Using 3-amino-(substituted amino)-1,4,6-trimethyl-5-r-pyrazolo[4,5-b]pyridines as regulators of sunflower growth

FIELD: organic chemistry, agriculture.

SUBSTANCE: invention describes using 3-amino-(substituted amino)-1,4,6-trimethyl-5-R-pyrazolo[4,5-b]pyridines of the formula (1-2): wherein in (1) R means chlorine atom (Cl); in (2) R means hydrogen atom (H); X means 4-methylphenyl as regulators of sunflower growth. Invention provides expanding assortment of some biologically active substances prepared by synthetic method for their using in agriculture as regulators of plants growth.

EFFECT: valuable biological properties of substances.

1 tbl, 4 ex

 

The invention relates to new biologically active chemical substances of some heterocyclic compounds of formula 1-2:

1 R=Cl; X=H;

2 R=H; X=4-were,

showing properties to activate the germination of sunflower seeds. Connection 1 previously known (Catalog of Chemical Blok Stok Library, Cas Registry No. 727667-12-1, 10.08.2004). Compound 2 was synthesized for the first time.

To the closest analogs in the structure of the claimed compounds can be classified as 3-amino-4,6-dimethyl-1H-pyrazolo[4,5-b]-pyridine 3[Lacan M., Tabakovic K. Syntesis of pirazolo-, and tetrazolopyridines. /Croat. cem. Acta/ 1975, 47, N 2, s. 127-133]:

As similar properties known gibberellins, are widely used to activate germination. However, gibberellins costly products of microbiological synthesis and inaccessible. Its use causes irrational waste plastics [G.S. Muromtsev and other foundations of chemical regulation of growth and productivity of plants. - Moscow: Agropromizdat, 1987. - Pp.33-80].

The present invention is to expand the Arsenal of biologically active substances obtained synthetically, for their application in agriculture as plant growth regulators.

This is achieved by using 3-amino(substituted amino)-1,4,6-trimethylpyrazole[4,5-b] pyridines by 1-2 predposevnoi the processing of sunflower seeds. Previously astragaloside properties of the claimed compounds were not identified.

This 3-amino-1,4,6-trimethyl-5-chloropyrazole[4,5-b]pyridine (compound 1) obtained in a known manner similar to the connection 3. 3-[N-(4-were)amino]-4,6-dimethyl-1H-1-methylpyrazolo[4,5-b]pyridine are also in a known manner by acylation of 3-amino-1,4,6-trimethylpyrazole[4,5-b]pyridine-acid chloride 4-methylbenzoic acid at a temperature of 10-12°in the medium of anhydrous benzene in the presence of triethylamine as an acceptor of hydrogen chloride [see Weigand-Hilgetag. Methods experiment in organic chemistry. - M.: Chemistry, 1969. S. 431].

Astragulus activity was determined according to standard methods [see Methodological guidelines for laboratory testing of synthetic plant growth regulators. VNIIHSZR. Cherkassy. 1990, p.35]

The invention is illustrated by the following examples.

Example 1. 3-amino-1,4,6-trimethyl-5-chloropyrazole[4,5-b]pyridine (compound 1).

To a suspension of 1.0 g (0,00499 mol) of 3-cyano-4,6-dimethyl-2,5-dichloropyridine in 15 ml of ethanol is poured a solution of 1.15 g (0,025 mol) of methylhydrazine in 10 ml of ethanol and boiled for 3 hours. The solvent is then distilled off using a rotary evaporator, the residue is treated with water, and dried. After recrystallization from ethyl acetate receive 0,76 g (84%) of target compound 1 as a white powder with a so what.=191-192° C.

Found, %: C 48,35; N. Of 5.05; N 31,42; C9H11ClN2.

Calculated, %: 48,06; N 4,94; N 31,26.

TMR, δ, ppm(group): 2.65(3H,s,4-CH3Ru); a 2.75 (3H,s, 6-CH3Ru); to 3.52(3H,s, N-CH3); 5,32 (2H,USS,N-H2).

The mass spectrum; m/z (relative. intensity): 210 M+(100); 194(20); 119(100); 182(12); 167(10); 140(8); 131(12); 104(14); 77(22).

Example 2. 3-[(4-were)carboxamido]-1,4,6-trimethylpyrazole[4,5-b]pyridine (compound 2).

To a suspension of 0.7 g (0,00370 mol) 3-amino-4,6-dimethylpyrazolo[4,5-b]-pyridine and 0.38 (0,00370 mol) of triethylamine in 20 ml of absolute benzene was added dropwise over a 40-50 minute solution 0,69 g(0,00440 mol) of 4-methyl-benzoyl chloride in 10 ml of absolute benzene, maintaining the temperature of the reaction mixture in the range of 10-12°C. Upon completion of addition, stirred at the same temperature for another 10-20 minutes, then at room temperature for 3 hours. From the reaction mixture the precipitate was separated by filtration, washed it with warm water (3×20 ml), dried. The mother liquor is evaporated to dryness, the residue is treated with 15 ml of sulphuric ether, and dried. Both sediment unite, recrystallized from ethanol, to obtain 1.1 g (72%) of the target product 1 in the form of white crystals with so pl. 236-237°C.

Found, %: C 59,61; N 6,27; N 18,54. C17H18N4O.

Calculated, %: C 69,35; N 6,18; N18,36.

TMR, δ, ppm(group): 2,35(3H, s, CH3Ph); to 2.55(3H, s, 4-CH3Ru); to 2.65(3H, s, 6-CH3Ru);3,98 (3H, s, N-The N 3); to 6.88(1H, s, 5-H PY); 7,35...to 7.93(4H, m, CH-Ph); 10,45(1H, c, N-H).

The mass spectrum; m/z (relative. intensity): 294 M+(28); 134(3); 119(100); 104(5); 91(30); 65(12).

Example 3. 3-amino-1,4,6-trimethylpyrazole[4,5-b]pyridine (compound 3).

A mixture of 1.0 g (0,0061 mol) of 2-chloro-3-cyano 4,6-dimethylpyridine, 1.22 g (0,0244 mol) hydrazine hydrate and 25 ml of anhydrous ethanol is boiled for 9 hours. After cooling the reaction mixture the precipitate is filtered off, washed on the filter with alcohol and recrystallized from methanol, get to 0.72 g (73%) of target compound 5 in the form of crystals pale yellow with so pl. 239-240°C.

Found, %: 59,39; N 6,12; N of 34.40; C8H10N4.

Calculated, %: C 59,22; N 6,23; N 34,55.

TMR, δ, ppm(group): 2,40(3H, s, 4-CH3Ru); to 2.55(3H, s, 6-CH3Ru); to 5.08(2H, NH2); to 6.58(1H, s, 5H PN); 11,71(1H, s, N-H).

Mass spectrum, m/z (relative. intensity):162M+(100); 133(24); 107(40); 105(32); 92(5); 84(12).

Example 4. Assessment astragalina activity of the claimed compounds in seedlings of sunflower.

Sunflower seeds were placed for 1 hour in a solution of the claimed compounds. Seeds of control variant were soaked in water. After 1 hour, the seeds are evenly laid out on a strip of filter paper, rolled up into rolls and put in glasses of water, then in a thermostat at 28°C. After 3 days was measured by the length of the stem and root. As similar properties used is gibberellin in its optimal concentration of 0.001%. As similar to the structure used connection 3.

Growth-stimulating activity was determined by increasing the length of the stem and root seed, treated with a solution of the analyte, compared to control.

Experiment was repeated three times. In each replication were used for 50 seeds.

The measurement results were subjected to statistical analysis using t-student test at P=0,95.

The obtained data are presented in the table.

Tests conducted on sunflower seeds varieties VNIIMK-8883, has allowed to establish that the claimed compounds 1-2 in the concentration range 10-2-10-3wt.% exhibit the properties of growth stimulants.

Compound 1 increased the length of the seedlings by 25-40%, the length of roots on 31-41% in four concentrations compared to control.

Compound 2 increased the length of the seedlings on 27-44%, the length of roots on 32-42% in four concentrations.

At the same time similar properties - gibberellins in optimal dose of 0.001 wt.% increased length of seedlings at 6%, the length of roots by 11%.

Similar in structure to the connection 3 astragulus properties did not show.

Thus, compound 1-2 in the concentration range 10-2-10-5wt.% stimulate the growth of the hypocotyl and roots of sunflower and superior to similar properties gibberellins and analogue structures of the Union 3.

Table

Astragalina activity of compounds 1-3 and gibberellin on seedlings of sunflower varieties VNIIMK-8883
MedicationConcentration %The length of the hypocotylRoot length
mmto control, %MMto control, %
Control067100
Gibberellins10-371106111111
10-288132*141141*
connection 110-384125131131*
10-486128*124124*
10-594140*136136*
10-290134*132132
connection 210-385135135*
10-497144*142142*
10-586129134134*
10-268102*102108*
connection 310-36089104104
10-463949595
10-55278100100
*Differences between the variants are significant at P=0,95.

The use of 3-amino (substituted amino)-1,4,6-trimethyl-5-R-pyrazolo [4,5-b] pyridines of formula 1-2

1. R=Cl; X=H;

2. R=H; X=4-were,

as growth regulators sunflower.



 

Same patents:

FIELD: organic chemistry, antidotes, agriculture.

SUBSTANCE: invention describes using N-substituted 3-cyano-4,6-dimethyl-5-chloropyridyl-2-sulfonylamides of the formula (1-2): wherein in (1) R means benzimidozolyl-1; in (2) R means furfurylamino-group as antidotes of herbicide 2,4-dichlorophenoxyacetic acid in sunflower. Invention provides expanding assortment of biologically active substances prepared by synthetic method for their using in agriculture as antidotes against 2,4-D. Method involves treatment of sunflower seedlings damaged with herbicide by proposed N-substituted 3-cyano-4,6-dimethyl-5-chloropyridyl-2-sulfonylamides.

EFFECT: valuable biological properties of antidotes.

1 tbl, 3 ex

FIELD: agriculture, in particular, suppression of weeds with developed triazine resistance resulted from selection stress acting upon weed population and caused by repeated application of triazines.

SUBSTANCE: method involves introducing into said weed locus combination of mesotrione and triazine, selected from the group consisting of atrazine, cyanazine, propazine, terbutilazine, trietazine, simazine and metribuzine. Mesotrione is introduced in an amount of from 20 to 210 g/hectare, triazine in an amount of from 0.1 to 2 kg/hectare.

EFFECT: increased efficiency of said combination as compared to that of mesotrione in case said combination is used with regard to triazine tolerable weeds.

3 cl, 9 tbl, 6 ex

FIELD: organic chemistry, herbicides.

SUBSTANCE: invention relates to a compound of the general formula [I]: wherein R1 and R2 can be similar or different and each represents (C1-C10)-alkyl group; each among R3 and R4 represents hydrogen atom; R5 and R6 can be similar or different and each represents hydrogen atom or (C1-C10)-alkyl group; Y represents 5-6-membered aromatic heterocyclic group or condensed aromatic heterocyclic group comprising one or some heteroatoms chosen from nitrogen atom, oxygen atom and sulfur atom wherein heterocyclic group can be substituted with 0-6 of similar or different groups chosen from the following group of substitutes α, and so on; n means whole values from 0 to 2; [Group of substitutes α]: hydroxyl group, halogen atoms, (C1-C10)-alkyl groups, (C1-C10)-alkyl groups wherein each group is monosubstituted with group chosen from the following group of substitutes β, (C1-C4)-halogenalkyl groups, (C3-C8)-cycloalkyl groups, (C1-C10)-alkoxy-groups, (C1-C10)-alkoxy-groups wherein each group is monosubstituted with group chosen from the following group of substitutes and so on; [Group of substitutes β]: hydroxyl group, (C3-C8)-cycloalkyl groups that can be substituted with halogen atom or alkyl group, (C1-C10)-alkoxy-group, (C1-C10)-alkylthio-groups, (C1-C10)-alkylsulfonyl groups, (C1-C10)-alkoxycarbonyl groups, amino-group, carbamoyl group (wherein its nitrogen atom can be substituted with similar or different (C1-C10)-alkyl groups), (C1-C6)-acyl groups, (C1-C10)-alkoxyimino-groups, cyano-group, optionally substituted phenyl group; [Group of substitutes γ]: optionally substituted phenyl group, optionally substituted aromatic heterocyclic groups, cyano-group. Also, invention relates to herbicide comprising derivative of isoxazoline of the formula [I] as an active component or its pharmaceutically acceptable salt. Invention provides the development of isoxazoline derivative possessing the herbicide activity with respect to resistant weeds, selectivity for cultural crop and weed.

EFFECT: valuable herbicide properties of substances.

18 cl, 24 tbl, 106 ex

FIELD: agriculture, in particular method for increasing of beet yield and sugar content.

SUBSTANCE: seeds are treated by spraying in leaf clamping step with titanium tetrachloride diluted in dimethylsulfoxide (DMSO). Concentration of DMSO is 0.1-2 %; titanium tetrachloride consumption is up to 50 g per 1 hectare of seeds. Ratio of titanium tetrachloride:dimethylsulfoxide is 100-200 l per 1 hectare. Treatment is carried out twice in vegetation period, namely the first treatment is carried out in leaf clamping step and the second one in 15-20 days before harvesting of root crops.

EFFECT: increased beet yield and sugar content.

1 tbl, 1 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: 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: agricultural chemistry.

SUBSTANCE: invention relates to herbicidal composition containing (A) mesotrion and (B) the second herbicide selected from amicarbazone, metribuzine, flumetsulfam, trifloxysulfuron, pyriphthalide, prosulfocarb or herbicidically active salts thereof in (A):(B) ratio from 32:1 to 1:3. Disclosed is method for controlling of undesired plants which includes application of herbicidically effective amount of said composition into locus with such plants.

EFFECT: composition of high herbicidal activity.

8 cl, 6 tbl

FIELD: method for controlling of arthropod pests.

SUBSTANCE: claimed method includes application in environments of pests of germinal calls thereof effective amount at least one vicinal diol of formula R(OH)2 selected from group containing diols, wherein R represents aliphatic hydrocarbon chain with the proviso that carbon atom in the chain adjacent to diol functional group is not substituted with ethyl and chain skeleton contains 8-20 carbon atoms. Composition for insecticidal and arachnicidal application containing abovementioned diol of formula R(OH)2 also is disclosed. Methods for controlling of sucking lice, flies, mites, cockroaches, and pests from group comprising Pediculus humanus, Dermatophagoides pteronyssinus, and Musca domestica.

EFFECT: death or non-vitality of pests after treatment.

26 cl, 4 tbl, 4 ex

FIELD: method for controlling of arthropod pests.

SUBSTANCE: claimed method includes application in environments of pests of germinal calls thereof effective amount at least one vicinal diol of formula R(OH)2 selected from group containing diols, wherein R represents aliphatic hydrocarbon chain with the proviso that carbon atom in the chain adjacent to diol functional group is not substituted with ethyl and chain skeleton contains 8-20 carbon atoms. Composition for insecticidal and arachnicidal application containing abovementioned diol of formula R(OH)2 also is disclosed. Methods for controlling of sucking lice, flies, mites, cockroaches, and pests from group comprising Pediculus humanus, Dermatophagoides pteronyssinus, and Musca domestica.

EFFECT: death or non-vitality of pests after treatment.

26 cl, 4 tbl, 4 ex

FIELD: organic chemistry, nematocides.

SUBSTANCE: invention relates to compounds of the formula (I): wherein Ar1 and Ar2 mean independently of one another unsubstituted phenyl or mono- or multi-substituted phenyl with substitutes having independent of one another values and chosen from the group including halogen atom, (C1-C6)-alkyl or halo-(C1-C6)-alkyl; Q1 means -OCH2 or -C(O); Q2 means a direct bond or -C(O); R3 means hydrogen atom; R4, R5 and R6 mean independently of one another hydrogen atom or (C1-C6)-alkyl; W means O or S atom; a means 1, 2, 3 or 4; b means 0; n means 0 or 1. Also, method proposes a method for synthesis of compound of the formula (I) and carriers and/or dispersers also. Also, invention proposes using compound of the formula (I) for control of nematodes. Invention provides preparing derivatives of benzamidoacetonitrile used in control of nematodes.

EFFECT: improved preparing method, valuable properties of compounds.

10 cl, 2 tbl, 19 ex

FIELD: organic chemistry, agriculture.

SUBSTANCE: invention relates to anthranylamide derivative selected from compound of formula I or N-oxides thereof, wherein R1 represents methyl, F, Cl, Br; R2 represents F, Cl, Br, I, CF3; R3 represents CF3, Cl, Br, OCH2CF3; R4a represents C1-C4-alkyl; R4b represents H, CH3; and R5 represents Cl, Br, and agriculturally acceptable salt thereof. Also disclosed are composition for pest controlling containing biologically effective amount of formula I and at least one additional component selected from group comprising surfactants, solid and liquid diluents; composition for invertebrate insect controlling containing biologically effective amount of formula I and at least one additional biologically active compound or agent. Also disclosed are method for insect controlling as well as intermediates such as benzoxazinone and parasolocarboxylic acid derivatives.

EFFECT: compounds with insecticide activity, useful in insect controlling.

20 cl, 16 tbl, 33 ex

FIELD: organic chemistry, agriculture.

SUBSTANCE: invention relates to ortho-substituted arylamides of formula I , wherein J represents phenyl ring or pyrazole ring each substituted with one or two substitutes independently selected from R5; K represents -NR1C(=A)- or -NR1SO2-; L represents -C(=B)NR2-, -SO2NR2- or -C(=B)-; A and B represent O; R1 and R2 represent H; R3 represents C1-C6-alkyl optionally substituted with one or more substitutes, independently selected from group containing CN, NO2, C1-C4-alkylsulfonyl and C2-C6-alkoxycarbonyl; each R4 independently represents C1-C6-alkyl, halogen or CN; each R5 independently represents C1-C6-alkyl, halogen or C1-C4-haloalkoxy or pyridinyl optionally substituted with one substitute independently selected from R9; wherein R9 represents halogen; n = 1-2; with the proviso, that when K represents -NR1C(=A)- L is not -C(=B)NR2-, and salts thereof, method for insect controlling by using abovementioned compounds. Intermediate for synthesis of target compounds having formula 2 also is disclosed.

EFFECT: compounds with insecticide activity, useful in insect controlling.

15 cl, 21 tbl, 9 ex

FIELD: organic chemistry, chemical technology, herbicides.

SUBSTANCE: invention describes new substituted derivatives of pyrazole of the general formula (I): wherein n = 0 or 1; group A represents independently hydrogen atom, alkyl group with 1-4 carbon atoms, halogenalkyl group with 1-4 carbon atoms, cycloalkyl group with 3-6 carbon atoms or phenyl group having substituting groups optionally; group D represents hydrogen atom, alkyl group with 1-4 carbon atoms, halogenalkyl group with 1-4 carbon atoms, alkenyl group with 2-4 carbon atoms, alkoxy-group with 1-4 carbon atoms, cycloalkyl group with 3-6 carbon atoms, halogen atom, alkoxycarbonyl group with 1-4 carbon atoms, alkylsulfonyl group with 1-4 carbon atoms or phenyl group; group E represents hydrogen atom, halogen atom or phenyl group; groups R1 and R2 both represent halogen atom; group R3 represents hydrogen atom, alkyl group with 1-4 carbon atoms, halogenalkyl group with 1-4 carbon atoms, alkenyl group with 2-4 carbon atoms, alkynyl group with 2-4 carbon atoms or benzyl group; groups R4 and R5 are similar or different and each represents hydrogen atom, alkyl group with 1-4 carbon atoms, halogenalkyl group with 1-4 carbon atoms, cycloalkyl group with 3-8 carbon atoms that can be substituted with alkyl group with 1-4 carbon atoms, alkenyl group with 2-4 carbon atoms, alkynyl group with 2-4 carbon atoms, cyanomethyl group or phenyl group; or each R4 and R5 group means benzyl group; or each R4 and R5 group represents α- or β-phenethyl group having substituting groups at benzyl ring optionally. Indicated substituting groups represent alkoxy-groups with 1-4 carbon atoms wherein indicated substituting groups substitute hydrogen atom at the arbitrary positions 0-2 of the benzyl ring; or groups R4 and R5 form in common 5-membered or 6-membered aliphatic ring wherein the indicated ring can be substituted with alkyl groups with 1-4 carbon atoms and indicated ring can comprise one or two heteroatoms chosen from nitrogen oxygen and sulfur atom, and a method for their preparing. Also, invention describes herbicide compositions based on compound of the formula (I). Invention provides preparing herbicide compositions showing the strong herbicide effect and broad herbicide spectrum of their effect.

EFFECT: improved preparing method, valuable properties of derivatives and compositions.

7 cl, 6 tbl, 3 ex

FIELD: organic chemistry, herbicides, agriculture.

SUBSTANCE: invention describes benzoylpyrazoles of the general formula (I): wherein R1 means methyl; R2 means trifluoromethyl; R3 means hydrogen atom, methyl; R4 means methyl, ethyl; R5 means hydrogen atom, phenylsulfonyl substituted with methyl, benzoylmethyl substituted once with nitro-group, and herbicide agent based on thereof. Benzoylpyrazoles are used for selective control of weeds and weed grasses in useful plants.

EFFECT: valuable properties of substances and herbicides.

6 cl, 5 tbl, 7 ex

FIELD: organic chemistry, herbicides.

SUBSTANCE: invention describes a synergetic composition with the effective content of components (A) and (B) wherein (A) means herbicide chosen from the group of compounds of the formula (I): wherein R1, R2, R, X, Y and Z have values given in the invention claim or their salts; (B) means one or some herbicides among the following groups: (B1) selective herbicides with activity in some dicotyledonous cultures against monocotyledonous and dicotyledonous weeds; (B2) selective herbicides with activity in some dicotyledonous cultures against dicotyledonous weeds; (B3) selective herbicides with activity in some dicotyledonous cultures with preferable effect against monocotyledonous weeds. Also, invention describes a method for control against weeds using the proposed composition. Using the combination of proposed herbicides results to the synergetic effect.

EFFECT: valuable herbicide properties of composition.

3 cl, 7 tbl, 2 ex

FIELD: organic chemistry, herbicides, agriculture.

SUBSTANCE: invention describes a herbicide agent comprising (A) compound of the formula (I): wherein V means a residue from the group (V2) and (V3) wherein R2 means hydrogen atom, alkyl with 1-4 carbon atoms or alkoxyl with 1-4 carbon atoms; R3 means hydrogen atom or alkylsulfonyl with 1-4 carbon atoms; R4 means methyl, ethyl or n-propyl; R means hydroxyl; m = 0; Z means a residue of the formula (Z1): wherein R9 are similar or different and mean halogen atom, halogenalkyl with 1-4 carbon atoms, halogenalkoxyalkyl with 1-4 carbon atoms in halogenalkoxyl moiety and 1-4 carbon atoms in alkyl moiety, alkylsulfonyl with 1-4 carbon atoms or 4,5-dihydroisoxazol-3-yl substituted with cyanomethyl; q means 2 or 3; and (B) surface-active substance of the formula (II): Ry-(EO)x(PO)y(EO)z-Rδ (II) and components (A) and (B) are chosen in the synergetically effective ratio. Also, invention describes a method for control of weeds. Proposed herbicide agents possess herbicide activity against a broad spectrum of economically important monocotyledonous and dicotyledonous weeds.

EFFECT: improved control method, valuable herbicide properties of agents.

3 cl, 4 tbl, 6 ex

FIELD: organic chemistry, herbicides.

SUBSTANCE: invention describes phenyl-substituted heterocyclic 1,3-ketoenols of the formula (I): wherein R1 and R3 mean independently of one another ethyl or (C1-C2)-alkoxy-group; Q means the group of the formula (Q1): or (Q2): wherein R4 and R5 in common with atoms to which they are joined form 5-7-membered cycle that can comprise additionally anellated alkylene chain consisting of 2-6 carbon atoms that, in turn, can comprise two heteroatoms taken among oxygen atom, and indicated cycle can be substituted with halogen atom, hydroxy-group, (C1-C6)-alkoxy-group, (C1-C6)-alkoxy-(C1-C6)-alkoxy-group, (C1-C4)-alkylcarbonyloxy-group, hydroxy-(C1-C4)-alkoxy-group, hydroxycarbonyl-(C1-C2)-alkoxy-group, methoxycarbonyl-(C1-C2)-alkoxy-group, methoxyimino-, methoxyethoxyethoxy-group; R6 and R7 means (C1-C10)-alkyl; R8 means hydrogen atom; X means oxygen atom; R20 means (C1-C10)-alkyl, and also agronomically acceptable salts and isomers of these compounds. Also, invention describes a method for preparing compounds of the formula (I), herbicide agent and a method for control of weed growth based on compounds of the formula (I). Invention provides preparing compounds possessing the herbicide activity.

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

5 cl, 28 tbl, 5 ex

FIELD: organic chemistry, fungicides, agriculture.

SUBSTANCE: invention describes 1-pyridinyl-2-azolyl-1-(4-fluorophenyl)ethanols of the general formula (I)

wherein X means nitrogen atom (N) or -CH, and their using as fungicides. Proposed compounds possess high fungicide activity and can be used as agricultural, industrial, medicinal and veterinary fungicides.

EFFECT: valuable properties of compounds.

3 cl, 1 tbl, 4 ex

FIELD: organic chemistry, chemical technology, herbicides, agriculture.

SUBSTANCE: invention relates to new sulfonamides of the formula (I):

and their salt wherein A represents substituted or unsubstituted benzene ring or 5-membered, or 6-membered substituted or unsubstituted heteroaromatic ring taken among the group comprising thienyl, pyrazolyl, imidazolyl, pyridyl wherein optional substitutes are taken among the group consisting of halogen atom, substituted or unsubstituted (C1-C4)-alkyl, unsubstituted or substituted (C1-C4)-alkoxy-group, nitro-group, phenyl, phenoxy-group, benzoyl and (C1-C4)-alkylcarboxylate when any alkyl fragment in the latter indicated substituted is substituted with one or some halogen atoms, (C1-C4)-alkoxy-groups, cyano-group and phenyl; Q represents -O-, -S- or group of the formula: -CXX' wherein X and X' can be similar or different and each represents hydrogen atom, halogen atom, cyano-group, alkyl comprising 1-8 carbon atoms, or the group -ORa, -SRa; or one of X and X' represents hydroxy-group and another has values determine above; Ra means (C1-C8)-alkyl, phenyl; Rb means (C1-C8)-alkyl, phenyl; Y means nitrogen atom or the group CR9; R1 means unsubstituted (C1-C8)-alkyl or that substituted with halogen atom, cyano-group, phenyl or (C1-C4)-alkoxycarbonylamino-group, or it represents phenyl; R2 means hydrogen atom (H), (C1-C4)-alkyl; R3 and R4 can be similar or different and each represents (C1-C4)-alkyl, (C1-C4)-alkoxy-group, halogen atom; R9 means hydrogen atom (H) under condition that when Q represents oxygen atom (O) or -S- then ring A represents 5-membered substituted or unsubstituted heteroaromatic ring and determined above. Compounds of the formula (I) possess the herbicide activity that allows their using for eradication of weeds. Also, invention describes a method for preparing compounds of the formula (I).

EFFECT: improved preparing method, valuable properties of compounds.

9 cl, 5 tbl, 18 ex

Herbicidal agent // 2266648

FIELD: organic chemistry, agriculture.

SUBSTANCE: invention relates to herbicidal agent containing effective amount of active compound mixture including a) 2-(2-methoxycarbonylsulfonyl aminocarbonyl)-4-methyl-5-propoxy-2,4-dihydro-3H-1,2,4-triazole-3-one of general formula I 1 or sodium salt thereof; and b) one compound improving resistance of agriculture plants, namely diethyl-1-(2,4-dichlorophenyl)-4,5-dihydro-5-methyl-1H-pyrazole-3,5-licarboxylate in ratio a/b of 1:0.025-25 pts.

EFFECT: herbicidal agent reducing damage of agriculture plants, in particular cereals.

1 cl, 24 tbl, 2 ex

FIELD: organic chemistry, agriculture.

SUBSTANCE: claimed mixture from herbicides and antidotes contains (A) herbicidically active substance based on phenylsulfonylureas of formula I and salts thereof (in formula R1 is hydrogen or C1-C6-alkyl; R2 is C1-C3-alkyl; R3 is C1-C3-alkoxy; R4 is hydrogen or C1-C4-alkyl; Hal is fluorine, chlorine, bromine, or iodine); and (B) antidote of formulae II or III , wherein X is hydrogen, halogen, C1-C4-alkyl; C1-C4-alkoxy, nitro or C1-C4-haloalkyl; Z is hydroxyl, C1-C8-alkoxy, C3-C6-cycloalkoxy, C2-C8-alkenyloxy, C2-C8-alkynyloxy; R5 is C1-C2-alkandiyl chain optionally substituted with one or two C1-C4 alkyl residues or (C1-C3-alcoxy)carbonyl; W is bivalent heterocyclic residue; n = 1-5; in weight ratio herbicide/antidote of 100:1-1:100. Also disclosed is method for protection of cultural plants against phytotoxic side effect of herbicidically active substance of formula I. Claimed method includes antidote application of formulae II or III on plant, plant parts, plant seeds or seeding areas before or together with herbicidically active substance in amount of 0.005-0.5 kg/hectare in weight ratio of 100:1-1:100.

EFFECT: mixture for effective selective weed controlling in cultural plant, particularly in maize and grain cultures.

8 cl, 2 ex, 7 tbl

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