Derivatives of pyridine and herbicide agent based on thereof

FIELD: organic chemistry, herbicides.

SUBSTANCE: invention describes novel derivatives of the formula (I): wherein R1 are similar or different and mean hydrogen atom (H),-CN, (C1-C8)-alkyl, (C1-C8)-alkoxy-group; A means phenyl, pyrazolyl wherein each of them is bound to X through carbon atom and substituted with one or two radicals comprising (C1-C8)-alkyl, (C1-C8)-halogenalkyl; X means oxygen atom (O); R2 and R3 mean H; m means O; R6 means H, (C1-C8)-alkyl, (C1-C8)-alkylsulfonyl substituted with halogen atom; B means [(C1-C8)-alkyl]-carbonyl, [(C3-C6)-cycloalkyl]-carbonyl wherein each radical is not substituted or substituted with one or some radicals chosen from a row comprising halogen atom, (C1-C8)-alkoxy-group and [(C1-C8)-alkoxy]-carbonyl, (C1-C8)-alkylsulfonyl substituted with halogen atom, [(C2-C8)-alkenyl]-carbonyl, phenylcarbonyl substituted with one some radicals chosen from a row comprising halogen atom, (C1-C8)-alkyl and -NO2, or di-[(C1-C8)-alkyl]-aminosulfonyl, formyl or group of the formula -CO-CO-R1 wherein R1 means (C1-C8)-alkyl or phenyl-substituted [(C2-C8)-alkenyl]-carbonyl, furancarbonyl, thienylcarbonyl, halogen-substituted phenylaminocarbonyl, dimethylaminosulfonyl or group of the formula: or wherein W means oxygen or sulfur atom; T means O; R11 means unsubstituted (C1-C8)-alkyl or substituted with halogen atom; R12 and R13 are similar or different and mean H, unsubstituted (C1-C8)-alkyl, with exception for N-hydroxy-N-[(6-phenoxy-2-pyridyl)methyl]-acetamide, and a herbicide agent comprising compound of the formula (I) and accessory substances used usually in preparing agents for plants protection. Proposed compounds possess the herbicide activity and therefore they can be used agriculture.

EFFECT: valuable properties of compounds and agents.

3 cl, 2 tbl, 8 ex

 

It is known that substituted pyridine can have a weed-killing properties and the properties of regulation of plant growth (see, for example, EP-A-0955300, WO 98/04550, EP-A-0955292, WO 00/75112, WO 01/00580 and WO 99/28301). However, their application is partially manifested, and their shortcomings, such as high resistance or lack of selectivity in relation to many important crops of useful plants. In addition, in EP-A-0196184 described substituted pyridine.

Were open special 2,6-substituted pyridine, which with advantage can be used as herbicides and plant growth regulators.

The subject of this invention are the compounds of formula (I) and/or their salts

where R1the same or different and denote H, halogen, CN, nitro-group, SF5, (C1-C8)-alkyl, unsubstituted or substituted, for example, by one or more radicals from the series comprising halogen, (C1-C8)-alkoxy, (C1-C8)-allylthiourea, (C1-C8-alkylsulfonyl, (C1-C8)-alkylsulfonyl, [(C1-C8)-alkoxy]-carbonyl, and CN,

mean (C2-C8)-alkenyl or (C2-C8)-quinil, unsubstituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea

mean (C1-C8)-alkoxygroup, [(C1-C8)-alkyl]-carbonyl or (C1-C8)-alkylsulfonyl, where each of the radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea,

means S(O)p-R7and

p=0, 1, or 2, and

R7means (C1-C8)-alkyl, (C1-C8-haloalkyl or NR8R9and

R8, R9independently of one another identical or different and denote H, (C1-C8)-alkyl, (C2-C8)-alkenyl, (C7-C10-arylalkyl, (C7-C10-alkylaryl or (C6-C10)-aryl, where each of the last five radicals are not substituted or substituted by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea,

or means a group of the formula

where R10means (C1-C8)-alkyl, unsubstituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea, and

W stands for O or S,

And means, unsubstituted or substituted aryl, such as unsubstituted or substituted phenyl RA is hiccuping or unsubstituted or substituted heterocyclic radical, for example unsubstituted or substituted heteroaromatic radical, such as unsubstituted or substituted pyridyl, pyrazolyl or thienyl,

X is O or S,

R2, R3, R4, R5the same or different and denote H, halogen, CN, (C1-C8)-alkoxygroup or (C1-C8)-alkyl, where each of the last two radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea,

m denotes 0 or 1,

R6means H, (C1-C8)-alkyl or (C1-C8)-alkoxygroup, each of the last two radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, (C1-C8)-alkoxy and (C1-C8)-allylthiourea, (C1-C8-alkylsulfonyl, (C1-C8)-alkylsulfonyl, [(C1-C8)-alkoxy]-carbonyl, and CN, means (C2-C8)-alkenyl or (C2-C8)-quinil, unsubstituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea,

means a hydroxy-group or acyl radical such as formyl, [(C1-C8)-alkyl]-carbonyl, [(C2-C8)-alkenyl]-CT is of IMT, [(C2-C8)-quinil]-carbonyl, (C1-C8)-alkylsulfonyl, (C2-C8)-alkanesulfonyl or (C2-C8)-alkylsulfonyl, each of the last six radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea means phenylcarbinol or phenylsulfonyl, and the phenyl radical in each of the last two radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, NO2, (C1-C8)-alkyl, (C1-C8-haloalkyl and (C1-C8)-alkoxygroup, and R6preferably different from the hydroxy-group, and

In the mean acyl radical, for example [(C1-C8)-alkyl]-carbonyl, such as linear or branched [(C1-C8)-alkyl]-carbonyl or [(C3-C6-cycloalkyl]-carbonyl, each of the radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, (C1-C8)-alkoxy, (C1-C8)-allylthiourea, (C1-C8)-alkyl-sulfinil, (C1-C8)-alkylsulfonyl, [(C1-C8)-alkyl]-carbonyl, [(C1-C8)-alkoxy]-carbonyl, and CN, or

means [(C2-C8)-alkenyl]-Carbo is a sludge or [(C 2-C8)-quinil]-carbonyl, each of these radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea,

means (C1-C8)-alkylsulfonyl, such as linear or branched (C1-C8)-alkylsulfonyl or (C3-C8)-cycloalkylcarbonyl, or (C2-C8)-alkanesulfonyl, or (C2-C8)-alkylsulfonyl, and each of the radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea,

or means phenylcarbinol or phenylsulfonyl, and the phenyl radical in both radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, NO2, (C1-C8)-alkyl, (C1-C8)-halogen-alkyl (C1-C8)-alkoxygroup,

or means mono - or di-[(C1-C8)-alkyl]-aminosulfonyl, formyl or a group of the formula-CO-CO-R', where R'=H, HE, (C1-C8-alkoxygroup or (C1-C8)-alkyl, the latter two radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C )-allylthiourea, or means a group of the formula

or

where W denotes an oxygen atom or sulfur (i.e. On or S),

T means O or S,

R11means (C1-C8)-alkyl, (C2-C8)-alkenyl or (C2-C8)-quinil, each of the three radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy, (C1-C8)-allylthiourea, [(C1-C8)-alkyl]-carbonyl or [(C1-C8)-alkoxy]-carbonyl,

R12, R13the same or different and mean H, (C1-C8)-alkyl, (C2-C8)-alkenyl or (C2-C8)-quinil, each of the last three radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy, (C1-C8)-allylthiourea, [(C1-C8)-alkyl]-carbonyl or [(C1-C8)-alkoxy]-carbonyl, and

the radicals R12and R13together with N-atom form a heterocyclic radical with 5 - or 6-membered cycle which may include other heteroatoms from the series comprising N, O and S, and is not substituted or substituted, for example, (C1-C8)-alkyl or exography,

or

And R6together form a 4 - or 5-tier price is ü, for example, formula (-CH2)m-D - or-D1-(CH2)m1-D, and the chain is not substituted or substituted, for example, one or more, preferably one to four (C1-C4)-alkyl radicals, D, D1independently of one another mean SO2or CO, and m=3 or 4 and m1=2 or 3,

with the exception of N-hydroxy-N-[(6-phenoxy-2-pyridyl)methyl]-ndimethylacetamide and its salts.

In the formula (I) and subsequent carbon-containing radicals, such as alkyl, alkoxygroup, haloalkyl, alkylamino and allylthiourea, and also the corresponding unsaturated and/or saturated in the hydrocarbon part of the radicals can be linear or branched or, if the number of carbon atoms ranging from three, and also cyclic. Unless specifically stated, these radicals preferably contain from 1 to 6 C-atoms, respectively, the unsaturated groups of 2 to 6 C-atoms. Alkyl radicals and composite values, such as alkoxy, haloalkyl etc. mean, for example, methyl, ethyl, n-, ISO - or cyclo-propyl, n-, ISO-, tert-, 2 -, or cyclo-butyl, Penteli, sexily, such as n-hexyl, ISO-hexyl and 1,3-dimethylbutyl, reptile, such as n-heptyl, 1-etylhexyl and 1,4-dimethylpentyl; alkeneamine and alkyline radicals mean the same as the corresponding possible unsaturated alkyl radicals; alkenyl means, for example, allyl, 1-IU is improp-2-EN-1-yl, 2-methylprop-2-EN-1-yl, but-2-EN-1-yl, but-3-EN-1-yl, 1-methyl-but-3-EN-1-yl and 1-methyl-but-2-EN-1-yl; quinil means, for example, propargyl, but-2-in-1-yl, but-3-in-1-yl, 1-methyl-but-3-in-1-yl.

Halogen means, for example, fluorine, chlorine, bromine or iodine. Haloalkyl, alkenyl and-quinil mean partially or completely replaced by halogen alkyl, alkenyl or quinil, preferably substituted by fluorine, chlorine and/or bromine, particularly preferably substituted by fluorine or chlorine, for example, CF3, CHF2CH2F, CF3CF2CH2FCHCl, CCl3, CHCl2CH2CH2Cl; haloalkoxy means, for example, OCF3, OCHF2, OCH2F, CF3CF2Oh, och2CF3and co2CH2Cl; the same is true for haloalkene and other radicals, substituted by halogen.

The hydrocarbon radical may be linear, branched or cyclic, saturated or unsaturated, aliphatic or aromatic radical and contains a hydrocarbon group such as alkyl, alkenyl, quinil, cycloalkyl, cycloalkenyl or aryl; aryl means a mono-, bi - or polycyclic aromatic system, for example phenyl, naphthyl, tetrahydronaphthyl, indenyl, indanyl, pentalene, fluorenyl and analogues, preferably phenyl; preferably a hydrocarbon radical means alkyl, alkenyl or quinil with the number is Atamanov carbon to 12, or cycloalkyl with 3, 4, 5, 6 or 7 ring atoms, or phenyl.

Aryl means preferably phenyl, substituted by one or more, preferably 1, 2 or 3 radicals from the series comprising halogen, such as F, Cl, Br, I, preferably F, Cl and Br, then the alkyl, haloalkyl, alkoxy, haloalkoxy-hydroxy-, amino-, nitro-, cyano, alkoxycarbonyl, alkylsulphonyl, formyl, carbarnoyl, mono - and dialkylaminoalkyl, mono - and dialkylamino, alkylsulfonyl and alkylsulfonyl, and radicals with the carbon atoms are preferred such radicals which contain from 1 to 4 With atoms, in particular 1 or 2 carbon atoms. While preferred, generally, substituents from the series comprising halogen, for example fluorine and chlorine, (C1-C4)-alkyl, preferably methyl or ethyl, (C1-C4-haloalkyl, preferably trifluoromethyl, (C1-C4)-alkoxygroup, preferably methoxy or ethoxypropan, (C1-C4)-haloalkoxy-, nitro - and cyano.

Heterocyclic radical or a heterocyclic ring (heterocyclyl) can be saturated, unsaturated or heteroaromatic, unsubstituted or substituted, it may also be condensed; it preferably contains one or more heteroatoms in the ring, preferably from the series comprising N, O and S; preferred feast upon the hydrated heterocyclic radical having 3-7 ring atoms or a heteroaromatic radical with 5 or 6 ring atoms, containing 1, 2 or 3 heteroatoms. The heterocyclic radical can represent, for example, a heteroaromatic radical or ring (heteroaryl), for example mono-, bi - and polycyclic aromatic system in which at least one ring contains one or more heteroatoms, or may be a partially or fully hydrogenated radical such as pyrrolidyl, piperidyl, pyrazolyl, morpholinyl, indolyl, chinoline, pyrimidinyl, triazolyl, oxazolyl, pyridyl, pyrimidinyl, pyridazinyl, pyrazinyl, thiazolyl, thienyl, pyrrolyl, oxazolyl, isoxazolyl, isoxazolyl, imidazolyl and benzoxazolyl. As substituents for a substituted heterocyclic radical are suitable substituents listed below as well as advanced oxoprop. Oxoprop can also be attached to the ring heteroatoms, which can exist in various oxidation States, such as N and S.

Substituted radicals, such as substituted hydrocarbon radicals, for example substituted alkyl, alkenyl, quinil, aryl, phenyl and benzyl, or substituted heterocyclyl or heteroaryl mean, for example, the radical derived from the unsubstituted primary radical, wherein the substituents can be one or more, preferably 1, 2 or 3 radicals from the series comprising halogen, alkoxy, haloalkoxy, alkylthio-, Ki-the Roxy-, amino, nitro, carboxy, cyano, asiagraph, alkoxycarbonyl, alkylsulphonyl, formyl, carbarnoyl, mono - and dialkylaminoalkyl, substituted an amino group, such as acylamino-, mono - and dialkylamino, and alkylsulfonyl, haloalkylthio, alkylsulfonyl, haloalcohols in the case of cyclic radicals, also alkyl and haloalkyl, and unsaturated aliphatic radicals corresponding saturated hydrocarbon radicals, such as alkenyl, quinil, alkenylacyl, alkyloxy etc. In the case of carbon-containing radicals are preferred radicals containing 1-4 carbon atoms, especially preferred containing 1 or 2 atoms of carbon. As a rule, preferred substituents from the series comprising halogen, for example fluorine and chlorine, (C1-C4)-alkyl, preferably methyl or ethyl, (C1-C4-haloalkyl, preferably trifluoromethyl, (C1-C4)-alkoxygroup, preferably, methoxy - or ethoxypropan, (C1-C4)-haloalkoxy-, nitro - and cyano. It is particularly preferred substituents are methyl, methoxy, cyano and chloro.

Optionally substituted phenyl is preferably denotes phenyl which is not substituted or substituted one or more times, preferably up to three, identical or different radicals from the series, vkluchaya what about halogen, (C1-C4)-alkyl, (C1-C4)-alkoxygroup, (C1-C4-haloalkyl, (C1-C4)-haloalkoxy-, cyano - and nitro-group, for example o-, m - and p-tolyl, dimethylphenyl, 2-, 3 - and 4-chlorophenyl, 2,3,4-Cryptor - and-trichlorophenyl, 2,4-, 3,5-, 2,5 - and 2,3-dichlorophenyl, o-, m - and p-cyanophenyl.

Acyl radical, means the radical of an organic acid, formally obtained by removal of Oh group from the organic acid, for example a radical of carboxylic acid and radicals of acids derived from it, for example thiocarbonic acid, optionally N-substituted aminocarbonyl acids or the radicals of monoamino carbonic acid, optionally N-substituted karbinovykh acids, sulfonic acids, Sultanovich acids, phosphonic acids, phosphinic acids.

Preferred acyl radical is formyl or an aliphatic acyl group, including CO-RxCS-Rx, CO-ORx, CO-CO-RxCS-ORxCS-SRx, SORyor SO2Ryand Rxand Rymean in each case (C1-C10)-hydrocarbon radical which is not substituted or substituted, or aminocarbonyl or aminosulfonyl, both recent radical not substituted, N-monogamist or N,N-tizamidine. Acyl is preferably denotes, for example, formyl, haloalkylthio, alkylsulphonyl, such as (C1-C4)-and kilcarbery, phenylcarbinol, and the phenyl ring may be substituted, for example, as described above for phenyl, or allyloxycarbonyl, vinyloxycarbonyl, benzyloxycarbonyl, alkylsulfonyl, alkylsulfonyl, N-alkyl-1-aminoalkyl and other radicals of organic acids.

The subject of this invention are all stereoisomers, covered by formula (I), and mixtures thereof. Such compounds of formula (I) contain one or more asymmetric carbon atoms or double bonds, which in the General formula (I) are not particularly shown. Possible stereoisomers, differing in their spatial form, such as enantiomers, diastereomers, Z - and E-isomers, are all covered by formula (I) can be obtained by customary methods from mixtures of the stereoisomers or received by stereoselective reactions in combination with the use of stereochemical pure starting materials.

The compounds of formula (I) can form salts, for example, those in which the nitrogen atom of the pyridine or optionally another heteroatom is in a protonated form. Such salts include, for example, salts of mineralnych acids, such as hydrochloric acid, Hydrobromic acid and sulfuric acid, or salts of organic acids such as formic acid, acetic acid, oxalic acid, citric acid, or aromatic is Urbanovich acids, such as benzoic acid.

Preferred compounds of formula (I) and/or their salts, where

R1the same or different and denote H, halogen, CN, (C1-C8)-alkyl or (C1-C8)-alkoxygroup, each of the last two radicals are not substituted or substituted by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea,

And means phenyl radical or a 5 - or 6-membered heterocyclic radical, such as 5 - or 6-membered N - or S-containing heteroaromatic radical, where the radicals are not substituted or substituted by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkyl, (C1-C8)-alkoxygroup, (C1-C8-haloalkyl, (C1-C8)-haloalkoxy-, (C1-C8)-haloalkylthio and (C1-C8)-alkoxy-(C1-C8)-alkoxygroup,

X is O or S,

R2, R3the same or different and denote H or (C1-C8)-alkyl, and the alkyl moiety is not substituted or substituted by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea,

m=0,

R6means H, formyl, (C1-C8)-alkyl, (C3-C8)-alkenyl, (C3-C8)-quinil, (C1-C8 )-alkoxygroup or [(C1-C8)-alkyl]-carbonyl, each of the last five radicals are not substituted or substituted by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea, and

In the mean acyl radical, such as [(C1-C8)-alkyl]-carbonyl, for example linear or branched [(C1-C8)-alkyl]-carbonyl or [(C3-C6-cycloalkyl]-carbonyl, each of the radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, (C1-C8)-alkoxy, (C1-C8)-allylthiourea, (C1-C8-alkylsulfonyl, (C1-C8)-alkylsulfonyl, [(C1-C8)-alkyl]-carbonyl, [(C1-C8)-alkoxy]-carbonyl, and CN, or means [(C2-C8)-alkenyl]-carbonyl or [(C2-C8)-quinil]-carbonyl, each of these radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea means (C1-C8)-alkylsulfonyl, such as linear or branched (C1-C8)-alkylsulfonyl or (C3-C8)-cycloalkylcarbonyl, or (C2-C8)-alkanesulfonyl, or (C2-C8)-alkylalcohol the sludge, moreover, each of the radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea.

Especially preferred compounds of formula (I) and/or their salts, where

R1in the 3-position and 5-position of the pyridine ring are identical or different and denote H or halogen, preferably fluorine or chlorine, and

R1in the 4-position of the pyridine ring means H, halogen, preferably fluorine or chlorine, CN, (C1-C8)-alkyl or (C1-C8)-alkoxygroup, each of the last two radicals are not substituted or substituted by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea,

A represents a group of formula (A')

where R14the same or different and denote halogen, CN, (C1-C8)-alkyl, (C1-C8)-alkoxy or (C1-C8)-allylthiourea, each of the last three radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea, for example (C1-C8-haloalkyl, (C1-C8)-haloalkoxy-, (C1-C8)-haloalkylthio or (C1-C )-alkoxy-(C1-C8-alkoxygroup,

l is 1 or 2,

V means CH, C(R14) or N((C1-C8)-alkyl), such as N(CH3),

W means N, S, N-CH, N-C(R14), CH-CH, CH-C(R14) or C(R14)-C(R14),

R2, R3the same or different and denote H or (C1-C8)-alkyl, which is not substituted or substituted by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea,

m=0,

R6means H or (C1-C4)-alkyl, which is not substituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea, and

In the mean acyl radical, such as [(C1-C8)-alkyl]-carbonyl, for example linear or branched [(C1-C8)-alkyl]-carbonyl or [(C3-C6-cycloalkyl]-carbonyl, each of the radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, (C1-C8)-alkoxy and (C1-C8)-allylthiourea, (C1-C8-alkylsulfonyl, (C1-C8)-alkylsulfonyl, [(C1-C8)-alkyl]-carbonyl, [(C1-C8)-alkoxy]-carbonyl, and CN, or

means [(C2-C8)-alkenyl]-carbonyl or [(C2-C81-C8)-alkoxy and (C1-C8)-allylthiourea, and

means (C1-C8)-alkylsulfonyl, such as linear or branched (C1-C8)-alkylsulfonyl or (C3-C8)-cycloalkylcarbonyl, or (C2-C8)-alkanesulfonyl, or (C2-C8)-alkylsulfonyl, and each of the radicals are not substituted or substituted, for example, by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea.

Of particular interest are compounds of formula (I) according to the invention and/or their salts, where

A represents the radical phenyl, pyridyl, pyrazolyl or thienyl, each of which is connected through a carbon atom with X and not substituted or substituted by one or more radicals from the series comprising halogen, CN, (C1-C8)-alkyl, (C1-C8)-alkoxygroup, (C1-C8-haloalkyl, (C1-C8)-haloalkylthio-, (C1-C8)-haloalkoxy and (C1-C8)-alkoxyalkanols. Preferred such radicals And in which one substituent R14standing in the 3-position of the radical with respect to the carbon atom, which is linked to the group X in formula (I).

Especially preferred compounds of formula (I) and/or their salts, where a represents substituted phenyl, peredelnyj, thienyl or personilnya radicals of the following formulae

where R14the same or different and denote halogen, cyano or unsubstituted or substituted (C1-C8)-alkyl group, such as (C1-C8-haloalkyl, preferably CF3or cyano,

R15means (C1-C8)-alkyl, preferably methyl, and

l' represents an integer from 0 to 4, preferably 0 or 1;

preferably And means

Very preferred compounds of formula (I') and/or their salts

where R1, R2, R3, R6, R14and X have the meanings given for compounds of formula (I), including the above preferred field values

L are identical or different and denote H or halogen, such as fluorine or chlorine,

W-V together denote an N-CH-CH, S-CH, CH-CH-CH or N-N(CH3), and

In the mean acyl radical, such as [(C1-C8)-alkyl]-carbonyl, for example linear or branched [(C1-C8)-alkyl]-carbonyl or [(C3-C6-cycloalkyl]-carbonyl, or means (C1-C8)-alkylsulfonyl, for example linear or times twinny (C 1-C8)-alkylsulfonyl or (C3-C8)-cycloalkylcarbonyl, and each of the radicals are not substituted or substituted by one or more radicals from the series comprising halogen, especially fluorine or chlorine, CN, (C1-C8)-alkoxy and (C1-C8)-allylthiourea.

The compounds of formula (I) according to the invention receive by known methods. Of particular interest, for example, the following synthesis methods.

The compounds of formula (II)

where the radicals R1have the meanings given for compounds of formula (I), and L' means tsepliaeva group, such as halogen and pseudohalogen, or means a group of the formula A-X-, and a and X adjusted as indicated for compounds of formula (I), first, subjected to alkylation of the oxygen of the N-oxide by the method known from the literature, and then subjected to interaction with cyanide and turn in the NITRILES of General formula (III) (see, for example, W.R. Fife and E.F.V. Seriven, Heterocycles 22, 2375 (1984) and the references therein),

where R1and L' have the same significance as for the compounds of formula (II).

Pyridine-N-oxides of the General formula (II) are obtained in various ways from the appropriate substituted pyridines. General methods of synthesis are described, for example, in A. Albini and S. Pietra, Heterocyclic N-Oxides, CRS Press, Inc., Boca Raton, USA, 1991.

As alkylaryl the funds for compounds of formula (II) preferably use alkylhalides and alkylphenolate, such as dimethylsulfate or methyliodide, as cyanide is used, for example, cyanide alkaline or alkaline-earth metals or cyanides organic bases, such as Quaternary ammonium salt (see, for example, Ellman, Tetrahedron, 41 (1985), str-4948).

The compounds of formula (III), where L' means tsepliaeva group, such as halogen and pseudohalogen, can be subjected to interaction with compounds of the formula (IV) or their salts

where a and X have the meanings specified for compounds of formula (I)into the compounds of formula (III) (see, for example, US 6080861, US 6130188 and WO 94/22833 and the references therein), where L' denotes a group of the formula A-X-. Compounds of General formula (III), where L' is a group A-X-, where A, X and R1have the meanings specified for compounds of formula (I)can be converted to the amino compounds of General formula (V), using the appropriate recovery method.

Recovery of NITRILES to amines described in the literature thoroughly (see, for example, Eugen Müller, Methods der organischen Chemie (Houben-Weyl), volume XI/1, Stickstoffverbindungen (nitrogen compounds) II, str ff., Georg Thieme Verlag, Stuttgart, 1957). Along with this, the mean hydrogenation catalysts of noble metals, and of particular interest are the reactions catalyzed by palladium and platinum, however, who is one recovery and Raney Nickel.

Compounds of General formula (V) is possible when interacting with allerease reagents such as galodamadruga acids, isocyanates, carbamylcholine, the esters of Harborview acid, sulphonylchloride, sulfhemoglobin, sulphonylchloride, isothiocyanates, to turn into compounds of General formula (I), where R6=N, m=0 and A, X, R1, R2, R3, Have the meanings given for compounds of formula (I). Description of the General and special chemical methods of acylation see, for example, in Jerry March, Advanced Organic Chemistry (Reaction, Mechanisms and Structure, 4th ed., John Wiley&Sons, New York, 1992).

Compounds of General formula (I), where R6for example, means unsubstituted or substituted alkyl group, can be obtained from compounds of General formula (V), which alkylate with the appropriate aldehyde under reductive alkylation of compounds of General formula (VI) (see: Rylander Hydrogenation Methods, Academic Press, New York, 1985, p.92-93).

The compounds of formula (VI) are obtained when the recovery of the corresponding amides (see, for example, example 3A) (see, for example, Gaylord, Reduction with Complex Metal Hydrides, Wiley, New York 1956, str-373). For this approach, for example, borane complexes such as borane-tetrahydrofuran complex or borane-dimethyl sulfide complex (see, for example, Brown G.R, A.J. Foubister, J.Chem. Soc. Perk T 1 (8), 1401-1403 (1989)). The compounds of formula (VI) in conclusion, what you can allievate by known methods. The compounds of formula (VI), where R6means unsubstituted or substituted alkenyl or quinil, are obtained from compounds of formula (III) rehabilitation aminating. The compounds of formula (VI) in conclusion, we can allievate known methods in the compounds of formula (I). The compounds of formula (I), where R6means acyl, can be obtained, for example, by known methods with a suitable N-acylation of compounds of formula (VI)in which R6means N.

The compounds of formula (I), where R6means hydroxy - and alkoxygroup, can be obtained, for example, by the following reaction shown in the scheme:

The NITRILES of General formula (III) can thus translate the restoration of aldehydes of General formula (XII) (see, for example, Miller, Biss, Schwartzmann; J. Org. Chem. 1970, 35, 858; or Jerry March, Advanced Organic Chemistry (Reaction, Mechanisms and Structure 4th ed., John Wiley&Sons, New York, 1992, str, 920). Aldehydes of General formula (XII) can be recovered by known methods into the corresponding alcohols of General formula (XIII) (see, for example, Hudlicky, Reductions in Organic Chemistry; Ellis Horwood; Chichester 1984 pp.96-129. On the list of possible reagents, see Larock; Comprehensive Organic Transformations VCH: New York, 1989, str). Hydroxyl group of the alcohols of the formula (XIII) can then translate in otsepleniya group L'. As tseplyaesh groups can be introduced, for example, Halogens, such as chlorine or bromine (see, for example the EP, Wiley, Hershkowitz, Rein Chung, J. Am. Chem. Soc. 1964, 86, 964; Schaefer, Weinberg J. Org. Chem. 1965, 30, 2635), or ether sulfonic acid group, such as tozilaty or mesylates (see, for example, Crossland, Wells, Shiner; J. Am. Chem. Soc. 1971, 93, 4217). Compounds of General formula (XIV) in this case, when the reaction hydroxylamine or O-alkylated hydroxylamine can be converted to compounds of General formula (VI), where R6means hydroxy or alkoxygroup. These reactions are preferably carried out in the presence of organic or inorganic bases in an inert solvent. Compounds of General formula (VI), where R6different from N and m=0, then it is possible, as shown for compounds of formula (V), allievate known methods in the compounds of formula (I).

Compounds of General formula (I), where m=1, can be obtained, for example, as described below:

The compounds of formula (VII), where A, X and R1have such values as specified for compounds of formula (I), and L' means tsepliaeva group, such as halogen or pseudohalogen, or means replaced heteroepitaxy A-X, can be subjected to interaction with unsubstituted or substituted alkylamino esters tsianuksusnogo acid of General formula (VIII), and R2matter specified for compounds of formula (I), and preferably use a (C1-C6)-alkalemia esters (lit.: N. Desieri; F. Manna, J. Heterocycl. Chem., 25 (1), 333-335, 1988).

The ester group of the formula (IX) in conclusion can be converted into the free carboxylic acid. This is implemented by, for example, when the saponification alilovic esters grounds or at acidic conditions of saponification, and the carboxylic acid group in the conclusion, for example, under acidic conditions decarboxylated in the compounds of General formula (X) (lit.: N. Desideri; F. Manna, J. Heterocycl. Chem., 25 (1), 333-335, 1988). In the compounds of formula (X), the substituents A, X, R1and R2have the same values as described for compounds of formula (I).

Cyanocobalamine General formula (X)thus obtained can be converted by suitable recovery methods, such as those already described for the preparation of amines of the formula (V) from NITRILES of General formula (III), the corresponding amino compounds of General formula (XI). Thus obtained amines of General formula (XI) can similarly amines of General formula (V) into compounds of formula (I), where A, X, R1, R2, R6and have the same values as described for compounds of formula (I).

The set of compounds of formula (I) and their salts, which can be synthesized according to the above schemes, you can get a parallel way, and this can be done manually, partially or fully automated fashion. It is possible to automate, such as the er, implementation of the response, processing or cleaning products, respectively, of the intermediate stages. In General, these understand the way of action, which are described, for example, S.H. DeWitt in "Annual Reports in Combinatorial Chemistry and Molecular Diversity: Automated Synthesis", volume 1, Verlag Escom 1997, p.69-77.

For a parallel way of carrying out the reaction and processing you can use a number of devices are commercially available, such as offered by the company Stem Corporation, Woodrolfe road, Tollesbury, Essex, England, company H+P Labortechnik GmbH, Bruckmannring 28, 85764 Oberschleibheim, Germany or company Systems, Shirehill, Saffron Walden, Essex, CB-II:3AZ, England. For the parallel purification of compounds of General formula (I) and their salts from the intermediate products formed during their preparation, can be used along with other chromatographic apparatus, for example, ISCO, Inc., 4700 Superior Street, Lincoln, NE 68504, USA.

Lists the devices result in a modular way, where individual stage of the work is automated, but between work stages should be carried out manual operations. This can be overcome in the use of partially or fully integrated automatic systems, in which the automatic modules are maintained, for example, robots. Such automated systems can be purchased, for example, the firm Zymark Corporation, Zymark Center, Hopkinton, MA 01748, USA.

Along with the methods described here, p is the receiving of the compounds of General formula (I) and their salts can be done fully or partially ways, resting on a solid phase. For this purpose the intermediate stage or the intermediate stage of the synthesis of one or synthesis, adapted to the respective method steps associated with one resin for synthesis. The synthesis methods based on solid phase, is thoroughly described in the literature, for example, Barry A.Bunin in "The Combinatorial Index", Verlag Academic Press, 1998.

Application of methods of synthesis, supported by solid phases, allows for a number of well-known from the literature protocols (acts), which again can be performed manually or automatically. For example, the way the "tea bag" (Houghten, US 4631211; Houghten et al., Proc. Natl. Acad. Sci, 1985, 82, 5131-5135) partially automated by using company products IRORI, 11149 North Torrey Pines Road, La Jolla, CA 92037, USA. Automation of parallel synthesis, supported by the solid phase, it is possible, for example, using the apparatus of companies Argonaut Technologies, Inc., 887 Industrial Road, San Carlos, CA 94070, USA or MultiSynTech GmbH Wullener Feld 4, 58454 Witten, Germany.

Obtaining compounds in accordance with the methods described here, gives compounds of formula (I) and their salts in the form of a set (collection) of substances, which are called libraries. The subject of this invention are also libraries that contain at least two compounds of General formula (I) and their salts.

The compounds of formula (I) according to the invention and their salts, which are later referred to as (corresponding to the invention) compounds of formula (I), find a very good herbicide efficacy against a wide range of the most common in agriculture monocotyledonous and dicotyledonous weed plants. And perennial weed that is difficult to fight, which develop from the rhizomes and fragments of roots or other perennial organs, a well-disposed of compounds conforming to the invention. In this connection, corresponding to the invention may be made before sowing, before the seedlings after germination. Separately should be mentioned of some representatives of the monocotyledonous and dicotyledonous weed flora of plants that can be treated using compounds of the invention, however, this enumeration is not limited to particular types.

Among monocotyledonous weeds are well covered, for example, Avena, Lolium, Alopecurus, Phalaris, Echinochloa, Digitaria, Setaria, and also species of Bromus and Cyperus species from the annual group, and species of Agropyron, Cynodon, Imperata and Sorghum, and perennial Cyperus species from long-term group of weeds.

Among dicotyledonous weeds spectrum of action extends to species such as, for example, Galium, Viola, Veronica, Lamium, Stellaria, Amaranthus, Sinapis, Ipomoea, Matricaria, Abutilon and Sida from the annual group, and also species of Convolvulus, Cirsium, Rumex and Artemisia perennial group of weeds.

Weeds occurring when the special is practical growing conditions such culture, as rice, for example species of Echinochloa, Sagittaria, Alisma, Eleocharis, Scirpus and Cyperus, also very successfully combated by using compounds of the invention.

If the connection corresponding to the invention, applied to the soil surface before germination, the germination of weeds completely prevented or sprouts of weeds develop to the stage of education leaves from sprouts, then their growth stops and they die completely after three to four weeks.

When applying the compounds of the invention, the green parts of plants when the processing method after shoots soon after treatment there is a sudden growth of plants and weeds stop at the stage of development, which was at the time of processing, or completely die off after a certain time, thus eliminating harmful to cultivated plants competition of weeds early and for a long time.

While the connection corresponding to the invention, find a very good herbicide activity against monocotyledonous and dicotyledonous weed plants, cultivated plants important economic crops, such as culture and two leaves in the Bud, such as soy, cotton, canola, sugar beets, especially soybeans or cereals, such as wheat, barley, rye, rice, and corn, damage negligible or no damage. Data connection in this regard, suitable for the selective combating the growth of unwanted plants in crops of agricultural useful plants or the planting of ornamental plants.

In addition, substances that are relevant to the invention have very good growth regulating properties in relation to cultivated plants. They are adjusting embedded in its own metabolism in plants and can therefore be used to target impact substances contained in plants, and for facilitating harvesting, such as allocation of dessication or settling growth. In addition, they are also suitable for the General control and inhibition of unwanted vegetative growth without killing the plants. Inhibition of vegetative growth plays in many monocotyledonous and dicotyledonous crops a big role, as this can reduce their persistence or completely eliminate them. Active substances in connection with their herbicide and growth regulating properties can be used for combating weeds in crops modified plants obtained by genetic technologies, or which can be obtained by genetic technologies. Transgenic plants, as a rule, are particularly preferred properties, such as stability is with respect to certain pesticides, primarily to certain herbicides, resistance to certain plant diseases or pathogens of plant diseases such as certain insects or microorganisms such as fungi, bacteria or viruses. Other particular properties relate to the crop, its quantity and quality, ability for long-term storage, the material composition of the harvest and the content of specific substances. Thus, transgenic plants have a high content of starch or modified as starch or have a different composition of fatty acids in the harvest.

Preferably the use of compounds of formula (I) according to the invention or their salts in economically important transgenic crops of useful and ornamental plants, for example cereals such as wheat, barley, rye, oats, millet, rice, manioc and corn, as well as in crops of sugar beet, soybean, rapeseed, potato, tomato, peas and other vegetables.

The compounds of formula (I) can preferably be used as herbicides in crops of useful plants which are resistant to fetotoksicheskoe herbicides, respectively, made of sustainable use of genetic technologies.

Appropriate ways of growing new plants which have modified properties in comparison with existing plants consist, in the example, in the classical methods of selection and breeding of mutants. Alternative new plants with modified properties can be created using gene technology (see, for example, EP-A-0221044, EP-A-0131624). Have been described, for example, in many cases:

- changes of cultivated plants through genetic technologies with the aim of modifying the starch synthesized in the plants (for example WO 92/11376, WO 92/14827, WO 91/19806),

transgenic plants that are resistant to certain herbicides of the type of glufosinate (see, for example, EP-A-0242236, EP-A-242246)or glyphosate (WO 92/00377), or sulfonylureas (EP-A-0257993, US-A-5013659),

transgenic crop plants, for example cotton, with the ability to produce Bacillus thuringiensis-toxins (Bt toxins)which make the plants resistant to certain pests (EP-A-0142924, EP-A-0193259),

transgenic plants with a modified fatty acid composition (WO 91/13972).

Numerous molecular biological technologies which help get new transgenic plants with modified properties, in principle known; see, for example, Sambrook and others, 1989, Molecular Cloning, A Laboratory Manual, 2 ed., Cold Spring Harbor Laboratory Press, Cold Spring Harbor, NY; or Winnacker "Gene und Klone", VCH Weinheim 2nd ed., 1996 or Christou, "Trends in Plant Science" 1 (1996) 423-431.

When such gentechnologie manipulation of the nucleic acid molecule may be introduced in lasgidi, what causes mutagenesis or causes a change in the sequence in the recombination of DNA sequences. Using the above standard methods, for example, to cause an exchange basis, to remove part of the sequence or to add natural or artificial sequences. To connect DNA fragments between the fragments can be attached adapters or linkers.

Obtaining plant cells with a reduced activity of one of the gene products can be achieved, for example, when expression of at least one corresponding antisense-RNA, one sense-RNA to achieve compressional effect or expression of at least one suitably constructed ribosomes, which splits specific transcription of the gene product named above.

You can use DNA molecules that cover the entire coding sequence of the gene product, including coverage possible of the existing lateral sequences as well as DNA molecules, which cover only part of the encoded sequence, and these parts must be long enough to cause the cells antisense effect. It is also possible the use of DNA sequences which exhibit a high degree of homology to be encoded is posledovatelnostei gene product, however, not identical.

When the expression of nucleic acid molecules in plants synthetic protein may be localized in any cell plant cell. However, to achieve localization in a particular cell, the cell can, for example, the encoded region to bind to DNA sequences which ensure localization in a cell in the cell. Such sequences are known in the art (see, for example, Braun and others, EMBO J. 11 (1992), 3219-3227; Wolter and others, Proc. Natl. Acad. Sci. USA 85 (1988), 846-850; Sonnewald, etc., Plant J. 1 (1991), 95-106).

Transgenic plant cells can be well-known technology to regenerate into whole plants. In the case of transgenic plants, in principle, mean plants of any kind, that is, both monocotyledonous and dicotyledonous plants.

So it is possible to obtain transgenic plants which have modified properties due to overexpression, suppression or inhibition of homologous (= natural) genes or gene sequences or expression of heterologous (= foreign) genes or gene sequences.

Preferably the compounds of formula (I) according to the invention can be used in transgenic crops which are resistant to herbicides from the group of the sulfonylureas, glufosinate-ammonium or glyphosate-isopropylammonium and analogous active substances.

PR is the application of the active substances according to the invention in transgenic crops are observed, along with the effects observed in other cultures in relation to weed plants, often the effects that are specific for application in the corresponding transgenic culture, for example a modified or specifically widened scope of weeds that can compete, modified required to apply the amount of active substance, preferably a good kombineerimist with the herbicides to which the transgenic crop is stable, and the effect on growth and yield of transgenic crops.

Therefore, the object of the invention is also the use of compounds (I) according to the invention as herbicides for weed control in transgenic cultivated plants.

Compounds according to the invention can be applied in the form of powders for spraying, emulsifiable concentrates, spray solutions, spray means or granules in conventional drugs. The subject invention therefore also are herbicide and growth regulating means, which contain compounds of the formula (I).

Of the compounds of formula (I) can be made in various forms depending on what biological and/or chemico-physical parameters specified. The quality of the finished drug forms, for example, suitable powders for spraying (PR), waderas workie powders (EAP), water-soluble concentrates, emulsifiable concentrates (EC), emulsions (EW)such as maslovodyanye and water-oil emulsions, solutions for spraying, suspension concentrates (SC), dispersions on an oil or water-based solutions, mixed with oil, capsule suspensions (CS), spray (PC), tools for seed, pellets for dispersion and for use in soil, granules (GR) in the form of microgranulates and granules formed by spraying, soaking and adsorption, water dispersible granules (WG), water-soluble granules (VRG), the wording in ultrasmall volumes, microcapsules and waxes.

These kinds of individual ready-made forms in principle known and described, for example, in: Winnacker-Küchler, "Chemische Technologie", volume 7, C. Hauser Verlag München, 4 ed. 1986; Wade van Valkenburg, "Pesticide Formulations", Marcel Dekker, N.Y., 1973; .Martens, "Spray Drying" Handbook, 3rd ed. 1979, G. Goodwin Ltd. London.

The tools needed for cooking ready-made forms, such as inert materials, surfactants, solvents and other additive substances are also known and described, for example, in: Watkins, "Handbook of Insecticide Dust Diluents and Carriers", 2nd ed., Darland Books, Caldwell N.J.; H.v.Olphen, "Introduction to Clay Colloid Chemistry", 2nd ed., J. Wiley&Sons, N.Y.; C.Marsden, "Solvents Guide"; 2nd ed., Interscience, N.Y. 1963; McCutcheon''s "Detergents and Emulsifiers Annual", MC Publ. Corp., Ridgewood N.J.; Sisley and Wood, "Encyclopedia of Surface Active Agents", Chem. Publ. Co. Inc., .Y. 1964; Schönfeldt, "Grenzflächenaktive Äthylenoxidaddukte", Wiss. Verlagsgesell., Stuttgart 1976; Winnacker-Küchler, "Chemische Technologie", volume 7, .Hauser Verlag München, 4 ed. 1986.

On the basis of these ready-made forms you can also get combination with other pesticide active substances, such as, for example, insecticides, acaricides, herbicides, fungicides, and also with protective equipment, fertilizers and/or growth regulators, for example in the form of ready to use forms or as mixtures, prepared in large tanks.

Powders for spraying are drugs, uniformly dispersible in water, which contain along with the active substance, in addition to a diluent or inert substance, more surfactants of ionic or non-ionic nature (wetting means dispersing means, for example polyoxyethylene ALKYLPHENOLS, polyoxyethylene fatty alcohols, polyoxyethylene fatty amines, sulfates polyglycolic ethers of fatty alcohols, alkanesulfonyl, alkylbenzenesulfonate, ligninsulfonate sodium, 2,2'-dynafilter-6,6'-disulfonate sodium, dibutil-naphthalene-sulfonanilide sodium or also olewiler-taurinensia sodium. For the manufacture of powders for spraying herbicide active substances are finely ground, for example, hammer mills, mills blowing who the ear and jet mills, and simultaneously or in conclusion, mixed with auxiliary substances for the finished forms.

Emulsifiable concentrates are obtained when dissolving the active substance in an organic solvent, for example butanol, cyclohexanone, dimethylformamide, xylene or high-boiling aromatic compounds or hydrocarbons, or mixtures of organic solvents with addition of one or more surface-active compounds ionic and/or nonionic nature (emulsifiers). As emulsifiers can be used, for example, alkylarylsulfonates calcium salts such as CA-dodecylbenzenesulfonate or nonionic emulsifiers, such as polyglycolic a fatty acid ester, alkylarylsulphonates ether, polyglycidyl ether of fatty alcohol, the condensation product of propylene oxide with ethylene oxide, alkylhalides, esters of sorbitol, such as, for example, ether of sorbitol with a fatty acid or polyoxyethylenesorbitan ether, such as, for example, polyoxyethylenesorbitan ether fatty acids.

Spray get when grinding the active substance with finely ground solids such as talc, natural clays such as kaolin, bentonite and pyrophyllite, or diatomaceous earth.

Suspension concentrates are water or oil-based. They can be prepared, for example, by the wet grinding on normal commercial ball mill, if necessary, an Addendum is receiving a surface-active compounds, such as described above for other types of ready-made forms.

Emulsions, for example oil emulsion in water (EW), can be obtained, for example, with stirring using stirrers, colloid mills and/or static mixers using water-containing organic solvent, and optionally surface-active substances, for example, as described above for other types of ready-made forms.

The granules can be obtained or by spraying the active substance by means of nozzles capable of adsorption of granulated inert material or by applying concentrates of the active substance with adhesive means, for example polivinilovom alcohol, polyacrylnitrile sodium or mineral oils, to the surface of the substances of carriers such as sand, kaolinites or granulated inert material. Suitable active substances can also be pelletized by the methods usual to obtain granules of mineral fertilizers, optionally in a mixture with fertilizers.

Dispersible in water, the granules, as a rule, receive conventional methods such as spray drying, spray granulation in a fluidized bed, plate granulation, mixing in high-speed mixers and extrusion without solid inert material.

On receipt of the granules when the plate granulirovanie, granulating the fluidized bed, during extrusion and spray drying see, for example, the methods in "Spray-Drying Handbook" 3rd ed., 1979, G. Goodwin Ltd., London; J.E.Browning, "Agglomeration", Chemical and Engineering 1967, str ff; "Perry's Chemical Engineer''s Handbook", 5th ed., McGraw-Hill, New York 1973, p.8-57.

Regarding other details of the preparation of ready-made forms of plant protection products see, for example, G.C.Klingman, "Weed Control as a Science", John Wiley and Sons, Inc., New York, 1961, p.81-96 and J.D.Freyer, S.A.Evans, "Weed Control Handbook", 5th ed., Blackwell Scientific Publications, Oxford, 1968, p.101-103.

The agrochemical preparations contain as a rule, from 0.1 to 99 wt.%, especially from 0.1 to 95 wt.% the active substance of the formula (I) and/or its salts. The concentration of the active substance in powder for sprinkling is, for example, about 10 to 90 wt.%, the remainder to 100 wt.% consists of the usual ready-made forms components. In the case of emulsifiable concentrates, the concentration of the active substance may be about 1 to 90 wt.%, preferably from 5 to 80 wt.%. Powdered forms contain from 1 to 30 wt.% the active substance, preferably, in most cases from 5 to 20 wt.% active substances, solutions for spraying contain about 0.05 to 80, preferably from 2 to 50 wt.% the active substance. In the case of water-dispersible granules, the active substance depends partly on whether the active compound is liquid or solid, and from what use granulating auxiliary is a recreational substance, fillers, etc. In water-dispersible granules, the active substance is, for example, from 1 to 95 wt.%, preferably from 10 to 80 wt.%.

Along with this, called the finished form of the active substance optionally contain conventional adsorption, wetting, dispersing, emulsifying, promote infiltration, preservative and frost protect tools, solvents, fillers, carriers, colorants, protivovspenivayushchie tools, substances that prevent evaporation, and tools that affect the pH value and viscosity.

As a component for combination with the active substance according to the invention in mixed substances or in mixtures, cooked in large tanks can be used, for example, known active substances, such as herbicides, insecticides, fungicides or protective substances (antidotes)described, for example, in Weed Research 26 (1986) 441-445 or "The Pesticide Manual", 11th ed., The British Crop Protection Council and the Royal Soc. of Chemistry, 1997, and there in the literature. Among the known herbicides which can be combined with compounds of formula (I)include the following active substances (note: the compounds are named or "common names", or in accordance with the requirements of the international organization for standardization (ISO), or given the chemical name if you want the tees together with the common code number):

acetochlor; acifluorfen; klonipin; AKN 7088, i.e [[[1-[5-[2-chloro-4-(trifluoromethyl)-phenoxy]-2-nitrophenyl]-2-methoxyacridine]-amino]-oxy]-acetic acid and its methyl ester; alachlor; aloxide; ametrine is high; amidosulfuron; amitrole; AMS, i.e. ammoniumsulfate; anilofos; Azul; atrazine; azafenidin; azimsulfuron (DPX-A8947); isoprotein; Barban; BAS 516 N., ie 5-fluoro-2-phenyl-4H-3,1-benzoxazin-4-one; BAS 620 H; BAS N; BAY FOE 5043; benazolin; benfluralin; beforeit; enculture-methyl; bensulide; bentazon; benzien; bestfloor; benzoylperoxy-ethyl; benzthiazole; bialaphos; bifenox; bispyribac-Na; bromacil; bromobutyl; bromophenoxy; bromoxynil; brauron; buminate; butoxide; butachlor; butamifos; buenaflor; booteasy; butalin; butoxide; butyl; cafestol (SN-900); meloxicam; carbutamide; carfentrazone-ethyl; CDAA, i.e. 2-chloro-N,N-di-2-propylacetamide; CDEC, i.e. the 2-korallovy ether pttc acid; chlorethoxyfos; chloramben; lorazepam-butyl, chlorbromuron; chlorbutol; chlorgenic; chlorofluro-methyl; ozone chloride; chlorimuron-ethyl; chlornitrofen; chlorotoluron; chloroxuron; chlorpropham; chlorsulfuron; chlorthal-dimethyl; chlorine; cinmetacin; chinaculture; clethodim; clodinafop and its ester derivatives (for example, clodinafop-propargyl); clomazone; clomipram; chloroxygen; clopyralid; karasulu-methyl; cumyluron (JC 940); cyanazine; C is clout; cycloaliphatic (AC 104); cycloxydim; cyclotron; cyhalofop and its ester derivatives (for example, butyl ether, DEH-112); cybercat; ziprin; cobresol; dameron; 2,4-DB; dalapon; desmedipham; desmetryn; Vallat; dicamba; dichlobenil; dichlorprop; diclofop and its ester, such as diclofop-methyl; dicloflam, i.e. N-(2,6-dichlorophenyl)-5-ethoxy-7-fluoro-[1,2,4]triazolo[1,5-C]pyrimidine-2-sulfonamide; diacetyl; Difenoxin; difenzoquat; diflufenican; diflubenzuron (BAS N), dimefuron; dimethachlor; deltamethrin; dimethenamid (SAN-582H); deltason, clomazone; dimethipin; demetracopoulos, dinitramine; dinoseb; dinoterb; diphenamid; DIPROPYLENE; Diquat; dithiopyr; Diuron; DNOC; Eglinton-ethyl; 77 EL, ie, 5-cyano-1-(1,1-dimethylethyl)-N-methyl-1H-pyrazole-4-carboxamide; endothal; ARTS; asbroker; ethalfluralin; atomiculture-methyl; tidiman; idiosyn; ethofumesate; F5231, i.e. N-[2-chloro-4-fluoro-5-[4-(3-fluoro-propyl)-4,5-dihydro-5-oxo-1H-tetrazol-1-yl]-phenyl]-econsultant; idoxifene and its esters (for example ethyl ester, HN-252); etamesonic (HW 52); fenoprop; phenoxy, fenoxaprop and fenoxaprop-P and their esters, for example fenoxaprop-P-ethyl and fenoxaprop-ethyl; phenoxide; fenuron; femprep-methyl; flazasulfuron; fluazifop and fluazifop-P and their esters, for example fluazifop-butyl and fluazifop-P-butyl; fluchloralin; flumetsulam; flumeturon; flumiclorac and the th esters (for example, pentalogy ether, S-23031); flumioxazin (S-482); flubiprofen; flupoxam (KNW-739); fluorodifen; fluoroglycofen-ethyl; flourophenyl (UBIC-4243); flupyrsulfuron-methyl-sodium; fluridone; flurochloridone; fluroxypyr; flurtamone; fluthiacet-methyl; fomesafen; foramsulfuron and its salts; fosamine; voreloxin; glufosinate; glyphosate; galasoft; halosulfuron and its esters (e.g. methyl ester, NC-319); haloxyfop and its esters; haloxyfop-R (=R-haloxyfop) and its esters; hexazinone; imazamethabenz-methyl; imazamox; imazapyr; imazaquin and its salts, such as ammonium salt; imazethapyr; imazethapyr; imazosulfuron; indianian (MK-243), iodosulfuron and its salts and esters, such as iodosulfuron-methyl-sodium; ioxynil; isosorbid; isopropylene; Isoproturon; Sauron; isoxaben; isoxaflutole; isocaporate; carbocylic; lactofen; lentil; linuron; MSRA; SRV; mecoprop; mefenacet; mefluidide; mesosulfuron and its salts and esters, such as mesosulfuron-methyl; metamitron; metazachlor; methabenzthiazuron; methamphetamine; metasol; methoxyphenol; methyldibromo; metaventure; metobromuron; metolachlor; metosulam (XRD 511); metoxuron; metribuzin; metsulfuron-methyl; MH; molinet; monolid; monocarbonic dehydrogenative; monolinuron; monuron; MT 128, ie 6-chloro-N-(3-chloro-2-propenyl)-5-methyl-N-phenyl-3-pyridazinone; MT 5950, i.e. N-[3-chloro-4-(1-mutilate is)-phenyl]-2-methylpentan-amide; nitroanilide; napropamide; naptalam; NC 310, i.e. a 4-(2,4-dichlorobenzoyl)-1-methyl-5-benzyloxyethanol; neburon; nicosulfuron; snipercraft; nicraly; nitrogen; nitrofluorene; norflurazon; arrancars; oryzalin; oxadiargyl (RP-020630); oxadiazon; oxasulfuron; oxacyclobutane (MY-100); oxyfluorfen; paraquat; Babolat; pendimethalin; pentoxide (CRC-314); PERFLUORO; fenazepam; phenmedipham; picloram; piperophos; peribuccal; pirivena-butyl; pretilachlor; primisulfuron-methyl; procesin; prodiamine; propleuron; progenitin-ethyl; prometon; prometryn; propachlor; propanil; propaquizafop and its esters; propazine; profam; propisochlor; propyzamide; prosulfuron; prosulfocarb; prosulfuron (CGA-152005); panahar; pyraflufen-ethyl; pyrazoline; person; pyrazosulfuron-ethyl; paradoxien; perimentation (LGC-40836); peribuccal; peridot; Perminova-methyl; pyrithiobac (KIH-2031); pyrexia and its esters (for example, propargilovyh ether); quinclorac; quinmerac; CWinApp and its ester derivatives quizalofop and quizalofop-P and their ester derivatives, for example quizalofop-ethyl; quizalofop-P-tefuryl and-ethyl; renature; rimsulfuron (DPX-E 9636); S 275, i.e 2-[4-chloro-2-fluoro-5-(2-propenyloxy)-phenyl]-4,5,6,7-tetrahydro-2H-indazol; sebumeter; sethoxydim; sibron; Simazine; simetryn; SN 106279, i.e 2-[[7-[2-chloro-4-(trifter-methyl)-phenoxy]-2-naphthalenyl]-oxy]-prop is a new acid and its methyl ester; sulcotrione; sulfentrazone (FMC-97285, F-6285); colfuturo; sulfometuron-methyl; sulfosate (ICI-A0224); sulfosulfuron; TCA; tabulam (GCP-5544); tebuthiuron; terbacil; thermocarb; turbuhaler; terbumeton; terbutylazine; terbutryn; TFH 450, i.e. N,N-diethyl-3-[(2-ethyl-6-were-sulfonyl]-1H-1,2,4-triazole-1-carboxamide; teichler (NSK-850); diazafluoren; thiazopyr (Mon-13200); thidiazuron (SN-24085); thifensulfuron-methyl; thiobencarb; thiocarbonyl; tralkoxydim; three-Allat; triasulfuron; triazolam, threatened; tribenuron-methyl; triclopyr; tridiphane; triacetin; trifluralin; triflusulfuron and its esters (e.g. methyl ester, DPX-66037); timetron; dicode; vernolate; WL 110547, i.e. a 5-phenoxy-1-[3-(trifluoromethyl)-phenyl]-1H-tetrazol; JTC-101; UBH-509; D-489; LS 82-556; KPP-300; NC-324; NC-330; KH-218; DPX-N8189; SC-0774; DOWCO-535; DK-8910; V-53482; PP-600; MVN-001; KIH-9201; ET-751; KIH-6127 and KIH-2023.

The active substances according to the invention can also be used in combination with one or more protective substances. For the application of commercial preparations, if necessary, diluted with conventional methods, for example powders for spraying, emulsifiable concentrates, dispersions and water dispersible granules with water. Spray preparations, soil, respectively, their broken pellets and spray solutions are usually more not diluted with other inert substances.

Depending on NR is snih conditions, such as temperature, humidity, the type of herbicides used and other ranges necessary for the application of a number of compounds of the formula (I). It can vary within wide limits, for example, from 0.001 to 10.0 kg/ha or more of active substance, preferably this amount is 0.005 to 5 kg/ha

A. Chemical examples

Abbreviations:

Here % and the quantitative ratio refers to the weight, if another is not specified.

PVC. = under reduced pressure.

Example 1

2-(1-methyl-3-cryptomaterial-5-yloxy)-6-(but-2-enoyl-aminomethyl)-pyridine.

1A) 2-(1-methyl-3-cryptomaterial-5-yloxy)-6-cyanopyridine.

of 4.00 g (240 mmol) of 1-methyl-3-(trifluoromethyl)-2-pyrazole-2-in the atmosphere of nitrogen was placed in 40 ml of sulfolane, and at room temperature add portions of 2.70 g (24,0 mmol) of potassium tert-butylate. In conclusion, the type of 2.56 g (18.5 mmol) of 2-chloro-6-cyanopyridine and heated for 3 hours at a temperature of 130°C, cooled to room temperature and poured the solution into ice-cold water. The precipitation is filtered off and repeatedly washed with water and dried.

Output: 4.26 deaths g (86%); melting point: 87°C.

1b) 2-(1-methyl-3-cryptomaterial-5-yloxy)-6-(aminomethyl)-pyridine.

7,00 g (26,1 mmol) 2-(1-methyl-3-cryptomaterial-5-yloxy)-6-cyano dissolved in 150 ml of ice-cold vinegar, dobavlaut 1.40 g of Pd(OH) 220%applied to the coal, and hydronaut with excess hydrogen pressure of 17 bar. After 2 hours the catalyst is filtered off and the solvent is distilled off. The residue is dissolved in water, add 20 ml of 2 N. hydrochloric acid and repeatedly extracted with ethyl ether acetic acid. After that, the aqueous phase is adjusted using 2 N. NaOH to pH 10 and repeatedly extracted with ethyl ether acetic ocelote. The combined organic extracts dried over MgSO4, filtered and the solvent is distilled off.

Output: 2.58 g (34%); melting point: 44°C.

1C) 2-(1-methyl-3-cryptomaterial-5-yloxy)-6-(but-2-enoyl-aminomethyl)-pyridine.

0,100 g (0,368 mmol) 2-(1-methyl-3-cryptomaterial-5-yloxy)-6-(aminomethyl)-pyridine are placed in 5 ml of methylene chloride together with 71.1 mg (0.55 mmol) of diisopropylethylamine, and at room temperature add 46,1 mg (0.44 mmol) of but-2-tailhold, and stirred for 3 hours at room temperature. The obtained crude product is distilled off the solvent, and then extracted with 1 N. hydrochloric acid and ethyl ester of acetic acid and finally filtered through silicagel substrate. The solvent is distilled off from the filtrate. The residue is crystalline at all.

Output: 0,059 g (47%); melting point: 75°C.

Example 2

2-(1-methyl-3-cryptomaterial-5-yloxy)-6-(formylamino)-pyridine.

0,100 g (0,368 mmol) 2-(1-methyl-3-cryptomaterial-5-ylox is)-6-(aminomethyl)-pyridine are placed in 5 ml ethyl ester of formic acid and heated for 3 hours under reflux. In conclusion, the solution is filtered through a cartouche filled with 3 g of silica gel, and then this cartouche is washed with ethyl ether, acetic acid. From the filtrate the solvent is distilled off.

Output: 0,101 g (91%); melting point: 84°C.

An NMR spectrum reveals the expected signals:

1H NMR (CDCl3/TMC): δ (mentora) = of 3.80 (s, 3H, N-CH3), of 4.57 (d, 2H, J=7 Hz, N-CH2-), of 6.26 (s, 1H, C-H pyrazole), 6,30 (s, W, 1H, N-H), to 6.95 (d, 1H, J=8 Hz, pyridine C-H), to 7.15 (d, 1H, J=8 Hz, pyridine C-H), 7,78 (t, 1H, J=8 Hz, pyridine C-H)of 8.27 (s, 1H, H-CO).

Example 3

3A) 2-(1-methyl-3-cryptomaterial-5-yloxy)-6-(methylamino-methyl)-pyridine.

and 4.40 g (14.7 mmol) of 2-(1-methyl-3-cryptomaterial-5-yloxy)-6-(formylamino)-pyridine is dissolved in 45 ml of THF in an atmosphere of inert gas, and at 0°add to 4.17 ml (to 44.0 mmol) brandimensions complex. The mixture is heated for 2.5 hours to 50°C. After cooling to room temperature, to the reaction solution was added 100 ml of 2 N. HCl and stirred for 1 hour, and finally extracted with ethyl ester of acetic acid. The aqueous phase is alkalinized by adding 2 N. NaOH and re-extracted with ethyl ester of acetic acid. The extracts are dried over MgSO4and the solvent is distilled off until dry.

Output: 2.22 g of oil; NMR spectrum reveals the expected signals:

1H NMR (DMSO-d6/TMS): δ (mentora) = of 2.25 (s, 3H, N-CH3the pyrazole), 3,3 (s Shir, 1H, N-H (with H2O)), 3,63 (s, 2H, CH2-N in), 3.75 (s, 3H, CH3-N)6,60 (s, 1H, H pyrazole), was 7.08 (d, 1H, J=8 Hz, C-H pyridine), 7,30 (d, 1H, J=8 Hz, C-H pyridine), to 7.93 (t, 1H, J=8 Hz, C-H pyridine).

3b) 2-(1-methyl-3-cryptomaterial-5-yloxy)-6-[(N-isopropyl-carbonyl-N-methyl)-aminomethyl]-pyridine.

0,100 g (0,349 mmol) 2-(1-methyl-3-cryptomaterial-5-yloxy)-6-(methylaminomethyl)-pyridine are placed in a 4.0 ml of methylene chloride together with 68 mg (0,53 mmol) diisopropylethylamine and add 45 mg (0.42 mmol) of the chloride somaclonal acid. After stirring for 45 minutes at room temperature, the reaction mixture was poured into 1 N. HCl and extracted with methylene chloride. From the organic phase the solvent is distilled off and get the product in the form of oil.

Output: 0,096 g (77%); NMR spectrum reveals the expected signals:

The spectrum reveals two conformer that are described as A (75%) (25%) conformers:

Conformer A: 1H NMR (CDCl3/TMC) δ (mentora) = 1,11 (d, 6H, J=8 Hz, (CH3)2-CH), 2,82 (sept, 1H, J=8 Hz, (CH3)2-CH), 3,06 (s, 3H, CO-N-CH3in ), 3.75 (s, 3H, N-CH3the pyrazole), a 4.53 (s, 2H, CH2-N), 6,28 (s, 1H, H pyrazole), of 6.90 (d, 1H, J=8 Hz, C-H pyridine), 7,07 (d, 1H, J=8 Hz, C-H pyridine), 7,73 (t, 1H, J=8 Hz, C-H pyridine).

Conformer: 1H NMR (CDCl3/TMC) δ (mentora)=of 1.07 (d, 6H, J=8 Hz, (CH3)2CH), 2,75 (sept. 1H, J=8 Hz, (CH3)2-CH), 2,96 (s, 3H, CO-N-CH3), 3,81 (s, 3H, N-CH3the pyrazole), a 4.53 (s, 2H, CH 2-N)6,33 (s, 1H, H pyrazole), 6,97 (d, 1H, J=8 Hz, C-H pyridine), of 6.99 (d, 1H, J=8 Hz, C-H pyridine), 7,80 (t, 1H, J=8 Hz, C-H pyridine).

Example 4

2-(1-methyl-3-cryptomaterial-5-yloxy)-6-[(N-methylsulphonyl-N-methyl)-aminomethyl]-pyridine.

0,080 g (0.28 mmol) of 2-(1-methyl-3-cryptomaterial-5-yloxy)-6-(methylaminomethyl)-pyridine are placed in 5 ml of methylene chloride together with to 0.108 g (0,837 mmol) diisopropylethylamine and add 0,096 g (0,837 mmol) chloride methanesulfonic acid. Stirred for 4 hours at room temperature, then extracted with 2 N. NaOH, the organic phase is washed until neutral and finally dried over Na2SO4and the solvent is distilled off. After chromatographic purification (silica gel/ethyl ester of acetic acid) receive oil.

Output: 0,088 g (82%); NMR spectrum reveals the expected signals:

1H NMR (CDCl3/TMC) δ (mentora) = 2,74 (s, 3H, CH3-N-SO2), and 2.83 (s, 3H, SO2-CH3), of 3.78 (s, 3H, N-CH3the pyrazole), 4,39 (s, 2H, CH2-N)6,30 (s, 1H, H pyrazole), of 7.00 (d, 1H, J=8 Hz, CH pyridine), 7,26 (d, 1H, J=8 Hz, CH pyridine), 7,80 (t, 1H, CH pyridine).

Example 5

5A) of 2-(3-tripterocalyx)-6-cyanopyridine.

of 4.00 g (of 28.9 mmol) of 2-chloro-6-cyanopyridine together with to 9.57 g (69,3 mmol) of potassium carbonate are placed in 20 ml of anhydrous DMF and add 5,62 g (34.6 mmol) of 3-hydroxybenzonitrile. Stirred for 10 hours at 90°With, then add Aut H 2O and repeatedly extracted with ethyl ether acetic acid. Then the organic phase is twice washed with water, dried over MgSO4and the solvent is distilled off.

Output (oil): 6,24 g (82%); NMR spectrum reveals the expected signals:

1H NMR spectrum (CDCl3/TMC) δ (million shares) = 7,20 (d, 1H, J=8 Hz, aromatic H), 7,38 (mc, 1H, aromatic H), 7,4-7,6 (m, 4H, aromatic H), 7,83 (t, 1H, J=8 Hz, CH pyridine).

5b) 2-(3-tripterocalyx)-6-(aminomethyl)-pyridine.

3.00 g to (11.4 mmol) of 2-(3-tripterocalyx)-6-cyano dissolved in 120 ml of acetic acid and after adding 300 mg of Pd(OH)220%, coal hydronaut 3 hours at room temperature and a hydrogen pressure of 17 bar. In conclusion, filtered from the catalyst, the solvent is distilled off from the organic phase and the residue is dissolved in water. This solution is washed twice with ethyl ether, acetic acid, and finally with 2 N. NaOH adjusted to pH 10 and repeatedly extracted with ethyl ether acetic acid. The combined organic extracts dried over MgSO4and finally the solvent is distilled off to dry.

Output: 1,02 g (67%); NMR spectrum reveals the expected signals:

1H NMR (CDCl3/TMC) δ (million shares) = 1.7 (s, W, 2H, NH2), 3,83 (s, 2H, CH2-N)is 6.78 (d, 1H, J=8 Hz, CH pyridine), 7,02 (d, 1H, J=8 Hz, CH pyridine), 7,35 (m, 1H, C-H phenyl), 7,4-of 7.55 (m, 3H, phenyl H), to 7.67 (t, 1H, J=8 Hz, CH pyridine).

5C) of 2-(3-tryptophanase)-6-(dichloracetyl-aminomethyl)-pyridine

0,100 g (0,373 mmol) of 2-(3-tryptophanase)-6-(aminomethyl)-pyridine are placed in a 4.0 ml of methylene chloride together with 0,072 g (0,56 mmol) diisopropylethylamine, and type of 0.066 g (0,450 mmol) dichloroacetamide. After stirring for 3 hours at room temperature, extracted with 1 N. HCl, the organic phase is dried, and the solvent is distilled off. The remainder of the crystal.

Output: 0,070 g (50%); melting point 70,8°C.

The compounds of formula (I) and (I"')in the following tables 1 and 2, can be obtained analogously to examples 1-5.

Table 1:
ExampleAndInR1R6The pace. plvl. [°]
61-CH3-3-CF3-pyrazole-5-ylCH3-CHCl-CONN96
7"Structure 1""oil
8"3-NO2-4-Cl-benzoyl""oil
9"4-tert-butylbenzoyl ""oil
10"2,4,6-triterpenoid""144
11"3,4-differentail""
12"3-trifloromethyl""
13"3,4-dichlorobenzoyl""132.5
14"C2H5-O-CO-(CH2)3- ""59
15"CH3-(CH2)7- ""89
16"phenyl-CH=CH-CO""130
17"Cl-(CH2)4- ""101
18"Cl-(CH2)3- ""81
19"CH3-CH2- ""85
20"(CH3)2C=CH-CO "75.8
21"CH2=CH-CO""117.1
22"ClH2With-""86.2

"
ExampleAndInR1R6The pace. plvl. [°]
23"CH3- ""97.4
24"(CH3)2SN-CO""71
25"CH3-O-CH2- ""94
26"(CH3)2CF-CO""93.4
27"Cl2HC-CO""111.5
28"CH3-CHF-CO""83.9
29"CF3- ""111.9
30"cyclopropyl-"108
31"cyclobutyl-""102.7
32"2-furan-""128.2
33"2-thienyl-""126.5
34"CF3-CH2- ""129.5
35"(CF3)2SN-CO""
36"tert-butyl-""oil
37"3-cyanobenzyl""
38"(CH3)2CH-CH2- ""
39"tert-butyl-CH2- ""
40"(C2H5)2CH-CO""
41"CH3-CO-O-CH2- ""
42"CH3-O-CO-CH2- ""
43"benzyl-""
44"Cl-CH2-(CH3)2With-""
45"4-perbenzoic""
46"2-methoxybenzoyl""
47"4-methoxybenzoyl""
48"4-terbisil-""
49"6-Cl-pyridine-3-WITH""
50"pyridine-4-""
51"CH3-O-CO-(CH2)4- ""

"
ExampleAndInR1R6 The pace. plvl. [°]
52"2,4,6-trimethylbenzoyl""
53"4-nitrobenzoyl""
54"2.2-dichlorocyclohexyl-""oil
55"2.2-divorcecare-""
56"2-methylcyclopropyl-""
57"1-methylcyclopropyl-""oil
58"3-(CF3-O-benzoyl""
59"2,5-di-CF3-benzoyl""
60"2-Br-5-methoxybenzoyl""
61"1-CH3-2,2-dichlorocyclohexyl-""
62"2,2,3,3-tetramethyl-cyclopropyl is-CO ""oil
63"2,3,4,5,6-pentafluorobenzoyl""
64"Structure 2""
65"C2H5-O-CO-CO""59.7
66"CH3-O-CO""81
67"CH3-CH2-O-CO""81.1
68"benzyl-O-CO""87.4
69"With4H9-O-CO""
70"(CH3)2CH-CH2-O-CO""75.1
71"(CH3)2CH-O-CO""101.7
72"(CH3)3C-O-CO""
73"With3H7-O-CO"oil
74"4-NO2-benzyl-O-CO""
75"CH2=CH-CH2-O-CO""
76"Cyclopentyl-O-CO""
77"CF3-CH2-O-CO""

ExampleAndInR1R6The pace. plvl. [°]
78"(CH3)2N-CO""92
79"C2H5-NH-CO""142
80"2,4-differenl-NH-CO""168
81"3-forfinal-NH-CO""180
82"H3With-NH-CO""
83"CH2CH-CH 2-NH-CO""
84"(CH3)2CH-NH-CO""
85"(CH3)3With-NH-CO""
86"(CH3)2CH-CH2-NH-CO""
87"Cl-(CH2)3-NH-CO""
88"Cyclohexyl-NH-CO""
89"C2H5-O-CO-CH2-NH-CO""
90"Benzyl-NH-CO""
91"With2H5-O-CO-(CH2)2-NH-CO""
92"4-methylbenzyl-NH-CO""
93"[(CF3)2Cl]-NH-CO""
94 "CF3-(CF2)5-NH-CO""
95"Phenyl-N - (CH3FROM""
96"[(CH3)2CH-CH2]2N-CO""
97"[(CH3)2CH]2N-CO""
98"N-pyrrolidinyl-""
99"N-morpholinyl-""
100"Cyclopropyl-SO2""
101"H2C=CH-SO2""
102"CF3-CH2-SO2""
103"(CH3)2SN-SO2""
104"C2H5-SO2""
105"CF3-SO2""
106"CH3-SO2""oil

125
ExampleAndInR1R6The pace. plvl. [°]
107"CF3-SO2"CF3-SO2oil
108"(CH3)2N-SO2""oil
109"Cl3With-SO2""
110"CH3-NH-SO2""
111"2,4,5-trichlorophenyl-SO2""
112"4-iopener-SO2""
113"benzyl-SO2""
114 "4-nitrophenyl-SO2""
115"2-CF3-phenyl-SO2""
116"4-tert-butylphenyl-SO2""
117"Cl2CH-SO2""
118"With3H7-SO2""
119"4-chlorophenyl-SO2""
120"3-nitrophenyl-SO2""
121"phenyl-SO2""
122"CH3-(CH2)3-NH-CS""
123"C2H5-NH-CS""
124"Phenyl-CH2-CH2-NH-CS""
"Tert-butyl-NH-CS""
126"2-CF3-phenyl-NH-CS""
127"4-CF3-phenyl-NH-CS""
128"phenyl-NH-CS""
129"Cyclohexyl-NH-CS""oil
130"(CH3)2CH-NH-CS""
131"CH3-(CH2)7-NH-CS""
132"CH3-O-CH2-CH2-NH-CS""
133"benzyl-NH-CS""
133a"4-Cl-phenyl,-O-CS""oil
133b"CH3CH2-O-CS""oil

"
ExampleAndInR1R6The pace. plvl. [°]
S"(CH3)2SN-O-CS""oil
133d"Cl-CH2-CH2-O-CO""oil
1341-CH3-3-CF3-pyrazole-5-ylCH3-CHCl-COHCH3oil
135"Structure 1""oil
136"3-NO2-4-Cl-benzoyl""131
137"4-tert-butylbenzoyl""oil
138"2,4,6-triterpenoid""oil
139"3,4-differentail""
140"3-trifloromethyl""
141"3,4-dichlorobenzoyl ""103.3
142"C2H5-O-CO-(CH2)3- ""oil
143"CH3-(CH2)7- ""oil
144"phenyl-CH=CH-CO""resin
145"Cl-(CH2)4- ""oil
146"Cl-(CH2)3- ""oil
147"CH3-CH=CH-CO""oil
148"CH3-CH2- ""64
149"(CH3)2C=CH-CO""oil
150"CH2=CH-CO""oil
151"N-CO""oil
152"ClH2C-CO"84.3
153"CH3- ""oil
154"CH3-O-CH2- ""69.1
155"(CH3)2CF-CO""oil
156"Cl2NA-CO""67.7
157"CH3-CHF-CO""
158"CF3- ""oil
159"Cyclopropyl-""58.9

ExampleAndInR1R6The pace. plvl. [°]
160"Cyclobutyl-""67.1
161"2-furan-""80
162"2-thienyl-" "99.6
163"CF3-CH2- ""
164"(CF3)2SN-CO""
165"Tert-butyl-""
166"3-cyanobenzoyl""
167"(CH3)2CH-CH2- ""
168"tert-butyl-CH2- ""
169"(C2H5)2CH-CO""
170"CH3-CO-O-CH2- ""
171"CH3-O-CO-CH2- ""
172"benzyl-""
173"CL-CH2-(CH3)2- ""
174"4-perbenzoic""
175"2-methoxybenzoyl""
176"4-methoxybenzoyl""
177"4-terbisil-""
178"6-Cl-pyridine-3-WITH""
179"pyridine-4-""
180"CH3-O-CO-(CH2)4- ""
181"2,4,6-trimethylbenzoyl""
182"4-nitrobenzoyl""
183"2.2-dichlorocyclohexyl-""
184"2.2-divorcecare-"
185"2-methylcyclopropyl-""
186"1-methylcyclopropyl-""
187"3-(CF3-O-benzoyl""
188"2,5-di-CF3-benzoyl""

td align="center"> 205
ExampleAInR1R6The pace. plvl. [°]
189"2-Br-5-methoxybenzoyl""
190"1-CH3-2,2-dichlorocyclohexyl-""
191"2,2,3,3-tetramethylcyclopropane-""
192"2,3,4,5,6-pentafluorobenzoyl""
193"Structure 2""
19 "C2H5-O-CO-CO""oil
195"CH3-O-CO""
196"CH3-CH2-O-CO""
197"benzyl-O-CO""
198"With4H9-O-CO""
199"(CH3)2CH-CH2-O-CO""
200"(CH3)2CH-O-CO""
201"(CH3)3C-O-CO""
202"With3H7-O-CO""
203"4-NO2-benzyl-O-CO""
204"CH2=CH-CH2-O-CO""
"cyclopentyl-O-CO""
206"CF3-CH2-O-CO""
207"(CH3)2N-CO""
208"C2H5-NH-CO""
209"2,4-differenl-NH-CO""
210"3-forfinal-NH-CO""
211"H3With-NH-CO""
212"CH2=CH-CH2-NH-CO""
213"(CH3)2CH-NH-CO""
214"(CH3)3With-NH-CO""

tr>
ExampleAndInR1R The pace. plvl. [°]
215"(CH3)2CH-CH2-NH-CO""
216"Cl-(CH2)3-NH-CO""
217"cyclohexyl-NH-CO""
218"C2H5-O-CO-CH2-NH-CO""
219"benzyl-NH-CO""
220"C2H5-O-CO-(CH2)2-NH-CO""
221"4-methylbenzyl-NH-CO""
222"[(CF3)2Cl]-NH-CO""
223"CF3-(CF2)5-NH-CO""
224"phenyl-N - (CH3FROM""
225" [(CH3)2CH-CH2]2N-CO""
226"[(CH3)2SN]2N-CO""
227"N-pyrrolidinyl-""
228"N-morpholinyl-""
229"cyclopropyl-SO2""
230"H2C=CH-SO2""
231"CF3-CH2-SO2""
232"(CH3)2SN-SO2""
233"C2H5-SO2""
234"CF3-SO2""
235"(CH3)2N-SO2""
236"Cl3With-SO2""
237"CH3-NH-SO2""
238"2,4,5-trichlorophenyl-SO2""
239"4-iopener-SO2""
240"benzyl-SO2""
241"4-nitrophenyl-SO2""
242"2-CF3-phenyl-SO2""
243"4-tert-butylphenyl-SO2""

ExampleAndinR1R6The pace. plvl. [°]
244"Cl2CH-SO2""
245"With3 H7-SO2""
246"4-chlorophenyl-SO2""
247"3-nitrophenyl-SO2""
248"phenyl-SO2""
249"CH3-(CH2)3-NH-CS""
250"C2H5-NH-CS""
251"phenyl-CH2-CH2-NH-CS""
252"tert-butyl-NH-CS""
253"2-CF3-phenyl-NH-CS""
254"4-CF3-phenyl-NH-CS""
255"phenyl-NH-CS""
256"cyclohexyl-N-CS ""
257"(CH3)2CH-NH-CS""
258"CH3-(CH2)7-NH-CS""
259"CH3-O-CH2-CH2-NH-CS""
260"benzyl-NH-CS""
2613-CF3-phenylCH3-CHCl-COHH
262"Structure 1""
263"3-NO2-4-Cl-benzoyl""98.8
264"4-tert-butylbenzoyl""
265"2,4,6-triterpenoid""105
266"3,4-differentail""
267"3 triptoreline the l ""
268"3,4-dichlorobenzoyl""
269"C2H5-O-CO-(CH2)3- ""oil
270"CH3-(CH2)7- ""oil
271"phenyl-CH=CH-CO""oil
272"Cl-(CH2)4- ""oil

" "
ExampleAndInR1R6The pace. plvl. [°]
273"Cl-(CH2)3-CO""oil
274"CH3-CH=CH-CO""
275"CH3-CH2- ""oil
276"(CH3)2C=CH-CO"71
277"CH2=CH-CO""
278"N-CO""
279"ClH2With-""57
280"CH3- ""
281"(CH3)2SN-CO""71
282"CH3-O-CH2- ""oil
283"(CH3)2CF-CO""51
284"CH3-CHF-""
285"CF3- ""55
286"cyclopropyl-""98
287"cyclobutyl-""78
288"2-furan-With the ""
289"2-thienyl-""
290"CF3-CH2- ""
291"(CF3)2SN-CO""
292"tert-butyl-""
293"3-cyanobenzoyl""
294"(CH3)2CH-CH2- ""
295"tert-butyl-CH2- ""
296"(C2H5)2CH-CO""
297"CH3-CO-O-CH2- ""
298"CH3-O-CO-CH2- ""
299"benzyl-"
300"Cl-CH2-(CH3)2With-""
301"4-perbenzoic""

ExampleAndInR1R6The pace. plvl. [°]
302"2-methoxybenzoyl""
303"4-methoxybenzoyl""
304"4-terbisil-""
305"6-Cl-pyridine-3-WITH""
306"pyridine-4-""
307"CH3-O-CO-(CH2)4- ""
308"2,4,6-trimethylbenzoyl""
309 "4-nitrobenzoyl""
310"2.2-dichlorocyclohexyl-""
311"2.2-divorcecare-""
312"2-methylcyclopropyl-""
313"1-methylcyclopropyl-""
314"3-(CF3-O-benzoyl""
315"2,5-di-CF3-benzoyl""
316"2-Br-5-methoxybenzoyl""
317"1-CH3-2,2-dichlorocyclohexyl-""
318"2,2,3,3-tetramethyl-cyclopropyl-""
319"2,3,4,5,6-pentafluorobenzoyl""
320"Structure 2""
321"With2H5-O-CO-CO""57
322"CH3-O-CO""
323"CH3-CH2-O-CO""
324"benzyl-O-CO""
325"With4H9-O-CO""
326"(CH3)2CH-CH2-O-CO""
327"(CH3)2CH-O-CO""

ExampleAndInR1R6The pace. plvl. [°]
328"(CH3)3C-O-CO""
329"With3H7-O- ""
330"4-NO2-benzyl-O-CO""
331"CH2=CH-CH2-O-CO""
332"Cyclopentyl-O-CO""
333"CF3-CH2-O-CO""
334"(CH3)2N-CO""
335"C2H5-NH-CO""
336"2,4-differenl-NH-CO""
337"3-forfinal-NH-CO""
338"H3With-NH-CO""
339"CH2=CH-CH2-NH-CO""
340"(CH3)2CH-NH-CO ""
341"(CH3)3With-NH-CO""
342"(CH3)2CH-CH2-NH-CO""
343"Cl-(CH2)3-NH-CO""
344"cyclohexyl-NH-CO""
345"C2H5-O-CO-CH2-NH-CO""
346"benzyl-NH-CO""
347"With2H5-O-CO-(CH2)2-NH-CO""
348"4-methylbenzyl-NH-CO""
349"[(CF3)2Cl]C-NH-CO""
350"CF3-(CF2)5-NH-CO""
351" phenyl-N - (CH3FROM""
352"[(CH3)2CH-CH2]2N-CO""
353"[(CH3)2SN]2N-CO""
354"N-pyrrolidinyl-""
355"N-morpholinyl-""
356"cyclopropyl-SO2""

ExampleAInR1R6The pace. plvl. [°]
357"H2C=CH-SO2""
358"CF3-CH2-SO2""
359"(CH3)2SN-SO2""
360"C2H5/sub> -SO2""
361"CF3-SO2""
362"CH3-SO2""
363"CF3-SO2"CF3-SO2
364"(CH3)2N-SO2"H
365"Cl3With-SO2""
366"CH3-NH-SO2""
367"2,4,5-trichlorophenyl-SO2""
368"4-iopener-SO2""
369"Benzyl-SO2""
370"4-nitrophenyl-SO2""
371"""
372"4-tert-butylphenyl-SO2""
373"Cl2CH-SO2""
374"With3H7-SO2""
375"4-chlorophenyl-SO2""
376"3-nitrophenyl-SO2""
377"phenyl-SO2""
378"CH3-(CH2)3-NH-CS""
379"C2H5-NH-CS""
380"phenyl-CH2-CH2-NH-CS""
381"tert-butyl-NH-CS""
382 "2-CF3-phenyl-NH-CS""
383"4-CF3-phenyl-NH-CS""
384"phenyl-NH-CS""
385"Cyclohexyl-NH-CS""

ExampleAndInR1R6The pace. plvl. [°]
386"(CH3)2CH-NH-CS""
387"CH3-(CH2)7-NH-CS""
388"CH3-O-CH2-CH2-NH-CS""
389"benzyl-NH-CS""
3903-CF3-phenylCH3-CHCl-NCH3
391"Structure 1 "
392"3-NO2-4-Cl-benzoyl""
393"4-tert-butylbenzoyl""
394"2,4,6-triterpenoid""
395"3,4-differentail""
396"3-trifloromethyl""
397"3,4-dichlorobenzoyl""
398"With2H5-O-CO-(CH2)3- ""
399"CH3-(CH2)7- ""
400"phenyl-CH=CH-CO""
401"Cl-(CH2)4- ""
402"Cl-(CH2)3-With the ""
403"CH3-CH=CH-CO""
404"CH3-CH2- ""
405"(CH3)2C=CH-CO""
406"CH2=CH-CO""
407"N-CO""
408"ClH2C-CO""
409"CH3- ""
410"(CH3)2SN-CO""
411"CH3-O-CH2- ""
412"(CH3)2CF-CO""
413"Cl2NA-CO""

ExampleAndInR1R6The pace. plvl. [°]
414"CH3-CHF-CO""
415"CF3- ""
416"cyclopropyl-""
417"cyclobutyl-""
418"2-furan-""
419"2-thienyl-""
420"CF3-CH2- ""
421"(CF3)2SN-CO""
422"tert-butyl-""
423"3-cyanobenzoyl""
424"(CH3)2CH-CH2- ""
425"tert-butyl-CH2- ""
426"(C2H5)2CH-CO""
427"CH3-CO-O-CH2- ""
428"CH3-O-CO-CH2- ""
429"benzyl-""
430"Cl-CH2-(CH3)2With-""
431"4-perbenzoic""
432"2-methoxybenzoyl""
433"4-methoxybenzoyl""
434"4-terbisil-""
435"6-Cl-pyridine-3-WITH""
436"pyridine-4-""
437"CH3-O-CO-(CH2)4- ""
438"2,4,6-trimethylbenzoyl""
439"4-nitrobenzoyl""
440"2.2-dichlorocyclohexyl-""
441"2.2-divorcecare-""
442"2-methylcyclopropyl-""

ExampleAndInR1R6The pace. plvl. [°]
443"1-methylcyclopropyl-""
444" 3-(CF3-O-benzoyl""
445"2,5-di-CF3-benzoyl""
446"2-Br-5-methoxybenzoyl""
447"1-CH3-2,2-dichlorocyclohexyl-""
448"2,2,3,3-tetramethyl-cyclopropyl-""
449"2,3,4,5,6-pentafluorobenzoyl""
450"Structure 2""
451"With2H5-O-CO-CO""
452"CH3-O-CO""
453"CH3-CH2-O-CO""
454"benzyl-O-CO""
455" With4H9-O-CO""
456"(CH3)2CH-CH2-O-CO""
457"(CH3)2CH-O-CO""
458"(CH3)3C-O-CO""
459"With3H7-O-CO""
460"4-NO2-benzyl-O-CO""
461"CH2=CH-CH2-O-CO""
462"cyclopentyl-O-CO""
463"CF3-CH2-O-CO""
464"(CH3)2N-CO""
465"C2H5-NH-CO""
466 "2,4-differenl-NH-CO""
467"3-forfinal-NH-CO""
468"H3With-NH-CO""

ExampleAndInR1R6The pace. plvl. [°C]
469"CH2=CH-CH2-NH-CO""
470"(CH3)2CH-NH-CO""
471"(CH3)3With-NH-CO""
472"(CH3)2CH-CH2-NH-CO""
473"Cl-(CH2)3-NH-CO""
474"cyclohexyl-NH-CO""
475"C2H5-O-CO-CH2-N-CO ""
476"benzyl-NH-CO""
477"With2H5-O-CO-(CH2)2-NH-CO""
478"4-methylbenzyl-NH-CO""
479"[(CF3)2Cl]-NH-CO""
480"CF3-(CF2)5-NH-CO""
481"phenyl-N - (CH3FROM""
482"[(CH3)2CH-CH2]2N-CO""
483"[(CH3)2SN]2N-CO""
484"N-pyrrolidinyl-""
485"N-morpholinyl-""
486cyclopropyl-SO2""
487"H2C=CH-SO2""
488"CF3-CH2-SO2""
489"(CH3)2SN-SO2""
490"C2H5-SO2""
491"CF3-SO2""
492"CH3-SO2""
493"(CH3)2N-SO2""
494"Cl3With-SO2""
495"CH3-NH-SO2""
496"2,4,5-trichlorphenol-SO2""
497"4-iopener-SO2""

ExampleAndInR1R6The pace. plvl. [°]
498"benzyl-SO2""
499"4-nitrophenyl-SO2""
500"2-CF3-phenyl-SO2""
501"4-tert-butylphenyl-SO2""
502"Cl2SN-SO2""
503"With3H7-SO2""
504"4-chlorophenyl-SO2""
505"3-nitrophenyl-SO2""
506"phenyl-SO2 ""
507"CH3-(CH2)3-NH-CS""
508"With2H5-NH-CS""
509"Phenyl-CH2-CH2-NH-CS""
510"Tert-butyl-NH-CS""
511"2-CF3-phenyl-NH-CS""
512"4-CF3-phenyl-NH-CS""
513"Phenyl-NH-CS""
514"cyclohexyl-NH-CS""
515"(CH3)2CH-NH-CS""
516"CH3-(CH2)7-NH-CS""
517"CH3-O-CH 2-CH2-NH-CS""
518"benzyl-NH-CS""
5191-CH3-3-CF3-pyrazole-5-ylCH3-CHCl-COCH3N
520"Structure 1""
521"3-NO2-4-Cl-benzoyl""
522"4-tert-butylbenzoyl""
523"2,4,6-triterpenoid""159.0
524"3,4-differentail""
525"3-trifloromethyl""

td align="left">  
ExampleAndInR1R6The pace. plvl. [°]
526"3,4-dichlorobenzene""
527"With2H5-O-CO-(CH2)3- ""
528"CH3-(CH2)7- ""
529"phenyl-CH=CH-CO""
530"Cl-(CH2)4- ""
531"Cl-(CH2)3- ""
532"CH3-CH=CH-CO""
533"CH3-CH2- ""129
534"(CH3)2C=CH-CO""
535"CH2=CH-CO""
536"N-CO""
537"ClH2With-""
538"CH3- ""
539"(CH3)2SN-CO""114
540"CH3-O-CH2- ""
541"(CH3)2CF-CO""81
542"Cl2NA-CO""142
543"CH3-CHF-""81
544"CF3- ""128
545"cyclopropyl-""136
546"cyclobutyl-""127
547"2-furan-""
548"2-thienyl-""
549"CF3-CH2- ""137
550"(CF3)2SN-CO""
551"tert-butyl-""
552"3-cyanobenzoyl""
553"(CH3)2CH-CH2- ""86.0
554"tert-butyl-CH2- ""93.0

ExampleAndinR1R6The pace. plvl. [°C]
555"(C2H5)2CH-CO""
556"CH3-CO-O-CH2- ""
557"CH3-O-CO-CH2- ""
558"benzyl-""
559"Cl-CH2-(CH3)2With-""
560"4-perbenzoic""
561"2-methoxybenzoyl""
562"4-methoxybenzoyl""
563"4-terbisil-""
564"6-Cl-pyridine-3-WITH""
565"pyridine-4-""
566"CH3-O-CO-(CH2)4- ""
567"2,4,6-trimethylbenzoyl""
568"4-nitrobenzoyl""
569"2.2-dichlorocyclohexyl-""
570" 2.2-divorcecare-""
571"2-methylcyclopropyl-""
572"1-methylcyclopropyl-""oil
573"3-(CF3-O-benzoyl""
574"2,5-di-CF3-benzoyl""
575"2-Br-5-methoxybenzoyl""
576"1-CH3-2,2-dichlorocyclohexyl-""
577"2,2,3,3-tetramethylcyclopropane-""
578"2,3,4,5,6-pentafluorobenzoyl""
579"Structure 2""
580"C2H5-O-CO-CO""

ExampleAndinR1R6The pace. plvl. [°]581"CH3-O-CO""Oil582"CH3-CH2-O-CO"" 583"benzyl-O-CO"" 584"With4H9-O-CO"" 585"(CH3)2CH-CH2-O-CO"" 586"(CH3)2CH-O-CO"" 587"(CH3)3C-O-CO"" 588"With3H7-O-CO"" 589"4-NO2-benzyl-O-CO"" 590"CH2=CH-CH2-O-CO" " 591"cyclopentyl-O-CO"" 592"CF3-CH2-O-CO"" 593"(CH3)2N-CO"" 594"C2H5-NH-CO"" 595"2,4-differenl-NH-CO"" 596"3-forfinal-NH-CO"" 597"H3With-NH-CO"" 598"CH2=CH-CH2-NH-CO"" 599"(CH3)2CH-NH-CO"" 600"(CH3)3With-NH-CO"" 601"(CH3)2CH-CH2-NH-CO" " 602"Cl-(CH2)3-NH-CO"" 603"cyclohexyl-NH-CO"" 604"C2H5-O-CO-CH2-NH-CO"" 605"benzyl-NH-CO"" 606"C2H5-O-CO-(CH2)2-NH-CO"" 607"4-methylbenzyl-NH-CO"" 608"[(CF3)2Cl]-NH-CO"" 609"CF3-(CF2)5-NH-CO"" 

611 "
ExampleAndInR1R6The pace. plvl. [°]
610"phenyl-N - (CH3FROM""
"[(CH3)2CH-CH2]2N-CO""
612"[(CH3)2CH]2N-CO""
613"N-pyrrolidinyl-""
614"N-morpholinyl-""
615"cyclopropyl-SO2""
616"H2C=CH-SO2""
617"CF3-CH2-SO2""
618"(CH3)2SN-SO2""
619"C2H5-SO2""
620"CF3-SO2""
621"CH3-SO2""
622"CF3-SO2"CF3-SO2
623"(CH3)2N-SO2"H
624"Cl3With-SO2""
625"CH3-NH-SO2""
626"2,4,5-trichlorophenyl-SO2""
627"4-iopener-SO2""
628"benzyl-SO2""
629"4-nitrophenyl-SO2""
630"2-CF3-phenyl-SO2""
631"4-tert-butylphenyl-SO2""
632"Cl2CH-SO2"
633"C3H7-SO2""
634"4-chlorophenyl-SO2""
635"3-nitrophenyl-SO2""
636"phenyl-SO2""
637"CH3-(CH2)3-NH-CS""
638"C2H5-NH-CS""

"
ExampleAndinR1R6The pace. plvl. [°]
639"phenyl-CH2-CH2-NH-CS""
640"tert-butyl-NH-CS""
641"2-CF3-phenyl-NH-CS""
6424-CF3-phenyl-NH-CS""
643"phenyl-NH-CS""
644"cyclohexyl-NH-CS""
645"(CH3)2CH-NH-CS""
646"CH3-(CH2)7-NH-CS""
647"CH3-O-CH2-CH2-NH-CS""
648"benzyl-NH-CS""
6491-CH3-3-CF3-pyrazole-5-ylCH3-CHCl-CH3CH3
650"Structure 1""
651"3-NO2-4-Cl-benzoyl""
652"4-tert-butylbenzoyl""
653"2,4,6-triterpenoid""
654"3,4-differentail""
655"3-trifloromethyl""
656"3,4-dichlorobenzoyl""
657"C2H5-O-CO-(CH2)3-CO""
658"CH3-(CH2)7- ""
659"phenyl-CH=CH-CO""
660"Cl-(CH2)4- ""
661"Cl-(CH2)3- ""
662"CH3-CH=CH-CO""
663"CH3-CH2- ""
664"(CH3)2C=CH-CO""
665"CH2=CH-CO""
666"N-CO""

ExampleAndInR1R6The pace. plvl. [°]
667"ClH2With-""
668"CH3- ""
669"(CH3)2SN-CO""
670"CH3-O-CH2- ""
671"(CH3)2CF-CO""
672"Cl2NA-CO""
673"CH3-CHF-CO" "
674"CF3- ""
675"cyclopropyl-""
676"cyclobutyl-""
677"2-furan-""
678"2-thienyl-""
679"CF3-CH2- ""
680"(CF3)2SN-CO""
681"tert-butyl-""
682"3-cyanobenzoyl""
683"(CH3)2CH-CH2- ""
684"tert-butyl-CH2- ""
685"(C2H5)2SN-CO""
686"CH3-CO-O-CH2- ""
687"CH3-O-CO-CH2- ""
688"benzyl-""
689"Cl-CH2-(CH3)2With-""
690"4-perbenzoic""
691"2-methoxybenzoyl""
692"4-methoxybenzoyl""
693"4-terbisil-""
694"6-Cl-pyridine-3-WITH""
695"pyridine-4-""

ExampleAndinR1R6The pace. plvl. [°]
696"CH3-O-CO-(CH2)4- ""
697"2,4,6-trimethylbenzoyl""
698"4-nitrobenzoyl""
699"2.2-dichlorocyclohexyl-""
700"2.2-divorcecare-""
701"2-methylcyclopropyl-""
702"1-methylcyclopropyl-""
703"3-(CF3-O-benzoyl""
704"2,5-di-CF3-benzoyl""
705"2-Br-5-methoxybenzoyl" "
706"1-CH3-2,2-dichlorocyclohexyl-""
707"2,2,3,3-tetramethyl-cyclopropyl-""
708"2,3,4,5,6-pentafluorobenzoyl""
709"Structure 2""
710"C2H5-O-CO-CO""
711"CH3-O-CO""
712"CH3-CH2-O-CO""
713"benzyl-O-CO""
714"With4H9-O-CO""
715"(CH3)2CH-CH2-O-CO""
716"(CH3)2CH-O-CO ""
717"(CH3)3C-O-CO""
718"With3H7-O-CO""
719"4-NO2-benzyl-O-CO""
720"CH2=CH-CH2-O-CO""
721"cyclopentyl-O-CO""

td align="center"> "
ExampleAndInR1R6The pace. plvl. [°]
722"CF3-CH2-O-CO""
723"(CH3)2N-CO""
724"With3H5-NH-CO""
725"2,4-differenl-NH-CO""
726"3-forfinal-NH-CO""
727"H3With-NH-CO""
728"CH2=CH-CH2-NH-CO""
729"(CH3)2CH-NH-CO""
730"(CH3)3With-NH-CO""
731"(CH3)2CH-CH2-NH-CO""
732"Cl-(CH2)3-NH-CO""
733"cyclohexyl-NH-CO""
734"C2H5-O-CO-CH2-NH-CO""
735"benzyl-NH-CO""
736"With2H5-O-CO-(CH2)2-NH-CO""
737"4-methylbenzyl-NH-CO""
738"[(CF3)2Cl]-NH-CO""
739"CF3-(CF2)5-NH-CO""
740"phenyl-N - (CH3FROM""
741"[(CH3)2CH-CH2]2N-CO""
742"[(CH3)2SN]2N-CO""
743"N-pyrrolidinyl-""
744"N-morpholinyl-""
745"cyclopropyl-SO2""
746"H2C=CH-SO2""
747"CF3-CH2-SO2"
748"(CH3)2SN-SO2""
749"With2H5-SO2""
750"CF3-SO2""

ExampleAndInR1R6The pace. plvl. [°]
751"CH3-SO2""
752"(CH3)2N-SO2""
753"Cl3With-SO2""
754"CH3-NH-SO2""
755"2,4,5-trichlorophenyl-SO2""
756"4-iopener-SO2""
757"benzyl-SO2""
758"4-nitrophenyl-SO2""
759"2-CF3-phenyl-SO2""
760"4-tert-butylphenyl-SO2""
761"Cl2CH-SO2""
762"With3H7-SO2""
763"4-chlorophenyl-SO2""
764"3-nitrophenyl-SO2""
765"phenyl-SO2""
766"CH3-(CH2)3-NH-CS""
767"C2H5-NH-CS""
768"phenyl-CH2-CH2-NH-CS""
769"tert-butyl-NH-CS""
770"2-CF3-phenyl-NH-CS""
771"4-CF3-phenyl-NH-CS""
772"phenyl-NH-CS""
773"cyclohexyl-NH-CS""
774"(CH3)2CH-NH-CS""
775"CH3-(CH2)7-NH-CS""
776"CH3-O-CH2-CH2-NH-CS""
777"benzyl-NH-CS""
7783-CF3-phenylCH3-CHCl-COCH3N
779"Structure 1""

"
ExampleAndInR1R6The pace. plvl. [°]
780"3-NO2-4-Cl-benzoyl""
781"4-tert-butylbenzoyl""
782"2,4,6-triterpenoid""
783"3,4-differentail""
784"3-trifloromethyl""
785"3,4-dichlorobenzoyl""
786"C2H5-O-CO-(CH2)3- ""
787"CH3-(CH2)7- ""
788" phenyl-CH=CH-CO""
789"Cl-(CH2)4- ""
790"Cl-(CH2)3- ""
791"CH3-CH=CH-CO""
792"CH3-CH2- ""
793"(CH3)2C=CH-CO""
794"CH2=CH-CO""
795"N-CO""
796"ClH2C-CO""
797"CH3- ""
798"(CH3)2SN-CO""
799"CH3-O-CH2- "
800"(CH3)2CF-CO""
801"Cl2NA-CO""
802"CH3-CHF-CO""
803"CF3- ""
804"cyclopropyl-""
805"cyclobutyl-""
806"2-furan-""
807"2-thienyl-""
808"CF3-CH2- ""

ExampleAndInR1R6The pace. plvl. [°]
809"(CF3)2SN-CO ""
810"tert-butyl-""
811"3-cyanobenzoyl""
812"(CH3)2CH-CH2- ""
813"tert-butyl-CH2- ""
814"(C2H5)2SN-CO""
815"CH3-CO-O-CH2- ""
816"CH3-O-CO-CH2- ""
817"benzyl-""
818"Cl-CH2-(CH3)2With-""
819"4-perbenzoic""
820"2 marks benzoyl ""
821"4-methoxybenzoyl""
822"4-terbisil-""
823"6-Cl-pyridine-3-WITH""
824"pyridine-4-""
825"CH3-O-CO-(CH2)4- ""
826"2,4,6-trimethylbenzoyl""
827"4-nitrobenzoyl""
828"2.2-dichlorocyclohexyl-""
829"2.2-divorcecare-""
830"2-methylcyclopropyl-""
831"1-methylcyclopropyl-" "
832"3-(CF3-O-benzoyl""
833"2,5-di-CF3-benzoyl""
834"2-Br-5-methoxybenzoyl""
835"1-CH3-2,2-dichlorocyclohexyl-""
836"2,2,3,3-tetramethyl-""

851tr>
ExampleAndInR1R6The pace. plvl. [°]
cyclopropyl-
837"2,3,4,5,6-pentafluorobenzoyl""
838"Structure 2""
839"C2H5-O-CO-CO""
840"CH3-O-CO""
841"CH3-CH2-O-CO""
842"benzyl-O-CO""
843"With4H9-O-CO""
844"(CH3)2CH-CH2-O-CO""
845"(CH3)2CH-O-CO""
846"(CH3)3C-O-CO""
847"With3H7-O-CO""
848"4-NO2-benzyl-O-CO""
849"CH2=CH-CH2-O-CO""
850"cyclopentyl-O-CO""
"CF3-CH2-O-CO""
852"(CH3)2N-CO""
853"C2H5-NH-CO""
854"2,4-differenl-NH-CO""
855"3-forfinal-NH-CO""
856"H3With-NH-CO""
857"CH2=CH-CH2-NH-CO""
858"(CH3)2CH-NH-CO""
859"(CH3)3C-NH-CO""
860"(CH3)2CH-CH2-NH-CO""
861"Cl-(CH2)3-NH-CO""
862"cyclohexyl-NH-CO""
863"C2H5-O-CO-CH2-NH-CO""

ExampleAndInR1R6The pace. plvl. [°]
864"benzyl-NH-CO""
865"With2H5-O-CO-(CH2)2-NH-CO""
866"4-methylbenzyl-NH-CO""
867"[(CF3)2Cl]-NH-CO""
868"CF3-(CF2)5-NH-CO""
869"phenyl-N - (CH3FROM""
870"[(CH3)2CH-CH2]2N-CO""
871"[(CH3)2CH]2N-CO""
872"N-pyrrolidinyl-""
873"N-morpholinyl-""
874"cyclopropyl-SO2""
875"H2C=CH-SO2""
876"CF3-CH2-SO2""
877"(CH3)2SN-SO2""
878"C2H5-SO2""
879"CF3-SO2""
880"CH3-SO2""
881"CF3-SO2"CF3-SO2
882"(CH3)2N-SO2"H
883"Cl3With-SO2""
884"CH3-NH-SO2""
885"2,4,5-trichlorophenyl-SO2""
886"4-iopener-SO2""
887"benzyl-SO2""
888"4-nitrophenyl-SO2""
889"2-CF3-phenyl-SO2""
890"4-tert-butylphenyl-SO2""
891"Cl2CH-SO2""
892"C3H7-SO2" "

td align="center"> "
ExampleAndInR1R6The pace. plvl. [°]
893"4-chlorophenyl-SO2""
894"3-nitrophenyl-SO2""
895"phenyl-SO2""
896"CH3-(CH2)3-NH-CS""
897"C2H5-NH-CS""
898"phenyl-CH2-CH2-NH-CS""
899"tert-butyl-NH-CS""
900"2-CF3-phenyl-NH-CS""
901"4-CF3-phenyl-NH-CS""
902phenyl-NH-CS""
903"cyclohexyl-NH-CS""
904"(CH3)2CH-NH-CS""
905"CH3-(CH2)7-NH-CS""
906"CH3-O-CH2-CH2-NH-CS""
907"benzyl-NH-CS""
9083-CF3-phenylCH3-CHCl-COCH3CH3
909"Structure 1""
910"3-NO2-4-Cl-benzoyl""
911"4-tert-butylbenzoyl""
912"2,4,6-triterpenoid""
9133,4-differentail""
914"3-trifloromethyl""
915"3,4-dichlorobenzoyl""
916"With2H5-O-CO-(CH2)3- ""
917"CH3-(CH2)7- ""
918"phenyl-CH=CH-CO""
919"Cl-(CH2)4- ""
920"Cl-(CH2)3- ""
921"CH3-CH=CH-CO""

ExampleAndInR1R6The pace. plvl. [°]
922"CH3-CH2 - ""
923"(CH3)2C=CH-CO""
924"CH2=CH-CO""
925"N-CO""
926"ClH2C-CO""
927"CH3- ""
928"(CH3)2SN-CO""
929"CH3-O-CH2- ""
930"(CH3)2CF-CO""
931"Cl2NA-CO""
932"CH3-CHF-""
933"CF3- "" /td>
934"cyclopropyl-""
935"cyclobutyl-""
936"2-furan-""
937"2-thienyl-""
938"CF3-CH2- ""
939"(CF3)2SN-CO""
940"tert-butyl-""
941"3-cyanobenzoyl""
942"(CH3)2CH-CH2- ""
943"tert-butyl-CH2- ""
944"(C2H5)2CH-CO""
945 "CH3-CO-O-CH2- ""
946"CH3-O-CO-CH2- ""
947"benzyl-""
948"Cl-CH2-(CH3)2With-""
949"4-perbenzoic""
950"2-methoxybenzoyl""

"
ExampleAndInR1R6The pace. plvl. [°]
951"4-methoxybenzoyl""
952"4-terbisil-""
953"6-Cl-pyridine-3-WITH""
954"pyridine-4-""
955"CH3-O-CO-(CH2)4- ""
956"2,4,6-trimethylbenzoyl""
957"4-nitrobenzoyl""
958"2.2-dichlorocyclohexyl-""
959"2.2-divorcecare-""
960"2-methylcyclopropyl-""
961"1-methylcyclopropyl-""
962"3-(CF3-O-benzoyl""
963"2,5-di-CF3-benzoyl""
964"2-Br-5-methoxybenzoyl""
965"1-CH3-2,2-dichlorocyclohexyl-" "
966"2,2,3,3-tetramethyl-cyclopropyl-""
967"2,3,4,5,6-pentafluorobenzoyl""
968"Structure 2""
969"C2H5-O-CO-CO""
970"CH3-O-CO""
971"CH3-CH2-O-CO""
972"benzyl-O-CO""
973"With4H9-O-CO""
974"(CH3)2CH-CH2-O-CO""
975"(CH3)2CH-O-CO""
976"(CH3)3C-O-CO"

H3With-NH-CO
ExampleAndinR1R6The pace. plvl. [°]
977"With3H7-O-CO""
978"4-NO2-benzyl-O-CO""
979"CH2=CH-CH2-O-CO""
980"cyclopentyl-O-CO""
981"CF3-CH2-O-CO""
982"(CH3)2N-CO""
983"C2H5-NH-CO""
984"2,4-differenl-NH-CO""
985"3-forfinal-NH-CO""
986"""
987"CH2=CH-CH2-NH-CO""
988"(CH3)2CH-NH-CO""
989"(CH3)3With-NH-CO""
990"(CH3)2CH-CH2-NH-CO""
991"Cl-(CH2)3-NH-CO""
992"cyclohexyl-NH-CO""
993"C2H5-O-CO-CH2-NH-CO""
994"benzyl-NH-CO""
995"C2H5-O-CO-(CH2)2-NH-CO""
996"4-methylbenzyl-NH-CO""
997"[(CF3)2Cl]-NH-CO""
998"CF3-(CF2)5-NH-CO""
999"phenyl-N - (CH3FROM""
1000"[(CH3)2CH-CH2]2N-CO""
1001"[(CH3)2SN]2N-CO""
1002"N-pyrrolidinyl-""
1003"N-morpholinyl-""
1004"cyclopropyl-SO2""
1005"H2C=CH-SO2""

ExampleAndInR1R6The pace. plvl. [°]
1006 CF3-CH2-SO2""
1007"(CH3)2SN-SO2""
1008"C2H5-SO2""
1009"CF3-SO2""
1010"CH3-SO2""
1011"(CH3)2N-SO2""
1012"Cl3With-SO2""
1013"CH3-NH-SO2""
1014"2,4,5-trichlorophenyl-SO2""
1015"4-iopener-SO2""
1016"benzyl-SO2""
1017"4-nitrophenyl-SO2""
1018"2-CF3-phenyl-SO2""
1019"4-tert-butylphenyl-SO2""
1020"Cl2CH-SO2""
1021"C3H7-SO2""
1022"4-chlorophenyl-SO2""
1023"3-nitrophenyl-SO2""
1024"phenyl-SO2""
1025"CH3-(CH2)3-NH-CS""
1026"C2H5-NH-CS""
1027"phenyl-CH2-CH2-NH-CS""
1028"tert-butyl-NH-CS""
1029"2-CF3-phenyl-NH-CS""
1030"4-CF3-phenyl-NH-CS""
1031"phenyl-NH-CS""
1032"cyclohexyl-NH-CS""
1033"(CH3)2CH-NH-CS""
1034"CH3-(CH2)7-NH-CS""

ExampleAndInR1R6The pace. plvl. [°]
1035"CH3-O-CH2-CH2-NH-CS""
1036"benzyl-NH-CS""
10371-CH3-3-CF3 -pyrazole-5-ylCH3-CHCl-COCNN
1038"Structure 1""
1039"3-NO2-4-Cl-benzoyl""
1040"4-tert-butylbenzoyl""
1041"2,4,6-triterpenoid""
1042"3,4-differentail""
1043"3-trifloromethyl""
1044"3,4-dichlorobenzoyl""
1045"C2H5-O-CO-(CH2)3-CO""
1046"CH3-(CH2)7- ""
1047"phenyl-CH=CH-CO""
1048 "Cl-(CH2)4- ""
1049"Cl-(CH2)3- ""
1050"CH3-CH=CH-CO""
1051"CH3-CH2- ""
1052"(CH3)2C=CH-CO""
1053"CH2=CH-CO""
1054"N-CO""
1055"ClH2C-CO""
1056"CH3- ""
1057"(CH3)2SN-CO""
1058"CH3-O-CH2- ""
1059"(CH3 )2CF-CO""
1060"Cl2HC-CO""
1061"CH3-CHF-CO""
1062"CF3- ""

ExampleAndInR1R6The pace. plvl. [°]
1063"cyclopropyl-""
1064"cyclobutyl-""
1065"2-furan-""
1066"2-thienyl-""
1067"CF3-CH2- ""
1068"(CF3)2SN-CO""
1069" tert-butyl-""
1070"3-cyanobenzoyl""
1071"(CH3)2CH-CH2- ""
1072"tert-butyl-CH2- ""
1073"(C2H5)2CH-CO""
1074"CH3-CO-O-CH2- ""
1075"CH3-O-CO-CH2- ""
1076"benzyl-""
1077"Cl-CH2-(CH3)2With-""
1078"4-perbenzoic""
1079"2-methoxybenzoyl""
1080 4-methoxybenzoyl""
1081"4-terbisil-""
1082"6-Cl-pyridine-3-WITH""
1083"pyridine-4-""
1084"CH3-O-CO-(CH2)4- ""
1085"2,4,6-trimethylbenzoyl""
1086"4-nitrobenzoyl""
1087"2.2-dichlorocyclohexyl-""
1088"2.2-divorcecare-""
1089"2-methylcyclopropyl-""
1090"1-methylcyclopropyl-""
1091" 3-(CF3-O-benzoyl""

"
ExampleAndInR1R6The pace. plvl. [°]
1092"2,5-di-CF3-benzoyl""
1093"2-Br-5-methoxybenzoyl""
1094"1-CH3-2,2-dichlorocyclohexyl-""
1095"2,2,3,3-tetramethyl-cyclopropyl-""
1096"2,3,4,5,6-pentafluorobenzoyl""
1097"Structure 2""
1098"C2H5-O-CO-CO""
1099"CH3-O-CO""
1100"CH3-CH2-O-CO "
1101"benzyl-O-CO""
1102"With4H9-O-CO""
1103"(CH3)2CH-CH2-O-CO""
1104"(CH3)2CH-O-CO""
1105"(CH3)3C-O-CO""
1106"With3H7-O-CO""
1107"4-NO2-benzyl-O-CO""
1108"CH2=CH-CH2-O-CO""
1109"cyclopentyl-O-CO""
1110"CF3-CH2-O-CO""
1111"(CH3)2N-CO"
1112"C2H5-NH-CO""
1113"2,4-differenl-NH-CO""
1114"3-forfinal-NH-CO""
1115"H3With-NH-CO""
1116"CH2=CH-CH2-NH-CO""
1117"(CH3)2CH-NH-CO""

1121
ExampleAndBR1R6The pace. plvl. [°]
1118"(CH3)3With-NH-CO""
1119"(CH3)2CH-CH2-NH-CO""
1120"Cl-(CH2)3-NH-CO""
"cyclohexyl-NH-CO""
1122"C2H5-O-CO-CH2-NH-CO""
1123"benzyl-NH-CO""
1124"C2H5-O-CO-(CH2)2-NH-CO""
1125"4-methylbenzyl-NH-CO""
1126"[(CF3)2Cl]-NH-CO""
1127"CF3-(CF2)5-NH-CO""
1128"phenyl-N - (CH3FROM""
1129"[(CH3)2CH-CH2]2N-CO""
1130"[(CH3)2SN]2N-CO""
1131"N-pyrrolidinyl-"
1132"N-morpholinyl-""
1133"cyclopropyl-SO2""
1134"H2C=CH-SO2""
1135"CF3-CH2-SO2""
1136"(CH3)2SN-SO2""
1137"C2H5-SO2""
1138"CF3-SO2""
1139"CH3-SO2""
1140"CF3-SO2"CF3-SO2
1141"(CH3)2N-SO2"H
1142" Cl3With-SO2""
1143"CH3-NH-SO2""
1144"2,4,5-trichlorophenyl-SO2""
1145"4-iopener-SO2""
1146"benzyl-SO2""

"
ExampleAndInR1R6The pace. plvl. [°C]
1147"4-nitrophenyl-SO2""
1148"2-CF3-phenyl-SO2""
1149"4-tert-butylphenyl-SO2""
1150"Cl2CH-SO2""
1151"With3H7-SO2"
1152"4-chlorophenyl-SO2""
1153"3-nitrophenyl-SO2""
1154"phenyl-SO2""
1155"CH3-(CH2)3-NH-CS""
1156"C2H5-NH-CS""
1157"phenyl-CH2-CH2-NH-CS""
1158"tert-butyl-NH-CS""
1159"2-CF3-phenyl-NH-CS""
1160"4-CF3-phenyl-NH-CS""
1161"phenyl-NH-CS""
1162"cyclohexyl-NH-CS""
1163"(CH3)2CH-NH-CS""
1164"CH3-(CH2)7-NH-CS""
1165"CH3-O-CH2-CH2-NH-CS""
1166"benzyl-NH-CS""
11671-CH3-3-CF3-pyrazole-5-ylCH3-CHCl-COCNCH3
1168"Structure 1""
1169"3-NO2-4-Cl-benzoyl""
1170"4-tert-butylbenzoyl""
1171"2,4,6-triterpenoid""
1172"3,4-differentail""
1173"3-trifloromethyl ""
1174"3,4-dichlorobenzoyl""

ExampleAndInR1R6The pace. plvl. [°]
1175"C2H5-O-CO-(CH2)3- ""
1176"CH3-(CH2)7- ""
1177"phenyl-CH=CH-CO""
1178"Cl-(CH2)4- ""
1179"Cl-(CH2)3- ""
1180"CH3-CH=CH-CO""
1181"CH3-CH2- ""
1182"(CH3)2C=CH-CO""
1183"CH2=CH-CO""
1184"N-CO""
1185"ClH2With-""
1186"CH3- ""
1187"(CH3)2SN-CO""
1188"CH3-O-CH2- ""
1189"(CH3)2CF-CO""
1190"Cl2NA-CO""
1191"CH3-CHF-""
1192"CF3- ""
1193"cyclopropyl-""
1194" cyclobutyl-""
1195"2-furan-""
1196"2-thienyl-""
1197"CF3-CH2- ""
1198"(CF3)2SN-CO""
1199"tert-butyl-""
1200"3-cyanobenzoyl""
1201"(CH3)2CH-CH2- ""
1202"tert-butyl-CH2- ""
1203"(C2H5)2CH-CO""

ExampleAndInR1R6The pace. plvl. [� S]
1204"CH3-CO-O-CH2- ""
1205"CH3-O-CO-CH2- ""
1206"benzyl-""
1207"Cl-CH2-(CH3)2With-""
1208"4-perbenzoic""
1209"2-methoxybenzoyl""
1210"4-methoxybenzoyl""
1211"4-terbisil-""
1212"6-Cl-pyridine-3-WITH""
1213"pyridine-4-""
1214"CH3-O-CO-(CH2)4- ""
1215"2,4,6-trimethylbenzoyl""
1216"4-nitrobenzoyl""
1217"2.2-dichlorocyclohexyl-""
1218"2.2-divorcecare-""
1219"2-methylcyclopropyl-""
1220"1-methylcyclopropyl-""
1221"3-(CF3-O-benzoyl""
1222"2,5-di-CF3-benzoyl""
1223"2-Br-5-methoxybenzoyl""
1224"1-CH3-2,2-dichlorocyclohexyl-""
1225"2,2,3,3-tetramethyl-cyclopropyl-" "
1226"2,3,4,5,6-pentafluorobenzoyl""
1227"Structure 2""
1228"C2H5-O-CO-CO""
1229"CH3-O-CO""

ExampleAndInR1R6The pace. plvl. [°]
1230"CH3-CH2-O-CO""
1231"benzyl-O-CO""
1232"With4H9-O-CO""
1233"(CH3)2CH-CH2-O-CO""
1234"(CH3)2CH-O-CO""
1235 "(CH3)3C-O-CO""
1236"With3H7-O-CO""
1237"4-NO2-benzyl-O-CO""
1238"CH2=CH-CH2-O-CO""
1239"cyclopentyl-O-CO""
1240"CF3-CH2-O-CO""
1241"(CH3)2N-CO""
1242"C2H5-NH-CO""
1243"2,4-differenl-NH-CO""
1244"3-forfinal-NH-CO""
1245"H3With-NH-CO""
1246" CH2=CH-CH2-NH-CO""
1247"(CH3)2CH-NH-CO""
1248"(CH3)3With-NH-CO""
1249"(CH3)2CH-CH2-NH-CO""
1250"Cl-(CH2)3-NH-CO""
1251"cyclohexyl-NH-CO""
1252"C2H5-O-CO-CH-NH-CO""
1253"benzyl-NH-CO""
1254"With2H5-O-CO-(CH2)2-NH-CO""
1255"4-methylbenzyl-NH-CO""
1256"[(CF3)2Cl]-NH-CO""
1257"CF3-(CF2)5-NH-CO""
1258"phenyl-N - (CH3FROM""

ExampleAndInR1R6The pace. plvl. [°]
1259"[(CH3)2-CH2]2N-CO""
1260"[(CH3)2SN]2N-CO""
1261"N-pyrrolidinyl-""
1262"N-morpholinyl-""
1263"cyclopropyl-SO2""
1264"H2C=CH-SO2""
1265"CF3-CH2-SO2""
"(CH3)2SN-SO2""
1267"C2H5-SO2""
1268"CF3-SO2""
1269"CH3-SO2""
1270"(CH3)2N-SO2""
1271"Cl3With-SO2""
1272"CH3-NH-SO2""
1273"2,4,5-trichlorophenyl-SO2""
1274"4-iopener-SO2""
1275"benzyl-SO2""
1276"4-nitrophenyl-SO2""
1277"2-CF3-phenyl-SO2""
1278"4-tert-butylphenyl-SO2""
1279"Cl2CH-SO2""
1280"With3H7-SO2""
1281"4-chlorophenyl-SO2""
1282"3-nitrophenyl-SO2""
1283"phenyl-SO2""
1284"CH3-(CH2)3-NH-CS""
1285"C2H5-NH-CS""
1286"phenyl-CH2-CH2-NH-CS""
1287"tert-butyl-NH-CS"

"
ExampleAndInR1R6Templar. [°]
1288"2-CF3-phenyl-NH-CS""
1289"4-CF3-phenyl-NH-CS""
1290"phenyl-NH-CS""
1291"cyclohexyl-NH-CS""
1292"(CH3)2CH-NH-CS""
1293"CH3-(CH2)7-NH-CS""
1294"CH3-O-CH2-CH2-NH-CS""
1295"benzyl-NH-CS""
12963-CF3-phenylCH3-CHCl-CNN
1297 "Structure 1""
1298"3-NO2-4-Cl-benzoyl""
1299"4-tert-butylbenzoyl""
1300"2,4,6-triterpenoid""
1301"3,4-differentail""
1302"3-trifloromethyl""
1303"3,4-dichlorobenzoyl""
1304"C2H5-O-CO-(CH2)3- ""
1305"CH3-(CH2)7- ""
1306"phenyl-CH=CH-CO""
1307"Cl-(CH2)4- ""
1308Cl-(CH2)3- ""
1309"CH3-CH=CH-CO""
1310"CH3-CH2- ""
1311"(CH3)2C=CH-CO""
1312"CH2=CH-CO""
1313"N-CO""
1314"ClH2With-""
1315"CH3- ""
1316"(CH3)2SN-CO""

ExampleAndInR1R6The pace. plvl. [°]
1317"CH3-O-CH2- ""
1318"(CH3)2CF-CO""
1319"Cl2NA-CO""
1320"CH3-CHF-CO""
1321"CF3- ""
1322"cyclopropyl-""
1323"cyclobutyl-""
1324"2-furan-""
1325"2-thienyl-""
1326"CF3-CH2- ""
1327"(CF3)2SN-CO""
1328"tert-butyl-""
1329"Cyanobenzoyl ""
1330"(CH3)2CH-CH2- ""
1331"tert-butyl-CH2- ""
1332"(C2H5)2SN-CO""
1333"CH3-CO-O-CH2- ""
1334"CH3-O-CO-CH2- ""
1335"benzyl-""
1336"Cl-CH2-(CH3)2With-""
1337"4-perbenzoic""
1338"2-methoxybenzoyl""
1339"4-methoxybenzoyl""
1340" 4-terbisil-""
1341"6-Cl-pyridine-3-WITH""
1342"pyridine-4-""
1343"CH3-O-CO-(CH2)4- ""
1344"2,4,6-trimethylbenzoyl""
1345"4-nitrobenzoyl""

ExampleAndInR1R6The pace. plvl. [°]
1346"2.2-dichlorocyclohexyl-""
1347"2.2-divorcecare-""
1348"2-methylcyclopropyl-""
1349"1-methylcyclopropyl-""
1350"3-(CF3-O-benzoyl""
1351"2,5-di-CF3-benzoyl""
1352"2-Br-5-methoxybenzoyl""
1353"1-CH3-2,2-dichlorocyclohexyl-""
1354"2,2,3,3-tetramethyl-cyclopropyl-""
1355"2,3,4,5,6-pentafluorobenzoyl""
1356"Structure 2""
1357"With2H5-O-CO-CO""
1358"CH3-O-CO""
1359"CH3-CH2-O-CO""
1360"benzyl-O-CO""
1361"With4H9-O-CO""
1362"(CH3)2CH-CH2-O-CO""
1363"(CH3)2CH-O-CO""
1364"(CH3)3C-O-CO""
1365"With3H7-O-CO""
1366"4-NO2-benzyl-O-CO""
1367"CH2=CH-CH2-O-CO""
1368"cyclopentyl-O-CO""
1369"CF3-CH2-O-CO""
1370"(CH3)2N-CO""
1371"C2H5-NH-CO" "

ExampleAndInR1R6The pace. plvl. [°]
1372"2,4-differenl-NH-CO""
1373"3-forfinal-NH-CO""
1374"H3With-NH-CO""
1375"CH2=CH-CH2-NH-CO""
1376"(CH3)2CH-NH-CO""
1377"(CH3)3With-NH-CO""
1378"(CH3)2CH-CH2-NH-CO""
1379"Cl-(CH2)3-NH-CO""
1380"cyclohexyl-NH-CO""
1381"C2H5-O-CO-CH2-NH-CO""
1382"benzyl-NH-CO""
1383"C2H5-O-CO-(CH2)2-NH-CO""
1384"4-methylbenzyl-NH-CO""
1385"[(CF3)2Cl]-NH-CO""
1386"CF3-(CF2)5-NH-CO""
1387"phenyl-N - (CH3FROM""
1388"[(CH3)2CH-CH2]2N-CO""
1389"[(CH3)2SN]2N-CO""
1390"N-pyrrolidinyl-""
1391"N-popolini- ""
1392"cyclopropyl-SO2""
1393"H2C=CH-SO2""
1394"CF3-CH2-SO2""
1395"(CH3)2SN-SO2""
1396"C2H5-SO2""
1397"CF3-SO2""
1398"CH3-SO2""
1399"CF3-SO2"CF3-SO2
1400"(CH3)2N-SO2"N

ExampleAndInR1R6 The pace. plvl. [°]
1401"Cl3C-SO2""
1402"CH3-NH-SO2""
1403"2,4,5-trichlorophenyl-SO2""
1404"4-iopener-SO2""
1405"benzyl-SO2""
1406"4-nitrophenyl-SO2""
1407"2-CF3-phenyl-SO2""
1408"4-tert-butylphenyl-SO2""
1409"Cl2CH-SO2""
1410"With3H7-SO2""
1411"4-chlorophenyl-SO2 "
1412"3-nitrophenyl-SO2""
1413"phenyl-SO2""
1414"CH3-(CH2)3-NH-CS""
1415"C2H5-NH-CS""
1416"phenyl-CH2-CH2-NH-CS""
1417"tert-butyl-NH-CS""
1418"2-CF3-phenyl-NH-CS""
1419"4-CF3-phenyl-NH-CS""
1420"phenyl-NH-CS""
1421"cyclohexyl-NH-CS""
1422"(CH3)2CH-NH-CS"
1423"CH3-(CH2)7-NH-CS""
1424"CH3-O-CH2-CH2-NH-CS""
1425"benzyl-NH-CS""
14263-CF3-phenylCH3-CHCl-CNCH3
1427"Structure 1""
1428"3-NO2-4-Cl-benzoyl""
1429"4-tert-butylbenzoyl""

ExampleAndInR1R6The pace. plvl. [°]
1430"2,4,6-triterpenoid""
1431"3,4-differentail""
432 "3-trifloromethyl""
1433"3,4-dichlorobenzoyl""
1434"With2H5-O-CO-(CH2)3- ""
1435"CH3-(CH2)7- ""
1436"phenyl-CH=CH-CO""
1437"Cl-(CH2)4- ""
1438"Cl-(CH2)3- ""
1439"CH3-CH=CH-CO""
1440"CH3-CH2- ""
1441"(CH3)2C=CH-CO""
1442"CH2=CH-CO""#x0200A;
1443"N-CO""
1444"ClH2With-""
1445"CH3- ""
1446"(CH3)2SN-CO""
1447"CH3-O-CH2- ""
1448"(CH3)2CF-CO""
1449"Cl2HC-CO""
1450"CH3-CHF-CO""
1451"CF3- ""
1452"cyclopropyl-""
1453"cyclobutyl-""
1454"2-furan- ""
1455"2-thienyl-""
1456"CF3-CH2- ""
1457"(CF3)2SN-CO""
1458"tert-butyl-""

ExampleAndInR1R6The pace. plvl. [°]
1459"3-cyanobenzoyl""
1460"(CH3)2CH-CH2- ""
1461"tert-butyl-CH2- ""
1462"(C2H5)2CH-CO""
1463"CH3-CO-O-CH2- ""
1464"CH3-O-CO-CH2- ""
1465"benzyl-""
1466"Cl-CH2-(CH3)2With-""
1467"4-perbenzoic""
1468"2-methoxybenzoyl""
1469"4-methoxybenzoyl""
1470"4-terbisil-""
1471"6-Cl-pyridine-3-WITH""
1472"pyridine-4-""
1473"CH3-O-CO-(CH2)4- ""
1474"2,4,6-trimethylbenzoyl""
145 "4-nitrobenzoyl""
1476"2.2-dichlorocyclohexyl-""
1477"2.2-divorcecare-""
1478"2-methylcyclopropyl-""
1479"1-methylcyclopropyl-""
1480"3-(CF3-O-benzoyl""
1481"2,5-di-CF3-benzoyl""
1482"2-Br-5-methoxybenzoyl""
1483"1-CH3-2,2-dichlorocyclohexyl-""
1484"2,2,3,3-tetramethyl-cyclopropyl-""
1485"2,3,4,5,6-""

ExampleAndinR1R6The pace. plvl. [°]
pentafluorobenzoyl
1486"Structure 2""
1487"With2H5-O-CO-CO""
1488"CH3-O-CO""
1489"CH3-CH2-O-CO""
1490"benzyl-O-CO""
1491"With4H9-O-CO""
1492"(CH3)2CH-CH2-O-CO""
1493"(CH3)2CH-O-CO""
1494"(CH 3)3C-O-CO""
1495"With3H7-O-CO""
1496"4-NO2-benzyl-O-CO""
1497"CH2=CH-CH2-O-CO""
1498"cyclopentyl-O-CO""
1499"CF3-CH2-O-CO""
1500"(CH3)2N-CO""
1501"C2H5-NH-CO""
1502"2,4-differenl-NH-CO""
1503"3-forfinal-NH-CO""
1504"H3With-NH-CO""
1505"CH2=H-CH 2-NH-CO""
1506"(CH3)2CH-NH-CO""
1507"(CH3)3With-NH-CO""
1508"(CH3)2CH-CH2-NH-CO""
1509"Cl-(CH2)3-NH-CO""
1510"cyclohexyl-NH-CO""
1511"C2H5-O-CO-CH2-NH-CO""
1512"benzyl-NH-CO""
1513"C2H5-O-CO-(CH2)2-NH-CO""

(CH3)2SN-SO2
ExampleAndInR1R6The pace. plvl. [°]
1514"4-methylbenzyl-NH-CO ""
1515"[(CF3)2Cl]-NH-CO""
1516"CF3-(CF2)5-NH-CO""
1517"phenyl-N - (CH3FROM""
1518"[(CH3)2CH-CH2]2N-CO""
1519"[(CH3)2SN]2N-CO""
1520"N-pyrrolidinyl-""
1521"N-morpholinyl-""
1522"cyclopropyl-SO2""
1523"H2C=CH-SO2""
1524"CF3-CH2-SO2""
1525"""
1526"C2H5-SO2""
1527"CF3-SO2""
1528"CH3-SO2""
1529"(CH3)2N-SO2""
1530"Cl3With-SO2""
1531"CH3-NH-SO2""
1532"2,4,5-trichlorophenyl-SO2""
1533"4-iopener-SO2""
1534"benzyl-SO2""
1535"4-nitrophenyl-SO2""
1536 "2-CF3-phenyl-SO2""
1537"4-tert-butylphenyl-SO2""
1538"Cl2CH-SO2""
1539"With3H7-SO2""
1540"4-chlorophenyl-SO2""
1541"3-nitrophenyl-SO2""
1542"phenyl-SO2""

"
ExampleAndInR1R6The pace. plvl. [°]
1543"CH3-(CH2)3-NH-CS""
1544"C2H5-NH-CS""
1545"phenyl-CH2 -CH2-NH-CS""
1546"tert-butyl-NH-CS""
1547"2-CF3-phenyl-NH-CS""
1548"4-CF3-phenyl-NH-CS""
1549"Phenyl-NH-CS""
1550"cyclohexyl-NH-CS""
1551"(CH3)2CH-NH-CS""
1552"CH3-(CH2)7-NH-CS""
1553"CH3-O-CH2-CH2-NH-CS""
1554"benzyl-NH-CS""
15551-CH3-3-CF3-pyrazole-5-ylCH3-CHCl-COOch3N
1556 "Structure 1""
1557"3-NO2-4-Cl-benzoyl""
1558"4-tert-butylbenzoyl""
1559"2,4,6-triterpenoid""
1560"3,4-differentail""
1561"3-trifloromethyl""
1562"3,4-dichlorobenzoyl""
1563"With2H5-O-CO-(CH2)3- ""
1564"CH3-(CH2)7- ""
1565"phenyl-CH=CH-CO""
1566"Cl-(CH2)4- ""
1567Cl-(CH2)3- ""
1568"CH3-CH=CH-CO""
1569"CH3-CH2- ""
1570"(CH3)2C=CH-CO""

ExampleAndInR1R6The pace. plvl. [°]
1571"CH2=CH-CO""
1572"N-CO""
1573"ClH2With-""
1574"CH3- ""
1575"(CH3)2SN-CO""
1576"CH3-O-CH2- ""
1577"(CH3)2CF-CO""
1578"Cl2NA-CO""
1579"CH3-CHF-CO""
1580"CF3- ""
1581"cyclopropyl-""
1582"cyclobutyl-""
1583"2-furan-""
1584"2-thienyl-""
1585"CF3-CH2- ""
1586"(CF3)2SN-CO""
1587"tert-butyl-""
1588"Cyanobenzoyl ""
1589"(CH3)2CH-CH2- ""
1590"tert-butyl-CH2- ""
1591"(C2H5)2CH-CO""
1592"CH3-CO-O-CH2- ""
1593"CH3-O-CO-CH2- ""
1594"benzyl-""
1595"Cl-CH2-(CH3)2With-""
1596"4-perbenzoic""
1597"2-methoxybenzoyl""
1598"4-methoxybenzoyl""
1599" 4-terbisil-""

ExampleAndInR1R6The pace. plvl. [°]
1600"6-Cl-pyridine-3-WITH""
1601"pyridine-4-""
1602"CH3-O-CO-(CH2)4- ""
1603"2,4,6-trimethylbenzoyl""
1604"4-nitrobenzoyl""
1605"2.2-dichlorocyclohexyl-""
1606"2.2-divorcecare-""
1607"2-methylcyclopropyl-""
1608"1-methylcyclopropyl-""
1609"3-(CF3-O-benzoyl""
1610"2,5-di-CF3-benzoyl""
1611"2-Br-5-methoxybenzoyl""
1612"1-CH3-2,2-dichlorocyclohexyl-""
1613"2,2,3,3-tetramethyl-cyclopropyl-""
1614"2,3,4,5,6-pentafluorobenzoyl""
1615"Structure 2""
1616"C2H5-O-CO-CO""
1617"CH3-O-CO""
1618"CH3-CH2-O-CO""
1619"benzyl-O-CO""
1620"With4H9-O-CO""
1621"(CH3)2CH-CH2-O-CO""
1622"(CH3)2CH-O-CO""
1623"(CH3)3C-O-CO""
1624"With3H7-O-CO""
1625"4-NO2-benzyl-O-CO""

ExampleAndInR1R6The pace. plvl. [°]
1626"CH2=CH-CH2-O-CO""
1627"cyclopentyl-O-CO""
1628"CF3-CH2-O-CO""
1629"(CH3)2N-CO""
1630"C2H5-NH-CO""
1631"2,4-differenl-NH-CO""
1632"3-forfinal-NH-CO""
1633"H3With-NH-CO""
1634"CH2=CH-CH2-NH-CO""
1635"(CH3)2CH-NH-CO""
1636"(CH3)3With-NH-CO""
1637"(CH3)2CH-CH2-NH-CO""
1638"Cl-(CH2)3-NH-CO""
1639"cyclohexyl-NH-CO""
1640"C2H5-O-CO-CH2-NH-CO""
1641"benzyl-NH-CO""
1642"C2H5-O-CO-(CH2)2-NH-CO""
1643"4-methylbenzyl-NH-CO""
1644"[(CF3)2Cl]-NH-CO""
1645"CF3-(CF2)5-NH-CO""
1646"phenyl-N - (CH3FROM""
1647"[(CH3)2CH-CH2]2N-CO""
1648"[(CH3)2SN]2N-CO""
1649"N-pyrrolidinyl-""
1650"N-morpholinyl- ""
1651"cyclopropyl-SO2""
1652"H2C=CH-SO2""
1653"CF3-CH2-SO2""
1654"(CH3)2SN-SO2""

ExampleAndInR1R6The pace. plvl. [°]
1655"C2H5-SO2""
1656"CF3-SO2""
1657"CH3-SO2""
1658"CF3-SO2"CF3-SO2
1659"(CH3)2N-SO2" H
1660"Cl3With-SO2""
1661"CH3-NH-SO2""
1662"2,4,5-trichlorophenyl-SO2""
1663"4-iopener-SO2""
1664"benzyl-SO2""
1665"4-nitrophenyl-SO2""
1666"2-CF3-phenyl-SO2""
1667"4-tert-butylphenyl-SO2""
1668"Cl2CH-SO2""
1669"With3H7-SO2""
1670"4-chlorophenyl-SO2 "
1671"3-nitrophenyl-SO2""
1672"phenyl-SO2""
1673"CH3-(CH2)3-NH-CS""
1674"C2H5-NH-CS""
1675"phenyl-CH2-CH2-NH-CS""
1676"tert-butyl-NH-CS""
1677"2-CF3-phenyl-NH-CS""
1678"4-CF3-phenyl-NH-CS""
1679"phenyl-NH-CS""
1680"cyclohexyl-NH-CS""
1681"(CH3)2CH-NH-CS" "
1682"CH3-(CH2)7-NH-CS""
1683"CH3-O-CH2-CH2-NH-CS""

ExampleAndInR1R6The pace. plvl. [°]
1684"benzyl-NH-CS""
16851-CH3-3-CF3-pyrazole-5-ylCH3-CHCl-COOch3CH3
1686"Structure 1""
1687"3-NO2-4-Cl-benzoyl""
1688"4-tert-butylbenzoyl""
1689"2,4,6-triterpenoid""
1690"3,4-differentail""
1691"3-trifloromethyl""
1692"3,4-dichlorobenzoyl""
1693"With2H5-O-CO-(CH2)3- ""
1694"CH3-(CH2)7- ""
1695"phenyl-CH=CH-CO""
1696"Cl-(CH2)4- ""
1697"Cl-(CH2)3- ""
1698"CH3-CH=CH-CO""
1699"CH3-CH2- ""
1700"(CH3)2C=CH-CO""
1701"CH2=CH-CO" "
1702"N-CO""
1703"ClH2C-CO""
1704"CH3- ""
1705"(CH3)2SN-CO""
1706"CH3-O-CH2- ""
1707"(CH3)2CF-CO""
1708"Cl2NA-CO""
1709"CH3-CHF-CO""
1710"CF3- ""
1711"cyclopropyl-""

ExampleAndInR1 R6The pace. plvl. [°]
1712"cyclobutyl-""
1713"2-furan-""
1714"2-thienyl-""
1715"CF3-CH2- ""
1716"(CF3)2SN-CO""
1717"tert-butyl-""
1718"3-cyanobenzoyl""
1719"(CH3)2CH-CH2- ""
1720"tert-butyl-CH2- ""
1721"(C2H5)2CH-CO""
1722"CH3-CO-O-CH2- "
1723"CH3-O-CO-CH2- ""
1724"benzyl-""
1725"Cl-CH2-(CH3)2With-""
1726"4-perbenzoic""
1727"2-methoxybenzoyl""
1728"4-methoxybenzoyl""
1729"4-terbisil-""
1730"6-Cl-pyridine-3-WITH""
1731"pyridine-4-""
1732"CH3-O-CO-(CH2)4- ""
1733"2,4,6-trimethylbenzoyl" "
1734"4-nitrobenzoyl""
1735"2.2-dichlorocyclohexyl-""
1736"2.2-divorcecare-""
1737"2-methylcyclopropyl-""
1738"1-methylcyclopropyl-""
1739"3-(CF3-O-benzoyl""
1740"2,5-di-CF3-benzoyl""

ExampleAndInR1R6The pace. plvl. [°]
1741"2-Br-5-methoxybenzoyl""
1742"1-CH3-2,2-dichlorocyclohexyl-""
1743"2,2,3,3-tetramethyl-cyclopropyl-""
1744"2,3,4,5,6-pentafluorobenzoyl""
1745"Structure 2""
1746"C2H5-O-CO-CO""
1747"CH3-O-CO""
1748"CH3-CH2-O-CO""
1749"benzyl-O-CO""
1750"With4H9-O-CO""
1751"(CH3)2CH-CH2-O-CO""
1752"(CH3)2CH-O-CO""
1753"(CH3)3C-O-CO""
1754"With3H7-O-CO""
1755"4-NO2-benzyl-O-CO""
1756"CH2=CH-CH2-O-CO""
1757"cyclopentyl-O-CO""
1758"CF3-CH2-O-CO""
1759"(CH3)2N-CO""
1760"C2H5-NH-CO""
1761"2,4-differenl-NH-CO""
1762"3-forfinal-NH-CO""
1763"H3With-NH-CO""
1764"CH2=CH-CH2-NH-CO""
1765"(CH3)2CH-NH-CO""
1766"(CH3)3With-NH-CO""

ExampleAndInR1R6The pace. plvl. [°]
1767"(CH3)2CH-CH2-NH-CO""
1768"Cl-(CH2)3-NH-CO""
1769"cyclohexyl-NH-CO""
1770"C2H5-O-CO-CH2-NH-CO""
1771"benzyl-NH-CO""
1772"C2H5-O-CO-(CH2)2-NH-CO""
1773"4-methylbenzyl-NH-CO""
1774 "[(CF3)2Cl]-NH-CO""
1775"CF3-(CF2)5-NH-CO""
1776"phenyl-N - (CH3FROM""
1777"[(CH3)2CH-CH2]2N-CO""
1778"[(CH3)2SN]2N-CO""
1779"N-pyrrolidinyl-""
1780"N-morpholinyl-""
1781"cyclopropyl-SO2""
1782"H2C=CH-SO2""
1783"CF3-CH2-SO2""
1784"(CH3)2SN-SO2""/td>
1785"C2H5-SO2""
1786"CF3-SO2""
1787"CH3-SO2""
1788"(CH3)2N-SO2""
1789"Cl3With-SO2""
1790"CH3-NH-SO2""
1791"2,4,5-trichlorophenyl-SO2""
1792"4-iopener-SO2""
1793"benzyl-SO2""
1794"4-nitrophenyl-SO2""
1795"2-CF3-phenyl-SO2" "

1816
ExampleAndInR1R6The pace. plvl. [°]
1796"4-tert-butylphenyl-SO2""
1797"Cl2CH-SO2""
1798"With3H7-SO2""
1799"4-chlorophenyl-SO2""
1800"3-nitrophenyl-SO2""
1801"phenyl-SO2""
1802"CH3-(CH2)3-NH-CS""
1803"C2H5-NH-CS""
1804"phenyl-CH2-CH2-NH-CS""
1805"tert-butyl-NH-CS""
1806"2-CF3-phenyl-NH-CS""
1807"4-CF3-phenyl-NH-CS""
1808"phenyl-NH-CS""
1809"cyclohexyl-NH-CS""
1810"(CH3)2CH-NH-CS""
1811"CH3-(CH2)7-NH-CS""
1812"CH3-O-CH2-CH2-NH-CS""
1813"benzyl-NH-CS""
18143-CF3-phenylCH3-CHCl-COOch3N
1815"Structure 1""
"3-NO2-4-Cl-benzoyl""
1817"4-tert-butylbenzoyl""
1818"2,4,6-triterpenoid""
1819"3,4-differentail""
1820"3-trifloromethyl""
1821"3,4-dichlorobenzoyl""
1822"With2H5-O-CO-(CH2)3- ""
1823"CH3-(CH2)7- ""
1824"phenyl-CH=CH-CO""

ExampleAndInR1R6The pace. plvl. [°]
1825"Cl-CH 2)4-CO""
1826"Cl-(CH2)3- ""
1827"CH3-CH=CH-CO""
1828"CH3-CH2- ""
1829"(CH3)2C=CH-CO""
1830"CH2=CH-CO""
1831"N-CO""
1832"ClH2C-CO""
1833"CH3- ""
1834"(CH3)2SN-CO""
1835"CH3-O-CH2- ""
1836"(CH3)2CF-CO ""
1837"Cl2NA-CO""
1838"CH3-CHF-CO""
1839"CF3- ""
1840"cyclopropyl-""
1841"cyclobutyl-""
1842"2-furan-""
1843"2-thienyl-""
1844"CF3-CH2- ""
1845"(CF3)2SN-CO""
1846"tert-butyl-""
1847"3-cyanobenzoyl""
1848 "(CH3)2CH-CH2- ""
1849"tert-butyl-CH2- ""
1850"(C2H5)2SN-CO""
1851"CH3-CO-O-CH2- ""
1852"CH3-O-CO-CH2- ""
1853"benzyl-""

"
ExampleAndInR1R6The pace. plvl. [°]
1854"Cl-CH2-(CH3)2With-""
1855"4-perbenzoic""
1856"2-methoxybenzoyl""
1857"4-meth is xianzai ""
1858"4-terbisil-""
1859"6-Cl-pyridine-3-WITH""
I860"pyridine-4-""
1861"CH3-O-CO-(CH2)4- ""
1862"2,4,6-trimethylbenzoyl""
1863"4-nitrobenzoyl""
1864"2.2-dichlorocyclohexyl-""
1865"2.2-divorcecare-""
1866"2-methylcyclopropyl-""
1867"1-methylcyclopropyl-""
1868"3-(CF3-O-benzoyl ""
1869"2,5-di-CF3-benzoyl""
1870"2-Br-5-methoxybenzoyl""
1871"1-CH3-2,2-dichlorocyclohexyl-""
1872"2,2,3,3-tetramethyl-cyclopropyl-""
1873"2,3,4,5,6-pentafluorobenzoyl""
1874"Structure 2""
1875"With2H5-O-CO-CO""
1876"CH3-O-CO""
1877"CH3-CH2-O-CO""
1878"benzyl-O-CO""
1879"With4H9-O-CO"

ExampleAndBR1R6The pace. plvl. [°]
1880"(CH3)2CH-CH2-O-CO""
1881"(CH3)2CH-O-CO""
1882"(CH3)3C-O-CO""
1883"With3H7-O-CO""
1884"4-NO2-benzyl-O-CO""
1885"CH2=CH-CH2-O-CO""
1886"cyclopentyl-O-CO""
1887"CF3-CH2-O-CO""
1888"(CH3)2N-CO""
1889"C2H5-NH-CO""
1890"2,4-differenl-NH-CO""
1891"3-forfinal-NH-CO""
1892"H3With-NH-CO""
1893"CH2=CH-CH2-NH-CO""
1894"(CH3)2CH-NH-CO""
1895"(CH3)3With-NH-CO""
1896"(CH3)2CH-CH2-NH-CO""
1897"Cl-(CH2)3-NH-CO""
1898"cyclohexyl-NH-CO""
1899"C2H5-O-CO-CH2-NH-CO" "
1900"benzyl-NH-CO""
1901"C2H5-O-CO-(CH2)2-NH-CO""
1902"4-methylbenzyl-NH-CO""
1903"[(CF3)2Cl]-NH-CO""
1904"CF3-(CF2)5-NH-CO""
1905"phenyl-N - (CH3FROM""
1906"[(CH3)2CH-CH2]2N-CO""
1907"[(CH3)2SN]2N-CO""
1908"N-pyrrolidinyl-""

ExampleAndInR1R6The fact is. plvl. [°C]
1909"N-morpholinyl-""
1910"cyclopropyl-SO2""
1911"H2C=CH-SO2""
1912"CF3-CH2-SO2""
1913"(CH3)2SN-SO2""
1914"C2H5-SO2""
1915"CF3-SO2""
1916"CH3-SO2""
1917"CF3-SO2"CF3-SO2
1918"(CH3)2N-SO2"N
1919"Cl3With-SO2 ""
1920"CH3-NH-SO2""
1921"2,4,5-trichlorophenyl-SO2""
1922"4-iopener-SO2""
1923"benzyl-SO2""
1924"4-nitrophenyl-SO2""
1925"2-CF3-phenyl-SO2""
1926"4-tert-butylphenyl-SO2""
1927"Cl2SN-SO2""
1928"With3H7-SO2""
1929"4-chlorophenyl-SO2""
1930"3-n is trienyl-SO 2""
1931"phenyl-SO2""
1932"CH3-(CH2)3-NH-CS""
1933"C2H5-NH-CS""
1934"phenyl-CH2-CH2-NH-CS""
1935"tert-butyl-NH-CS""
1936"2-CF3-phenyl-NH-CS""
1937"4-CF3-phenyl-NH-CS""

1940
ExampleAndInR1R6The pace. plvl. [°]
1938"phenyl-NH-CS""
1939"cyclohexyl-NH-CS""
"(CH3)2CH-NH-CS""
1941"CH3-(CH2)7-NH-CS""
1942"CH3-O-CH2-CH2-NH-CS""
1943"benzyl-NH-CS""
19443-CF3-phenylCH3-CHCl-COOch3CH3
1945"Structure 1""
1946"3-NO2-4-Cl-benzoyl""
1947"4-tert-butylbenzoyl""
1948"2,4,6-triterpenoid""
1949"3,4-differentail""
1950"3-trifloromethyl""
1951"3,4-dichlorobenzoyl""
1952"With2H5-O-CO-(CH2)3- ""
1953"CH3-(CH2)7- ""
1954"phenyl-CH=CH-CO""
1955"Cl-(CH2)4- ""
1956"C-(CH2)3- ""
1957"CH3-CH=CH-CO""
1958"CH3-CH2- ""
1959"(CH3)2C=CH-CO""
1960"CH2=CH-CO""
1961"N-CO""
1962"ClH2C-CO""
1963"CH3- ""
1964"(CH3)2SN-CO""
1965"CH3-O-CH2- ""
1966"(CH3)2CF-CO""

ExampleAndInR1R6The pace. plvl. [°]
1967"Cl2NA-CO""
1968"CH3-CHF-CO""
1969"CF3- ""
1970"cyclopropyl-""
1971"cyclobutyl- ""
1972"2-furan-""
1973"2-thienyl-""
1974"CF3-CH2- ""
1975"(CF3)2SN-CO""
1976"tert-butyl-""
1977"3-cyanobenzoyl""
1978"(CH3)2CH-CH2- ""
1979"tert-butyl-CH2- ""
1980"(C2H5)2CH-CO""
1981"CH3-CO-O-CH2- ""
1982"CH3-O-CO-CH2-CO ""
1983"benzyl-""
1984"Cl-CH2-(CH3)2With-""
1985"4-perbenzoic""
1986"2-methoxybenzoyl""
1987"4-methoxybenzoyl""
1988"4-terbisil-""
1989"6-Cl-pyridine-3-WITH""
1990"pyridine-4-""
1991"CH3-O-CO-(CH2)4- ""
1992"2,4,6-trimethylbenzoyl""
1993"4-nitrobenzoyl""
1994"2.2-dichlorocyclohexyl-""
1995"2.2-divorcecare-""

ExampleAndInR1R6The pace. plvl. [°]
1996"2-methylcyclopropyl-""
1997"1-methylcyclopropyl-""
1998"3-(CF3-O-benzoyl""
1999"2,5-di-CF3-benzoyl""
2000"2-Br-5-methoxybenzoyl""
2001"1-CH3-2,2-dichlorocyclohexyl-""
2002"2,2,3,3-tetramethyl-cyclopropyl-""
2003"2,3,4,5,6-pentafluorobenzoyl""
2004"Structure 2""
2005"C2H5-O-CO-CO""
2006"CH3-O-CO""
2007"CH3-CH2-O-CO""
2008"benzyl-O-CO""
2009"With4H9-O-CO""
2010"(CH3)2CH-CH2-O-CO""
2011"(CH3)2CH-O-CO""
2012"(CH3)3C-O-CO""
2013"With3H7-O-CO""
2014"4-NO2-benzyl-O-CO""
2015"CH2=CH-CH2-O-CO""
2016"cyclopentyl-O-CO""
2017"CF3-CH2-O-CO""
2018"(CH3)2N-CO""
2019"C2H5-NH-CO""
2020"2,4-differenl-NH-CO""
2021"3-forfinal-NH-CO""

ExampleAndInR1R6The pace. plvl. [°]
2022"H3With-NH-CO""
2023"CH2=CH-CH2-NH-CO ""
2024"(CH3)2CH-NH-CO""
2025"(CH3)3With-NH-CO""
2026"(CH3)2CH-CH2-NH-CO""
2027"Cl-(CH2)3-NH-CO""
2028"cyclohexyl-NH-CO""
2029"C2H5-O-CO-CH2-NH-CO""
2030"benzyl-NH-CO""
2031"With2H5-O-CO-(CH2)2-NH-CO""
2032"4-methylbenzyl-NH-CO""
2033"[(CF3)2Cl]-NH-CO""
2034" CF3-(CF2)5-NH-CO""
2035"phenyl-N - (CH3FROM""
2036"[(CH3)2CH-CH2]2N-CO""
2037"[(CH3)2CH]2N-CO""
2038"N-pyrrolidinyl-""
2039"N-morpholinyl-""
2040"cyclopropyl-SO2""
2041"H2C=CH-SO2""
2042"CF3-CH2-SO2""
2043"(CH3)2SN-SO2""
2044"C2H5-SO2""#x0200A;
2045"CF3-SO2""
2046"CH3-SO2""
2047"(CH3)2N-SO2""
2048"Cl3With-SO2""
2049"CH3-NH-SO2""
2050"2,4,5-trichlorophenyl-SO2""

ExampleAndInR1R6The pace. plvl. [°]
2051"4-iopener-SO2""
2052"benzyl-SO2""
2053"4-nitrophenyl-SO2""
2054" 2-CF3-phenyl-SO2""
2055"4-tert-butylphenyl-SO2""
2056"Cl2CH-SO2""
2057"With3H7-SO2""
2058"4-chlorophenyl-SO2""
2059"3-nitrophenyl-SO2""
2060"phenyl-SO2""
2061"CH3-(CH2)3-NH-CS""
2062"C2H5-NH-CS""
2063"phenyl-CH2-CH2-NH-CS""
2064"tert-butyl-NH-CS""
2065 "2-CF3-phenyl-NH-CS""
2066"4-CF3-phenyl-NH-CS""
2067"phenyl-NH-CS""
2068"cyclohexyl-NH-CS""
2069"(CH3)2CH-NH-CS""
2070"CH3-(CH2)7-NH-CS""
2071"CH3-O-CH2-CH2-NH-CS""
2072"benzyl-NH-CS""

Table 2:
ExampleAndInR1R2R6The pace. has been melted down. [°]
20731-CH3-3-CF3-pyrazole-5-yl CH3-CHCl-CONCH3N
2074"Structure 1"CH3"
2075"3-NO2-4-Cl-benzoyl"CH3"
2076"4-tert-butylbenzoyl"CH3"
2077"2,4,6-triterpenoid"CH3"
2078"3,4-differentail"CH3"
2079"3-trifloromethyl"CH3"
2080"3,4-dichlorobenzoyl"CH3"
2081"With2H5-O-CO-(CH2)3- "CH3"
2082"CH3-(CH2) 7- "CH3"
2083"phenyl-CH=CH-CO"CH3"
2084"Cl-(CH2)4- "CH3"
2085"Cl-(CH2)3- "CH3"
2086"CH3-CH2- "CH3"
2087"(CH3)2C=CH-CO"CH3"
2088"CH2=CH-CO"CH3"
2089"ClH2With-"CH3"

"
ExampleAndInR1R2R6The pace. has been melted down. [°]
2090CH3- "CH3"
2091"(CH3)2SN-CO"CH3"117.5
2092"CH3-O-CH2- "CH3"
2093"(CH3)2CF-CO"CH3"
2094"Cl2NA-CO"CH3"
2095"CH3-CHF-CO"CH3"
2096"CF3- "CH3"

Notes to tables 1 and 2:

C. Examples of the preparation of ready-made forms

a) Spray get when mixing 10 weight. parts of the compounds of formula (I) and 90 weight. parts of talc as inert substance, and subsequent grinding in a hammer mill.

b) Easy dispersive the first in the water wettable powder is obtained by mixing 25 weight. parts of the compounds of formula (I), 64 weight. parts of quartz containing kaolin, as the inert substance, 10 weight. parts ligninsulfonate sodium and 1 weight. part oleoylethanolamide sodium, as a wetting and dispersing funds, and the subsequent grinding by ball mill.

c) Easily dispersible in water dispersion concentrate is obtained by mixing 20 weight. parts of the compounds of formula (I) with 6 weight. parts of alkylphenol ether (®Triton X 207), 3 weight. parts isotridekanolethoxylate ether (8 EO) and 71 weight. part of a paraffin mineral oil (the region of the boiling points, for example, from about 255 to above 277° (C) and grinding in a ball mill to a size less than 5 microns.

d) Emulsifiable concentrate is obtained from 15 weight. parts of the compounds of formula (I), 75 weight. parts of cyclohexanone as solvent and 10 weight. parts atsetilirovanie of Nonylphenol as emulsifier.

e) Dispersible in water, the granules obtained by mixing

75 weight. parts of the compounds of formula (I),

10 weight. parts ligninsulfonate calcium,

5 weight. parts of lauryl sodium

3 weight. parts polyvinyl alcohol and

7 weight. parts of kaolin,

the grinding by ball mill and granulating the powder in a fluidized bed by spraying on water as the grain is youseo tools.

f) Dispersible in water, the granules are also obtained if

25 weight. parts of the compounds of formula (I),

5 weight. parts of 2,2'-dynafilter-6,6'-disulfonate sodium

2 weight. part oleoylethanolamide sodium

1 weight. part of polyvinyl alcohol,

17 weight. parts of calcium carbonate and

50 weight. parts of water

homogenized in a colloid mill and then ground and finally ground in a ball mill, and the thus obtained suspension is sprayed into a drying tower nozzle for one substance and dried.

C. Biological examples

1. Effect on weeds when predsjedava processing

Seeds, respectively, the pieces of the rhizomes of monocotyledonous and dicotyledonous weed plants are put in cardboard pots in sandy, loamy soil and covered with soil. Preparations of the compounds according to the invention in the form of wettable powders or emulsion concentrates applied at different dosages in the form of aqueous suspensions, respectively, of the emulsion on the surface of the covering soil with the amount of water in terms of per hectare from 600 to 800 l/ha

After treatment, the pots are placed in a greenhouse and maintained under optimum conditions for the growth of weeds. Optical damage appraisal plants and seedlings carried out after the emergence of the test plants 3-4 weeks is when compared to untreated control. The results show that the compounds according to the invention show a good herbicide action before making shoots against a broad spectrum of weeds and weeds. For example, the compounds of examples№4, 5, 10, 18, 19, 20, 21, 22, 24, 25, 26, 27, 28, 29, 30, 31, 34, 66, 78, 79, 134, 147, 148, 149, 150, 153, 155, 157, 159, 261, 275, 276, 279, 281, 283, 284, 285, 286, 287, 533, 539, 541, 542, 543, 544, 545, 546, 549 and other compounds in table 1 show a very good herbicide effective against weed plants such as Sinapis alba, Chrysanthemum segetum, Avena sativa, Stellaria media, Echinochloa crus-galli, Lolium Polygonum, Setaria spp., Abutilon theophrasti, Amaranthus retroflexus and Panicum miliaceum when predsjedava processing and make the number of 1 kg and less of active substance per hectare.

2. Effects on weeds in the processing after shoots

Seeds, respectively, the pieces of the rhizomes of monocotyledonous and dicotyledonous weed plants are put in cardboard pots in sandy, loamy soil and covered with soil, and the pots are placed in a greenhouse and grown under optimal for weeds conditions. Three weeks after sowing the plants are treated subjects at stage three leaves. Preparations of the compounds according to the invention in the form of wettable powders or emulsion concentrates applied at different dosages in the form of aqueous suspensions, respectively, emulsions on the green parts of plants with the amount of water in Peresecina hectare from 600 to 800 l/ha After about 3-4 weeks of being in the greenhouse under optimal growth conditions conduct optical method compared with the untreated control. The means according to the invention showing the application after shoots good herbicide effective against a broad spectrum of the most common weeds and weed grasses. For example, the compounds of examples№4, 5, 10, 18, 19, 20, 21, 22, 24, 25, 26, 27, 28, 29, 30, 31, 34, 66, 78, 79, 134, 147, 148, 149, 150, 153, 155, 157, 159, 261, 275, 276, 279, 281, 283, 284, 285, 286, 287, 533, 539, 541, 542, 543, 544, 545, 546, 549 and other compounds from table 1 show a very good herbicide effective against such weeds as Sinapis alba, Echinochloa crus-galli, Lolium Polygonum, Chrysanthemum segetum, Setaria spp., Abutilon theophrasti, Amaranthus retroflexus, Panicum miliaceum and Avena sativa when applied after germination when used in quantities of 1 kg and less of active substance per hectare.

3. Tolerance of cultivated plants

In further tests in the greenhouse, take the seeds of a large number of cultivated plants and weeds are placed in sandy, loamy soil and covered with soil. Part of the pots treated immediately as described in section 1, and placed in the greenhouse, the other part is not processed and placed in the greenhouse until such time as the plant develops two to three true leaves and then sprayed as described in section 2, the compounds of the formula (I) at different dosirak is H. After 4-5 weeks after treatment and stay in the greenhouse using optical appraisal establish that the compounds according to the invention do not damage plants crops that have two leaves in the Bud, such as soybean, cotton, canola, sugar beets or potatoes, when processing as predskozuem and post-harvest way, even when high dosages of active substance. Some of these substances, in addition, do not damage and cereal crops such as barley, wheat, rye, millet, corn or rice. The compounds of formula (I) partially reveal a high selectivity and are therefore suitable for combating the growth of unwanted plants in crops.

1. Derivatives of pyridine of the formula (I)

where R1the same or different and are H, CN, (C1-C8)-alkyl, (C1-C8)-alkoxy,

A represents phenyl, pyrazolyl, each of which is connected through a carbon atom with X and substituted by one or two radicals from the series comprising (C1-C8)-alkyl, (C1-C8-haloalkyl,

X means O,

R2, R3mean N,

m means Of,

R6means H, (C1-C8)-alkyl, (C1-C8)-alkylsulfonyl, substituted by halogen,

In means [(C1-C8-alkyl]-carbonyl, [(C3-C6-cycloalkyl]-carbonyl, each of the radicals are not substituted or substituted by one or more radicals from the series comprising halogen, (C1-C8)-alkoxy, and [(C1-C8)-alkoxy]-carbonyl, (C1-C8)-alkylsulfonyl, substituted by halogen, [(C2-C8)-alkenyl]-carbonyl, phenylcarbinol substituted by one or more radicals from the series comprising halogen, (C1-C8)-alkyl and NO2or di[(C1-C8)-alkyl]-aminosulfonyl, formyl or a group of the formula-CO-CO-R1where R1means (C1-C8)-alkyl, or phenylselenenyl [(C2-C8)-alkenyl]-carbonyl, furancarboxylic, thienylboronic, galijasevic phenylenecarbonyl, dimethylaminomethyl or a group of the formula

or

where W denotes an oxygen atom or sulphur,

T means O

R11means (C1-C8)-alkyl, unsubstituted or substituted by halogen,

R12and R13the same or different and mean H, unsubstituted (C1-C8)-alkyl, with the exception of N-hydroxy-N-[(6-phenoxy-2-pyridyl)-methyl]-ndimethylacetamide.

2. Herbicide agent, containing the compound of formula (I) according to claim 1 and an excipient commonly used in the manufacture of drugs is of edst plant protection.



 

Same patents:

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to novel polycyclic compounds of the formula (I): wherein radicals and symbols have values given in the invention claim. Compounds of the formula (I) possess properties of H3 receptors antagonist. Also, invention relates to a pharmaceutical composition containing compounds of the formula (I). Also, invention relates to a method for treatment of disease of group comprising difficulty in nasal breath, obesity, somnolence, narcolepsy, attention deficiency with hyperactivity, Alzheimer's disease and schizophrenia that involves using compounds of the formula (I) and, optionally, in combination of H receptor antagonist.

EFFECT: valuable medicinal properties of compound and pharmaceutical composition.

39 cl, 3 tbl, 31 ex

FIELD: organic chemistry, medicine, hematology, pharmacy.

SUBSTANCE: invention relates to novel compounds of the formula (I): in all their stereoisomeric forms and their mixtures taken in any ratio and their physiologically acceptable salts possessing properties of inhibitors of factor Xa and/or factor VIIa, and to a medicinal agent based on thereof. Also, invention relates to a method for synthesis of these compounds and their using for preparing pharmaceutical agents for inhibition of activity of factor Xa and/or factor VIIa or for their effect on blood coagulation or fibrinolysis.

EFFECT: valuable medicinal properties of compounds and pharmaceutical composition.

10 cl, 1 tbl, 276 ex

FIELD: organic chemistry, pharmacy.

SUBSTANCE: invention relates to anthranylamidepyridine amides of selective effect as inhibitors of VEGFR-2 and VEGFR-3. Invention describes compounds of the general formula (I): wherein A, B and D represent independently of one another nitrogen atom or carbon atom wherein at least one nitrogen atom is in a ring; E represents aryl comprising 6-12 ring carbon atoms or heteroaryl comprising 5 or 6 ring atoms and comprising in ring instead carbon atom similar or different heteroatoms chosen from nitrogen or sulfur atoms, or represents group -COOR8, -CONR2R3 or -C≡C-R9; G represents nitrogen atom or group -C-X; L represents nitrogen atom or group -C-X; M represents nitrogen atom or group -C-X; Q represents nitrogen atom or group -C-X and wherein a ring comprises maximally one nitrogen atom; X represents hydrogen atom; W represents hydrogen or halogen atom; R1 represents aryl similarly or differently optionally mono- or multi-substituted with halogen atom, hydroxy-, (C1-C6)-alkoxy-group, (C1-C6)-alkyl or group =O and wherein aryl comprises 6-12 ring carbon atoms, or heteroaryl comprising from 3 to 16 ring atoms and comprising in ring instead carbon one or more similar or different heteroatoms, such as oxygen, nitrogen or sulfur and it can be mono-, bi- or tricyclic and condensed additionally condensed with benzene ring; R2 and R3 represent independently of one another hydrogen atom or aryl similarly or differently mono- or multi-substituted with halogen atom, cyano-group, (C1-C6)-alkyl, phenyl, hydroxy-(C1-C6)-alkyl, halogen-(C1-C6)-alkyl or group -NR6R7, -OR5, (C1-C6)-alkyl-OR5-(C1-C6)-alkyl, (C3-C6)-cycloalkyl, (C3-C6)-cycloalkenyl wherein aryl comprises 6-12 ring carbon atoms, or heteroaryl comprising from 3 to 6 ring atoms and comprising in ring instead carbon one or more heteroatoms, such as nitrogen or sulfur; or R2 and R3 in common with nitrogen atom form (C3-C8)-ring that can comprise optionally one more nitrogen or oxygen atom or it can comprise group -N(R10); R5 represents hydrogen atom; R6 and R7 represent independently of one another hydrogen atom or (C1-C6)-alkyl; R8 represents (C1-C6)-alkyl mono- or multi-substituted optionally with halogen atom or benzyl; R9 represents hydrogen atom or tri-(C1-C6)-alkylsilyl; R10 represents hydrogen atom or (C1-C6)-alkyl, and their isomers, enantiomers and salts also. Also, invention describes a medicinal agent based on compounds of the formula (I). Invention provides synthesis of novel compounds possessing valuable biological properties.

EFFECT: valuable medicinal properties of compounds.

8 cl, 2 tbl, 162 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to derivatives of thiophene of the general formula (I): , wherein R1 is chosen from group consisting of hydrogen atom (H), -C(O)R7, -CO2R7, -C(O)NR7R8, -C(O)N(R7)OR8, -C(O)N(R7)-R2-OR8, -C(O)N(R7)-Ph, -C(O)N(R7)-R-Ph, -C(O)N(R7)S(O)2R8, -R2-OR7, -R2-O-C(O)R7, -C(S)R7, -C(S)NR7R8, -C(S)N(R7)-Ph, -C(S)N(R7)-R2-Ph, -R2-SR7, -CN, -OR7 and Het wherein Het represents tetrazolyl; Q1 represent group of the formula: -(R2)a-(Y1)b-(R2)c-R3 wherein a, b and a are similar or different and each means independently 0 or 1, and at least one among a or b means 1; n means 0, 1, 2, 3 or 4; Q2 represents group of the formula: -(R2)aa-(Y2)bb-(R2)cc-R4, or two adjacent Q2 groups represent -OR7 and in common with carbon atoms to which they are bound form 5-7-membered heterocycle comprising 1 or 2 heteroatoms chosen from oxygen atom (O); R5 is chosen from group consisting of H, alkyl and -NR7R8, or their pharmaceutically acceptable salts and solvates. Compounds can be used in treatment of states mediated by Polo-like kinase and sensitive neoplasm. Also, invention describes a method for synthesis of these compounds and preparing pharmaceutical compositions based on thereof.

EFFECT: valuable medicinal properties of compounds and pharmaceutical compositions.

27 cl, 1 tbl, 199 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to novel derivatives of benzimidazole of the general formula (I): wherein A represents -CH2- or -C(O)-; Y represents -S- or -NH-; R1 and R2 represent independently hydrogen atom, (C1-C8)-alkyl, (C5-C9)-bicycloalkyl optionally substituted with one or some similar or different (C1-C6)-alkyl radicals, or radical of the formula -(CH2)n-X wherein X represents amino-group, (C3-C7)-cycloalkyl and other values of radicals also given in the invention claim; R3 represents -(CH2)p-W-(CH2)p'-Z3 wherein W3 represents a covalent bond, -CH(O)- or -C(O)-; Z3 represents (C1-C6)-alkyl, aryl radical, heteroaryl and other values of radical also; V3 represents -O-, -S-, -C(O)-, -C(O)-O-, -SO2- or a covalent bond; Y3 represents (C1-C6)-alkyl radical optionally substituted with one or some halogen-radicals, amino-group, di-((C1-C6)-alkyl)-amino-group, phenylcarbonylmethyl, heterocycloalkyl or aryl radicals; p, p' and p'' represent independently a whole number from 0 to 4; R4 represents radical of the formula: -(CH2)s-R''4 wherein R''4 represents heterocycle comprising at least one nitrogen atom and optionally substituted with (C1-C6)-alkyl or aralkyl, and other values of radicals given in the invention claim also. Also, invention relates to a pharmaceutical composition showing antagonistic property with respect to GnRH and based on these compounds. Also, using above proposed compounds for preparing a medicament is considered. Invention provides synthesis of novel compounds, preparing pharmaceutical composition and medicament based on thereof in aims for treatment of such diseases as endometriosis, fibroma, polycystic ovary, breast, ovary and endometrium cancer, gonadotropic hypophysis desensitization in medicinal stimulation of ovary in fertility treatment in females.

EFFECT: valuable medicinal properties of compounds and pharmaceutical composition.

18 cl, 2 tbl, 538 ex

FIELD: organic chemistry, medicine.

SUBSTANCE: invention relates to compound represented by the structural formula: or its pharmaceutically acceptable salt wherein Z represents -(CH2)n-; double dotted line represents a double bond; n = 0-2; R1 and R2 are chosen independently from the group comprising hydrogen atom (H), alkyl with 1-6 carbon atoms; R3 means H, hydroxy-, alkoxy-group with 1-6 carbon atoms, -C(O)OR17 or alkyl with 1-6 carbon atoms; Het means monocyclic heteroaromatic group consisting of 6 atoms and comprising 5 carbon atoms and one heteroatom chosen from nitrogen atom (N) and wherein Het is bound through ring carbon atom and wherein Het-group has one substitute W chosen independently from the group comprising bromine atom (Br), heterocycloalkyl representing group consisting of 4 carbon atoms and one heteroatom chosen from N; heterocycloalkyl representing group consisting of 4 carbon atoms and one heteroatom chosen from N substituted with OH-substituted alkyl with 1-6 carbon atoms or =O; R21 -aryl-NH-; -C(=NOR17)R18; R21-aryl; R41-heteroaryl representing group consisting of 5-6 atoms comprising 3-5 carbon atoms and 1-4 heteroatoms chosen independently from the group: N, S and O; R8 and R10 are chosen independently from group comprising R1; R9 means H; R11 is chosen from group comprising R1 and -CH2OBn wherein Bn means benzyl; B means -(CH2)n4CR12=CR12a(CH2)n5; n4 and n5 mean independently 0; R12 and R12a are chosen independently from group comprising H, alkyl with 1-6 carbon atoms; X means -O-; Y means =O; R15 is absent as far as double dotted line mean a simple bond; R16 means lower alkyl with 1-6 carbon atoms; R17 and R18 are chosen independently from group comprising H, alkyl with 1-6 carbon atoms; R21 means 1-3 substituted chosen independently from group comprising hydrogen atom, -CN, -CF3, halogen atom, alkyl with 1-6 carbon atoms and so on; R22 is chosen independently from group comprising hydrogen atom; R24-alkyl with 1-10 carbon atoms; R25-aryl and so on; R23 is chosen independently from group comprising hydrogen atom, R24-alkyl with 1-10 carbon atoms, R25-aryl and -CH2OBn; R24 means 1-3 substitutes chosen independently from group comprising hydrogen atom, halogen atom, -OH, alkoxy-group with 1-6 carbon atoms; R25 means hydrogen atom; R41 means 1-4 substitutes chosen independently from group comprising hydrogen atom, alkyl with 1-6 carbon atoms and so on. Also, invention relates to a pharmaceutical composition possessing the inhibitory activity with respect to receptors activated by protease and comprising the effective dose of derivative of nor-seco-chimbacine of the formula (I) and a pharmaceutically acceptable excipient. Also, invention relates to methods for inhibition of thrombin and cannabinoid receptors comprising administration in mammal derivative of nor-seco-chimbacine of the formula (I) in the effective dose as active substance. Invention provides derivatives of nor-seco-chimbacine as antagonists of thrombin receptors.

EFFECT: valuable medicinal and biological properties of compounds and pharmaceutical composition.

8 cl, 1 tbl, 18 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to novel derivatives of pyrimidine of the general formula (I) that possess properties of antagonists to adenosine A2-receptors and can be effective in relieve, for example, of defecation. In compound of the general formula (I) each R1 and R2 represents hydrogen atom; R3 represents hydrogen atom, halogen atom, amino-group, cyano-group, alkyl group comprising 1-6 carbon atoms, alkoxy-group comprising 1-6 carbon atoms, alkenyloxy-group comprising 2-6 carbon atoms, phenyl group that can be substituted with halogen atom, pyridyl group, furyl group or thienyl group; R4 represents pyridyl that can be substituted with a substitute chosen from the group comprising: hydrogen atom, halogen atom, amino-group, mono- or dialkylamino-group, aminoalkylamino-group wherein each has in alkyl residue from 1 to 6 carbon atoms, alkyl group comprising from 1 to 6 carbon atoms that can be substituted with halogen atom, hydroxy-group, amino-group, mono- or dialkylamino-group, alkoxycarbonyl wherein each has in alkyl residue from 1 to 6 carbon atoms, alkoxy-group comprising in alkyl group from 1 to 6 carbon atoms substituted with phenyl or pyridyl, hydroxyalkoxy-group comprising in alkyl residue from 1 to 6 carbon atoms, hydroxycarbonyl, alkoxycarbonyl comprising from 1 to 6 carbon atoms in alkyl residue, alkenyl group comprising from 2 to 6 carbon atoms, alkynyl group comprising from 2 to 6 carbon atoms, piperidinyl group that can be substituted with hydroxyl group, or represents group of the formula (IV): R5 represents phenyl that can be substituted with halogen atom, pyridyl group, thienyl or furyl group.

EFFECT: valuable biological properties of derivatives.

16 cl, 2 tbl, 185 ex

FIELD: organic chemistry, chemical technology, biochemistry, pharmacy.

SUBSTANCE: invention relates to novel derivatives of heteroaryl-substituted aminocyclohexane of the formula (I) and their pharmaceutically acceptable salts possessing the inhibitory effect on activity of 2,3-oxydosqualene-lanosterolcyclase (OSC). In the formula (I) V means a simple bond, oxygen atom (O), -CH=CH-CH2- or -C≡C-; m and n = 0-7 independently of one another and m+n = 0-7 under condition that m is not 0 if V means O; o = 0-2; A1 means hydrogen atom, lower alkyl, hydroxy-lower alkyl or lower alkenyl; A2 means lower alkyl, or A1 and A2 are bound and form 5-6-membered cycle, and -A1-A2- means (C4-C5)-alkylene; A3 and A4 mean hydrogen atom independently of one another; A5 means hydrogen atom, lower alkyl; A6 means pyridinyl, pyridazinyl, pyrimidinyl or pyrazinyl optionally substituted with one substitute chosen independently from the group including halogen atom, lower alkyl, lower alkoxy-group and 5-6-membered heteroaryl comprising nitrogen or sulfur atom as a heteroatom, Also, invention relates to a pharmaceutical composition and using proposed compound for preparing medicinal agents. Proposed compounds can be used in treatment of such diseases as hypercholesterolemia, hyperlipemia, arteriosclerosis, vascular diseases, mycosis, parasitic infections, cholelithiasis, tumors and/or hyperproliferative disorders, and/or in disordered tolerance to glucose and diabetes mellitus.

EFFECT: valuable medicinal properties of compounds and pharmaceutical composition.

24 cl, 7 sch, 28 ex

FIELD: organic chemistry, pharmacy.

SUBSTANCE: invention relates to new compounds of the general formula (I) in racemic form, enantiomer form or in any combinations of these forms possessing affinity to somatostatin receptors. In the general formula (I): R1 means phenyl; R2 means hydrogen atom (H) or -(CH2)p-Z3 or one of the following radicals: and Z3 means (C3-C8)-cycloalkyl, possibly substituted carbocyclic or heterocyclic aryl wherein carbocyclic aryl is chosen from phenyl, naphthyl and fluorenyl being it can be substituted, and heterocyclic aryl is chosen from indolyl, thienyl, thiazolyl, carbazolyl, or radicals of the formulae and and it can be substituted with one or some substitutes, or also radical of the formula: R4 means -(CH2)p-Z4 or wherein Z4 means amino-group, (C1-C12)-alkyl, (C3-C8)-cycloalkyl substituted with -CH2-NH-C(O)O-(C1-C6)-alkyl, radical (C1-C6)-alkylamino-, N,N-di-(C1-C12)-alkylamino-, amino-(C3-C6)-cycloalkyl, amino-(C1-C6)-alkyl-(C3-C6)-cycloalkyl-(C1-C6)-alkyl, (C1-C12)-alkoxy-, (C1-C12)-alkenyl, -NH-C(O)O-(C1-C6)-alkyl, possibly substituted carbocyclic or heterocyclic aryl; p = 0 or a whole number from 1 to 6 if it presents; q = a whole number from 1 to 5 if it presents; X means oxygen (O) or sulfur (S) atom n = 0 or 1. Also, invention relates to methods for preparing compounds of the general formula (I), intermediate compounds and a pharmaceutical composition. Proposed compounds can be used in treatment of pathological states or diseases, for example, acromegaly, hypophysis adenomas, Cushing's syndrome and others.

EFFECT: improved preparing method, valuable medicinal properties of compounds and composition.

11 cl, 2 tbl

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention describes new derivatives of triazole of the general formula (I): wherein X represents group of the general formula (II): wherein R' means halogen atom; R4 means (C1-C6)-alkyl; L means group of the formula: -La-Lb wherein La means a simple bond, oxygen atom, phenyl group that can be optionally substituted with halogen atom, cyano-group, (C1-C6)-alkyl, (C1-C6)-alkoxy-group or (C1-C6)-alkyl substituted with a single group -O-P(=O)(OH)2, naphthyl group, 5-membered heteroaryl group comprising as a heteroatom oxygen (O) or sulfur (S) atom, or (C3-C7)-cycloalkyl group that is substituted with carboxyl group; and Lb means (C1-C5)-alkylene group that can be optionally substituted with (C1-C6)-alkyl, carboxyl group or di-[(C1-C6)-alkyl]-amino-(C1-C6)-alkyl group; R means hydrogen atom, (C1-C6)-alkanoyl that can be optionally substituted with group: -Q-NR2'R3' wherein Q means a simple bond or carbonyl group, and R2' and R3' in common with nitrogen atom with that they are bound form piperazinyl ring substituted with (C1-C6)-alkyl and/or carboxyl group, or group: -O-P(=O)(OH)2; or their pharmacologically acceptable salts, pharmaceutical composition based on thereof, and a method for treatment of fungal infections.

EFFECT: valuable medicinal properties of compounds and composition, improved method for treatment of infections.

24 cl, 14 tbl, 1 dwg, 45 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to pharmaceutical compositions possessing inhibitory effect with respect to MC2R-receptors, for preparing medicinal preparations as tablets, granules, capsules, suspensions, solutions or injections placed into pharmaceutically acceptable package. As active substance the composition comprises azaheterocyclic compound of general formulas (1.1.1) , (1.2.1) or (1.3.1) , wherein R1 in the general formula (1.1.1) represents substituted alkyl, aryl, heteroaryl, heterocyclyl, or R1 in the general formula (1.2.1) represents a substitute of amino-group chosen from hydrogen atom or possibly substituted lower alkyl or lower acyl; each R2, R3 and R4 represents independently of one another a substitute of cyclic system chosen from hydrogen atom, azaheterocyclyl, possibly substituted lower alkyl, possibly substituted hydroxy-group, carboxy-group, cycloalkyl; or R3 and R4 in common with carbon atoms to which they are bound form azaheterocycle, or R1 in common with nitrogen atom to which it is bound, and R3 and R4 in common with carbon atoms to which they are bound form azaheterocycle through R1, R3 and R4; R18 and R19 represent independently of one another substitutes of amino-group chosen from hydrogen atom or lower alkyl substituted with azaheterocycle as their racemates, optically active isomers or their pharmaceutically acceptable salts and/or hydrates; R20 and R21 in common with nitrogen atom to which they are bound form possibly substituted azaheterocycle. Also, invention relates to a method for preparing a pharmaceutical composition and using compounds and compositions for preparing medicinal preparations and for treatment or prophylaxis of diseases associated with enhanced activation of adrenocorticotropic hormone for compounds of general formulas (1.1.1), (1.2.1) and (1.3.1), and for using compounds for experimental investigations of indicated processes in vitro or in vivo also.

EFFECT: valuable medicinal properties of compounds and pharmaceutical compositions, improved preparing method.

15 cl, 1 dwg, 4 tbl, 5 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to novel derivatives of quinoline that can be used as ligands of neuropeptide Y (NPY) receptors and being first of all as neuropeptide Y (NPY) antagonists. Invention describes compounds of the formula (I): wherein R1 means -O-R4 or -NR5R6; R2 means hydrogen atom, alkyl, alkoxy-group or halogen atom; R3 means alkyl or halogen atom; R means hydrogen atom, alkyl, phenyl, phenyl substituted with 1-3 substitutes chosen independently of one another from group comprising alkyl, cyano-group, trifluoromethyl, alkoxy-group, halogen atom, pyrrolidinylcarbonyl and nitro-group, alkoxyalkyl or heterocyclyl that means saturated or aromatic 4-10-membered heterocycle comprising one heteroatom chosen from nitrogen, oxygen atoms; R5 and R6 are chosen independently of one another from group comprising hydrogen atom, alkyl or phenyl; or R5 and R6 in common with nitrogen atom (N) to which they are added form 5-10-membered heterocyclic ring comprising nitrogen atom optionally; A1 means 5-7-membered saturated heterocyclic ring comprising nitrogen atom added to quinoline ring and the second nitrogen atom optionally and wherein ring is substituted optionally with 1-3 substitutes chosen independently of one another from group comprising alkyl, alkoxy-, hydroxy-group, hydroxyalkyl, alkoxyalkyl, tetrahydropyranyloxyalkyl and cycloalkylalkoxy-group; A2 means -CH2- or -C(O)- wherein alkyl individually or in combination means alkyl group with a direct chain that comprises 1-8 carbon atoms; and their pharmaceutically acceptable salts and alkyl esters. Also, invention describes methods for synthesis of compounds of the formula (I) and pharmaceutical composition based on thereof.

EFFECT: valuable medicinal properties of compounds and pharmaceutical composition.

21 cl, 1 tbl, 117 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention describes derivatives of piperazine of the general formula: or their pharmaceutically acceptable salts wherein Ra - R8a mean phenyl; R8b means pyridyl, or R8 means naphthyl; R1 means hydrogen atom; R2 - R9, R10, R11 mean substituted phenyl; R9, R10, R11 mean substituted pyridyl or pyrimidyl; R9, R10, R11 mean substituted pyridyl-N-oxide or pyrimidyl-N-oxide; R12, R13 mean substituted oxazolyl, naphthyl, fluorenyl, compounds of formulae , or ; R3 means hydrogen atom, (C1-C6)-alkyl, (C1-C6)-alkoxy-(C1-C6)-alkyl, (C3-C10)-cycloalkyl, (C3-C10)-cycloalkyl-(C1-C6)-alkyl; R8 means phenyl; R8 means phenyl-(C1-C6)-alkyl, or R8 means thienyl-(C1-C6)-alkyl; R4, R5, R7 and R13 mean independently hydrogen atom or (C1-C6)-alkyl; R6 means hydrogen atom or (C1-C6)-alkyl; R8 means 1-3 substitutes that mean independently hydrogen atom, halogen atom, (C1-C6)-alkoxyl or -CF3; R8a means 1-3 substitutes that mean independently hydrogen atom, halogen atom, -CF3, -CF3O, -CN; R14 means phenyl, -NHCOCF3 and imidazolyl; R8b means 1-3 substitutes that mean independently hydrogen atom or halogen atom; R9 and R10 mean independently (C1-C6)-alkyl, halogen atom, -NR17R18, -OH, -CF3 and -OCH3; R11 means R9, hydrogen atom, phenyl, -NO2, -CN, -CH2F, -CHF2, -CHO, -CN=NOR17, pyridyl, pyridyl-N-oxide, pyrimidinyl, pyrazinyl, -N(R17)CONR18R19, -NHCONH-(chloro-(C1-C6)-alkyl), -NHCONH-((C3-C10)-cycloalkyl-(C1-C6)-alkyl), -NHCO-(C1-C6)-alkyl, -NHCOCF3, -NHSO2N-((C1-C6)-alkyl)2, -NHSO2-(C1-C6)-alkyl, -N(SO2CF3)2, -NHCO2-(C1-C6)-alkyl, (C3-C10)-cycloalkyl, -SR20, -OSO2-(C1-C6)-alkyl, -SO2CF3, hydroxy-(C1-C6)-alkyl, -CONR17R18, -CON(CH2CH2-O-CH3)2, -OCONH-(C1-C6)-alkyl, -Si(CH3)3 or -B(OC(CH3)2)2; R12 means (C1-C)-alkyl or R14-phenyl; R14 means 1-3 substitutes that mean independently hydrogen, (C1-C6)-alkyl, -CF3, -CO2R17, -CN, (C1-C6)-alkoxyl and halogen atom; R15 and R16 mean independently hydrogen atom and (C1-C6)-alkyl, or R15 and R16 mean in common (C2-C5)-alkylene group and in common with carbon atom to which they are bound form (C3-C6)-spiran ring; R17, R18 and R19 mean independently hydrogen atom or (C1-C6)-alkyl; R20 means (C1-C6)-alkyl. Also, invention describes pharmaceutical compositions containing these compounds and using novel compounds as CCR5 antagonists in treatment of HIV infection, arthritis, asthma, cerebrospinal sclerosis and other diseases.

EFFECT: valuable medicinal properties of compounds and pharmaceutical compositions.

29 cl, 30 tbl, 31 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention describes derivatives of quinoline of the formula (I): wherein R1 and R2 are chosen independently from hydrogen atom, alkyl, cycloalkyl, cycloalkylalkyl, alkylcarbonyl, cycloalkylcarbonyl, phenyl, unsubstituted benzyl or benzyl substituted with halogen atom, cyano-group, trifluoromethyl, alkyl, alkoxy-group, benzylcarbonyl, pyridinyl, furyl, thiophenyl, indanyl, phenyl-SO2-, pyridinyl-SO2-, thiophenyl-SO2; or R1 and R2 in common with atom N to which they are added form piperidino-group, pyrrolidinyl, morpholinyl, azepanyl, 3,4-dihydro-1H-isoquinolinyl, and wherein heterocyclic ring is optionally substituted with one or some substitutes chosen independently from alkyl and alkoxy-group; R3 represents hydrogen atom, alkyl; R4 represents hydrogen atom; A in common with nitrogen atom that is added to quinoline ring represents pyrrolidinyl, azepanyl, and ring A is optionally substituted with one-three substitutes chosen independently from alkoxy-group, hydroxyalkyl, alkoxyalkyl. Also, invention describes methods of synthesis of quinoline derivatives of the formula (I). Proposed compounds can be used as components of pharmaceutical formulations in treatment or prophylaxis of arthritis, cardiovascular diseases, diabetes mellitus, renal insufficiency, disorders in food eating and obesity.

EFFECT: valuable medicinal properties of compounds and pharmaceutical composition.

20 cl, 122 ex

FIELD: chemistry of heterocyclic compounds, medicine, pharmacy.

SUBSTANCE: invention relates to novel compounds of the formula (1): and their salts wherein values R1, k, Ar, n, j, Y, R and R2 are determined in the invention claim. Novel compounds are able to modulate activity of chemokine receptors. Also, invention relates to using indicated compounds for treatment of human immunodeficiency virus or feline immunodeficiency virus and to a pharmaceutical composition based on thereof.

EFFECT: valuable medicinal properties of compounds and pharmaceutical composition.

16 cl, 100 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to novel derivatives of benzimidazole of the general formula (I): wherein A represents -CH2- or -C(O)-; Y represents -S- or -NH-; R1 and R2 represent independently hydrogen atom, (C1-C8)-alkyl, (C5-C9)-bicycloalkyl optionally substituted with one or some similar or different (C1-C6)-alkyl radicals, or radical of the formula -(CH2)n-X wherein X represents amino-group, (C3-C7)-cycloalkyl and other values of radicals also given in the invention claim; R3 represents -(CH2)p-W-(CH2)p'-Z3 wherein W3 represents a covalent bond, -CH(O)- or -C(O)-; Z3 represents (C1-C6)-alkyl, aryl radical, heteroaryl and other values of radical also; V3 represents -O-, -S-, -C(O)-, -C(O)-O-, -SO2- or a covalent bond; Y3 represents (C1-C6)-alkyl radical optionally substituted with one or some halogen-radicals, amino-group, di-((C1-C6)-alkyl)-amino-group, phenylcarbonylmethyl, heterocycloalkyl or aryl radicals; p, p' and p'' represent independently a whole number from 0 to 4; R4 represents radical of the formula: -(CH2)s-R''4 wherein R''4 represents heterocycle comprising at least one nitrogen atom and optionally substituted with (C1-C6)-alkyl or aralkyl, and other values of radicals given in the invention claim also. Also, invention relates to a pharmaceutical composition showing antagonistic property with respect to GnRH and based on these compounds. Also, using above proposed compounds for preparing a medicament is considered. Invention provides synthesis of novel compounds, preparing pharmaceutical composition and medicament based on thereof in aims for treatment of such diseases as endometriosis, fibroma, polycystic ovary, breast, ovary and endometrium cancer, gonadotropic hypophysis desensitization in medicinal stimulation of ovary in fertility treatment in females.

EFFECT: valuable medicinal properties of compounds and pharmaceutical composition.

18 cl, 2 tbl, 538 ex

FIELD: organic chemistry, medicine.

SUBSTANCE: invention relates to compound represented by the structural formula: or its pharmaceutically acceptable salt wherein Z represents -(CH2)n-; double dotted line represents a double bond; n = 0-2; R1 and R2 are chosen independently from the group comprising hydrogen atom (H), alkyl with 1-6 carbon atoms; R3 means H, hydroxy-, alkoxy-group with 1-6 carbon atoms, -C(O)OR17 or alkyl with 1-6 carbon atoms; Het means monocyclic heteroaromatic group consisting of 6 atoms and comprising 5 carbon atoms and one heteroatom chosen from nitrogen atom (N) and wherein Het is bound through ring carbon atom and wherein Het-group has one substitute W chosen independently from the group comprising bromine atom (Br), heterocycloalkyl representing group consisting of 4 carbon atoms and one heteroatom chosen from N; heterocycloalkyl representing group consisting of 4 carbon atoms and one heteroatom chosen from N substituted with OH-substituted alkyl with 1-6 carbon atoms or =O; R21 -aryl-NH-; -C(=NOR17)R18; R21-aryl; R41-heteroaryl representing group consisting of 5-6 atoms comprising 3-5 carbon atoms and 1-4 heteroatoms chosen independently from the group: N, S and O; R8 and R10 are chosen independently from group comprising R1; R9 means H; R11 is chosen from group comprising R1 and -CH2OBn wherein Bn means benzyl; B means -(CH2)n4CR12=CR12a(CH2)n5; n4 and n5 mean independently 0; R12 and R12a are chosen independently from group comprising H, alkyl with 1-6 carbon atoms; X means -O-; Y means =O; R15 is absent as far as double dotted line mean a simple bond; R16 means lower alkyl with 1-6 carbon atoms; R17 and R18 are chosen independently from group comprising H, alkyl with 1-6 carbon atoms; R21 means 1-3 substituted chosen independently from group comprising hydrogen atom, -CN, -CF3, halogen atom, alkyl with 1-6 carbon atoms and so on; R22 is chosen independently from group comprising hydrogen atom; R24-alkyl with 1-10 carbon atoms; R25-aryl and so on; R23 is chosen independently from group comprising hydrogen atom, R24-alkyl with 1-10 carbon atoms, R25-aryl and -CH2OBn; R24 means 1-3 substitutes chosen independently from group comprising hydrogen atom, halogen atom, -OH, alkoxy-group with 1-6 carbon atoms; R25 means hydrogen atom; R41 means 1-4 substitutes chosen independently from group comprising hydrogen atom, alkyl with 1-6 carbon atoms and so on. Also, invention relates to a pharmaceutical composition possessing the inhibitory activity with respect to receptors activated by protease and comprising the effective dose of derivative of nor-seco-chimbacine of the formula (I) and a pharmaceutically acceptable excipient. Also, invention relates to methods for inhibition of thrombin and cannabinoid receptors comprising administration in mammal derivative of nor-seco-chimbacine of the formula (I) in the effective dose as active substance. Invention provides derivatives of nor-seco-chimbacine as antagonists of thrombin receptors.

EFFECT: valuable medicinal and biological properties of compounds and pharmaceutical composition.

8 cl, 1 tbl, 18 ex

FIELD: organic chemistry, chemical technology.

SUBSTANCE: invention relates to a method for synthesis of compound of the formula (1): wherein Y means -O-, -S- or -N(R2)- wherein R2 means hydrogen atom, (C1-C10)-alkyl or aralkyl; Z means 2,5-furanyl, 2,5-thiophenyl, 4,4'-stilbenyl or 1,2-ethyleneyl residue; R1 means hydrogen or halogen atom, (C1-C10)-alkyl, (C1-C10)-alkoxy-group, cyano-group, -COOM or -SO3M wherein M means hydrogen atom or alkaline or alkaline-earth metal atom. Method for synthesis involves carrying out the reaction of compound of the formula (2): with dicarboxylic acid of the formula: HOOC-Z-COOH (3) or with it ester wherein Y, Z and R1 have values given above in N-methylpyrrolidone or N,N-dimethylacetamide medium in the presence of an acid catalyst and optionally in the presence of an accessory solvent able to remove water from the reaction mixture.

EFFECT: improved method of synthesis.

11 cl, 7 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to compounds of the formula (1):

and their salts wherein ring A comprises optionally heteroatom oxygen (O); dotted lines represent the optional unsaturation; R1 represents (C1-C4)-alkoxy-group; R2 and R3 represent independently hydrogen atom (H), optionally halogenated (C1-C4)-alkyl, optionally substituted aromatic group, or R2 and R3 in common can form substituted or unsubstituted 5-7-membered ring condensed with ring E; k = 0-4; L1 represents a covalent bond or (C1-C6)-alkyl optionally comprising nitrogen atom (N); X represents unsubstituted or substituted carbon © atom or N, or represents O or sulfur (S) atom; Ar represents phenylene; each n = 0-2 independently; each R represents independently H or (C1-C6)-alkyl; Y represents optionally substituted aromatic or heteroaromatic group or 5-11-membered heterocyclic group comprising 1-4 heteroatoms cgosen from N, O and S that are bound with chemokine receptors comprising CXCR4 and CCR5, and elicit the protective affect against damage of host-cells by human immunodeficiency virus (HIV).

EFFECT: valuable medicinal properties of compounds and pharmaceutical composition.

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention describes perfluoroalkyl-containing complexes with polar residues of the general formula (I):

wherein R means a polar residue; G means a trifunctional residue, a perfluorinated carbon chain; K means a metal complex; Z means a linker group. Proposed complexes can be used for intravenous lymphography, tumor diagnosis and for visualization of infarctions and necrosis. Also, invention describes a method for synthesis of these complexes.

EFFECT: valuable medicinal properties of complexes.

16 cl, 1 tbl, 26 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to pharmaceutical compositions possessing inhibitory effect with respect to MC2R-receptors, for preparing medicinal preparations as tablets, granules, capsules, suspensions, solutions or injections placed into pharmaceutically acceptable package. As active substance the composition comprises azaheterocyclic compound of general formulas (1.1.1) , (1.2.1) or (1.3.1) , wherein R1 in the general formula (1.1.1) represents substituted alkyl, aryl, heteroaryl, heterocyclyl, or R1 in the general formula (1.2.1) represents a substitute of amino-group chosen from hydrogen atom or possibly substituted lower alkyl or lower acyl; each R2, R3 and R4 represents independently of one another a substitute of cyclic system chosen from hydrogen atom, azaheterocyclyl, possibly substituted lower alkyl, possibly substituted hydroxy-group, carboxy-group, cycloalkyl; or R3 and R4 in common with carbon atoms to which they are bound form azaheterocycle, or R1 in common with nitrogen atom to which it is bound, and R3 and R4 in common with carbon atoms to which they are bound form azaheterocycle through R1, R3 and R4; R18 and R19 represent independently of one another substitutes of amino-group chosen from hydrogen atom or lower alkyl substituted with azaheterocycle as their racemates, optically active isomers or their pharmaceutically acceptable salts and/or hydrates; R20 and R21 in common with nitrogen atom to which they are bound form possibly substituted azaheterocycle. Also, invention relates to a method for preparing a pharmaceutical composition and using compounds and compositions for preparing medicinal preparations and for treatment or prophylaxis of diseases associated with enhanced activation of adrenocorticotropic hormone for compounds of general formulas (1.1.1), (1.2.1) and (1.3.1), and for using compounds for experimental investigations of indicated processes in vitro or in vivo also.

EFFECT: valuable medicinal properties of compounds and pharmaceutical compositions, improved preparing method.

15 cl, 1 dwg, 4 tbl, 5 ex

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