene-1-(2-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4732-furan-2-ylmethylene-1-(3-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4742-furan-2-ylmethylene-1-(4-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4751-(2,6-dichlorobenzyl)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4761-(2,6-diferensial)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4771-(2-chloro-6-terbisil)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4781-benzyl-3-furan-2-ylmethylene-7-(4-methylpiperazin--ylmethyl)cycloheptanol, the dihydrochloride
Example 4791-(2-Chlorobenzyl)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4801-(3-Chlorobenzyl)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4811-(4-Chlorobenzyl)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4821-(2-terbisil)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4831-(3-terbisil)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4841-(4-terbisil)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4853-furan-2-ylmethylene-1-(2-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4863-furan-2-ylmethylene-1-(3-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4873-furan-2-ylmethylene-1-(4-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4883-furan-2-ylmethylene-1-(2-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)the CEC shall heptanol, the dihydrochloride
Example 4893-furan-2-ylmethylene-1-(3-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4903-furan-2-ylmethylene-1-(4-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4911-(2,6-dichlorobenzyl)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4921-(2,6-diferensial)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride
Example 4931-(2-chloro-6-terbisil)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol, dihydrochloride

Pharmacological studies

In the analysis of binding used gabapentin order to identify the binding and the affinity of some of the invention compounds, selected as an example. The affinity of the compounds according to the invention was determined by the displacement of gabapentin from its binding site. If these compounds have the ability to displace gabapentin from its binding site, it can be expected that they are comparable with gabapentina pharmacological properties, for example, as active substances against pain or epilepsy. According to this analysis the pre is proposed in the invention compounds can effectively suppress gabapentin, i.e. to oust him. As was established during this biochemical analysis, the tested compounds possess, therefore, the affinity is not known up to the present time the binding site gabapentin.

The compound of exampleInhibition gabapentina %, 10 mcmole
12037
15230
15646
18447
22340
36943
35344

Study of analgesic efficacy in mice in the test for pain

Analgesic efficacy of the compounds according to the invention was investigated in mice in the test on pain induced by familienaam (according to the modified method described in I.C.Hendershot and J.Forsaith in Journ. Pharmacol. Exp. Ther. 125 (1959), SS-240). For these purposes, as experimental animals used male NMRI mice weighing 25-30 g Groups of 10 animals each, were selected for testing one dose of the test substance in 10 min after intravenous injection of the test compound was intraperitoneally injected with the dose of 0.3 ml/mouse of a 0.02%aqueous solution of finishinga (phenylbenzophenone, the company Sigma, Dasen is open; this solution is prepared by adding 5% ethanol with extract in a water bath at 45°). Animals with the purpose of monitoring alone was placed in a special cell. Then through 5-20 min after injection of finishinga using a push-button counter counting the number of induced pain extensor movements (so-called behavioral response to pain, i.e. in this case, the bowing of the body with stretching of the hind limbs). As control was used animals that were injected only with saline salt. In experiments with test compounds from some of the examples were determined by the number of animals that were appropriate response ("reacting animals"):

The compound of exampleReacting animals/control animals (pain, intravenous administration of test compounds)
4076/10 (of 2.15 mg/kg)
4089/10 (10 mg/kg)
4095/10 (10 mg/kg)
4105/10 (10 mg/kg)
4113/10 (10 mg/kg)
4129/10 (10 mg/kg)
4134/10 (10 mg/kg)

1. Substituted derivatives of 5-amino-1-pins is EN-3-ol of General formula I

in which R1and R2each independently from each other represents C1-6alkyl, which is branched or unbranched, saturated or unsaturated, unsubstituted or one - or mnogosloinym, or

R1and R2together form a (CH2)2-9mono - or bicyclic ring;

R3and R4each independently from each other represents C1-6alkyl or

R3and R4together form a ring and denote CH2CH2NR22CH2CH2where

R22represents a C1-10alkyl;

R5represents C1-10alkyl, which is saturated or unsaturated, branched or unbranched, one or mnogosloinym or unsubstituted, With3-9cycloalkyl, which is saturated, phenyl, heteroaryl, which may be condensed with a benzene ring and is selected from five-membered heteroaryl with sulfur atom or oxygen as heteroatoms, attached via saturated With1-3alkyl, phenyl, attached via saturated With1-3alkyls3-10cycloalkyl, each of all such alkyl, phenyl, heteroaryl and cycloalkyl residues independently may be unsubstituted or the bottom of any mnogosloinym residues independently from each other selected from the group comprising F, Cl, Br, I, OR18C1-3alkyl, which is saturated or branched or unbranched, one or mnogosloinym halogen or unsubstituted, with

R18represents H, C1-10alkyl, which is saturated, branched or unbranched;

R6stands With1-10alkyl, which is saturated or unsaturated, branched or unbranched, and unsubstituted, phenyl or heteroaryl, selected from five-membered heteroaryl an oxygen atom as a heteroatom, each of which is unsubstituted or mono - or mnogosloinym, as described above, and

R7denotes H,

in free form or in the form of their physiologically compatible salts.

2. Substituted derivatives of 5-amino-1-penten-3-ol according to claim 1, characterized in that

R1and R2together form a (CH2)2-5ring or R1and R2independently of one another denote With1-3alkyl which is unbranched, saturated and unsubstituted, preferably denote CH3most preferably both R1and R2denote SN3.

3. Substituted derivatives of 5-amino-1-penten-3-ol according to any one of claims 1 and 2, wherein R3R 4each independently from each other represents C1-6alkyl, or R3and R4together form a ring and denote CH2CH2NR22CH2CH2where R22represents a C1-6alkyl, which is saturated, branched or unbranched and unsubstituted primarily represents CH3.

4. Substituted derivatives of 5-amino-1-penten-3-ol according to any one of claims 1 to 3, wherein R5represents C1-6alkyl, which is saturated or unsaturated, branched or unbranched, one or mnogosloinym or unsubstituted, With5-6cycloalkyl, phenyl, thiophenyl, furyl, benzofuranyl, benzothiophene, preferably phenyl, furyl, thiophenyl or5-6pilooski attached through a saturated C1-3alkyl phenyl, C5-6cycloalkyl, thiophenyl, furyl, benzofuranyl, benzothiophene, preferably phenyl, furyl, thiophenyl or5-6cycloalkyl, with each of such aryl, heteroaryl and cycloalkyl residues independently may be unsubstituted or mono - or mnogosloinym, preferably is unsubstituted or one - or mnogosloinym substituents, independently from each other selected from the group comprising F, Cl, Br, I, HE, O-C1-4alkyl, C1-6alkyl, CF3, CHF2CH2F, NH2 preferably R5represents C1-3alkyl, which is saturated or unsaturated, unsubstituted, and/or unbranched, furyl, cyclohexyl, cyclopentyl, phenyl or thiophenyl, which is unsubstituted or mono - or mnogosloinym, preferably an atom of F, Cl, Br, I, a group of CF3, CHF2CH2F, HE, O-C1-4the alkyl, C1-6the alkyl, or attached via a saturated or unsaturated C1-3alkyl phenyl, which is unsubstituted or mono - or mnogosloinym, preferably an atom of F, Cl, Br, I, a group of CF3, CHF2CH2F, HE, O-C1-4the alkyl, C1-6the alkyl,

most preferably, R5represents-CH=CH2, cyclohexyl, cyclopentyl, phenyl, phenethyl (attached via CH2-CH2phenyl), benzyl (attached via CH2phenyl) or thiophenyl, which is unsubstituted or mono - or mnogosloinym, preferably an atom of F, Cl, Br, I, a group HE co3OS2H5OS3H7, CF3, CHF2CH2F, CH3With2H5With3H7and/or C4H9accordingly tert-bootrom.

5. Substituted derivatives of 5-amino-1-penten-3-ol according to any one of claims 1 to 4, wherein R6denotes phenyl or furyl, each of which is unsubstituted or one - or many who samemanner, preferably unsubstituted or mono - or mnogosloinym substituents, independently from each other selected from the group comprising fluorine, chlorine, CH3The co3, CF3and tert-butyl.

6. Substituted derivatives of 5-amino-1-penten-3-ol according to any one of claims 1 to 5, characterized in that in the case where R5is attached via a saturated or unsaturated C1-3alkyl phenyl or cycloalkyl, C1-3alkyl attached via phenyl or cycloalkyl and represents-CH2-, -C2H4-With3H6-, -C=C-, -CH=CH-, -CH=CH-CH2-, -CH2-CH=CH-, -C=C-CH2- and-CH2-C=C-, preferably-CH2-, -C2H4- and-C=C-.

7. Substituted derivatives of 5-amino-1-penten-3-ol according to any one of claims 1 to 6, characterized in that they are selected from the following group of compounds, including:

2 benzylidene-1-(3-Chlorobenzyl)-6-dimethylaminomethylphenol,

2 benzylidene-6-dimethylaminomethyl-1-(2,5-dimethylbenzyl)cyclohexanol,

2 benzylidene-1-(2-chloro-6-terbisil)-6-dimethylaminomethylphenol,

2 benzylidene-1-(4-Chlorobenzyl)-6-dimethylaminomethylphenol,

2 benzylidene-6-dimethylaminomethyl-1-(3-methylbenzyl)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-(3-triptoreline)cyclohexanol,

2 benzylidene-1-(3-chloro-4-FPO is phenyl)-6-dimethylaminomethylphenol,

2 benzylidene-6-dimethylaminomethyl-1-(2-methylbenzyl)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-(2-methoxyphenyl)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-(3-terbisil)cyclohexanol,

2 benzylidene-1-(4-chloro-3-triptoreline)-6-dimethylaminomethylphenol,

2˜benzylidene-6-dimethylaminomethyl-1-(3-methoxybenzyl)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-(4-terbisil)cyclohexanol,

2 benzylidene-1-(2-Chlorobenzyl)-6-dimethylaminomethylphenol,

2 benzylidene-1-(3,5-dichlorophenyl)-6-dimethylaminomethylphenol,

2 benzylidene-1-(3-chlorophenyl)-6-dimethylaminomethylphenol,

2 benzylidene-6-dimethylaminomethyl-1-(3-forfinal)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-(5-fluoro-2-methoxyphenyl)cyclohexanol,

2 benzylidene-1-cyclohexylmethyl-6-dimethylaminomethylphenol,

2 benzylidene-6-dimethylaminomethyl-1-(4-methoxyphenyl)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-p-taillecavat,

2 benzylidene-6-dimethylaminomethyl-1-(3-phenylpropyl)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-(3-methoxyphenyl)cyclohexanol,

2 benzylidene-6-dimethylaminomethyl-1-thiophene-2-illlogical,

2 benzylidene-6-dimethylaminomethyl-1 peneliti illlogical,

2 benzylidene-6-dimethylaminomethyl-1-fenetylline,

2 benzylidene-6-dimethylaminomethyl-1-(4-forfinal)cyclohexanol,

2 benzylidene-6-dimethylaminomethylene-1-ol,

2 benzylidene-6-dimethylaminomethyl-1-m-taillecavat,

2 benzylidene-1-cyclopentyl-6-dimethylaminomethylphenol,

2 benzylidene-1-(4-tert-butylphenyl)-6-dimethylaminomethylphenol,

2 benzylidene-6-dimethylaminomethyl-1-vinylcyclohexane,

2 benzylidene-6-dimethylaminomethyl-1-o-taillecavat,

2 benzylidene-6-dimethylaminomethyl-1-(4-fluoro-3-were)cyclohexanol,

1-benzyl-2-benzylidene-6-dimethylaminomethylphenol,

2 benzylidene-1-(4-chlorophenyl)-6-dimethylaminomethylphenol,

2 benzylidene-6-dimethylaminomethyl-1-phenylcyclohexanol,

1-(3-Chlorobenzyl)-2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(2,5-dimethylbenzyl)cyclohexanol,

2-(4-chlorobenzylidene)-1-(2-chloro-6-terbisil)-6-dimethylaminomethylphenol,

1-(4-Chlorobenzyl)-2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-triptoreline)cyclohexanol,

2-(4-chlorobenzylidene)-1-(3-chloro-4-forfinal)-6-dimethylaminomethylene the Nol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(2-methylbenzyl)cyclohexanol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(2-methoxyphenyl)cyclohexanol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-terbisil)cyclohexanol,

2-(4-chlorobenzylidene)-1-(4-chloro-3-triptoreline)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-methoxybenzyl)cyclohexanol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(4-terbisil)cyclohexanol,

1-(2-Chlorobenzyl)-2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-1-(3,5-dichlorophenyl)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-1-(3-chlorophenyl)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-forfinal)cyclohexanol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(5-fluoro-2-methoxyphenyl)cyclohexanol,

2-(4-chlorobenzylidene)-1-cyclohexylmethyl-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(4-methoxyphenyl)cyclohexanol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-p-taillecavat,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-phenylpropyl)cyclohexanol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(3-methoxyphenyl)cyclohexanol,

2-(4-chlorobenz Liden)-6-dimethylaminomethyl-1-thiophene-2-illlogical,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-phenylalanylglycyl,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-fenetylline,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(4-forfinal)cyclohexanol,

2-(4-chlorobenzylidene)-6-dimethylaminomethylene-1-ol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-m-taillecavat,

2-(4-chlorobenzylidene)-1-cyclopentyl-6-dimethylaminomethylphenol,

1-(4-tert-butylphenyl)-2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-vinylcyclohexane,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-o-taillecavat,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-(4-fluoro-3-were)cyclohexanol,

1-benzyl-2-(4-chlorobenzylidene)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-1-(4-chlorophenyl)-6-dimethylaminomethylphenol,

2-(4-chlorobenzylidene)-6-dimethylaminomethyl-1-phenylcyclohexanol,

1-(3-Chlorobenzyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-1-(2,5-dimethylbenzyl)-6-(4-methoxybenzylidene)cyclohexanol,

1-(2-chloro-6-terbisil)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(3-methylbenzyl)cyclohex the Nol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(3-triptoreline)cyclohexanol,

1-(3-chloro-4-forfinal)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(2-methoxyphenyl)cyclohexanol,

1-(4-chloro-3-triptoreline)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-1-(4-terbisil)-6-(4-methoxybenzylidene)cyclohexanol,

1-(2-Chlorobenzyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

1-(3,5-dichlorophenyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

1-(3-chlorophenyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-1-(5-fluoro-2-methoxyphenyl)-6-(4-methoxybenzylidene)cyclohexanol,

1-cyclohexylmethyl-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(4-methoxyphenyl)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-p-taillecavat,

1-(2,3-dichlorophenyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(3-phenylpropyl)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-(3-methoxyphenyl)cyclohexanol,

2-dimethylaminomethyl-6-(4-methox is benzyliden)-1-thiophene-2-illlogical,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-phenylalanylglycyl,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-fenetylline,

2-dimethylaminomethyl-1-(4-forfinal)-6-(4-methoxybenzylidene)cyclohexanol,

6-dimethylaminomethyl-2-(4-methoxybenzylidene)bicyclohexyl-1-ol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-m-taillecavat,

1-cyclopentyl-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

1-(4-tert-butylphenyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-vinylcyclohexane,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-o-taillecavat,

2-dimethylaminomethyl-1-(4-fluoro-3-were)-6-(4-methoxybenzylidene)cyclohexanol,

1-benzyl-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

1-(4-chlorophenyl)-2-dimethylaminomethyl-6-(4-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(4-methoxybenzylidene)-1-phenylcyclohexanol,

1-(3-Chlorobenzyl)-2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-1-(2,5-dimethylbenzyl)-6-(3-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(3-methoxybenzylidene)-1-(2-methylbenzyl)cyclohexanol,

2-dimethylaminomethyl-6-(3-methox is benzyliden)-1-(2-methoxyphenyl)cyclohexanol,

1-(4-chloro-3-triptoreline)-2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanol,

1-(2-Chlorobenzyl)-2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanol,

6-dimethylaminomethyl-2-(3-methoxybenzylidene)bicyclohexyl-1-ol,

1-cyclopentyl-2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(3-methoxybenzylidene)-1-vinylcyclohexane,

2-dimethylaminomethyl-1-(4-fluoro-3-were)-6-(3-methoxybenzylidene)cyclohexanol,

1-benzyl-2-dimethylaminomethyl-6-(3-methoxybenzylidene)cyclohexanol,

2-dimethylaminomethyl-6-(3-methoxybenzylidene)-1-phenylcyclohexanol,

1-benzyl-2-(2-chlorobenzylidene)-6-dimethylaminomethylphenol,

5-dimethylamino-2,4-dimethyl-1,3-diphenylene-1-EN-3-ol,

3-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-benzyl-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(4-fluoro-3-were)-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-2,4-dimethyl-1-phenyl-3-o-tailment-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-2-methyl-1-finalmente-1,4-Dien-3-ol,

3-(4-tert-butylphenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-cyclopentyl-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-2,4-dimethyl-1-phenyl-3-m-tailment-1-EN-al,

3-cyclohexyl-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(4-forfinal)-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-2,4-dimethyl-3-phenethyl-1-finalment-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-2-methyl-1,5-diphenylene-1-EN-4-in-3-ol,

5-dimethylamino-2,4-dimethyl-1-phenyl-3-thiophene-2-ipent-1-EN-3-ol,

3-(2,4-dichlorophenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(3-methoxyphenyl)-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-2-methyl-1,6-diphenylene-1-EN-3-ol,

3-(2,3-dichlorophenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-2,4-dimethyl-1-phenyl-3-p-tailment-1-EN-3-ol,

5-dimethylamino-3-(4-methoxyphenyl)-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-cyclohexylmethyl-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(5-fluoro-2-methoxyphenyl)-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(3-forfinal)-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(3-chlorophenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(3,5-dichlorophenyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(2-Chlorobenzyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(4-terbisil)-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(4-chloro-3-triptoreline)-5-dimethylamino-2,4-di is ethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(2-methoxyphenyl)-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-2,4-dimethyl-3-(2-methylbenzyl)-1-finalment-1-EN-3-ol,

3-(3-chloro-4-forfinal)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-2,4-dimethyl-1-phenyl-3-(3-triptoreline)Penta-1-EN-3-ol,

5-dimethylamino-2,4-dimethyl-3-(3-methylbenzyl)-1-finalment-1-EN-3-ol,

3-(4-Chlorobenzyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(2-chloro-6-terbisil)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(2,5-dimethylbenzyl)-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(3-Chlorobenzyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(2,4-dichlorobenzyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-finalment-1-EN-3-ol,

3-benzyl-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(4-fluoro-3-were)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-o-tailment-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-1-(4-forfinal)-2-methylpent-1,4-Dien-3-ol,

3-(4-tert-butylphenyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-cyclopentyl-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-m-tailment-1-EN-3-the l

3-cyclohexyl-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1,3-bis(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-penecilin-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-1-(4-forfinal)-2-methyl-5-finalment-1-EN-4-in-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-thiophene-2-ipent-1-EN-3-ol,

3-(2,4-dichlorophenyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-3-(3-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-1-(4-forfinal)-2-methyl-6-phenylhexa-1-EN-3-ol,

3-(2,3-dichlorophenyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-p-tailment-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-3-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-cyclohexylmethyl-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(5-fluoro-2-methoxyphenyl)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(3-forfinal)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-(3-chlorophenyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-(3,5-dichlorophenyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-(2-Chlorobenzyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimeth is a melamine-3-(4-terbisil)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-3-(3-methoxybenzyl)-2,4-dimethylpent-1-EN-3-ol,

3-(4-chloro-3-triptoreline)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(3-terbisil)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-3-(2-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-(2-methylbenzyl)Penta-1-EN-3-ol,

3-(3-chloro-4-forfinal)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-(3-triptoreline)Penta-1-EN-3-ol,

5-dimethylamino-1-(4-forfinal)-2,4-dimethyl-3-(3-methylbenzyl)Penta-1-EN-3-ol,

3-(4-Chlorobenzyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-(2-chloro-6-terbisil)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(2,5-dimethylbenzyl)-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-(3-Chlorobenzyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-(2,4-dichlorobenzyl)-5-dimethylamino-1-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-finalment-1-EN-3-ol,

1,3-bis(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

3-benzyl-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(4-fluoro-3-were)-2,4-dimethylpent-1-the n-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-o-tailment-1-EN-3-ol,

1-(4-chlorophenyl)-3-(2-dimethylamino-1-methylethyl)-2-methylpent-1,4-Dien-3-ol,

3-(4-tert-butylphenyl)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-3-cyclopentyl-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-m-tailment-1-EN-3-ol,

1-(4-chlorophenyl)-3-cyclohexyl-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(4-forfinal)-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-penecilin-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-thiophene-2-ipent-1-EN-3-ol,

1-(4-chlorophenyl)-3-(2,4-dichlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(3-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-3-(2-dimethylamino-1-methylethyl)-2-methyl-6-phenylhexa-1-EN-3-ol,

1-(4-chlorophenyl)-3-(2,3-dichlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-p-tailment-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-3-cyclohexylmethyl-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(5-fluoro-2-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl-5-dimethylamino-3-(3-forfinal)-2,4-dimethylpent-1-EN-3-ol,

3-(3-chlorophenyl)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-3-(3,5-dichlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

3-(2-Chlorobenzyl)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(4-terbisil)-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(3-methoxybenzyl)-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-3-(4-chloro-3-triptoreline)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-[2-(3-forfinal)ethyl]-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(2-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-(2-methylbenzyl)Penta-1-EN-3-ol,

3-(3-chloro-4-forfinal)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-(3-triptoreline)Penta-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethyl-3-(3-methylbenzyl)Penta-1-EN-3-ol,

3-(4-Chlorobenzyl)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

3-(2-chloro-6-terbisil)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-5-dimethylamino-3-(2,5-dimethylbenzyl)-2,4-dimethylpent-1-EN-3-ol,

3-(3-Chlorobenzyl)-1-(4-chlorophenyl)-5-dimethylamino-2,4-dimethylpent-1-EN-3-ol,

1-(4-chlorophenyl)-3-(2,4-dichlorobenzyl)-5-Dima is ylamino-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-finalment-1-EN-3-ol,

3-(4-chlorophenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-benzyl-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(4-fluoro-3-were)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-o-tailment-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-1-(4-methoxyphenyl)-2-methylpent-1,4-Dien-3-ol,

3-(4-tert-butylphenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-cyclopentyl-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-m-tailment-1-EN-3-ol,

3-cyclohexyl-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(4-forfinal)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-penecilin-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-1-(4-methoxyphenyl)-2-methyl-5-finalment-1-EN-4-in-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-thiophene-2-ipent-1-EN-3-ol,

3-(2,4-dichlorophenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(3-methoxyphenyl)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-(2-dimethylamino-1-methylethyl)-1-(4-methoxyphenyl)-2-meth is l-6-phenylhexa-1-EN-3-ol,

3-(2,3-dichlorophenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-p-tailment-1-EN-3-ol,

5-dimethylamino-1,3-bis(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-cyclohexylmethyl-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(5-fluoro-2-methoxyphenyl)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(3-forfinal)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-(3-chlorophenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-(3,5-dichlorophenyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-(2-Chlorobenzyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(4-terbisil)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(3-terbisil)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-3-(2-methoxyphenyl)-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-(2-methylbenzyl)Penta-1-EN-3-ol,

3-(3-chloro-4-forfinal)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethyl-3-(3-triptoreline)Penta-1-EN-3-ol,

3-(4-Chlorobenzyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-(2-chloro-6-FPO is benzyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

3-(3-Chlorobenzyl)-5-dimethylamino-1-(4-methoxyphenyl)-2,4-dimethylpent-1-EN-3-ol,

2 benzylidene-1-(4-tert-butylphenyl)-5-dimethylaminomethylphenol,

2 benzylidene-1-cyclohexyl-5-dimethylaminomethylphenol,

2 benzylidene-5-dimethylaminomethyl-1-fenetylline,

2 benzylidene-5-dimethylaminomethyl-1-(4-terbisil)Cyclopentanol,

2 benzylidene-5-dimethylaminomethyl-1-(3-terbisil)Cyclopentanol,

2 benzylidene-5-dimethylaminomethyl-1-(2-methoxyphenyl)Cyclopentanol,

2 benzylidene-5-dimethylaminomethyl-1-(2-methylbenzyl)Cyclopentanol,

2 benzylidene-5-dimethylaminomethyl-1-(3-methylbenzyl)Cyclopentanol,

2 benzylidene-1-(4-Chlorobenzyl)-5-dimethylaminomethylphenol,

2 benzylidene-1-(2-chloro-6-terbisil)-5-dimethylaminomethylphenol,

2 benzylidene-5-dimethylaminomethyl-1-(2,5-dimethylbenzyl)Cyclopentanol,

2 benzylidene-1-(3-Chlorobenzyl)-5-dimethylaminomethylphenol,

2-dimethylaminomethyl-1-(3-terbisil)-5-(3-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(2-methoxyphenyl)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(2-methylbenzyl)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(3-methylbenzyl)Cyclopentanol,

2-di is ethylaminomethyl-1-(2,5-dimethylbenzyl)-5-(3-methoxybenzylidene)Cyclopentanol,

1-(3-Chlorobenzyl)-2-dimethylaminomethyl-5-(3-methoxybenzylidene)Cyclopentanol,

1-benzyl-2-dimethylaminomethyl-5-(3-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-o-tooltipcontent,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-vinylcyclopentane,

1-(4-tert-bughelper)-2-dimethylaminomethyl-5-(3-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)bicyclopentyl-1-ol,

1-cyclohexyl-2-dimethylaminomethyl-5-(3-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-1-(4-forfinal)-5-(3-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-fenetylline,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-phenylethylamines,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-thiophene-2-enciklopediya,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(3-methoxyphenyl)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(3-phenylpropyl)Cyclopentanol,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-p-tooltipcontent,

2-dimethylaminomethyl-5-(3-methoxybenzylidene)-1-(4-methoxyphenyl)Cyclopentanol,

1-(2-Chlorobenzyl)-2-dimethylaminomethyl-5-(4-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-1(3-methoxybenzyl)-5-(4-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-1-(3-terbisil)-5-(4-methoxybenzylidene)Cyclopentanol,

2-dimethylaminomethyl-5-(4-methoxybenzylidene)-1-(2-methoxyphenyl)Cyclopentanol,

2-dimethylaminomethyl-5-(4-methoxybenzylidene)-1-(3-methylbenzyl)Cyclopentanol,

1-(4-Chlorobenzyl)-2-dimethylaminomethyl-5-(4-methoxybenzylidene)Cyclopentanol,

1-(2-chloro-6-terbisil)-2-dimethylaminomethyl-5-(4-methoxybenzylidene)Cyclopentanol,

1-(3-Chlorobenzyl)-2-dimethylaminomethyl-5-(4-methoxybenzylidene)Cyclopentanol,

1-(2,4-dichlorobenzyl)-2-dimethylaminomethyl-5-(4-methoxybenzylidene)Cyclopentanol,

2 benzylidene-7-dimethylaminomethyl-1-phenylcyclohexanol,

2 benzylidene-1-(4-chlorophenyl)-7-dimethylaminomethylphenol,

1-benzyl-2-benzylidene-7-dimethylaminomethylphenol,

2 benzylidene-7-dimethylaminomethyl-1-(4-fluoro-3-were)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-o-taillecavat,

2 benzylidene-7-dimethylaminomethyl-1-vinylcyclohexane,

2 benzylidene-1-(4-tert-butylphenyl)-7-dimethylaminomethylphenol,

2 benzylidene-1-cyclopentyl-7-dimethylaminomethylphenol,

2 benzylidene-7-dimethylaminomethyl-1-m-taillecavat,

2 benzylidene-1-cyclohexyl-7-dimethylaminomethylphenol,

2-benzyliden-dimethylaminomethyl-1-(4-forfinal)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-feniletinilpireny,

2 benzylidene-7-dimethylaminomethyl-1-thiophene-2-illlogical,

2 benzylidene-7-dimethylaminomethyl-1-(3-methoxyphenyl)cycloheptanol,

2 benzylidene-1-cyclohexylmethyl-7-dimethylaminomethylphenol,

2 benzylidene-7-dimethylaminomethyl-1-(3-fluoro-4-methoxyphenyl)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-(3-forfinal)cycloheptanol,

2 benzylidene-1-(3-chlorophenyl)-7-dimethylaminomethylphenol,

2 benzylidene-1-(3,5-dichlorophenyl)-7-dimethylaminomethylphenol,

2 benzylidene-7-dimethylaminomethyl-1-(4-terbisil)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-(4-methoxybenzyl)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-(3-terbisil)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-(2-methoxyphenyl)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-(2-methylbenzyl)cycloheptanol,

2 benzylidene-1-(3-chloro-4-forfinal)-7-dimethylaminomethylphenol,

2 benzylidene-7-dimethylaminomethyl-1-(3-triptoreline)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-(3-methylbenzyl)cycloheptanol,

2 benzylidene-1-(4-Chlorobenzyl)-7-dimethylaminomethylphenol,

2 benzylidene-1-(2-chloro-6-terbisil)-7-D. methylaminoethanol,

2 benzylidene-7-dimethylaminomethyl-1-(2,5-dimethylbenzyl)cycloheptanol,

2 benzylidene-1-(3-Chlorobenzyl)-7-dimethylaminomethylphenol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-phenylcyclohexanol,

1-(4-chlorophenyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

1-benzyl-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-1-(4-fluoro-3-were)-7-(3-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-o-taillecavat,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-vinylcyclohexane,

1-(4-tert-butylphenyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

1-cyclopentyl-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-m-taillecavat,

1-cyclohexyl-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-1-(4-forfinal)-7-(3-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-penitenziagite,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-feniletinilpireny,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-thiophene-2-illlogical,

2-dimethylaminomethyl-7-(3-methoxime the ilidene)-1-(3-methoxyphenyl)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(3-phenylpropyl)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-p-taillecavat,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(4-methoxyphenyl)cycloheptanol,

1-cyclohexylmethyl-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

1-(3-chlorophenyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

1-(3,5-dichlorophenyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

1-(2-Chlorobenzyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

1-(4-chloro-3-triptoreline)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-1-(3-forfinal)-7-(3-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(2-methoxyphenyl)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(2-methylbenzyl)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(3-triptoreline)cycloheptanol,

2-dimethylaminomethyl-7-(3-methoxybenzylidene)-1-(3-methylbenzyl)cycloheptanol,

2-dimethylaminomethyl-1-(2,5-dimethylbenzyl)-7-(3-methoxybenzylidene)cycloheptanol,

1-(3-Chlorobenzyl)-2-dimethylaminomethyl-7-(3-methoxybenzylidene)cycloheptanol,

1-benzyl-2-dimethylaminomethyl-7-(4-IU is oxybenzone)cycloheptanol,

2-dimethylaminomethyl-1-(4-fluoro-3-were)-7-(4-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-o-taillecavat,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-vinylcyclohexane,

1-(4-tert-butylphenyl)-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol,

1-cyclopentyl-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-m-taillecavat,

1-cyclohexyl-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-1-(4-forfinal)-7-(4-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-penitenziagite,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-feniletinilpireny,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-thiophene-2-illlogical,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(3-methoxyphenyl)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(3-phenylpropyl)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-p-taillecavat,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(4-methoxyphenyl)cycloheptanol,

1-cyclohexylmethyl-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol,

-(3-chlorophenyl)-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol,

1-(2-Chlorobenzyl)-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(2-methoxyphenyl)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(2-methylbenzyl)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(3-triptoreline)cycloheptanol,

2-dimethylaminomethyl-7-(4-methoxybenzylidene)-1-(3-methylbenzyl)cycloheptanol,

1-(3-Chlorobenzyl)-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol,

1-(3,5-dichlorophenyl)-2-dimethylaminomethyl-7-(4-methoxybenzylidene)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-(3-hydroxyphenyl)cycloheptanol,

2-dimethylaminomethyl-1-(3-hydroxyphenyl)-7-(3-methoxybenzylidene)cycloheptanol,

2 benzylidene-7-dimethylaminomethyl-1-(3-methoxyphenyl)cycloheptanol,

3-[1-(2-dimethylamino-1-methylethyl)-1-hydroxy-2-methyl-3-phenylalkyl]phenol,

3-(4-Chlorobenzyl)-5-dimethylamino-2,4-dimethyl-1-finalment-1-EN-3-ol,

5-dimethylamino-3-(3-methoxyphenyl)-2,4-dimethyl-1-finalment-1-EN-3-ol,

3-(2-benzylidene-6-dimethylaminomethyl-1-hydroxycyclohexyl)-phenol,

1-benzyl-2-benzylidene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(2-Chlorobenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(3-chlorobenzo is)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(4-Chlorobenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(2-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(3-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(4-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(2-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(3-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(4-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(2-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(3-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(4-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(2,6-dichlorobenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(2-chloro-6-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2 benzylidene-1-(2,6-diferensial)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-benzyl-2-(4-chlorobenzylidene)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-Chlorobenzyl)-2-(4-chlorobenzylidene)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(3-Chlorobenzyl)-2-(4-chlorobenzylidene)-7-(4-methylpiperazin-1-ILM is Teal)cycloheptanol,

1-(4-Chlorobenzyl)-2-(4-chlorobenzylidene)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(2-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(3-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(4-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(2-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(3-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(4-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(2-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(3-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(4-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(2,6-dichlorobenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(2,6-diferensial)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-chlorobenzylidene)-1-(2-chloro-6-terbisil)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-benzyl-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-Chlorobenzyl)-2-(4-formanilide)-7-(4-methylpiperazin-1-elmet the l)cycloheptanol,

1-(3-Chlorobenzyl)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(4-Chlorobenzyl)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-terbisil)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(3-terbisil)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(4-terbisil)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-formanilide)-1-(2-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-formanilide)-1-(3-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-formanilide)-1-(4-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-formanilide)-1-(2-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-formanilide)-1-(3-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-(4-formanilide)-1-(4-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2,6-dichlorobenzyl)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2,6-diferensial)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-chloro-6-terbisil)-2-(4-formanilide)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-benzyl-2-furan-2-ylmethylene-7-(4-methylpiperazin-1 ileti is)cycloheptanol,

1-(2-Chlorobenzyl)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(3-Chlorobenzyl)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(4-Chlorobenzyl)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-terbisil)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(3-terbisil)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(4-terbisil)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-furan-2-ylmethylene-1-(2-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-furan-2-ylmethylene-1-(3-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-furan-2-ylmethylene-1-(4-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-furan-2-ylmethylene-1-(2-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-furan-2-ylmethylene-1-(3-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

2-furan-2-ylmethylene-1-(4-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2,6-dichlorobenzyl)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2,6-diferensial)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-chloro-6-terbisil)-2-furan-2-ylmethylene-7-(4-methylpiperazin-1-ilmatieteenlaitos,

1-benzyl-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-Chlorobenzyl)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(3-Chlorobenzyl)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(4-Chlorobenzyl)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2-terbisil)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(3-terbisil)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(4-terbisil)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

3-furan-2-ylmethylene-1-(2-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

3-furan-2-ylmethylene-1-(3-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

3-furan-2-ylmethylene-1-(4-methylbenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

3-furan-2-ylmethylene-1-(2-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

3-furan-2-ylmethylene-1-(3-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

3-furan-2-ylmethylene-1-(4-methoxybenzyl)-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2,6-dichlorobenzyl)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

1-(2,6-diferensial)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)Cycloheptane is l,

1-(2-chloro-6-terbisil)-3-furan-2-ylmethylene-7-(4-methylpiperazin-1-ylmethyl)cycloheptanol,

in free form or in the form of their physiologically compatible salts.

8. Substituted derivatives of 5-amino-1-penten-3-ol according to any one of claims 1 to 8, characterized in that IT is a group and aminometilbensana group CHR7-NR3R4in formula I, if R7denotes hydrogen, a R1and R2together form a ring are in the CIS-position relative to each other, as illustrated by formula I:

9. Drug with analgesic effect, containing at least one substituted derivative of 5-amino-1-penten-3-ol according to any one of claims 1 to 7, optionally along with acceptable additives and/or auxiliary substances and/or optionally with other active ingredients.

10. The method of obtaining substituted derivative of 5-amino-1-penten-3-ol of General formula I according to any one of claims 1 to 7, namely, that β-aminoketone formula IA

in which the residues R1-R4, R6and R7have specified in claim 1 for formula I value, is subjected to the interaction with the ORGANOMETALLIC compound of formula III

in which Z is denoted by the AET MgCl, MgBr, Mgl, or Li;

R5has specified in claim 1 for formula I values

obtaining the compounds of formula I.



 

Same patents:

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to novel derivatives of 1-aminobutane-3-ol of the general formula (I): and their physiologically acceptable salts possessing analgesic effect and capacity for binding habapentin-site. In the general formula (I) R1 and R2 form in common (CH2)2-9-ring; each R3 and R4 independently of one another means (C1-C6)-alkyl that is branched or direct, saturated or unsubstituted, benzyl or phenethyl that are unsubstituted; R5 means (C1-C10)-alkyl that can be saturated, unsaturated, branched or direct or unsubstituted, (C3-C9)-cycloalkyl that is saturated, phenyl or 5-membered sulfur-containing heteroaryl possibly condensed with benzene ring, (C3-C6)-cycloalkyl bound through saturated or unsaturated (C1-C3)-alkyl, 5-membered possibly condensed with benzene ring sulfur-containing heteroaryl bound through saturated or unsaturated (C1-C3)-alkyl wherein each aryl, heteroaryl and cycloalkyl residue independently of one another can be unsubstituted or mono- or multi-substituted with residues chosen independently of one another from the group comprising atoms F, Cl, Br, J, -OR18, (C1-C10)-alkyl that is saturated or unsaturated, branched or direct and can be mono- or multi-substituted with halogen atoms wherein R18 represents hydrogen atom (H), (C1-C10)-alkyl that is saturated, branched or direct or unsubstituted; R6 means H; R7 means (C1-C6)-alkyl that is branched or direct, saturated or unsaturated or unsubstituted, (C3-C9)-cycloalkyl that is saturated or unsubstituted, phenyl that is unsubstituted or mono- or multi-substituted or phenyl bound through saturated (C1-C3)-alkyl that can be unsubstituted or mono- or multi-substituted wherein these substitutes can be chosen independently from the group comprising atoms F, Cl, Br, J, -OR18, (C1-C10)-alkyl that is saturated or unsaturated, branched or direct, in free form as their physiologically acceptable salts. Proposed compounds can be used in treatment of pain and first of all neuropathic, chronic and acute pain. Also, invention relates to a method for synthesis of compounds and preparing a medicinal agent.

EFFECT: improved preparing method, valuable medicinal properties of compounds.

9 cl, 89 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to new N-(2-arylpropionyl)-sulfonamides of the formula (1): wherein R2 means phenyl, thiophenyl optionally substituted with 1-3 substitutes taken independently among halogen atom, (C1-C4)-alkyl, phenyl, phenoxy-group, benzyl, benzoyl, (C1-C7)-acyloxy-group, 2-thienoyl or 1-oxo-2-isoindolyl; R means linear or branched (C1-C16)-alkyl, trifluoromethyl, cyclohexyl, o-tolyl, 3-pyridyl, p-cyanophenylmethyl, p-aminomethylphenylmethyl, 2-cyano-1-propyl, alkoxyethylene group CH3-(CH2)ni-(OCH2CH2)mi- wherein ni and mi mean a whole number from 1 to 3, or the group P1P2N-CH2-CH2- wherein P1 and P2 represent independently hydrogen atom (H), (C1-C3)-alkyl, benzyloxycarbonyl, α-, β- or γ-pyridocarbonyl, carboxycarbonyl or carbalkoxycarbonyl; or R1 and P2 in common with nitrogen atom to which they are bound form morpholino-group; R' means hydrogen atom (H) or linear or branched (C1-C3)-alkyl, or their salts with strong or mean bases. Compounds of the formula (1) show inhibitory activity with respect to chemotaxis and degranulation of neutrophiles induced with interleukin-8 and can be used in pharmaceutical composition used for prophylaxis and treatment of tissue injures.

EFFECT: valuable medicinal properties of compounds.

13 cl, 2 dwg, 2 tbl, 18 ex

The invention relates to new derivatives of N, S-substituted N'-1-[(hetero)aryl] -N'-[(hetero)aryl] methylisothiazoline General formula I or their salts with pharmacologically acceptable acids HX in the form of a racemic mixture or in the form of a mixture of stereoisomers, which can be used for the treatment and prevention of diseases associated with dysfunction glutamatergic nanoperiodic

The invention relates to new nitromethylene formula (I)

< / BR>
in which A represents C6-C10aryl, thienyl, benzothiazyl; X denotes halogen, cyano, C1-C7alkyl, trifluoromethyl, C2-C7alkoxy, or cryptometer; p is chosen from 0, 1, 2, 3, 4, or 5; Z represents a bond, -CO-NH-, SO2-NH-, a sulfur atom, sulfinyl group or a C2-C7alkenylamine radical; R1, R2, R3and E indicated in paragraph 1

The invention relates to a method for producing derivatives of 2-aminothiazoline formula I, in which R1represents C1-5alkyl straight or branched chain, R2is1-3alkyl, by reacting the compounds of formula II in which R3represents phenyl which may be optionally mono-pentamidine independently chlorine, methoxy, ethoxy, phenoxy or nitro, with the compound of the formula III in which Y represents a leaving group, in a solvent and in the presence of a base

The invention relates to new derivatives of tamilcanadian with the General formula (I) wherein R' represents 2-thienyl or 3-thienyl radical, R represents ceanorhaditis or a radical of the formula-C(O) - and R2 is optional saturated or unsaturated cyclic hydrocarbon radical or aryl radical

The invention relates to the field of pharmaceutical chemistry and synthetic organic chemistry and represents the asymmetric synthesis of the key intermediate compound in obtaining DULOXETINE - antidepressant tools

The invention relates to new derivatives of N, S-substituted N'-1-[(hetero)aryl] -N'-[(hetero)aryl] methylisothiazoline General formula I or their salts with pharmacologically acceptable acids HX in the form of a racemic mixture or in the form of a mixture of stereoisomers, which can be used for the treatment and prevention of diseases associated with dysfunction glutamatergic nanoperiodic
The invention relates to the field of chemistry and can be used in industry as vulcanizing agents and vulcanization accelerators

The invention relates to new amidinotransferase derivatives and their acid additive salts and pharmaceutical compositions containing these derivatives

The invention relates to new 8-carbonylation 2-aminotetraline, their enantiomers and salts, processes for their preparation, pharmaceutical preparations on their basis and use of such compounds in therapy

The invention relates to a new compound, which can find application in agriculture as a herbicide, namely, N-furfurylaminopurine formula

< / BR>
The specified connection, properties, method of preparation and application are not described in literature

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to novel [(heterylonio)-methylcarbonyloxypoly(alkyleneoxy)]-[(ammonio)methylcarbonyloxypoly(alkyleneoxy)]propane trichlorides of the general formula: wherein: at X+ = Y+ means X+ means -N+R1R2R3 wherein R1 = R2 means hydrogen atom (H); R3 means aliphatic hydrocarbon radical comprising 10-16 carbon atoms; a + c + e (total degree of oxypropylation) = 49; b + d + f (total degree of oxyethylation) = 9; at X+ = Y+ means Z+ means -N+R1R2R3 wherein R1 = R2 means H; R3 means aliphatic hydrocarbon radical comprising 10-16 carbon atoms; a + c + e = 55; b + d + f = 10; at X+ means Y+ = Z+ means -N+R1R2R wherein R1 = R2 means H; R3 means aliphatic hydrocarbon radical comprising 10-16 carbon atoms; a + c + e = 49; b + d + f = 9; at X+ means Y+ = Z+ means -N+R1R2R3 wherein R1 = R2 means H; R3 means aliphatic hydrocarbon radical comprising 10-16 carbon atoms; a + c + e = 55; b + d + f = 10; at X+ means Y+ = Z+ means -N+R1R2R3 wherein R1 = R2 means H; R3 means aliphatic hydrocarbon radical comprising 10-16 carbon atoms; a + c + e = 49; b + d + f = 0; at X+ means Y+ = Z+ means -N+R1R2R3 wherein R1 = R2 means H; R3 means aliphatic hydrocarbon radical comprising 10-16 carbon atoms; a + c + e = 55; b + d + f = 0; at X+ = Y+ means Z+ means -N+R1R2R3 wherein R1 = R2 means H; R3 means aliphatic hydrocarbon radical comprising 10-16 carbon atoms; a + c + e = 49; b + d + f = 0; at X+ = Y+ means Z+ means -N+R1R2R3 wherein R1 = R2 means H; R3 means aliphatic hydrocarbon radical comprising 10-16 carbon atoms; a + c + e = 55; b + d + f = 0, and to a method for their synthesis. Method involves interaction of 1,2,3-tris-[hydroxypoly(alkyleneoxy)]propane of the formula: wherein a + c + e = 55; b + d + f = 0-10 with monochloroacetic acid in the presence of acid catalysts, in organic solvent medium and with azeotropic removal of formed water and the following treatment at heating of the synthesized reaction productwith a mixture of morpholine and aliphatic amine in the molar ratio of reagents - hydroxyl derivative of propane: monochloroacetic acid : morpholine : aliphatic amine = 1:(3.0-3.2):(1.0-2.1):(1.0-2.1), respectively and wherein the total amount of morpholine and aliphatic amine is 3.0-3.2 mole. Novel compounds possess emulsifying properties for aqueous-bitumen and aqueous-mazut emulsions.

EFFECT: improved method of synthesis, valuable properties of compounds.

6 cl, 2 tbl, 8 ex

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to novel 1,2,3-tris-[(ammonio)methylcarbonyloxypoly(alkyleneoxy)]-propane trichlorides of the general formula:

wherein at -X+ as -N+R1RR, R1 = R2 mean hydrogen atom (H), R3 means aliphatic hydrocarbon radical comprising 10-16 carbon atoms, a + c + e (the general degree of oxypropylation) = 49,b + d + f (the general degree of oxyethylation) = 0; at -X+ as -N+R1R2R3, R1 = R2 mean H, R3 means aliphatic hydrocarbon radical comprising 10-16 carbon atoms, a + c + e = 55, b + d + f = 0; at -X+ as -N+R1R2R3, R1 = R2 mean H, R3 means aliphatic hydrocarbon radical comprising 10-16 carbon atoms, a + c + e = 80, b + d + f = 24; at -X+ as -N+R1R2R3, R1 = R2 mean H, R3 means aliphatic hydrocarbon radical comprising 10-16 carbon atoms, a + c + e = 90, b + d + f = 27; at -X+ as -N+R1R2R3, R1 = R2 means H, R3 means phenyl, a + c + e = 80, b + d + f = 24; at -X+ as -N+R1R2R3, R1 = R2 mean H, R3 means phenyl, a + c + e = 90, b + d + f = 27; at -X+ as , a + c + e = 80, b + d + f = 24; at -X+ as , a + c + e = 90, b + d + f =27. Also, invention relates to a method for synthesis of these compounds. Method involves interaction of 1,2,3-tris-[hydroxypoly(alkyleneoxy)]-propane of the formula:

wherein a + c + e = 49-90, b + d + f = 0-27 with monochloroacetic acid in the presence of acidic catalyst, in boiling organic solvent medium with azeotropic removal of water formed and the following treatment of synthesized reaction product in polar solvent medium at heating with amino-compounds of the formula: NR1R2R3 wherein R1 = R2 mean H, R3 means aliphatic hydrocarbon radical comprising 10-16 carbon atoms, phenyl, or morpholine of the formula:

in the following mole ratios of reagents - propane hydroxyl derivative : monochloroacetic acid : amino-compound or morpholine = 1:(3.0-3.2):(3.0-3.2), respectively. New compounds show the bactericidal and fungicide activity and properties of demulsifying agents for petroleum emulsions.

EFFECT: improved method of synthesis, valuable properties of compounds.

7 cl, 3 tbl, 8 ex

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