Hydrochloride enol 2 pinacolato-4(5)-methylimidazole-2 with astragalina activity


C07D233/30 - Oxygen or sulfur atoms

 

(57) Abstract:

Usage: as a drug that has astragalina activity. The inventive connection-hydrochloride enol 2 pinacolato-4(5)-methylimidazole-2, obtained by the interaction of 4-methylimidazolidine-2 with 1-chloro-3,3-Dimethylbutane-2 in the environment of acetone at boiling.

The invention relates to organic chemistry, namely to a new connection, the hydrochloride of the enol 2 pinacolato-4(5)-methylimidazole-2 of the formula I

< / BR>
Compound I has astragalina activity and can be used to stimulate the growth of the wheat.

The claimed compound and its properties are not described in literature.

Famous hydrochloride 2-(3-fluorenylmethyl)-imidazoline, fungicidal (1). We offer hydrochloride enol 2-pinacolyl-thio-4(5)-methylimidazole-2 is produced by interaction of 4-methylimidazolidine-2 with 1-chloro-3,3-Dimethylbutane-2 in the environment of acetone at boiling for 6 hours the structure of the obtained compound I shows a method of PMR spectroscopy.

As shown by the results of the primary Toxicological test connections 1 LD50for mice is > 2000 mg/kg

P R I m e R 1. Obtain hydrochloride of the enol 2 pinacolato-4(5)-methylimidazole-2.

of 1.16 g (0,01 mol) 4-methylimidazolidine-2 dissolved in 50 ml of acetone, add 1.5 g (to 0.011 mole) of 90% 1-chloro-3,3-Dimethylbutane-2 and boiled with stirring for 6 hours Add 50 ml of sulphuric ether and cooled. The precipitate is filtered off, washed with ethyl ether and dried. The output of 2.23 g (88% of theory), so pl. 69-71aboutC.

Found, % : C 47,891, 47,945; H 7,622, 7,512; N 10,972, 11,155; S 12,574, 12,721; Cl 14,00, Of 14.28.

C10H19OH2Cl

Calculated, % : C 47,893; H 7,636; N 11,170; S 12,784; Cl 14,137.

PMR (DMSO-dt): Tr4H91,3 M. D. , CH31,45 M. D. , HE 3,45 m D. , (together with H2ABOUT DMSO), HCH24,2 M. D. , HCH2and HCH4,8 M. D. SCH 6,6 M. D. , NH+ 10,7 M. D.

P R I m m e R 2. Testing the connection 1 on a three-day winter wheat seedlings. Seeds of spring wheat Moscow 35 were placed in Petri dishes on filter paper moistened with a solution of tested compound 15 seeds per Cup. 4-Cup option. Seeds were germinated for 3 days in a thermostat at 24aboutC. Then, from each Cup were selected on the roots and sprouts in each Cup. The benchmark is the sodium HUMATE, which is recommended for seed treatment of wheat to increase yield. The results are shown in table. 1.

The investigated compound was shown in this test stimulating activity, which resulted in a significant increase in the length and mass of the terrestrial part of the wheat germ. The activity of compound I exceeded the activity of the standard.

P R I m e R 3. The connection test I attended a two-week plant wheat. Seeds of spring wheat Moscow 35 were sown in containers holding 0,5 l with a mixture of perlite and soil. In option 4 of the vessel. Before sowing, seeds were treated with investigational connection method inlays with CMC. The plants were grown for 2 weeks, then from each vessel were taken 10 well-developed plants were determined by total dry weight of roots and the mass of the terrestrial part of the 10 plants in each vessel. The results are shown in table. 2.

These results confirm data from previous example of the ability of the compounds I to stimulate the growth of wheat in the early stages when the processing method (inlay seeds) that is close to production. In this text the connection I strongly stimulates the growth of the root system.

The activity of compound I value the early growth stages of wheat from seeds processed data connection. Stimulation of growth in the early stages can have great practical value, because at this time the plants are most vulnerable to damaging influences. Stimulation makes them more sustainable and ultimately leads to increased harvest. (56) U.S. Patent N 3190887, CL 07 D 233/30, 1965.

Hydrochloride enol 2 pinacolato - 4(5) - methylimidazole - 2 formula

< / BR>
with astragalina activity.

 

Same patents:

FIELD: organic chemistry, herbicides, agriculture.

SUBSTANCE: invention relates to new substituted benzoylketones of the general formula (I): , all possible tautomeric forms and possible salts that can represent active substance as a component of herbicide agent. In the formula (I) A means (C1-C4)-alkyl; R1 means cyclo-(C3-C6)-alkyl; R2 means hydrogen atom (H), cyano-group (CN); R3 means hydrogen atom (H), halogen atom, CF3, (C1-C4)-alkylsulfonyl; R4 means halogen atom; X means groups: or wherein R5 means (C1-C4)-alkyl, (C1-C4)-alkoxy-group, (C1-C4)-alkylthio-group, di-(C1-C6-alkyl)-amino-group; R6 means (C1-C4)-alkyl, (C1-C4)-alkoxy-group, cyclo-(C3-C6)-alkyl; n = 0 or 1 including all possible tautomeric forms and possible salts. Compounds of the formula (I) elicit herbicide activity and can be used in herbicide composition.

EFFECT: valuable properties of compounds.

3 cl, 1 sch, 3 tbl, 13 ex

FIELD: organic chemistry, herbicides, agriculture.

SUBSTANCE: invention describes a synergistic composition of herbicides comprising components (A) and (B) wherein (A) represents herbicide taken among the group of the formula (I):

wherein R1 means (C1-C4)-alkyl; R2 means (C1-C4)-alkyl; R3 means hydrogen atom; X and Y mean (C1-C4)-alkoxy-group; (B) represents one or two herbicides taken among the group of compounds or their acceptable forms: alachlor, metolachlor, acetochlor, dimetenamide, atrazine, cyanasin, metribusin, fluthiamide, nicosulfuron, rimsulfuron, primisulfuron, pendimetalin, sulcotrion, dicamba, mesotrion, isoxachlortol, metosulam, anilofos, fenoxaprop-ethyl, setoxydim, diclofop-methyl, MCPA, bromoxynil, pyridat, clopyralid, iodosulfuron-methyl, ethoxysulfuron, amidosulfuron, gluphosinat-amminium, isopropylammonium-glyphosate, imasetapir wherein components (A) and (B) are taken in the effective doses. Also, invention describes a method for control of weeds by using above indicated herbicide composition. Invention provides the development of the synergistic herbicide composition eliciting high activity.

EFFECT: improved method for control, valuable properties of composition.

6 cl, 26 tbl, 3 ex

FIELD: organic chemistry, herbicides, agriculture.

SUBSTANCE: invention describes substituted benzoylcyclohexanediones of the general formula (I):

wherein m = 0 or 1; n = 0 or 1; A means a single bond or alkanediyl (alkylene) with 1-4 carbon atoms; R1 means hydrogen atom or unsubstituted alkyl with from 1 to 6 carbon atoms; R2 means methyl; R3 means hydrogen atom, nitro-, cyano-group, halogen atom, alkyl with from 1 to 4 carbon atoms substituted with halogen atom, alkoxy-group with from 1 to 4 carbon atoms or alkyl sulfonyl with from 1 to 4 carbon atoms; R4 means nitro-group, halogen atom, unsubstituted alkyl with from 1 to 4 carbon atoms of that substituted with halogen atom; Z means heterocycle, and herbicide agent based on thereof. Also, invention describes substituted derivatives of benzoic acid of the general formula (III):

wherein values n, A, R3, R4 and Z are given above. These compounds represent the parent substances used for preparing compound of the formula (I). Compounds of the formula (I) elicit high and selective herbicide activity.

EFFECT: valuable properties of compounds.

7 cl, 8 tbl, 7 ex

FIELD: organic chemistry, agriculture.

SUBSTANCE: invention relates to selective herbicidal compositions, containing customary auxiliary substances, as well as: a) herbicidal effective amount of compound of formula I or agriculture acceptable salt thereof wherein R are independently C1-C6-alkyl, C1-C6-haloalkyl, C1-C4-alcoxy-C1-C4-alkyl, or C1-C4-alcoxy-C1-C4-alcoxy-C1-C4-alkyl; m = 2; Q is group of formula wherein R23 is hydroxyl and Y is C1-C4-alkylen bridge; and b) synergetically effective amount of one or more herbicides; and methods for controlling of undesired plants in tame cultures using the said composition. Also disclosed is composition containing customary auxiliary substances, as well as herbicidal and synergetically effective amount of 4-hydroxy-3-(2-methyl-6-trifluoromethylpyridine-3-carbonyl)bicyclo[3.2.1]octo-3-ene-2-one of formula 2.2 and herbicidal antagonistically effective amount of antidote of formula 3.1. Compositions based on 4-hydroxy-3-(2-methyl-6-trifluoromethylpyridine-3-carbonyl)bicyclo[3.2.1]octo-3-ene-2-one and herbicidal antagonistically effective amount of antidote, as well as methods for controlling of weeds and cereal grasses in tame cultures also are described.

EFFECT: compositions useful in effective controlling of many weeds both in pre-spring and post-spring phases.

5 cl, 63 tbl, 12 ex

FIELD: agriculture, fungicides.

SUBSTANCE: claimed method includes treatment of contaminated cultural plants or cultivation area thereof with effective amount of composition, containing A) N-sulfonylvaline amide of formula I 1, wherein R1 represents hydrogen or haloprenyl; and R1 represents C1-C4-alkyl, in combination with B) methalaxyl, or fluozinam, or mancoceb, or chlorithalonyl, or strobyluzine, or pyraclostrobine, or acibenzolar-S-methyl, or dimethoform, or fludioxonyl, or cimoxanyl, or imazalyl in synergistically effective amounts. Fungicide composition containing effective combination of A and B in synergistically effective amounts in combination with agriculturally acceptable carrier and optionally with surfactant.

EFFECT: composition of increased fungicidal action due to synergic effect.

8 cl, 12 ex

Herbicidal agent // 2271659

FIELD: organic chemistry, agriculture, herbicides.

SUBSTANCE: invention relates to herbicidal agent containing compound of general formula I wherein X represents residue X1 or X2 and Z, R1 and R2 are as defined in claim of invention, and additional active substance selected from group containing bromoxynil, dicamba, flufenacete, metolachlor, atrazine, pendimethaline, imazetapir, iodosulfuron, nicosulfuron, 2-amino-4-(1-fluoro-1-methyl)-6-(3-phenyl-1-cyclobuthyl-1-propylamino)-1,3,5-triazine and N-[(4,6-dimethoxy-pyrimidine-2-yl)-aminocarbonyl]-2-dimethylamino-carbonyl-5-formyl-benzenesulfonamide. Compound of formula I and additional active substance are taken in mass ratio of 1:20-10:1, respectively.

EFFECT: agent of high herbicidal activity.

6 cl, 15 ex

FIELD: organic chemistry, chemical technology, medicine, veterinary science.

SUBSTANCE: invention describes the compound R-(-)-1-[2-(7-chlorobenzo[b]thiophene-3-ylmethoxy)-2-(2,4-dichlorophenyl)ethyl]-1H-imidazole of the formula (I) and its salts, in particular, its mononitrate. Also, invention relates to a method for preparing compound of the formula (I) possessing antifungal effect based on compound of the formula (I), and using compound of the formula (I) as an active component of the antifungal composition. Compound of the formula (I) can be used in compositions for treatment of fungal infections in humans or animals and against diseases of agricultural crops.

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

15 cl, 1 tbl, 10 ex

FIELD: organic chemistry, insecticides.

SUBSTANCE: invention relates to an insecticide-acaricide agent comprising a mixture of compound of the formula (I): wherein X means halogen atom, (C1-C4)-alkyl, (C1-C4)-alkoxyl; W, Y and Z mean independently of one another hydrogen atom (H), halogen atom, (C1-C4)-alkyl, (C1-C4)-alkoxyl; A means H, (C1-C6)-alkyl; B means H, methyl or ethyl; A and B in common with carbon atom to which they are bound form saturated unsubstituted (C3-C6)-ring or substituted with (C1-C4)-alkoxy-group; D means H, (C1-C6)-alkyl; G means H or one of the following groups: (b) or (c) wherein L means oxygen atom (O); M means O; R1 means (C1-C10)-alkyl, (C3-C6)-cycloalkyl that if necessary can comprise one nitrogen atom (N) or O; R2 means (C1-C10)-alkyl and agonist, respectively, antagonist of nicotine acetylcholine receptors chosen from the group comprising compounds of formulas: (IIa) (IIe) (IIg) (IIh) (IIi) (IIk) (IIl) and (IIm) taken in synergetically effective ratio.

EFFECT: valuable biological properties of substances.

6 cl, 22 tbl, 6 ex

FIELD: agriculture.

SUBSTANCE: synergetic herbicide composition contains active substances such as chlorimuron-ethyl (I) and imazetapir (II) and salts thereof, used in the ratio of (I):(II)-10:1, and also contains fillers, diluents, surfactants and other functional additives needed for producing of preparation forms. Method for controlling of weed plants in sown farm crops involves using effective doses of preparations adapted for suppressing weed plants without affecting leguminous crops such as soya, feed beans, pea etc.

EFFECT: wider range of weed plant controlling means and processes.

5 cl, 2 dwg, 7 tbl, 13 ex

FIELD: organic chemistry, fungicides.

SUBSTANCE: invention describes substituted 1-(pyridinyl-2)-2-azolylethanols of the general formula (I): wherein R means hydrogen atom, direct or branched alkyl with 1 to 8 carbon atoms, cycloalkyl with from 3 to 8 carbon atoms; X means nitrogen atom or CH-group. Also, invention relates to a method for synthesis of these compounds and a fungicide composition that contains compound of the formula (I). Invention provides expanding assortment of fungicides for carrying out the effective control of harmful fungi.

EFFECT: valuable fungicide properties of compounds and composition.

5 cl, 1 tbl, 7 ex

Up!