A pesticide composition and use thereof

By combining compound I with compound II and/or compound III, the problem of poor compound I effect was solved, achieving the effects of reducing the dosage and expanding the control spectrum, improving insecticidal and fungicidal efficiency and delaying the development of drug resistance.

CN116784339BActive Publication Date: 2026-02-27SHANDONG UNITED PESTICIDE IND CO LTD
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Patent Information

Application Number
CN202210259183.3
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2022-03-14
Publication Date
2026-02-27
Estimated Expiration
2042-03-14

AI Technical Summary

Technical Problem

The existing compound I combination method has failed to effectively achieve synergistic effects, leading to increased pesticide use and accelerated pesticide resistance in pests and diseases.

Method used

Compound I is combined with Compound II and/or Compound III to form a composition containing Compound I, the weight ratio of which is optimized, and various applicable pesticide formulations, including suspension concentrates and emulsions, are prepared for the control of pests and pathogens.

Benefits of technology

While reducing the dosage of Compound I, the pesticide's control spectrum can be expanded, its insecticidal and fungicidal efficiency can be improved, and the development of pesticide resistance in pests and diseases can be delayed.

✦ Generated by Eureka AI based on patent content.

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Abstract

The present application relates to the technical field of pesticide and other agent compound composition, and particularly relates to a kind of composition comprising compound I and application thereof.The insecticidal and fungicidal composition comprising compound I of the present application can improve the prevention effect, reduce the amount of drug, and at the same time solve the problems of resistance generation and efficacy decline caused by long-term use of single insecticide and acaricide, to meet the needs of agricultural pest control.
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Description

TECHNICAL FIELD

[0001] The present application relates to the technical field of pesticide and other agent complex composition, and in particular to a pesticide composition containing compound I and application thereof. BACKGROUND

[0002] It is an effective and fast way to develop and research new pesticides and prevent and control resistant bacteria in agriculture to compound different pesticide active ingredients into new pesticides. Different varieties of pesticides mixed usually show three types of action: additive effect, synergistic effect and antagonistic effect. However, it is impossible to predict which type of action. The formula with good synergistic effect can significantly improve the actual prevention and control effect, reduce the use amount of pesticides, and also can expand the insecticidal and fungicidal spectrum, improve the insecticidal and fungicidal efficiency, thereby greatly delaying the generation speed of disease and pest resistance, and is an important means of integrated disease and pest control.

[0003] Patent document CN 111909143 A discloses compound I, which has broad-spectrum insecticidal activity, especially good control effect on Lepidoptera, Hemiptera, Coleoptera, Thysanoptera, Diptera, mites and other pests. However, how to make it complex with other drugs to achieve the purpose of synergistic effect is not disclosed.

[0004] The structural formula of compound I is shown below,

[0005] SUMMARY

[0006] The present application relates to the technical field of pesticide and other agent complex composition, and in particular to a pesticide composition containing compound I and application thereof.

[0007] It has been found that this object is achieved, partly or completely, by the combination of active compounds as defined below.

[0008] The present application provides a composition comprising compound I, compound II and / or compound III, wherein the compound I is shown as follows,

[0009]

[0010] The compound II is selected from at least one of the following:

[0011] (1) II-M.1 nicotinic acetylcholine receptor agonists, for example:

[0012] II-M.1A neonicotinoids: chlorthiazoline, piperazine, cyclopyridamole; or

[0013] II-M.1A.1: 1-[(6-chloro-3-pyridinyl)methyl]-2,3,5,6,7,8-hexahydro-9-nitro-(5S,8R)-5,8-epoxy-1H-imidazo[1,2-a]aza or

[0014] II-M.1A.2: (2E-)-1-[(6-chloropyridin-3-yl)methyl]-N'-nitro-2-pentylaminoguanidine; or

[0015] II-M.1A.3: 1-[(6-chloropyridin-3-yl)methyl]-7-methyl-8-nitro-5-propoxy-1,2,3,5,6,7-hexahydroimidazo[1,2-a]pyridine; or

[0016] II-M.1B dichlorothiapyrimidine;

[0017] (2) II-M.2 sodium channel modulators, for example:

[0018] II-M.2A Pyrethroids: Pyrethrin, D-trans-cypermethrin, Flufenoxuron, Propyrethrin, D-allethrin, D-trans-allethrin, Flucypermethrin, Bio-allethrin, 2-Cyclopentenyl Bio-allethrin, Bio-benzaloflavone, Cypermethrin, High-efficiency Cypermethrin, Cypermethrin A, Cypermethrin B, High-efficiency Trans-cypermethrin, Cypermethrin Hexyloxyfenozide, Cypermethrin, Enzymetrozine, Cypermethrin, High-efficiency Cypermethrin, Cypermethrin, Flufenoxuron, Flufenoxuron, Flufenoxuron, Bromofenozide, D-heptafluoroquinolones Permethrin, imidacloprid, cyfluthrin, methoxybenzylfluthrin, [2,3,5,6-tetrafluoro-4-(methoxymethyl)phenyl]methyl-3-(2-cyano-1-propen-1-yl)-2,2-dimethylcyclopropanecarboxylate (CAS: 609346-29-4), permethrin, fenpyrethrin, acetylacetonate, propofol, pyrethroids, pyrethroids, pyrethroids, silyl ether, tetrafluoroethylene, cypermethrin, fenpyroxene, d-propynethrin, flusilyl ether, d-propynethrin, tetrabromopyrethrin, and tetrafluoroethylene; or

[0019] II-M.2B DDT and methoxydiphenyltrichloro ...

[0020] II-M.2C cyfluthrin, indoxacarb, veratrine;

[0021] (3) II-M.3 diamide ryanodine receptor modulators, for example:

[0022] Phthalate compounds:

[0023] II-M.3.1 : (R)-3-chloro-N1-(2-methyl-4-(heptafluoroisopropyl)phenyl)-N2-(1- (methylsulfonyl)propan-2-yl)phthalamic acid; or

[0024] II-M.3.2: (S)-3-chloro-N1-(2-methyl-4-(heptafluoroisopropyl)phenyl)-N2-(1- (methylsulfonyl)propan-2-yl)phthalamic acid; or

[0025] II-M.3.3: 2-[3,5-dibromo-2-({[3-bromo-1-(3-chloropyridin-2-yl)-1H-pyrazol-5-yl])yl} amino)benzoyl]-1,2-dimethylhydrazine carboxylic acid methyl ester; or

[0026] II-M.3.4a) N-[4,6-dichloro-2-[(diethyl-λ-4-sulfanylidene)carbamoyl]phenyl]-2-(3- chloro-2-pyridinyl)-5-trifluoromethylpyrazole-3-carboxamide;

[0027] II-M.3.4b) N-[4-chloro-2-[(diethyl-λ-4-sulfanylidene)carbamoyl]-6-methylphenyl]-2- (3-chloro-2-pyridinyl)-5-trifluoromethylpyrazole-3-carboxamide;

[0028] II-M.3.4c) N-[4-chloro-2-[(di-2-propyl-λ-4-sulfanylidene)carbamoyl]-6- methylphenyl]-2-(3-chloro-2-pyridinyl)-5-trifluoromethylpyrazole-3-carboxamide;

[0029] II-M.3.4d) N-[4,6-dichloro-2-[(di-2-propyl-λ-4-sulfanylidene)carbamoyl]phenyl]-2- (3-chloro-2-pyridinyl)-5-trifluoromethylpyrazole-3-carboxamide;

[0030] II-M.3.4e) N-[4,6-dichloro-2-[(diethyl-λ-4-sulfanylidene)carbamoyl]-phenyl]-2-(3- chloro-2-pyridinyl)-5-difluoromethylpyrazole-3-carboxamide;

[0031] II-M.3.4f) N-[4,6-dibromo-2-[(di-2-propyl-λ-4-sulfanylidene)carbamoyl]-phenyl]-2- (3-chloro-2-pyridinyl)-5-trifluoromethylpyrazole-3-carboxamide;

[0032] II-M.3.4g) N-[4-chloro-2-[(di-2-propyl-λ-4-sulfanylidene)carbamoyl]-6- cyanophenyl]-2-(3-chloro-2-pyridinyl)-5-trifluoromethylpyrazole-3-carboxamide;

[0033] II-M.3.4h) N-[4,6-dibromo-2-[(diethyl-λ-4-sulfanylidene)amino- carbonyl]-phenyl]-2-(3-chloro-2-pyridinyl)-5-trifluoromethylpyrazole-3- carboxamide;

[0034] II-M.3.4i) N-[2-(5-amino-1,3,4-thiadiazol-2-yl)-4-chloro-6-methylphenyl]-3- bromo-1 -(3-chloro-2-pyridinyl)-1 H-pyrazole-5-carboxamide;

[0035] II-M.3.4j) 3-chloro-1 -(3-chloro-2-pyridinyl)-N-[2,4-dichloro-6-[[(1 - cyano-1 -methylethyl)amino]carbonyl]phenyl]-1 H-pyrazole-5-carboxamide;

[0036] II-M.3.4k) 3-bromo-N-[2,4-dichloro-6-(methylcarbamoyl)phenyl]-1 -(3,5- dichloro-2-pyridinyl)-1 H-pyrazole-5-carboxamide;

[0037] II-M.3.4l) N-[4-chloro-2-[[(1,1 -dimethylethyl)amino]carbonyl]-6- methylphenyl]-1 -(3-chloro-2-pyridinyl)-3-(fluoromethoxy)-1 H-pyrazole-5- carboxamide;

[0038] II-M.3.5: N-(2-cyanopropan-2-yl)-N-(2,4-dimethylphenyl)-3-iodobenzene-1,2- dicarboxamide; or

[0039] II-M.3.6: 3-chloro-N-(2-cyanopropan-2-yl)-N-(2,4-dimethylphenyl)-benzene-1,2- dicarboxamide;

[0040] II-M.3.7a) 1 -(3-chloro-2-pyridinyl)-N-[4-cyano-2-methyl-6-[(methylamino) carbonyl]phenyl]-3-[[5-(trifluoromethyl)-2H-tetrazol-2-yl]methyl]-1 H-pyrazole- 5-carboxamide; or

[0041] II-M.3.7b) 1 -(3-chloro-2-pyridinyl)-N-[4-cyano-2-methyl-6-[(methylamino) carbonyl]phenyl]-3-[[5-(trifluoromethyl)-1 H-tetrazol-1 -yl]methyl]-1 H-pyrazole- 5-carboxamide;

[0042] (4) II-M.4 GABA-gated chloride ion channel antagonists, for example:

[0043] II-M.4A organochlorine compounds: Toxaphene, dieldrin, heptachlor, methyl parathion, aldrin, endosulfan, chlordane, trichlorfon; or

[0044] II-M.4B Phenylepiazoles: acetamiprid, buprofen, fipronil, pyrazinoflavone, pyridinium-methyl, acetamiprid, butenoflavone;

[0045] (5) Ⅱ-M.5 selective feeding blockers for homoptera, such as: bispyribac-methyl, pyrazinone, flonicamid, pyrifluquinazon (CAS: 337458-27-2);

[0046] (6) Inhibitors of II-M.6 acetylcholinesterase, for example:

[0047] II-M.6A carbamates: aldicarb, fenvalerate, carbofuran, carbaryl, chlorfenapyr, thiamethoxam, methomyl, methoxyfenozide, acetamiprid, propoxur, thiamethoxam, oxadiazon, oxadiazon, oxadiazon, chlorfenapyr, methyl sulfone, carbaryl, carbofuran, ethoxyfenozide, methyl methoxyfenozide, chlorpyrifos, furazolidone, isoprocarb, methomyl, fenpyroxen, dichlorvos, chlorpyrifos, pyridaben, benzoylcarb, butylcarb, terbufos, chlorpyrifos, dimethoate, and methomyl; or

[0048] II-M.6B Organophosphates: Thiazolphosphine, Methyl isofenphos, Nitrothion, Chlorpyrifos, High-methylenetetramine, Ethyl glutathione, Phoxim, Phoxim, Phoxim, Mefenoxam, Ammonium sulfide, Pyrimethanil, Chlorpyrifos, Methyl chlorpyrifos, Hemoxyfen, Neotamidophos (CAS: 140163-89-9), Methyl demeton-methyl, Diazinon, Dibromophos, Dichlorvos, Phosphate, Dimethoate, Methyl ethion, Phosphate, Ethiophanate-methyl, Fenmethoxam, Isoxazol, Malathion, Phosphate, Methamidophos, Phosphate, Phosphate, Dimethoate, Omethoate, Sulfonate, 1605, Methyl 1605, Methyl Parathion, phorate, phorate, phosmet, phosmet, phosmet, chlorpyrifos, fenpropathrin, fenpropathrin, fenpropathrin, quinalphos, terbufos, acephate, methyl pyrazophos, phosmet, pyrazophos, quinalphos, phosmet, thiophanate-methyl, thiophanate-methyl, pyrimethanil, thiophanate-methyl, chlorpyrifos, chlorpyrifos, chlorpyrifos, phosmet, fenitrothion, terbufos, chlorpyrifos ...

[0049] (7) II-M.7 chloride channel agonists, such as: milbemycin, ivermectin, mibamicin, oleanil, raphemycin and milbemycin;

[0050] (8) II-M.8 Juvenile hormone mimics, for example: methoprene, hydroprene, kinoprene, metho- pyr-din, pyri- throtrex, fenoxycarb, pyri- dyl, pyri- pro- lex, fen- py- r- dione, pyri- pro- phos;

[0051] (9) II-M.9 Mite growth inhibitors, for example: clofentezine, hexythiazox, etox- y- rez, flubenzimine;

[0052] (10) II-M.10 Inhibitors of the mitochondrial ATP synthesis, for example: dia- c- t- r, f- ent- r, azocyclotin, cy- clo- t- r, chlor- fenap- r, tral- me- thion, fen- but- t- n, dia- c- t- r, dicy- c- l- c- di- imide, a- c- c- t- r, 4,6- di- nitro- o- cresol (DNOC);

[0053] (11) II-M.11 Uncouplers of oxidative phosphorylation, for example: fi- lo- x- cy- min, din- o- t- n, s- t- r;

[0054] (12) II-M.12 Nicotinic acetylcholine receptor channel blockers, for example: clo- thia- t- r, b- tan, thiocyclam, b- t- r, m- t- r, b- t- r;

[0055] (13) II-M.13 O-type chitin biosynthesis inhibitors, such as benzoylureas, including b- t- f- t- r, chlor- f- u- r, fluc- y- r, fluc- y- r, fluc- y- r, fluc- y- r, b- t- f- r, b- t- f- r, t- f- u- r, c- t- r, c- t- r, t- f- r, c- t- r, t- f- r, t- f- r, t- f- r;

[0056] (14) II-M.14 I-type chitin biosynthesis inhibitors, for example: t- t- r;

[0057] (15) II-M.15 Moulting disruptors, for example: cy- flum- r, a- c- t- r, KK-42;

[0058] (16) II-M.16 Ecdysone receptor agonists, for example: m- t- r, b- t- r, t- t- r, m- t- r, c- t- r, c- t- r, c- t- r, c- t- r;

[0059] (17) II-M.17 Octopamine receptor agonists, for example: a- m- r (formet- r);

[0060] (18) II-M.18 Inhibitors of mitochondrial complex electron transport, for example:

[0061] II-M.18.A Mitochondrial complex I electron transport inhibitors: q- t- r, p- r- m- r, p- t- r, p- t- r, p- t- r, f- t- r, r- t- r;

[0062] II-M.18.B Mitochondrial complex III electron transport inhibitors: m- t- r, m- t- r, p- t- r, m- t- r;

[0063] (19) II-M.19 Voltage-dependent sodium channel blockers, for example: indoxacarb, metaflumizone, 2-[2-(4-cyanophenyl)-1-[3-(trifluoromethyl)phenyl]ethylidene]-N-[4-(difluoromethoxy)phenyl]hydrazinecarboxamide, N-(3-chloro-2-methylphenyl)-2-[(4-chlorophenyl)[4-[methyl(methylsulfonyl)amino]phenyl]methylidene]hydrazinecarboxamide;

[0064] (20) II-M.20 Acetyl CoA carboxylase inhibitors, for example: tetronic and tetramic acid derivatives, spirodiclofen, spiromesifen, spirotetramat, methylobarbital;

[0065] (21) II-M.21 Inhibitors of mitochondrial complex IV electron transport, for example:

[0066] II-M.21.A Phosphorus-containing compounds: aluminium phosphide, phosphine, calcium phosphide, phosphine and zinc phosphide;

[0067] II-M.21.B Cyanides;

[0068] (22) II-M.22 Miscellaneous non-specific (multi-site) inhibitors, for example:

[0069] II-M.22.A Halogenated alkanes: methyl bromide;

[0070] II-M.22.B Chloropicrin, sulphuryl fluoride, borax, tartar emetic;

[0071] II-M.22.C Release of methyl isothiocyanate: dithio- carb, metam;

[0072] (23) II-M.23 Bioamine receptor competitors, for example: dimefluthrin, benzaldehyde hydrazone, benzaldehyde semicarbazone;

[0073] II-M.24 Coniferyl acid inhibitors: fluvoxa- cid;

[0074] II-M.25 Insect midgut membrane microbial disruptors: Bacillus subtilis, Bacillus thuringiensis or Bacillus sphaericus and their produced insecticidal proteins, such as Bacillus thuringiensis subspecies israelensis, Bacillus thuringiensis subspecies aizawai, Bacillus thuringiensis subspecies kurstaki, Bacillus thuringiensis subspecies tenebrionis, or Bt crop proteins: Cry1Ab, Cry1Ac, Cry1Fa, Cry2Ab, mCry3A, Cry3Ab, Cry3Bb and Cry34 / 35Ab1;

[0075] II-M.26 Parasitic fungi: Lecanicillium lecanii, Paecilomyces fumosoroseus, Pochonia chlamydosporia, Purpureocillium lilacinum, Beauveria bassiana, Metarhizium anisopliae;

[0076] II-M.27 Insecticidal or nematicidal active compounds with unknown or indeterminate modes of action: pyrimethanil, *Bletilla striata* extract, calcium cyanamide, calcium cyanamide, allyl isothiocyanate, *Microsorum sulforaphane* HNI-1, dimethyl disulfide, dimethyl disulfide, oxadiazine, trifluoropyridine, 1,3-dichloropropene, α-trithiophene, fluoxetine sulfone, trifluoroimidazolium, furfural, ricinole, dithiocyanomethane, sulfadiazine, benzylpyridinium, bromopropylate, quinacrine, cryolite, matrine, veratrine, squalene, olive squalene, spirodiclofen, pyrimethanil, fluoxetine sulfone, 4-(methoxyoxime)-a-[(3,3,3-trifluoropropyl)sulfonyl]cyclohexylacetonitrile (CAS: 10976) 30-26-6), oxadiazon, thiodimethyl fluoride, flufenoxuron, pyridaben, acetamiprid (triflumethrin), flufenoxuron (CAS: 337458-27-2), 3-phenyl-5-(thien-2-yl)-1,2,4-diazole (CAS: 330459-31-9), thiazolyl pyridineamines: (6-methoxy-N-((thiazolyl-5-yl)methyl)-N-methyl-3-nitropyridine-2-amine, 6-methoxy-N-((thiazolyl-5-yl)methyl)-N-ethyl-3-nitropyridine-2-amine, 6-methoxy-N-((5-bromothiazolyl-4-yl)methyl)-N-ethyl-3-nitropyridine-2-amine);

[0077] Compound III is selected from at least one of the following compounds:

[0078] (1) III-FI respiratory inhibitors, for example;

[0079] Inhibitors of the III-F.I1 complex III at the Qo site: azoxystrobin, pyraclostrobin, eugenol, fenvalerate, pyraclostrobin, pyraclostrobin, pyraclostrobin, acetamiprid, fluopyram, fluopyram, imidacloprid, pyraclostrobin, pyraclostrobin, pyraclostrobin, pyraclostrobin, pyraclostrobin, chlorpyrifos, fenoxystrobin, oxadiazon, formamide, pyraclostrobin, pyraclostrobin;

[0080] Inhibitors of the III-F.I2 complex III (cytochrome c reductase) at the Qi site: cyazofamid, indolesulfonamide;

[0081] III-F.I3 Complex II (succinate dehydrogenase) inhibitors: carboxin, fenhexamid, zoxamide, flutolanil, furametpyra- zole, silthiofam, ethaboxam, furophanate, N-[l,l-dimethyl-2-[2-methyl-4-(l-methylethoxy)phenyl]-2-oxo- ethyl]-3-methyl-2-thiophenecarboxamide (CAS: 875915-78-9), isopyrazam, prothioconazole, oxycarboxin, flu- oxydiazole, penthiopyrad, bixafen, furametpyr, pyraclostrobin, seda- phene, fluazinam, acibenzolar-S-methyl, zoxamide, prothioconazole-t;

[0082] III-F.I4 Other respiration inhibitors: diflumirex; nitrophenyl derivatives: binapacryl, dinocap, dinobuton, fluazinam; phtalamid; organometallic compounds: fentin acetate, fentin hydroxide and fosetyl-Al; pyrisoxazole; and silthiofam, dicyclomet, cyprodinil;

[0083] (2) III-F.II Sterol biosynthesis inhibitors, for example:

[0084] III-F.II1 C14 demethylase inhibitors, for example:

[0085] triazoles: azaconazole, bitertanol, bromocryptone, cyproconazole, cyprodinil, diclobutrazol, difenacozon, enilconazole, epoxiconazole, etaconazole, fenbuconazole, ferbam, fluquinconazole, flusilazole, flutriafol, hexaconazole, imibenconazole, ipconazole, metconazole, myclobutanil, naftalazan, nuarimol, pefurazoate, penconazole, propiconazole, prothioconazole, quinconazole, simeconazole, tebuconazole, tetraconazole, triflumizole, triforine, triticonazole, uniconazole, x-ray;

[0086] imidazoles: imazalil, peatimoz, prochloraz, triflumizole;

[0087] pyrimidines, pyridines and piperazines: fenarimol, nuarimol, pyifenoxs, triarimol;

[0088] thiazoles: tolylfluanid, thiabendazole, thiophanate-methyl, zineb;

[0089] III-F.II2 delta 14-reductase inhibitors, for example: dodine, dodine acetate, fenpropimorph, tridemorph, spiroxamine, chlorfenprop, fenpropidine, fenpiclonil and spiroxamin;

[0090] III-F.II3 3-keto reductase inhibitors, for example: carpropamid, metrafenone;

[0091] (3) III-F.III Inhibitors of nucleic acid synthesis, for example:

[0092] III-F. III 1 phenylamides or acylamino acid fungicides, for example: benodanil, benomyl, carbendazim, furalaxyl, metalaxyl, oxadixyl, ofurace;

[0093] III-F. III 2 others, for example: etridiazole, oxthiazim, probenazole, quadralizole, bupirimate;

[0094] (4) III-F. IV inhibitors of cell division and cytoskeleton, for example:

[0095] III-F. IV 1 microtubulin inhibitors selected from the following classes, for example:

[0096] benzimidazoles and thiophanates: thiabendazole, benomyl, carbendazim, fuberidazole, prothiocarb and thiophanate-methyl;

[0097] III-F. IV 2 other cell division inhibitors, for example: diethofencarb, ethaboxam, pencycuron, fluopicolide, zuleim, metrafenone, aiclenam;

[0098] (5) III-F. V inhibitors of amino acid and protein synthesis, for example:

[0099] III-F. V 1 inhibitors of methionine synthesis selected from the following class of anilinopyrimidines: cyprodinil, pyrimethanil, pyrimicarb and pyrimethanil;

[0100] III-F. V 2 inhibitors of protein synthesis, for example: streptomycin, oxytetracycline, kasugamycin, setomycin, allicin, ethylicin, kasugamocin, milomycin, streptomycin, oxytetracycline, polyoxin and validamycin;

[0101] (6) III-F. VI inhibitors of signal transduction, for example:

[0102] F. VI 1 MAP / histidine protein kinase inhibitors, for example: fludioxonil, flusulfamide, iprodione, procymidone, fenpiclonil, fenhexamid and fluoroimid;

[0103] III-F. VI 2 G protein inhibitors, for example: quinoxylen;

[0104] (7) III-F. VII inhibitors of lipid and membrane synthesis, for example:

[0105] F. VII 1 inhibitors of phospholipid biosynthesis, for example: edifenphos, isinophos, pyrazophos, isoprothiolane;

[0106] F. VII 2 lipid peroxidation, for example: dichlofluanid, chlorphenothene, quintozene, tecnazene, toclofos-methyl and mepronil;

[0107] F. VII 3 Phospholipid biosynthesis and cell wall deposition, for example: emermam, flumorph, mandipropamid, dimethomorph, fenhexamid, iproquinad, pyrimidinylcarbinol;

[0108] III-F. VII 4 Compounds and fatty acids affecting cell membrane permeability, for example: bavalan;

[0109] III-F. VII 5 Fatty acid amide hydrolase inhibitors, for example: flutianil;

[0110] (8) III-F. VIII Inhibitors with multisite action, for example:

[0111] III-F. VIII 1 Inorganic active substances, for example: chlorine, bromine, isocyanuric acid, Bordeaux mixture, copper naphthenate, copper acetate, copper hydroxide, copper oxychloride, basic copper sulfate and sulfur;

[0112] III-F. VIII 2 Thio- and dithio-carbamates, for example: ferbam, mancozeb, maneb, metam, metiram, propineb, thiram, dithianon, zineb and ziram;

[0113] III-F. VIII 3 Organic chlorine compounds selected from the following classes of phthalic acid imides, sulfamides and chloronitriles: anilazine, chlorothalonil, captan, dithianon, diclomezine, hexachlorobenzene, pentachlorophenol and its salts, phthalophine, dichlofluanid, ethephon, dimetnam, iprodione, procymidon, iph- benzoic acid, vinclozolin;

[0114] III-F. VIII 4 Guanidines and others, for example: guanidine, dodine, dodine free base, iminoctadine, iminoctadine albesilate, iminoctadine tris(albesilate), guazatine and guazatine- ac. ;

[0115] (9) III-F. IX Inhibitors of the cell wall synthesis, for example:

[0116] III-F. IX 1 Inhibitors of the glucan synthesis, for example: kasugamycin and polyoxin;

[0117] III-F. IX 2 Inhibitors of the melanin synthesis, for example: pyroquilon, tricyclazole, carpropamid, dichlozoline and fenarimol;

[0118] (10) III-F. X Plant defense inducers, for example:

[0119] III-F. X 1, for example: acibenzolar-S-methyl, probenazole, isotianil, tiadinil, prohexadione calcium;

[0120] III-F. X 2 Phosphonates, for example: fosetyl, fosetyl-aluminum, phosphorous acid and its salts, potassium or sodium bicarbonate;

[0121] (11) III-F. Unknown mode of action, for example:

[0122] cyflufenamid, dazomet, diclomezni, diclomezni-methylsulfate, diphenylamine, fluoroimid, flusulfamide, (2Z)-2-[[2-fluoro-5-(trifluoromethyl)phenyl]thio]-2-[3-(2-methoxyphenyl)-2-thioxazolidinylidene]acetonitrile (CAS: 958647-10-4), fosetyl-aluminum, granular, isoprothiolane, 2,2,2-trifluoroethyl N-[(1S)-2-methyl-1[[(4-methylbenzoyl)amino]methyl]propyl]carbamate (CAS: 911499-62-2), oxine-copper, propineb, (6-tert-butyl-8-fluoro-2,3-dimethylquinolin-4-yl)acetate (CAS: 376645-78-2), pyracarbolid, tiadinil, bronopol, chlorous acid, guanidine hydrochloride, lentinan, amino-oligosaccharide, plectasin, probenazole, cuprobam, octhilinone acetate, pleuromutilin, oligosaccharide, chitinous, phenazine-1-carboxylic acid, ningnanmycin, emodin methyl ether, tolfenpyrad, carvacrol.

[0123] According to an embodiment of the present application, the compound I is prepared according to the method of Example 1 in the patent document CN 111909143 A, which is incorporated herein by reference in its entirety.

[0124] According to some embodiments of the present application, the compound of formula I is administered with at least one compound II and / or III.

[0125] According to some embodiments of the present application, the weight ratio of the compound of formula I to the compound II or the compound III is 50:1-1:50, such as 50:1, 45:1, 40:1, 35:1, 30:1, 25:1, 20:1, 15:1, 10:1, 5:1, 4:1, 3:1, 2:1, 1:1, 1:2, 1:3, 1:4, 1:5, 1:10, 1:15, 1:20, 1:25, 1:30, 1:35, 1:40, 1:45, 1:50, or any value between the aforementioned values.

[0126] Preferably, the weight ratio of the compound of formula I to the compound II or the compound III is 30:1-1:10.

[0127] According to some embodiments of the present application, the composition can be prepared into any applicable dosage form, such as a suspension, a suspoemulsion, a microemulsion, a water dispersible granule, a granule, a smoke agent, a microcapsule suspension, a microcapsule suspension-suspension, a powder, a wettable powder, a soluble powder, an aqueous agent, an ultra-low volume liquid, a dry suspension, an emulsion, an aqueous emulsion, or a seed coating agent.

[0128] Preferably, the dosage form is a suspension, a water dispersible granule, a granule, an emulsion, a powder, a seed coating agent.

[0129] Preferably, the seed coating agent is a suspension seed coating agent, a water emulsion seed coating agent, a seed treatment dispersible powder, a seed treatment dispersible granule.

[0130] The present application also provides a method for preparing the composition as described above, comprising mixing the compound I with the compound II and / or the compound III.

[0131] The present application also provides a method for controlling pests and pathogens, which comprises contacting the pests and pathogens or their food supply chain, habitat, breeding ground and other places with an effective amount of the aforementioned composition.

[0132] The present application also provides a method for protecting plant propagation materials, which comprises contacting the plant propagation materials with an effective amount of the aforementioned composition.

[0133] The present application also provides a seed product, which comprises seeds and the aforementioned composition in an amount of 0.1 g to 100 kg per 100 kg of seeds.

[0134] The present application also provides a use of the aforementioned composition in combating pests and pathogens.

[0135] The present application also provides a pesticide composition, which comprises a solid or liquid carrier and the aforementioned composition.

[0136] The present application also provides a use of the aforementioned composition in controlling plant pests and pathogens.

[0137] The present application has the following advantages:

[0138] The pesticide and fungicide composition containing the compound I can improve the control effect, reduce the amount of pesticide used, and solve the problems of resistance and decreased efficacy caused by long-term use of single pesticide and acaricide, thereby meeting the needs of agricultural pest and pathogen control.

[0139] The synergistic effect of the composition of the present application is specifically manifested as follows:

[0140] 1. The composition of the present application exhibits obvious synergistic effect, thereby improving the control effect of the compound I on pests.

[0141] 2. The composition reduces the dosage of pesticide used in application, thereby reducing the use cost, decreasing the residue amount of pesticide on crops, enhancing the environmental friendliness, and reducing environmental pollution.

[0142] 3. The mechanisms of action of the effective components of the composition are different, there is no problem of cross-resistance, the occurrence of pest resistance can be delayed, and the control effect on resistant populations can be improved.

[0143] 4. The composition can control a plurality of pests. DETAILED DESCRIPTION

[0144] The technical solutions of the present application will be further described in detail below in combination with specific examples. It should be understood that the following examples are only illustratively described and explained, and should not be interpreted as limiting the scope of protection of the present application. Any technology realized based on the above description of the present application is covered within the scope of protection intended by the present application.

[0145] Unless otherwise specified, the raw materials and reagents used in the following examples are commercially available or can be prepared by known methods.

[0146] The compound I used in the following Example 1 was prepared according to the method of Example 1 in the patent document CN 111909143 A.

[0147] The formula for calculating the control effect of the treatment agent on pests in the following examples is as follows:

[0148]

[0149]

[0150] The formula for calculating the control effect of the treatment agent on plants in the following examples is as follows:

[0151] Disease grading standards:

[0152] 0: No disease on the whole plant;

[0153] 1: Disease on the 4th leaf and the leaf sheath and leaf below it (with the top leaf as the 1st leaf);

[0154] 3: Disease on the 3rd leaf and the leaf sheath and leaf below it;

[0155] 5: Disease on the 2nd leaf and the leaf sheath and leaf below it;

[0156] 7: Disease on the sword leaf and the leaf sheath and leaf below it;

[0157] 9: Disease on the whole plant, early death.

[0158]

[0159]

[0160] In the formula:

[0161] CK0 - pre-treatment disease index in the control area

[0162] CK1 - post-treatment disease index in the control area

[0163] PT0 - pre-treatment disease index in the treatment area

[0164] PT1 - post-treatment disease index in the treatment area

[0165] The % in each component of the formulations in the following examples, if not otherwise specified, refers to the mass percentage.

[0166] Example 1

[0167] 1) Test crop: pepper

[0168] Control object: Tetranychus cinnabarinus

[0169] The field efficacy test was carried out according to the Guidelines for Field Efficacy Test of Pesticides. The control test agent must be a registered product which has been proved to have good efficacy in practice, and the test dosage is the recommended dosage. The water treatment is set as the blank control, each dosage treatment has 4 repetitions, and the random block arrangement is adopted, and the area of each plot is not less than 15 m 2 . The spraying was carried out according to the agreement requirements and the label instructions. The base number of Tetranychus cinnabarinus was investigated before spraying, the number of live adults and nymphs was recorded by using random sampling method, the results were investigated 14 days after spraying, the number of live adults and nymphs of Tetranychus cinnabarinus was checked and recorded, the mite mouth reduction rate and the control effect of the treatment agent were calculated. The results are shown in Table 1 [in Table 1, the compound I and the compound II in the combined agent are prepared in a weight ratio of 1:1 and tested, and the compound I and the compound II or III in the combined agent in other tables are also prepared in a weight ratio of 1:1 and tested. Taking 50% diafenthiuron (compound II) suspension concentrate as an example, 50% is the mass percentage of the active ingredient diafenthiuron in the agent. And 50% compound I·diafenthiuron suspension concentrate (1:1) refers to the total mass percentage of the active ingredients compound I and diafenthiuron, and 1:1 refers to the weight ratio of the two active ingredients. And the dosage forms of the above single agent and the combined agent are prepared in the same way.

[0170] The single agent and the combined agent in the following table are also configured in this way, and the present application will not be described further.

[0171] Table 1 Field control effect test results of Tetranychus cinnabarinus

[0172]

[0173] 2) Test crop: corn

[0174] The control object is corn armyworm (Mythimna separata Walker)

[0175] The field efficacy test was carried out according to the Guidelines for Field Efficacy Test of Pesticides. The control agent was tested at the recommended dose. The water treatment was blank control, each dose treatment was repeated 4 times, randomly arranged in blocks, and each plot area was not less than 20m 2 The agent was evenly sprayed on the front and back of the plant, so that the corn armyworm could fully contact the pesticide solution. The initial population was investigated before application, and the 5-point sampling method was used after application, 10 plants were investigated per point in each plot. The number of live insects was investigated on the 14th day after application to calculate the reduction rate and control effect. The results are shown in Table 2.

[0176] Table 2 Field control effect test results on corn armyworm

[0177]

[0178]

[0179] 3) Test crop is tomato

[0180] The control object is tomato whitefly (Bemisia tabaci)

[0181] The field efficacy test was carried out according to the Guidelines for Field Efficacy Test of Pesticides. The control agent should be a registered and effective agent in practice, and the test dose was the recommended dose. The water treatment was blank control, each dose treatment was repeated 4 times, randomly arranged in blocks, and each plot area was not less than 15m 2 The application was carried out according to the protocol requirements or label instructions. The initial population was investigated before application, and the results were investigated 7 days after application. The random sampling method was used, at least 10 plants were marked in each plot, the number of live adults was recorded, and the reduction rate and control effect of the treatment agent were calculated. The results are shown in Table 3.

[0182] Table 3 Field control effect test results on tomato whitefly

[0183]

[0184] 4) Test crop is cotton

[0185] The control object is cotton aphid (Aphis gossypii Glover)

[0186] The field efficacy test was carried out according to the Guidelines for Field Efficacy Test of Pesticides. The test crop should be a sensitive cotton variety, and all test plots should be cultivated under the same conditions. The control agent should be a registered product with good efficacy in practice, and each plot area should be at least 20m 2, minimum 4 replications. The drug was applied according to the contract or label requirements, ensuring the accuracy of the amount and uniform distribution. The base of aphids per plot was not less than 500 before treatment, and the number of live insects was investigated 7 days after drug application to calculate the reduction rate of insect population and control effect. The results are shown in Table 4.

[0187] Table 4 Field test results of cotton aphid control

[0188]

[0189]

[0190] 5) Test crop is rice

[0191] The control object is rice leaf roller (Cnaphalocrocis medinalis)

[0192] The field efficacy test was carried out according to the Guidelines for Pesticide Field Efficacy Test. The test dose of the control test agent was the recommended dose. The water treatment was blank control, 4 replications for each dose, randomized block arrangement, and the area of each plot was not less than 15 m 2 . The drug was applied according to the agreement requirements and label instructions, 5 points were sampled from each plot to check 25 clumps of rice, the leaf rolling rate was counted, and the relative control effect was calculated by comparing the leaf rolling rate with the control area 14 days after drug application. The results are shown in Table 5.

[0193] Table 5 Field test results of rice leaf roller control

[0194]

[0195]

[0196] 6) Test crop is cabbage

[0197] The control object is diamondback moth (Plutella xylostella (Linnaeus))

[0198] The field efficacy test was carried out according to the Guidelines for Pesticide Field Efficacy Test. The test dose of the control test agent was the recommended dose. The water treatment was blank control, 4 replications for each dose, randomized block arrangement, and the area of each plot was not less than 20 m 2 . The drug was evenly sprayed on the front and back of the plant, so that the diamondback moth could fully contact the drug solution. The insect population was investigated before drug application, 5 points were sampled from each plot after drug application, 10 plants were investigated per point, the number of live insects was investigated in each plot 14 days after drug application to calculate the reduction rate of insect population and control effect. The results are shown in Table 6.

[0199] Table 6 Field test results of cabbage diamondback moth control

[0200]

[0201] 7) Test crop is cucumber

[0202] Control object is bacterial angular leaf spot (Pseudomonas syringae)

[0203] Field efficacy test is carried out according to the Guidelines for Field Efficacy Test of Pesticides. The cultivation conditions of all test plots are consistent and meet the local scientific agricultural practices. The control agent should be a registered product which has been proved to have good efficacy in practice, and the test dosage is the recommended dosage. Water treatment is blank control, 4 replicates for each dosage, randomized block arrangement, and the area of each plot is not less than 15 m 2 . The pesticide is applied according to the protocol requirements and label instructions to ensure accurate and uniform distribution. Five points are sampled on the diagonal of each plot, 3 plants per point, and all leaf blades are investigated to grade the percentage of lesion area per leaf blade to the whole leaf area. The disease base is investigated before treatment, and the control effect is investigated 14 days after treatment. The results are shown in Table 7.

[0204] Table 7 Field control effect test results of cucumber bacterial angular leaf spot

[0205]

[0206] 8) Test crop is corn

[0207] Control object is basal stem rot (species: Fusarium graminearum)

[0208] Field efficacy test is carried out according to the Guidelines for Field Efficacy Test of Pesticides. The test dosage of the control agent is the recommended dosage. Water treatment is blank control, 4 replicates for each dosage, randomized block arrangement, and the area of each plot is not less than 20 m 2 . The pesticide is applied to ensure accurate and uniform distribution. The disease base is investigated before treatment, and the control effect is investigated 14 days after treatment. The results are shown in Table 8.

[0209] Table 8 Field control effect test results of corn basal stem rot

[0210]

[0211]

[0212] 9) Test crop is rice

[0213] Control object: sheath blight (Rhizoctonia solani)

[0214] Field efficacy test was carried out according to the Guidelines for Field Efficacy Test of Pesticides. The control agent was tested at the recommended dose. Water treatment was blank control, each dose treatment was repeated 4 times, randomized block arrangement, each plot area was not less than 20 m 2 . The amount of drug was ensured to be accurate and evenly distributed. The disease base was investigated before application, and the damage symptoms and degree of rice sheath and leaf were classified, using 5-point sampling method with diagonal line in each plot, 5 clusters were investigated for each point, a total of 25 clusters, the total number of plants, the number of diseased plants and the number of disease levels were recorded, and the control effect was investigated 14 days after application. The results are shown in Table 9.

[0215] Table 9 Field test results of rice sheath blight prevention effect

[0216]

[0217] 10) Test crop: Chinese cabbage

[0218] Control object: soft rot (Erwinia carotovora)

[0219] Field efficacy test was carried out according to the Guidelines for Field Efficacy Test of Pesticides. The cultivation conditions of all test plots were consistent and met the local scientific agricultural practice. The control agent should be a registered product with good efficacy in practice, and the test dose was the recommended dose. Water treatment was blank control, each dose treatment was repeated 4 times, randomized block arrangement, each plot area was not less than 15 m 2 . The application was carried out according to the protocol and the label instructions, ensuring the amount of drug to be accurate and evenly distributed. All cabbage plants in each plot were investigated before application, and the total number of plants and the number of diseased plants were recorded, and the control effect was investigated 14 days after application. The results are shown in Table 10.

[0220] Table 10 Field test results of Chinese cabbage soft rot prevention effect

[0221]

[0222] 11) Test crop: tomato

[0223] Control object: bacterial wilt (Psedomonas solanacearum)

[0224] Field efficacy test was carried out according to the Guidelines for Field Efficacy Test of Pesticides. The cultivation conditions of all test plots were consistent and met the local scientific agricultural practices. The control agent should be a registered product with good efficacy in practice, and the test dosage was the recommended dosage. Water treatment was set as blank control, 4 replicates for each dosage, randomized block arrangement, and the area of each plot was not less than 15 m 2 . The application was carried out according to the protocol and label instructions to ensure accurate and uniform distribution of the drug. All plants in each plot were investigated, and the total plant number and diseased plant number were recorded. The disease base was investigated before application, and the control effect was investigated 14 days after application. The results are shown in Table 11.

[0225] Table 11 Field test results of compound I on tomato bacterial wilt

[0226]

[0227] 12) Test crop is citrus

[0228] Control object is bacterial wilt (Xanthomonas campestris)

[0229] Field efficacy test was carried out according to the Guidelines for Field Efficacy Test of Pesticides. The cultivation conditions of all test plots were consistent and met the local scientific agricultural practices. The control agent should be a registered product with good efficacy in practice, and the test dosage was the recommended dosage. Water treatment was set as blank control, 4 replicates for each dosage, randomized block arrangement, and the area of each plot was not less than 15 m . The application was carried out according to the protocol and label instructions to ensure accurate and uniform distribution of the drug. The application was carried out to ensure accurate and uniform distribution of the drug. Before application, two plants in each plot were investigated, and 10 fruits and all leaves on two shoots were investigated at five points of east, south, west, north and center. The control effect was investigated 20 days after application. The results are shown in Table 12.

[0230] Table 12 Field test results of compound I on citrus bacterial wilt

[0231]

[0232]

[0233] As shown in the above examples, the compound I and other agents (compound II and / or compound III) can reduce the dosage of the two and improve the control effect on pests and diseases.

[0234] No visible phytotoxicity symptoms were found in the crops treated with the formulations of the examples, and the crops grew well after the treatment. This indicates that the action mechanisms of the effective components in the composition of the present application are different, and there is no problem of cross-resistance, which can delay the occurrence of pest resistance and improve the control effect on resistant populations.

[0235] It should be understood that the above examples are part of the embodiments of the present application, and are only provided for better understanding of the embodiments of the present application, and are not all the embodiments of the present application. In actual application, different and numerous embodiments can be obtained by adjusting the content of each component and the combination mode between the components in the present application, which are all within the scope of the present application.

Claims

1. A composition characterized in that, The composition comprises a compound I and a compound II, wherein the compound I is represented by the following formula, The compound II is selected from metaflumizone or indoxacarb; The weight ratio of the compound represented by the formula I to the compound II is 1:

1.

2. The composition of claim 1, wherein, The composition is prepared into any applicable dosage form, such as a suspension, a suspoemulsion, a microemulsion, a water dispersible granule, a granule, a smoke, a microcapsule suspension, a microcapsule suspension-suspension, a powder, a wettable powder, a soluble powder, an aqueous agent, an ultra-low volume liquid, a dry suspension, an emulsion, an emulsion in water, or a seed dressing.

3. The composition according to claim 1 or 2, characterized in that, The dosage form is a suspension, a water dispersible granule, a granule, an emulsion, a powder, or a seed dressing.

4. A method for controlling pests and pathogenic bacteria, characterized by, The method comprises contacting the pests with the fungicide or its food supply chain, habitat, breeding ground, and other places with an effective amount of the composition according to any one of claims 1-3.

5. A method of protecting plant propagation material, characterized in that The method comprises contacting the plant propagation material with an effective amount of the composition according to any one of claims 1-3.

6. A seed product, characterized in that, The seed product comprises seeds and the composition according to any one of claims 1-3 in an amount of 0.1 g to 100 kg per 100 kg of seeds.

7. Use of the composition according to any one of claims 1-3 in combating pests and fungicides.

8. A pesticidal composition, characterized by, It comprises a solid or liquid carrier and the composition according to any one of claims 1-3.

9. Use of the pesticide composition according to claim 8 in controlling plant pests and diseases.

Citation Information

Patent Citations

  • Isoxazoline substituted benzamide derivative as well as preparation method and application thereof

    CN111909143A

  • Substituted benzamide isoxazoline derivative or pesticide acceptable salt, composition and application of pesticide and composition

    CN113563322A