Derivatives of thiazole, method of production thereof, method of combating fungi

 

(57) Abstract:

Usage: agriculture, chemical methods of plant protection. The inventive derived thiazole of the formula I, where R is 4-forfinal, 4-chlorophenyl, 4-tert-butylphenyl, 2,4-differenl, 2,4-dichlorophenyl; R1is hydrogen, methyl, forfinal, chlorophenyl, were; R2hydrogen, ethyl, 2-propenyl, 2,2-dichloro-3,3-dimethylcyclopropanecarboxylic, 4-Chlorobenzyl; R3is hydrogen, chlorine, Y is CH2O n 0 or 1, the method of obtaining it, using the method of combating fungus at a dose of 1 kg/ha 3 C. p. f-crystals. The structure of formula 1:

The invention relates to thiazole derivative, method for their production and their use as fungicides.

Known (rahedron Letters, 28 (31), PP. 3585-3588 (1987) 2-phenyl-1-(4-carboxy-2-phenyl-thiazol-5-yl)-propan-2-ol, 2-phenyl-1-(4-diethylcarbamoyl)-2-metallia-Zol-5-yl)-propan-2-ol and 1-phenyl-2-(4-diethylcarbamoyl-2-methylthiazole-5-yl)-ethanol. However, there is no information about the manifestation of their fungicidal activity.

In the journal of the SOP. So Chem, 66 N 7, R. R. 1617-1624 (1988) discloses bis-(4-chlorophenyl)-(2-chlorothiazole-5-yl)-carbinol and, in addition, other thiazol-5-yl-carbinol. Tests show that some of these compounds show some the main economic use.

According to the invention features a compound of General formula I

RCH2- Y) R where R is 4-forfinal, 4-chlorophenyl, 4-tert-butylphenyl, 2,4-differenl or 2,4-dichlorophenyl;

R1hydrogen, methyl, forfinal, chlorophenyl, were;

R2hydrogen, ethyl, 2-propenyl, 2,2-dichloro-3,3-dimethylcyclopropanecarboxylic or 4-Chlorobenzyl;

R3hydrogen or chlorine;

The Y group is-CH2O - and n is 0 or 1.

Additionally, it should be understood that the compounds of formula 1 can exist in the form of various optical isomers. Thus, the invention includes both the individual isomers and mixtures of such isomers.

The invention also provides a method of obtaining the compounds of formula I, as defined above, which involves the reaction of interaction of the compounds of General formula

R where R3'the halogen atom with a compound of General formula

(Y)n-R where R1, Y, n and R have the above values in the presence of a base to obtain compound (1), where R2hydrogen, and R3halogen; and if it is desirable interaction thus obtained compound I with a reducing agent to obtain the compound I where R3hydrogen; and if desirable, the interaction obtained in this mod is R2except for N, in the presence of a base.

The method of the invention can be easily carried out in the presence of a solvent. Suitable solvents include ethers, such as tetrahydrofuran, and dimethyl sulfoxide, an Alternative basis may act also as a solvent. The reaction is suitably carried out at a temperature of from -100 to 150aboutC, and the preferred reaction temperature is from -80 to 120aboutC.

The compounds of formula II can be obtained from 2-aminothiazole (known compound), using method K. Ganapathi and A. Venkataraman (Proc. Indian Acad. S, 1945, 22A, 343, 362), as well as the usual substitution reactions.

The compounds of formula III can be obtained by reacting the corresponding ketone with trimethylsulfonium-halide, according to known methods (E. I. Soju and J. haykovsky, I. A. S. S 1965, 87, 1353).

Compounds of General formula I exhibit fungicidal activity.

The invention also relates to the use as a fungicide compounds of General formula I and to a method of combating fungi on their breeding grounds, which includes treatment center that can be subjected to the action of fungi, seeds of such plants or the medium in which such plants is the label in the protection of crops from fungi. The usual cereals, which can be protected include vineyards (vines), cereals, such as wheat and barley, rice and tomatoes. The duration of protection is usually dependent on specifically selected compounds, as well as from a number of external factors such as climate, the impact of which is usually attenuated by the use of appropriate composition.

P R I m e R 1. Getting 2-(2,4-dichlorophenyl)-1-(2-chlorothiazole - 5-yl)-propan-2-ol (R is 2,4-dichlorophenyl; R1methyl; R2hydrogen; R3chlorine; n is 0).

To a solution of 3.6 g (30 mmol) of 2-chlorothiazole in 100 ml of tetrahydrofuran, add 2.5 M (12.5 ml) utility in hexane at -78aboutC in nitrogen atmosphere. After 10 min add a solution of 5.4 g (26 mmol) of 2-(2,4-dichlorophenyl)-2-methyloxirane in 40 ml of tetrahydrofuran and the mixture is left to slowly warm to room temperature and then stirred for additional 3 hours, water is Added and then the tetrahydrofuran is evaporated under reduced pressure. The residue is extracted with ethyl acetate (2300 ml) and the combined organic extract was washed with a saturated solution of sodium chloride, and then dried. Flash chromatography of the residue on silikagelevye column, using e is de white solids, so pl. 164aboutC.

Analysis. Calculated From 44.7; H 3,1; N 4,3.

Found, From 45.2; H 3,2; 4,3 N.

P R I m m e R 2. Getting 2-(2,4-dichlorophenyl)-1-(thiazol-5-yl)-propan-2-ol (R is 2,4-dichlorophenyl; R1methyl; R2hydrogen; R3hydrogen; n is 0).

In 80 ml of acetic acid are dissolved 6.4 g of 2-(2,4-dichlorophenyl)-1- (2-chlorothiazole-5-yl)-propan-2-ol obtained in Example 1 and the mixture is brought to reflux temperature, then add 3.5 g of zinc dust and the mixture is stirred at the reflux temperature for an additional 2 h, and then cooled. A dilute solution of ammonium hydroxide added to until the reaction mixture becomes primary and the mixture is then extracted with ethyl acetate (CH ml). The combined extract washed with brine (50 ml), dried, and then concentrated under reduced pressure. Flash chromatography of the residue on silikagelevye column, using petroleum ether ethyl acetate as eluent, giving 3.2 g of 2-(2,4-dichlorophenyl)-1-(thiazol-5-yl)-propan-2-ol as a white solid, so pl. 164aboutC.

Found 50,0; H 4,0; N 4,9.

Calculated C To 50.0; H 3,8; N 4,9.

P R I m e R 3. Obtain 1-(2,4-dichlorophenyl)-1-ethoxy-2- (thiazol-5-yl)-ethane (R is 2,4-dichlorophenyl; R1water is, continuum and dried dry pump. In 25 ml of dimethylsulfoxide was dissolved 0.9 g of 1-(2,4-dichlorophenyl)-2-(thiazol-5-yl)-Ethan-1-ol, obtained in the manner similar to that described in examples 1 and 2, and the resulting solution then add to the sodium hydride. The resulting mixture was stirred at room temperature for 2 h before it was added 1 ml of methyl ethyl. After one hour, water is added and the resulting mixture extracted with ethyl acetate (CH ml). The combined organic extract washed with brine (50 ml), dried and the solvent is evaporated to obtain oil. Flash chromatography of this oil on silikagelevye column using a 1:4 mixture of ethyl acetate and petroleum ether as eluent, gives 1.0 g of 1-(2,4-dichlorophenyl)-1-ethoxy-2-(thiazol-5 - yl)-ethane in the form of butter.

Found, From 51.8; H 4,3; 4,3 N.

Calculated C 51,66; N 4,3; N 4,6.

P R I m e R s 4-18. By methods similar to those described in examples 1-3, obtain other compounds of the present invention, which are shown in table.1. In table. 1 connections are specified with reference to formula 1. Melting point and data analysis C, H, N for compounds of examples 4-18 are presented in table.2.

P R I m e R 19. The fungicidal activity of compounds from the completion of downy mildew of grapevine (Plasmopara viticola; Pv)

The test consists of direct protection of the vine using spraying foliage. The lower surface (back side) of leaves of whole plants of the vine (grape variety Cabernet Sauvignon) are sprayed with a solution of the test compound in 1:1 mixture of water and acetone containing 0.04% of "Tween 20" (trade mark; surfactant ester of polyoxyethylene and sorbitan), using a moving sprayer (mounted in the truck) and giving an application rate of 1 kg/ha, followed by curing for 24 h under normal greenhouse conditions, after which the lower leaf surface inoculants (infected) by spraying an aqueous solution, contains 104zoosporangia/ml Inoculated plants are incubated for 24 h in the compartment with high humidity, 5 days under normal greenhouse conditions and then return for an additional 24 h in conditions of high humidity. Assessment is based on the percentage of leaf area covered with sporulation, as compared to that in control leaves.

(b) the Direct protective effect against Botrytis vine (Botrytis speea; HRV)

The test consists in the use of spraying the sheet with a connection at a dose of 1 kg/ha, using a sprayer specified in (a). After 24 h after spraying the leaves inoculants drops of water suspension containing 105conidia/ml After an additional 5 days in high humidity conditions estimated percentage of leaf area covered by disease.

(in) Direct action against causing spot blotch of wheat (Leptosphaeria hodorum; Ln)

The test consists of a direct therapeutic effect, using the spraying of the foliage. Leaves of wheat plants (variety of Mandler) at the stage of a single piece, inoculants by spraying with an aqueous suspension containing 1 to 106spores/ml Inoculated plants are incubated for 24 h in compartments with high moisture before processing. Plants are sprayed with a solution of the test compounds at a dose of 1 kg of active ingredient per hectare, using a sprayer, which is described in (a). After drying, the plants are incubated for 6-8 days at 20-25aboutWith moderate humidity, followed by evaluation. The assessment is based on the density of lesions per leaf, as compared to that in the leaves of control plants.

(d) Action against powdery mildew in barley (rysiphe is their foliage. Leaves of barley seedlings (cultivar Golden promis) inoculants dusting with conidia of powdery mildew on the day before the processing of the test compound. Inoculated plants are incubated over night at a temperature and humidity environment in the greenhouse before processing. Plants are sprayed test compound at a dose of 1 kg of active substance per hectare, using a moving sprayer as described under (a). After drying the plants back into the Bay at 20-25aboutWith moderate humidity for up to 7 days, followed by assessment.

Assessment is based on the percentage of leaf area covered with sporulation, in comparison with those on leaves of control plants.

(d) Action against brown rust of wheat (RESPA recondita, Pr)

The test consists of direct protection of wheat using spraying foliage. Seedlings of wheat (variety of Brigand) grown up to 1-1,5 leaf stage. Plants are sprayed then the test compound at a dose of 1 kg/ha with the use of a moving sprayer as described under (a). Compound is applied in the form of solutions or suspensions in a mixture of acetone and water (50: 50 by volume) containing 0.04% of surface-active m plants from all sides aqueous spore suspension, containing approximately 105spores/ml. Plants incubated for 18 h after inoculation, in conditions of high humidity at a temperature of 20-22aboutC. the plants kept in the greenhouse environment, that is, at relatively moderate humidity and at a temperature of 20aboutC.

The disease is assessed 10 days after inoculation based on a percentage of the plants covered spirulina puzyrchatogo, compared with that of control plants.

(e) Action against pyricularia leaves of rice (Pyricilaria oryzae; Ro).

The test consists of a direct therapeutic effect, using the spraying of the foliage. Leaves of seedlings of rice (about 30 seedlings per pot) are sprayed with an aqueous suspension containing 105spores/ml for 20-24 h before processing the test connection. Inoculated plants are incubated overnight in high humidity conditions, and then leave to be dried before spraying the test compound at a dose of 1 kg of active substance per hectare, using a moving sprayer as described under (a). After treatment the plants are maintained in the rice compartment at 25-30aboutWith high humidity. Evaluation Prov compared with the control plants.

(g) Action against drilling spot of tomatoes (Alternavia solani As).

This test assess the contact preventive action of the tested compounds, applied by spraying on foliage.

Seedlings of tomato (variety Outdoor Girl) are grown to a stage at which dissolved the second true leaf. Plants are processed using a moving sprayer as described under (a). Compound is applied in the form of solutions or suspensions in a mixture of acetone and water (50:50 by volume) containing 0.04% of surfactants (TWEEN-20") trade mark).

Later, one day after treatment of seedlings inoculants spraying the upper surfaces of the leaves with a suspension of conidia of species A. solani with 104spores/ml. Plants incubated for 3 days after inoculation in wet conditions in the Bay greenhouses at or about 100% relative humidity and 21aboutC. the plants are incubated in a moist, but not saturated conditions. The disease is assessed after 7 days after inoculation, based on the density and distribution of damage.

(C) Action against cercosporella wheat in-vitro (Pseudocercosporella herpotrichoides; PhI)

It tested the connection has been created is dissolved or suspendered in acetone and added to the melted half the potato agar with dextrose, to obtain a final concentration of 100 g/million (ppm) compound and 3.5% acetone. After the agar hardened, the plates with agar medium inoculate tubes with a diameter of 6 mm agar/mycelium taken from a culture of the pathogen P. herpotrichoides 14 days of age.

Cups are incubated at 20aboutC for 12 days and radial growth from the tube inoculation is evaluated.

(and) Action against Fusaria in-vitro (species Fusarium FsI)

This test evaluates the in-vitro effect of the compounds against Fusarium species, which causes rot of the stem and roots.

The compound is dissolved or suspendered in acetone and added to the melted half the potato agar with dextrose to obtain a final concentration of 100 g/million connections and 3.5% acetone. After solidification of the agar Cup inoculate tubes with a diameter of 6 mm from the agar and mycelium taken from a culture of the pathogen Fusarium sp. 7-day age.

Cups are incubated at 20aboutC for 5 days and radial growth from the tube is evaluated.

The degree of control of the disease in all of these tests are expressed in the form of assessment, compared with either untreated control or the control cups, sprayed dilute the BR>
2 more than 80% control of the disease.

The results of these tests are presented below in table.3.

The activity of compounds I was matched with data fungicidal activity of 2-bromo-5-nitrothiazole disclosed in us 4112107 obtained with dosages and methods of test Example 19 (C and d), of this application.

As you can see from the below data, the specified connection is inactive relative to Leptosphaeria nodovum (Ln) and resiphe graminis (Ed), whereas all but one of the compounds of this application are at least 50% activity against at least one of these pathogens.

The fungicidal activity of the known compounds:

2-bromo-5-nitrothiazole, disclosed in US 4112107 was tested against activity against Ln and U, using dosages and methods of example 19 (C) and (d) of this application.

The results:

< / BR>
The effectiveness of the proposed compounds in relation to Ln and U is the result of the fact that these microorganisms produce steroids and compounds according to the invention inhibit the biosynthesis of sterols.

In this connection US 411210*, for example 2-bromo-5-nitrothiazol obviously have a completely different method of action the way advantages of the suggested connections are obvious.

1. Derivatives of thiazole of General formula I

< / BR>
where R is 4-forfinal, 4-chlorophenyl, 4-tert-butylphenyl, 2,4-differenl or 2,4-dichlorophenyl;

R1hydrogen, methyl, forfinal, chlorophenyl, were;

R2hydrogen, ethyl, 2-propenyl, 2,2-dichloro-3,3-dimethylcyclopropanecarboxylic or 4-Chlorobenzyl;

R3hydrogen or chlorine;

The Y group is-CH2ABOUT;

n is 0 or 1.

2. A method of obtaining a connection on p. 1, characterized in that conduct the interaction of compounds of General formula

< / BR>
where halogen,

with a compound of General formula

< / BR>
where R1, Y, n and R have the above values,

in the presence of a base to obtain compound I, where R2is hydrogen, R3halogen, and, if desirable, the interaction of the thus obtained compound I with a reducing agent to obtain the compound I where R3hydrogen, and, if desirable, the interaction of the thus obtained compound with a compound of the formula

< / BR>
where X is CL, Br or J,

has the same meaning as R2with the exception of hydrogen, in the presence of a base.

3. A method of combating fungus at a locus by treating its derivatives, tiaso the kg/ha

 

Same patents:

The invention relates to methods of producing derivatives of thiazolidinone formula II:

in which R1represents a C2-C6alkenyl,2-C6quinil or group (CH2)n-Sin which n is an integer in the range 0-3, including extreme values of the interval;

R2represents hydrogen, C1-C6alkyl, C1-C6alkoxy,

WITH2-C6alkenyl,2-C6quinil,1-C4-alkyl-O-

-CC1-Calkyl or -CH-Swhere n is an integer in the range 0-3, including both extreme values;

R3represents hydrogen or C1-C6alkyl;

R4and R5represents hydrogen or together form a bond;

R6and R7each represents hydrogen and the another group-OH or SCH3;

X represents a group ofwhere m is 0,1 or 2, and

Q represents NR8where R8represents hydrogen, C1-C6alkyl, C2-C6alkenyl,3-C8cycloalkyl, SO2CH3or -(CH2)n-Y; where n is an integer in the range 0-3, including both extreme values, and

Y represents cyano, OR9, -R10< / BR>
-NR11TO12S-(C1WITH4) alkyl or a group

O-C1-C4alkyl where R9represents hydrogen, C1-C4alkyl or the group --C1-C4-alkyl

R10represents a C1-C4alkyl, C1-C4alkoxy, or-NH2< / BR>
R11and R12independently of one another represent hydrogen, C2-C6alkenyl,2-C6quinil,1-C6alkyl, (CH2)qOH, -(CH2)q-N(C1-C4alkyl)2,

-(CH2)q-S(C1-C4alkyl) or

-(CH2)11and R12together form morpholino, piperidinyl, piperazinilnom or N-methyl-piperazinilnom ring, or its pharmaceutically acceptable salts, characterized in that exercise: the reaction of the compound of the formula

HO-R3with the compound of the formula

in which R1, R2, R3and X have the above values, Q represents N-R8(where R8has the specified values), and R6and R7together form a group S, with the aim of obtaining the compounds of formula

in which R1, R2, R3, R6, R7, X and Q have the above meanings;

(a) with subsequent optional recovery of the compounds of formula II in which R6and R7together form a group S in order to obtain the compound of formula II in which R6and R7represents hydrogen;

(C) recovering the compounds of formula II in which R4and R5together form a connection with the purpose of obtaining compounds of formula II in which R4and R5before the form a bond, and R6and R7together form a group=S to obtain the compounds of formula II in which R4, R5, R6and R7represent hydrogen;

(d) alkylation of compounds of formula II in which R3represents hydrogen with formation of compounds of formula II in which R8represents a C1-C6alkyl, C2-C6alkenyl,3-C6cycloalkyl or -(CH2)n-Y (where n is an integer in the range 0-3, including extreme values, and Y represents cyano, OR9,-SH, -S(C1-C4alkyl)-NR11R12or

O-C1-C4alkyl, where R9,R11and R12have the listed meanings: (e) atilirovanie the compounds of formula II in which R8represents a hydrogen in order to obtain the compounds of formula II in which R8represents -(CH2)n-Y, where n is an integer in the range 0-3, including both extreme values of the interval, and Y represents -R10where R10has the specified values;

(f) oxidation of compounds of formula II, Kotor is Lew obtain the compounds of formula II, in which X represents a group -m is 1;

(K) the recovery of the compounds of formula II in which R3represents a group -(CH2)n-Y where n has values in the range 0-3, including extreme values of the interval, Y is a OR9where R9represents a group --C1-C4alkyl order to obtain the compounds of formula II in which R8represents a group -(CH2)n-Y where n is 0-3, including both extreme values, and Y is a OR9where R9represents hydrogen;

(l) the reaction of compounds of formula II in which R8represents a group -(CH2)n-Y, where n is 0-3, including both extreme values of the interval, Y is-OR9where R9represents hydrogen, tosylchloramide, with the aim of obtaining the compounds of formula II in which R8represents -(CH2)n-Y, where n is 0-3, including both extreme values of the interval, and Y is a OR9where R9is tosyl;

(m) the reaction of compounds of formula is I, and Y is-OR9where R9toil, with an amine of the formula HNR11R12(where R11and R12have the specified values), with the aim of obtaining the compounds of formula II in which R8represents a group -(CH2)n-Y, where n is 0-3, including both extreme values, and Y represents NR11, R12;

(n) heating the compounds of formula II in which R8represents -(CH2)n-Y, and Y represents NR11R12(R11, R12not hydrogen) in a mixture of ethanol/water in the presence of the catalyst in order to obtain the compounds of formula II in which R8represents -(CH2)n-Y, Y represents NR11R12where R11, R12one hydrogen and the other is not a hydrogen

The invention relates to new aminoven derivatives, processes for their production and insecticide containing as selective compounds listed derivatives

FIELD: organic chemistry, pesticides, agriculture.

SUBSTANCE: invention relates to compounds that elicit high pesticide activity and can be used in control of pests of domestic and agricultural animals. Indicated compounds show the formula (I):

wherein R1 means halogen atom, (C1-C6)-halogenalkyl; R2 means hydrogen atom (H), (C1-C6)-alkyl, (C1-C6)-alkylene-phenyl; X1 means nitrogen atom (N); X2 means group C(CN); X3 means oxygen atom (O); Q means CH; R3 and R4 mean independently of one another hydrogen atom (H) or in common with carbon atom with which they are bound form (C3-C7)-cycloalkyl ring; R5 means a substitute taken among group including (C1-C6)-halogenalkyl, halogen atom being if m above 1 then substitutes R5 can be similar or different; m = 1, 2 or 3; n = 0 or 1. Also, invention describes a method for their preparing and method for control of pests.

EFFECT: valuable pesticide properties of compounds.

7 cl, 3 tbl, 14 ex

FIELD: agriculture.

SUBSTANCE: invention relates to composition for seed pickling in form of water suspension concentrate containing thebuconazole and thiabendazole in ratio from 20:1 to 1:20 as active ingredients, nonionic and anionic surfactants, thickener, antifreeze, antifoaming agent, conserving agent, pigment, mineral or vegetable oil, lubricating agent, and water. Preparation of present invention has long shelf-life, freeze resistance, heat aging stability, beneficial effect on plant germination and harvest, and high biological activity. Method for controlling of plant diseases also is disclosed.

EFFECT: seed pickling composition of improved quality.

6 cl, 6 tbl, 5 ex

FIELD: agriculture, organic chemistry.

SUBSTANCE: invention relates to agent for controlling of plant pathogen fungi containing compound of general formula I as active ingredient, wherein X represents =N-; E represents NO2 or CN; R representsthiazolulmethyl or pyridylmethyl substituted with halogen; A represents hydrogen; Z represents C1-C4-alkylamino group; or A and Z together with atoms bonded thereon form thiazolidine, imidazolidine, hexahydro-1,3,5-triazine, N2- and N5-substituted with two C1-C4-alkyl in alkyl group, 6-membered saturated heterocycle fragment including additionally oxygen and N-(C1-C4)alkyl heterogroup; and fungicide compound selected from group containing cyproconazole, triadimenol, methalaxide, azoxistrobin, kresoximmethyl, etc., in weight ratio compound of formula I/fungicidal agent of 1:(0.1-10). Also disclosed is insecticide agent containing compound of formula I and compound selected from group containing cyproconazole, azoxistrobin, kresoximmethyl, biterthanol, tiram, methalaxide, etc. in ratio of 1:(0.1-10).

EFFECT: enhanced assortment of agents for controlling of plant pathogen fungi and agents for insect controlling.

4 cl, 15 tbl, 15 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: herbicides, agriculture.

SUBSTANCE: invention describes a herbicide agent with selective effect comprising a combination of biologically active substances and involving the following components: (a) compound of the formula (I) given in the invention description wherein Q1 means oxygen atom (O); Q2 means O; R1 means alkyl with number of carbon atoms from 1 to 6; R2 means alkyl with number of carbon atoms from 1 to 6; R3 means alkyl with number of carbon atoms from 1 to 6 substituted if necessary with (C1-C4)-alkoxyl or alkoxy-group with number of carbon atoms from 1 to 6; R4 means alkyl with number of carbon atoms from 1 to 6 or cycloalkyl with number of carbon atoms from 3 to 6, and salts of compounds of the formula (I) also, and (b) compound improving compatibility with crop plants and chosen from compounds of the following group: AD-67, cloquintocet-methyl, dichloramide, phenchlorazol-ethyl, flurazol, furylazol, isoxadiphen-ethyl, mefenpir-diethyl, MON-7400, compound of the formula (IId) given in the invention description, compound of the formula (IIe) given in the invention description wherein per 1 weight part of compound of the formula (I) or its salt is taken from 0.4 to 200 weight parts of compound of the group (b). Proposed herbicide agent prevents damage of crop plats and can be used for selective control against weeds in cultures of useful plants, for example, cereals and maize.

EFFECT: valuable properties of herbicide agent.

7 cl, 36 tbl, 3 ex

FIELD: chemistry.

SUBSTANCE: present invention pertains to a malononitrile compound with formula (I): where one of X1, X2, X3 and X4 stands for CR100, where R100 is a group with formula (II) each three of the other X1, X2, X3 and X4 is nitrogen or CR5, under the condition that, from one to three of X1, X2, X3 and X4 stands for nitrogen, Z is oxygen, sulphur or NR6. The malononitrile compound can be used a pesticide in agriculture.

EFFECT: obtaining a new pest control compound and its use as an active ingredient of a pesticide composition.

18 cl, 180 ex

FIELD: chemistry.

SUBSTANCE: described are compounds of formula (I), in which Ar represents group of formula (A), (B1), (B2) or (C), or (D1), or (D2); R1, R2, R3, R4, R5, n, A1, A2, A3, A4, A5, Ka, Kb, L, M, V, W, X, Y, Z havevalues, determined in i.1 of invention formula, fungicide composition and method of combatting phytopathogenic fungi or their elimination, using compounds of formula (I).

EFFECT: high fungicide activity.

22 cl, 142 tbl, 34 ex

FIELD: agriculture.

SUBSTANCE: composition preventing plant diseases including components I and II as active ingredients is described. Component I is (RS)-N-[2-(1,3-dimethylbutyl)thiophene-3-yl]-1-methyl-3-trifluoromethyl-1H-pyrazol-4-carboxamides. Component II is selected from tetrakonazol, flutriafol, imibenkonazol, triadimefon, simekonazol, oxpokonazol fumarate, protiokonazol, bupirimate, spyroxamine, metiram, dodine, anilazine, chlozolinate, oxicarboxine, ethaboxam, iprovalikarb, pirazophos, phtorimide, diflumetorim, fenhexamide, famoxadone, fenamidone, ciazofamide, zoxamide, ciflufenamide, boskalid, isopropyl bentyavalikarb, pikoxistrobine, piraklostrobine, fluoxastrobine or dimoxistrobine. Also, the method preventing plant disease is described.

EFFECT: composition has synergistic effect which is not expected for each separate components, is able to significant increase of preventive effect against different phytopathogens with lower quantity of chemicals and do not invoke phytotoxic lesion.

2 cl, 9 tbl, 6 ex

FIELD: agriculture.

SUBSTANCE: substituted pyrazole-carbonic anilide derivatives of formula (I) are described, where R1 represents H, alkyl, alkyl carbonyl, alkenyl carbonyl, phenyl alkyl, phenyl carbonyl; R2 represents H, halogen, alkoxy; G represents alkyl, alkenyl; Z represents O; X represents H, halogen, alkyl; Y1 represents alkyl, alkenyl; Y2 represents halogen, C1-C6alkyl, m is equal to 1 or 2; and n is equal to 1, and their salts, acaricide for agriculture, such as pyrazole carbonic anilide derivatives of formula (I) and method for its application. Intermediate compound of formula (II) is also described, as well as 1.3-dimethyl-5-trifluoromethylpyrazole-4-carbonic acid.

EFFECT: improved use of new acaricides.

12 cl, 5 tbl, 20 ex

FIELD: medicine.

SUBSTANCE: there are described synergistic fungicidal combinations of biologically active substances which contain one carboxamide of general formula (I) , (group 1) where A, R1, R2 and R3 have values presented in the patent claim, and a biologically active substance chosen from compound groups specified in the patent claim (2) - (17) have. There is described application of said agent for undesired plant pathogenic fungi control.

EFFECT: extended range of the agents for undesired plant pathogenic fungi control.

8 cl, 13 tbl, 12 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to new compounds of the following formulae:

and , and to a pharmaceutical composition possessing the PPAR-ligand binding activity and comprising the indicated compound, and a pharmaceutically acceptable vehicle. Also, invention relates to a method for treatment of patient suffering with physiological disorder that can be modulated with the compound possessing the PPAR-ligand binding activity. Method involves administration to the patient the pharmaceutically effective dose of indicated compound or its pharmaceutically acceptable salt.

EFFECT: valuable medicinal properties of compounds and pharmaceutical composition.

10 cl, 1 tbl, 104 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to compounds of the formula: or wherein x means 1, 2, 3 or 4; m means 1 or 2; n means 1 or 2; Q represents carbon atom (C) or nitrogen atom (N); A represents oxygen atom (O) or sulfur atom (S); R1 represents lower alkyl; X represents -CH; R2 represents hydrogen (H) or halogen atom; R2a, R2b and R2c can be similar or different and they are chosen from hydrogen atom (H), alkyl, alkoxy-group or halogen atom; R3 represents aryloxycarbonyl or alkoxyaryloxycarbonyl; Y represents -CO2R4 wherein R4 represents hydrogen atom (H) or alkyl, and including all their stereoisomers, their prodrugs as esters and their pharmaceutically acceptable salts. These compounds are useful antidiabetic and hypolipidemic agents and agents used against obesity also.

EFFECT: valuable medicinal properties of compounds.

29 cl, 12 tbl, 587 ex

FIELD: organic chemistry, agriculture.

SUBSTANCE: Disclosed are compound of formula I wherein Het represents group of formula 2 (m = 0 or 1; X is hydrogen or C1-C12-alkyl or C1-C4-haloalkyl; Y is group of formula 3 and 4 wherein substitutes have meanings described in specification); A represents hydrogen, unsubstituted C1-C12-alkyl; C3-C8-cycloalkyl, or aryl; B represents hydrogen or C1-C6-alkyl; or A and B with carbon atom to which they are attached form saturated C3-C10-alkyl; A and Q1 together represent unsubstituted C3-C6-alkanediyl, wherein two non-adjacent carbon atoms optionally form further unsubstituted cycle; meanings of the rest substitutes are as described in specification.

EFFECT: new agents for controlling of agriculture pests.

4 cl, 28 ex

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to novel compounds of the formula (I) and their pharmaceutically acceptable salts and esters. In the general formula (I) X means oxygen (O) or sulfur (S) atom; R means hydrogen atom (H) or (C1-C6)-alkyl; R1 means H, -COOR, (C3-C8)-cycloalkyl or (C1-C6)-alkyl, (C2-C6)-alkenyl or (C1-C6)-alkoxyl and each of them can be unsubstituted or comprises substitutes; values of radicals R2, R3, R4, R5 and R6 are given in the invention claim. Also, invention relates to a pharmaceutical composition based on compounds of the general formula (I) and to intermediate compounds of the general formula (II) and the general formula (III) that are used for synthesis of derivatives of indane acetic acid. Proposed compounds effect on the blood glucose level and serum triglycerides level and can be used in treatment of such diseases as diabetes mellitus, obesity, hyperlipidemia and atherosclerosis.

EFFECT: valuable medicinal properties of compounds and pharmaceutical composition.

28 cl, 6 tbl, 6 sch, 251 ex

FIELD: chemistry; oxa-and thiazole derivatives.

SUBSTANCE: oxa- and thiazole derivatives have general formula . Their stereoisomers and pharmaceutical salts have PPARα and PPARγ activity. The compounds can be used for treating diseases, eg. diabetes and anomaly of lipoproteins through PPARα and PPARγ activity. In the general formula, x has value of 1, 2, 3 or 4; m has value of 1 or 2; n has value of 1 or 2; Q represents C or N; A represents O or S; Z represents O or a bond; R1 represents H or C1-8alkyl; X represents CH; R2 represents H; R2a, R2b and R2c can be the same or different and they are chosen from H, alkoxy, halogen; R3 represents aryloxycarbonyl, alkyloxycarbonyl, alkyl(halogen)aryloxycarbonyl, cycloalkylaryloxycarbonyl, cycloalkyloxyaryloxycarbonyl, arylcarbonylamino, alkylsulphonyl, cycloheteroalkyloxycarbonyl, heteroarylalkenyl, alkoxyaryloxycarbonyl, arylalkyloxycarbonyl, alkylaryloxycarbonyl, halogenalkoxyaryloxycarbonyl, alkoxycarbonylaryloxycarbonyl, arylalkenyloxycarbonyl, aryloxyarylalkyloxycarbonyl, arylalkenylsulphonyl, heteroarylsulphonyl, arylsulphonyl, arylalkenylarylalkyl, arylalkoxycarbonyl-heteroarylalkyl, heteroaryloxyarylalkyl, where alkyl is in form of C1-8alkyl; Y represents CO2R4, where R4 represents H or C1-8alkyl; including all their stereoisomers and pharmaceutical salts, under the condition that, if A is O, then R3 is not aryloxycarbonyl or alkoxyaryloxycarbonyl.

EFFECT: the compounds can be used in curing such diseases as diabetes and lipoprotein anomalies.

10 cl, 30 dwg, 12 tbl, 584 ex

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