Dimethyl penta-2-enedioate compound and application thereof

Abstract

Provided is a compound having excellent plant disease control efficacy. The compound represented by formula (A) can be used for controlling plant diseases.

Description

TECHNICAL FIELD

[0001] This application claims priority to Japanese Patent Application No. 2023-117357 filed on July 19, 2023, the entire contents of which are incorporated herein by reference.

[0002] The present application relates to a pent-2-ene dioic acid dimethyl ester compound and use thereof. BACKGROUND

[0003] A compound showing plant disease control effect is described in Non-Patent Literature 1.

[0004] PRIOR ART DOCUMENTS NON-PATENT LITERATURE Non-Patent Literature 1: The Pesticide Manual - 18th Edition (BCPC Publishing); ISBN 978-1-9998966-1-4 SUMMARY

[0005] PROBLEMS TO BE SOLVED BY THE INVENTION The present application relates to a pent-2-ene dioic acid dimethyl ester compound and use thereof.

[0006] MEANS FOR SOLVING THE PROBLEMS The present inventors have conducted research in view of the above problems, and as a result, have found that a compound represented by the following formula (A) has an excellent plant disease control effect, thereby completing the present application.

[0007] That is, the present application is as described below.

[0008] (1) A compound represented by formula (A) (hereinafter, referred to as the present application compound) [Chemical Formula 1] .

[0009] (2) A plant disease control composition (hereinafter, referred to as the present application plant disease control composition) containing a non-active carrier and the compound of (1).

[0010] (3) A composition containing one or more components selected from the group consisting of group (a), group (b), group (c), and group (d), and the compound of (1): Group (a): a group consisting of a pesticidal active ingredient, a miticidal active ingredient, and a nematicidal active ingredient; Group (b): a fungicidal active ingredient; Group (c): a plant growth regulating ingredient; Group (d): a repellent ingredient.

[0011] 〔4〕 A plant disease control method (hereinafter, referred to as the present plant disease control method) is implemented by treating a plant or soil for cultivating a plant with an effective amount of the compound according to item (1), an effective amount of the plant disease control composition according to item (2), or an effective amount of the composition according to item (3).

[0012] 〔5〕 Use of the compound according to item (1), the plant disease control composition according to item (2), or the composition according to item (3) for controlling plant diseases.

[0013] 〔6〕 A seed or vegetative propagation organ, which retains an effective amount of the compound according to item (1), an effective amount of the plant disease control composition according to item (2), or an effective amount of the composition according to item (3).

[0014] Effects of the Invention The compound according to the present invention has excellent plant disease control efficacy and is effective as an active ingredient of a plant disease control composition. DETAILED DESCRIPTION

[0015] Two or more stereoisomers are present in the compound according to the present invention. As the types of stereoisomers, diastereoisomers and enantiomers can be mentioned. Each stereoisomer and a mixture of stereoisomers in any ratio are included in the compound according to the present invention.

[0016] Note that the wavy line bonded to a carbon-carbon double bond in the compound according to the present invention means that the wavy line can be bonded to the carbon-carbon double bond in any orientation, and means that the compound according to the present invention includes an E form, a Z form, and a mixture of the E form and the Z form in any ratio.

[0017] As the stereoisomers, for example, a compound represented by formula (1) and a compound represented by formula (2) can be mentioned, [Chemical Formula 2] [Chemical Formula 3] .

[0018] The compound represented by formula (1) and the compound represented by formula (2) are diastereoisomers of each other.

[0019] Further, enantiomers are present in each of the compound represented by formula (1) and the compound represented by formula (2).

[0020] As the compound according to the present invention, the following compounds can be mentioned.

[0021] The compound represented by formula (1).

[0022] The compound represented by formula (2).

[0023] A mixture of stereoisomers of the compound represented by formula (1) that contains more compounds than the compound represented by formula (2).

[0024] A mixture of stereoisomers of more compounds represented by formula (2) than the compound represented by formula (1).

[0025] A mixture of stereoisomers of the compound represented by formula (1) and the compound represented by formula (2) in a 1:1 ratio.

[0026] The compounds of the present invention may be used in combination or in combination with one or more components (hereinafter referred to as the component) selected from the group consisting of group (a), group (b), group (c) and group (d) below.

[0027] The aforementioned combination or use refers to using the compound of the present invention and the ingredient simultaneously, separately, or at intervals.

[0028] When the compound of the present invention and the ingredient are used simultaneously, the compound of the present invention and the ingredient may be contained in separate formulations or in the same formulation.

[0029] One aspect of the present invention is a composition comprising one or more components selected from groups (a), (b), (c) and (d) (i.e., the component itself) and the compound of the present invention (hereinafter referred to as composition A).

[0030] Group (a) comprises acetylcholinesterase inhibitors (e.g., carbamate insecticides, organophosphate insecticides), GABA-gated chloride channel blockers (e.g., phenylpyrazole insecticides), sodium channel modulators (e.g., pyrethroid insecticides), nicotinic acetylcholine receptor competitive modulators (e.g., neonicotinoid insecticides), nicotinic acetylcholine receptor allosteric modulators, glutamate-gated chloride channel allosteric modulators (e.g., macrolide insecticides), juvenile hormones, multisite inhibitors, chordal organ TRPV channel modulators, mite growth inhibitors, and insect midgut membrane disruption derived from microorganisms. This group comprises insecticides, mitochondrial ATP synthase inhibitors, oxidative phosphorylation uncoupling agents, nicotinic acetylcholine receptor channel blockers (e.g., nereistoxin-based insecticides), chitin biosynthesis inhibitors, ecdysone inhibitors, ecdysone receptor agonists, octopamine receptor agonists, inhibitors of mitochondrial electron transport chain complexes I, II, III, and IV, voltage-dependent sodium channel blockers, acetyl-CoA carboxylase inhibitors, ranotin receptor modulators (e.g., diamide-based insecticides), string organ modulators, microbial insecticides, and other insecticidal, acaricidal, and nematicidal active ingredients. These ingredients are described according to their IRAC-based mechanisms of action.

[0031] Group (b) comprises nucleic acid synthesis inhibitors (e.g., phenylamide fungicides, acyl amino acid fungicides), cell division and cytoskeleton inhibitors (e.g., MBC fungicides), respiration inhibitors (e.g., QoI fungicides, QiI fungicides), amino acid and protein synthesis inhibitors (e.g., aniline pyrimidine fungicides), signal transduction inhibitors, lipid synthesis and membrane synthesis inhibitors, sterol biosynthesis inhibitors (e.g., DMI fungicides such as triazoles), cell wall biosynthesis inhibitors, melanin synthesis inhibitors, plant defense inducers, multi-point contact active fungicides, microbial fungicides, and other fungicidal active ingredients. These ingredients are described according to the classification based on FRAC-based mechanisms of action.

[0032] Group (c) is a group of plant growth regulators (including mycorrhizal fungi and rhizobia).

[0033] Group (d) is the group containing the repellent component.

[0034] Examples of combinations of this component with the compounds of the present invention are described below. For example, alanycarb + SX refers to the combination of alanycarb and SX.

[0035] It should be noted that the abbreviation SX refers to the compound of this invention. Furthermore, all the ingredients described below are known ingredients and can be obtained from commercially available formulations or manufactured using known methods. In the case of microorganisms, these ingredients can also be obtained from microbial depositories. It should be noted that the numbers in parentheses represent CAS RN (registered trademark).

[0036] The combination of the component of group (a) above with the compounds of the present invention: Abamectin + SX, acephate + SX, acequinocyl + SX, acetamiprid + SX, acetoprole + SX, acridine lactate + SX, acynonapyr + SX, afidopyropen + SX, afoxolaner + SX, alanycarb + SX, aldicarb + SX, allethrin + SX, alpha-cypermethrin + SX, alpha-endosulfan + SX, aluminum phosphide Phosphide + SX, Amitraz + SX, Azadirachtin + SX, Azamethiphos + SX, Azinphos-ethyl + SX, Azinphos-methyl + SX, Azocyclotin + SX, Bark of Celastrus Angulatus + SX, Bendiocal + SX, Benfluthrin + SX, Benfuracarb + SX, Bensultap + SX, Benzoximate + SX, Benzpyrimoxan + SX, Beta-cyfluthrin + SX, Beta-cypermethrin + SX, Bifenazate + SX, Bifenthrin + SX, Bioallethrin + SX, Bioresmethrin + SX, Bistrifluron + SX, Borax + SX, Boric acid acid) + SX, broflanilide + SX, bromopropylate + SX, buprofezin + SX, butocarboxim + SX, butoxycarboxim + SX, cadusafos + SX, calcium phosphidePhosphide + SX, Carbaryl + SX, Carbofuran + SX, Carbosulfan + SX, Cartap hydrochloride Hydrochloride + SX, Cartap + SX, Chinomethionat + SX, Chlorantraniliprole + SX, Chlordane + SX, Chlorethoxyfos + SX, Chlorfenapyr + SX, Chlorfenvinphos + SX, Chlorfluazuron + SX, Chlormephos + SX, Chlorpicrin + SX, Chlorpyrifos + SX, Chlorpyrifos-methyl + SX, Chlorafenozide + SX, Clofentezine + SX, Clothianidin + SX, Concanavalin AA) +SX, coumaphos +SX, cryolite +SX, cyanophos +SX, cyantraniliprole +SX, cyclaniliprole +SX, cyclobutrifluram +SX, cycloprothrin +SX, cycloxaprid +SX, cyenopyrafen +SX, cyetpyrafen +SX, cyflumetofen +SX, cyfluthrin +SX, cyhalodiamide +SX, cyhalothrin +SX, cyhexatin +SX, cypermethrin +SX, cyphenothrin +SX, cyprofen flanilide + SX, cyromazine + SX, dazomet + SX, deltamethrin + SX, demeton-S-methyl + SX, diafenthiuron + SX, dizinon + SX, dichlorvos + SX, diloromezotiazine + SX, dicofol + SX, dicrotophos + SX, diflovidazin + SX, diflubenzuron + SX, dimefluthrin + SX, dimethoate + SX, dimethylvinphos + SX, dimpropyridaz + SX, dinotefuran + SX, disodium octaborate octaborate + SX, disulfoton + SX, DNOC (2-methyl-4,6-dinitrophenol + SX), doramectin + SX, dried leaves of Dryopteris filix-mas + SX, emamectin-benzoate + SX, empenthrin + SX, endosulfan + SX, EPN (O-ethylO-(4-nitrophenyl)phenylphosphonothioate, O-ethyl O-(4-nitrophenyl)phenylphosphonothioate +SX, epsilon-metofluthrin +SX, epsilon-momfluorothrin +SX, esfenvalerate +SX, ethiofencarb +SX, ethion +SX, etiprole +SX, ethoprophos +SX, etofenprox +SX, etoxazole +SX, extract of Artemisia absinthium +SX, extract of Azadirachta indica +SX, extract of Cassia nigricans +SX, extract of clitoria ternatea +SX, comfrey extract... Symphytum officinale + SX, Chenopodium ambrosioides extract + SX, Tanacetum vulgare extract + SX, Urtica dioica extract + SX, Viscum album extract + SX, famphur + SX, fenamiphos + SX, fenazaquin + SX, fenbutatinoxide) + SX, fenitrothion + SX, fenmezoditiaz + SX, fenobucarb + SX, fenoxycarb + SX, fenpropathrin + SX, fenpyroximate + SX, fenthion + SX, fenvalerate + SX, fipronil + SX, fometoquin + SX, flonicamid + SX, fluacrypyrim + SX, fluazaindolizine + SX, fluazuron + SX, flubendiamide + SX, fluchlordiniliprole + SX, flucycloxuron + SX, flucythrinat e) +SX, fluensulfone +SX, flufenoprox +SX, flufenoxuron +SX, flufiprole +SX, flumethrin +SX, flupentiofenox +SX, flupyradifurone +SX, flupyrimin +SX, flupyroxystrobin +SX, fluralaner +SX, fluvalinate +SX, fluxametamide +SX, formetanate +SX, fosthiazate +SX, furamethrin +SX, furathiocarb +SX, gamma-cyhalothrin +SX, GS- Omega / kappa HXTX-Hv1a peptide (GS-omega / kappa HXTX-Hv1a peptide) + SX, Halfenprox + SX, Halofenozide + SX, Heptafluthrin + SX, Heptenophos + SX, Hexaflumuron + SX, Hexythiazox + SX, Potassium salt of hop betaacid) +SX, hydramethylnon +SX, hydroprene +SX, imicafos +SX, imidacloprid +SX, imidaclothiz +SX, imiprothrin +SX, indazapyroxamet +SX, indoxacarb +SX, isocycloseram +SX, isofenphos +SX, isoprocarb +SX, isopropyl-O-(methoxyaminothiophosphoryl)salicylate salicylate + SX, isoxathion + SX, ivermectin + SX, kadethrin + SX, kappa-tefluthrin + SX, kappa-bifenthrin + SX, kinoprene + SX, lambda-cyhalothrin + SX, ledprona + SX, lenoremycin + SX, lepimectin + SX, lime sulfur + SX, lotilaner + SX, lufenuron + SX, machine oil oil) + SX, malathion + SX, mecarbam + SX, meperfluthrin + SX, metaflumizone + SX, metam + SX, methamidophos + SX, methidathion + SX, methiocarb + SX, methomyl + SX, methoprene + SX, methoxychlor + SX, methoxyfenozide + SX, methyl bromide + SX, metofluthrin + SX, metolcarb + SX, metoxadiazone + SX, mevinphos + SX, milbemectin + SX, milbemycinoxime + SX, mivorilaner + SX, modoflaner + SX, momfluorothrin + SX, monocrotophos + SX, moxidectin + SX, naled + SX, nicofluprole + SX, nicotine + SX, nicotine-sulfate + SX, nitenpyram + SX, novaluron + SX, noviflumuron + SX, Chenopodium anthelminticum seed oil (oil of the seeds of Chenopodium) Anthelminticum + SX, Omethoate + SX, Oxamyl + SX, Oxazosulfyl + SX, Oxydemeton-methyl + SX, Parathion + SX, Parathion-methyl + SX, Permethrin + SX, Phenothrin + SX, Phenthoate + SX, Phorate + SX, Phosalone + SX, Phosm et) + SX, phosphamidon + SX, phosphine + SX, phoxim + SX, pirimicarb + SX, pirimiphos-methyl + SX, prallethrin + SX, profenofos + SX, profluthrin + SX, propargite + SX, propetamphos + SX, propoxur + SX, propylene glycol alginateglycolalginate + SX, prothiofos + SX, pyflubumide + SX, pymetrozine + SX, piraclofos + SX, pyrethrins + SX, pyridaben + SX, pyridalyl + SX, pyridaphenthion + SX, pyrifluquinazone + SX, pyrimidifen + SX, pyri... Minostrobin + SX, Pyriprole + SX, Pyriproxyfen + SX, Quinalphos + SX, Resmethrin + SX, Rotenone + SX, Ryanodine + SX, Sarolaner + SX, Selamectin + SX, Sigma-Cypermethrin + SX, Silafluofen + SX, Sodium Borate + SX, Sodium Metaborate + SX, Spidoxamat + SX, Spinetoram + SX Spinosad + SX, spirobudifen + SX, spirodiclofen + SX, spiromesifen + SX, spiropidion + SX, spirotetramat + SX, sulfiflumin + SX, sulfluramid + SX, sulfotep + SX, sulfoxaflor + SX, sulfur + SX, sulfurylfluoride + SX, tartar emetic) + SX, tau-fluvalinate + SX, tebufenozide + SX, tebufenpyrad + SX, tebupirimfos + SX, teflubenzuron + SX, tefluthrin + SX, temephos + SX, terbufos + SX, terpene constituents of the extract of chenopodium ambrosioides nearambrosioides + SX, tetrachlorantraniliprole + SX, tetrachlorvinphos + SX, tetradifon + SX, tetramethrin + SX, tetramethylfluthrin + SX, tetraliprole + SX, theta-cypermethrin + SX, thiacloprid + SX, thiamethoxam + SX, thiocyclam + SX, thiodicarb + SX, thiofanox + SX, thiometon + SX, thiosultap-disodium ... ultap-monosodium)+SX, tigolaner+SX, tiorantraniliprole+SX, tioxazafen+SX, tolfenpyrad+SX, tralomethrin+SX, transfluthrin+SX, triazamate+SX, triazophos+SX, trichlorfon+SX, trifluenfuronate+SX, triflumezopyrim+SX, triflumuron+SX, trimethacarb+SX, tyclopyrazoflor+SX, umifoxolaner+SX, vamidothion+SX, wood extract of the nanmu tree (wood) extract of Quassia amara) + SX, XMC (3,5-dimethylphenyl N-methylcarbamate) + SX, xylylcarb + SX, zeta-cypermethrin + SX, zinc phosphide (zinc)phosphide) + SX, 4-[5-(3,5-dichlorophenyl)-5-(trifluoromethyl)-4,5-dihydro-1,2-oxazol-3-yl]-2-methyl-N-(1-oxothiohexacyclobutane-3-yl)benzamide (1241050-20-3) + SX, 3-methoxy-N-(5-{5-(trifluoromethyl)-5-[3-(trifluoromethyl)phenyl]-4,5-dihydro-1,2-oxazol-3-yl}indan-1-yl)propionamide (1118626-57-5) + SX, N-{4-chloro-3-[(1-cyanocyclopropyl)carbamoyl]phenyl}-1-methyl-4-(methyl 3-(1,1,2,2,2-pentafluoroethyl)-1H-pyrazole-3-carboxamide (1400768-21-9)+SX, N-[3-chloro-1-(pyridin-3-yl)-1H-pyrazole-4-yl]-2-(methanesulfonyl)propionamide (2396747-83-2)+SX, N-[4-chloro-2-(pyridin-3-yl)-1,3-thiazolyl-5-yl]-N-ethyl-3-(methanesulfonyl)propionamide+SX, 1,4-dimethyl-2-[2-(pyridin-3-yl)-2H-indazole-5-yl]-1,2,4-triazolidine-3,5-dione (2171099-09- 3) +SX, 2-isopropyl-5-[(3,4,4-trifluoro-3-buten-1-yl)sulfonyl]-1,3,4-thiadiazole (2058052-95-0) +SX, N-({2-fluoro-4-[(2S,3S)-2-hydroxy-3-(3,4,5-trichlorophenyl)-3-(trifluoromethyl)pyrrolidine-1-yl]phenyl}methyl)cyclopropanecarboxamide +SX, 7-fluoro-N-[1-(methylthioalkyl)-2-methylpropane-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide +SX, 7-fluoro-N-[1-(methanethionyl)-2-methylpropane-2-yl]-2 -(pyridin-3-yl)-2H-indazole-4-carboxamide +SX, 7-fluoro-N-[1-(methanesulfonyl)-2-methylpropane-2-yl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide +SX, N-[1-(difluoromethyl)cyclopropyl]-2-(pyridin-3-yl)-2H-indazole-4-carboxamide +SX, 2,9-dihydro-9-(methoxymethyl)-2-(pyridin-3-yl)-10H-pyrazolo[3,4-f]pyridolo[2,3-b][1,4]oxazapyro-10-one (2607927-97-7) +SX, BT crop protein Cry1Ab (BT crop protein Cry1Ab) +SX, BT crop protein Cry1Ac (BT crop protein Cry1Ac) +SX, BT crop protein Cry1Fa (BT crop protein Cry1Fa)proteinCry1Fa) + SX, BT crop protein Cry1A.105 + SX, BT crop protein Cry2Ab + SX, BT crop protein Vip3A + SX, BT crop protein mCry3A + SX, BT crop protein Cry3Ab + SX, BT crop protein Cry3Bb + SX, BT crop protein Cry34Ab1 / Cry35Ab1 + SX, Tea leafroller granulovirus BV-0001 strain (Adoxophyes orana GV (granulovirus) strain BV-0001) + SX, Soybean noctuid moth nucleopolyhedrovirus (Anticarsia gemmatalis) MNPV (multiple nucleocapsid nucleopolyhedrovirus) + SX, Autographacalifornica MNPV + SX, Cydia pomonella GV strain V15 + SX, Cydia pomonella GV strain V22 + SX, Cryptophorbia leucotreta GV + SX, Dendrolimus punctatus cypovirus + SX, Helicoverpa armigera NPV (nucleopolyhedrovirus) strain BV-0003 + SX, Helicoverpa zea NPV+SX, Lymantria dispar NPV+SX, Mamestra brassicae NPV+SX, Mamestra configurata NPV+SX, Neodiprion abietis NPV+SX,NPV+SX, Neodiprion lecontei NPV+SX, Neodiprionsertifer NPV+SX, Nosema locustae NPV+SX, Orgyia pseudotsugata NPV+SX, Pieris rapae GV+SX, Plodia interpunctella GV+SX, Spodopteraexigua MNPV+SX, Spodoptera littoralis MNPV+SX, Spodoptera littoralis MNPV+SX, Spodoptera litura NPV) + SX, Arthrobotrysdactyloides + SX, Bacillus firmus strain GB-126 + SX, Bacillus firmus strain I-1582 + SX, Bacillus firmus strain NCIM2637 + SX, Bacillus megaterium + SX, Bacillus sp. strain AQ175 + SX, Bacillus sp. strain AQ177 + SX, Bacillus sp. strain AQ178 + SX, Bacillus sphaericus strain 2362 serotype H5a5b 2362serotype H5a5b) + SX, Bacillus sphaericus strain ABTS1743 + SX, Bacillus thuringiensis strain AQ52 + SX, Bacillus thuringiensis strain BD#32 + SX, Bacillus thuringiensis strain CR-371CR-371)+SX, Bacillus thuringiensis subsp. Aizawai strain ABTS-1857+SX, Bacillus thuringiensis subsp. Aizawai strain AM65-52+SX, Bacillus thuringiensis subsp. Aizawai strain GC-91+SX, Bacillus thuringiensis subsp. Aizawai strain NB200+SX, Bacillus thuringiensis subsp. Aizawai serotype H-7 H-7)+SX, Bacillus thuringiensis subsp. Kurstaki strain ABTS351+SX, Bacillus thuringiensis subsp. Kurstaki strain BMP123+SX, Bacillus thuringiensis subsp. Kurstaki strain CCT1306+SX, Bacillus thuringiensis subsp. Kurstaki strain EG2348+SX, Bacillus thuringiensis subsp. Kurstaki strain EG7841 EG7841)+SX, Bacillus thuringiensis subsp. Kurstaki strain EVB113-19+SX, Bacillus thuringiensis subsp. Kurstaki strain F810+SX, Bacillus thuringiensis subsp. Kurstaki strain HD-1.The following strains were tested: * *Bacillus thuringiensis* strain HD-1 + SX, *Bacillus thuringiensis* subsp. Kurstaki strain PB54 + SX, *Bacillus thuringiensis* subsp. Kurstaki strain SA-11 + SX, *Bacillus thuringiensis* subsp. Kurstaki strain SA-12 + SX, *Bacillus thuringiensis* subsp. Tenebriosis strain NB176 + SX, *Bacillus thuringiensis* subsp. Thuringiensis strain MPPL002 + SX, and *Bacillus thuringiensis* subsp. Morrison strain. The following strains are listed: * *Bacillus thuringiensis* subsp. *morrisoni* + SX, *Bacillus thuringiensis* var. *colmeri* + SX, *Bacillus thuringiensis* var. *darmstadiensis* strain 24-91 + SX, *Bacillus thuringiensis* var. *dendrolimus* + SX, *Bacillus thuringiensis* var. *galleriae* + SX, *Bacillus thuringiensis* var. *israelensis* strain BMP144 + SX, and *Bacillus thuringiensis* var. *israelensis* serotype H-14. H-14)+SX, Bacillus thuringiensis var. japonensis strain buibui)+SX, Bacillus thuringiensis var. Santiago M-7 strain.The following strains of bacteria were tested: * *Bacillus thuringiensis* strain M-7 (+SX), *Bacillus thuringiensis* var. 7216 (+SX), *Bacillus thuringiensis* var. *aegypti* (+SX), *Bacillus thuringiensis* var. T36 (+SX), *Beauveria bassiana* strain ANT-03 (+SX), *Beauveria bassiana* strain ATCC74040 (+SX), *Beauveria bassiana* strain GHA (+SX), *Beauveria brongniartii* (+SX), and *Burkholderia rinojensis* strain A396 (a novel heat-inactivated bacterium). A396) + SX, active purple bacteria PRAA4-1T strain (Chromobacterium subtsugae strain PRAA4-1T) + SX, Dactyllela ellipsospora + SX, Decylaria thaumasia + SX, Hirsutella minnesotensis + SX, Hirsutella rhossiliensis + SX, Hirsutella thompsonii + SX, Lagenidium giganteum + SX, Lecanicillium lecanii strain KV01 + SX, conidia of strain DAOM198499 of Lecanicillium lecanii + SX, conidia of strain DAOM216596 of Lecanicillium lecanii The following strains were identified: DAOM216596 + SX, Lecanicillium muscarium strain Ve6 + SX, Metarhizium anisopliae strain F52 + SX, and Metarhizium anisopliae strain.var. acridum) + SX, Metarhizium anisopliae var. anisopliae BIPESCO 5 / F52 + SX, Metarhizium flavoviride + SX, Monacrosporium phymatopagum + SX, Paecilomyces fumosoroseus Apopka strain 97 + SX, Paecilomyces lilacinus strain 251 + SX, Paecilomyces tenuipes strain T1 + SX, Paenibacillus popilliae + SX, Pasteuria nishizawaestrain Pn1 + SX, Pasteuria The following strains are listed: *Penetrans* + SX, *Pasteuria usgae* + SX, *Pasteuria thornei* + SX, *Serratia entomophila* + SX, *Verticillium chlamydosporium* + SX, *Verticillium lecani* strain NCIM1312 + SX, and *Wolbachia pipientis* + SX.

[0037] The combination of this component of group (b) above with the compounds of the present invention: Acibenzolar-S-methyl + SX, Aldimorph + SX, Ametoctradin + SX, Aminopyrifen + SX, Amisulbrom + SX, Anilazine + SX, Azaconazole + SX, Azoxystrobin + SX, Basic copper sulfate sulfate) + SX, benalaxyl + SX, benalaxyl-M + SX, benodanil + SX, benomyl + SX, benthiavalicarb + SX, benthiavalicarb-isopropyl + SX, benzovindiflupyr + SX, binapacryl + SX, biphenyl + SX, bitertanol + SX, bixafen + SX, blasticidin-S + SX, Bordeaux mixture mixture) + SX, boscalid + SX, bromothalonil + SX, bromuconazole + SX, bupirimate + SX, captafol + SX, captan + SX, carbendazim + SX, carboxin + SX, carpropamid + SX, chinomethionat + SX, chitin + SX, chloroinconazide + SX, chloroneb + ​​SX, chlorothalonil + SX, chlozolinate + SX, colletochlorin B + SX, copper(II) acetate + SX, copper(II) hydroxide + SX, basic copper chloride oxychloride) + SX, copper(II) sulfate + SX, coumoxystrobin + SX, cyazofamid + SX, cyflufenamid + SX,Cymoxanil + SX, Cyproconazole + SX, Cyprodinil + SX, Dichlobentiazox + SX, Dichlofluanid + SX, Diclomezine + SX, Dicloran + SX, Diethofencarb + SX, Difenoconazole + SX, Diflumetorim + SX, Dimethachlone + SX, Dimethirimol + SX, Dimethomorph + SX, Dimoxystrobin + SX, Diiconazole + SX, Diiconazole-M + SX, Dinocap + SX, Dipotassium Hydrogenphosphite + SX, Dipymetitrone + SX, Dithianon + SX, Dodecylbenzenesulphonic acidbisethylenediamine copper(II) salt + SX, Dodemorph + SX, Dodine + SX, Edifenphos + SX, Enoxastrobin + SX, Epixaconazole + SX, Etaconazole + SX, Ethaboxam + SX, Ethirimol + SX, Etridiazole + SX, Allium sativum extract + SX, Lupine cotyledon extract (“BLAD”) + SX, Equisetum extract Arvense) + SX, Melaleuca alternifolia extract + SX, Reynoutria sachalinensis extract + SX, Tropaeolum majus extract + SX,Famoxadone + SX, Fenamidone + SX, Fenaminstrobin + SX, Fenarimol + SX, Fenbuconazole + SX, Fenfuram + SX, Fenhexamid + SX, Fenoxanil + SX, Fenpiclonil + SX, Fenpicoxamid + SX, Fenpropidin + SX, Fenpropimorph + SX, Fenpyrazamine + SX, Fentinacetate + SX, Fentin chloride + SX, Fentin... Hydroxide + SX, Ferbam + SX, Ferimzone + SX, Florylpicoxamid + SX, Fluazinam + SX, Flubeneteram + SX, Fludioxonil + SX, Flufenoxadiazam + SX, Flufenoxystrobin + SX, Fluindapyr + SX, Flumetylsulforim + SX, Flumorph + SX, Fluopicolide + SX, Fluopyram + SX, Fluopimomide + SX, Fluoxapiprolin + SX Fluoxastrobin + SX, fluoxytioconazole + SX, fluquinconazole + SX, flusilazole + SX, flusulfamide + SX, flutianil + SX, flutolanil + SX, flutriafol + SX, fluxapyroxad + SX, folpet + SX, fosetyl + SX, fosetyl-aluminium + SX, furberidazole + SX, furalaxyl + SX, furamettapyr + SX, guazatine + SXHexaconazole + SX, hymexazole + SX, imazalil + SX, imibenconazole + SX, iminoctadine + SX, iminoctadine triacetate triacetate + SX, inpyrfluxam + SX, iodocarb + SX, ipconazole + SX, ipfentrifluconazole + SX, ipflufenoquin + SX, iprobenfos + SX, iprodione + SX, iprovalicarb + SX, isofetamid + SX, isoflucypram + SX, isoprethiolane + SX, isopyrazam + SX, isotianil + SX, kasugamycin + SX, kresoxim-methyl + SX, laminarin + SX, leaves and bark of oak trees Quercus + SX, Mancozeb + SX, Mandestrobin + SX, Mandipropamid + SX, Maneb + ​​SX, Mefentrifluconazole + SX, Mepanipyrim + SX, Mepronil + SX, Meptyldinocap + SX, Metalaxyl + SX, Metalaxyl-M + SX, Metarylpicoxamid + SX, Metconazole zole + SX, methasulfocarb + SX, metiram + SX, metominostrobin + SX, metrafenone + SX, metyltetraprole + SX, myclobutanil + SX, naftifine + SX, nuarimol + SX, octhilinone + SX, ofuronamide + SX, orysastrobin + SX, oxadixyl + SXOxathiapiprolin + SX, oxine-copper + SX, oxolinic acid + SX, oxpoconazole + SX, oxpoconazole fumarate + SX, oxycarboxin + SX, oxytetracycline + SX, pefurazoate + SX, penconazole + SX, pencycuron + SX, penflufen + SX, penthiophanate-methyl + SX, phenamacril + SX, phosphorous acid acid) + SX, phthalide + SX, picarbutrazox + SX, picoxystrobin + SX, piperalin + SX, polyoxins + SX, potassium bicarbonate + SX, potassium dihydrogen phosphate dihydrogenphosphite + SX, methyl 3-methoxy-2-((4-methyl-[1,1'-biphenyl]-3-yl)oxy)acrylate + SX, probenazole + SX, prochloraz + SX, procymidone + SX, propamidine + SX, propamocarb + SX, propiconazole + SX, propineb + ​​SX, proquinazid + SX, prothiocarb + SX, prothiocarb + SX, pr othioconazole + SX, pydiflumetofen + SX, piraclostrobin + SX, pirametostrobin + SX, piraoxystrobin + SX, pirapropoyne + SX, piraziflumid + SX, pyrazophos + SX, pyribencarb + SX, pyributicarb + SX, pyridachlometyl + SX, pyrifenox + SXPyrimethanil + SX, pyrimorph + SX, pyriofenone + SX, pyrisoxazole + SX, pyroquilon + SX, Quillaja extract + SX, quinconazole + SX, quinofumelin + SX, quinoxyfen + SX, quintozene + SX, saponins of Chenopodium Quinoa + SX, Seboctylamine + SX, Sedaxane + SX, Silthiofam + SX, Simeconazole + SX, Sodium Hydrogen Carbonate + SX, Spiroxamine + SX, Streptomycin + SX, Sulfur + SX, Tebuconazole + SX, Tebufloquin + SX, Teclofthalam + SX, Tecnazene + SX, Terbinafine + SX, Tetraconazole + SX, Thiabendazole + SX, Thifluzamide + SX, Thioprazan + SX, Methylthiophanate Thiophanate-methyl + SX, thiram + SX, thymol + SX, tiadinil + SX, tolclofos-methyl + SX, tolfenpyrad + SX, tolprocarb + SX, tolylfluanid + SX, triadimefon + SX, triadimenol + SX, triazoxide + SX, trilopyricarb + SX, tricyclazole + SX, triridemorph + SX, trifloxystrobin + SX, triflumizole + SX, triforine + SX, triticonazole + SXValidamycin + SX, Valifenalate + SX, Vinclozolin + SX, Yellow Mustard Powder + SX, Zinc Thiazole + SX, Zineb + ​​SX, Ziram + SX, Zoxamide + SX, N'-[4-({3-[(4-chlorophenyl)methyl]-1,2,4-thiadiazol-5-yl}oxy)-2,5-dimethylphenyl]-N-ethyl-N-methylformamidin (1202781-91-6) + SX, N'-{4-[(4,5-dichlorothiazol-2-yl)oxy]-2,5-dimethylphenyl}-N-ethyl-N-methylformamidin (929908-57-6) + SX, N' -(2,5-dimethyl-4-phenoxyphenyl)-N-ethyl-N-methylformamidinium (1052688-31-9)+SX, N'-[5-chloro-4-(2-fluorophenoxy)-2-methylphenyl]-N-ethyl-N-methylformamidinium (2055589-28-9)+SX, N'-[2-chloro-4-(2-fluorophenoxy)-5-methylphenyl]-N-ethyl-N-methylformamidinium (2055756-21-1)+SX, N'-(2-chloro-4-phenoxy-5-methylphenyl)-N-ethyl-N-methylformamidinium (2062599-39-5)+SX, N'-[4-(1-hydroxy-1-phenyl-2,2,2-trifluoroethyl)-2-methyl-5-methoxyphenyl]-N-isopropyl-N-methylformamidinium (2101814-55-3)+SX, N'-[5-bromo-6-(1-methyl-2-propoxyethoxy)-2-methylpyridin-3-yl]-N-ethyl-N-methylformamidinium (1817828-69-5)+SX, 4-(2-bromo-4-fluorophenyl)-N-(2-chloro-6-fluorophenyl)-1,3-dimethyl-1H-pyrazole-5-amine (1362477-26-6)+SX, 2-[6-(3 (-Fluoro-4-methoxyphenyl)-5-methylpyridin-2-yl]quinazolin (1257056-97-5)+SX, (2Z)-3-amino-2-cyano-3-phenyl acrylate ethyl ester (39491-78-6)+SX, N-[(2-chlorothiazol-5-yl)methyl]-N-ethyl-6-methoxy-3-nitropyridin-2-amine (1446247-98-8)+SX, 5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1394057-11-4)+SX,(1R, 2S, 5S)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-06-2)+SX, (1S, 2R, 5R)-5-(4-chlorobenzyl)-2-(chloromethyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-07-3)+SX, 2-(chloromethyl)-5-(4-fluorobenzyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1394057-13-6)+SX, (1R, 2S, 5S)-2-(chloromethyl)-5-(4-fluorobenzyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-08-4)+SX, (1S, 2R, 5R)-2-(chloromethyl)-5-(4-fluorobenzyl)-2-methyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-ol (1801930-09-5)+SX, 3-[(4-chlorophenyl)methyl]-2-hydroxy-1-methyl-2-(1H-1,2,4-triazol-1-ylmethyl)cyclopentan-1-carboxylic acid methyl ester (1791398-02-1)+SX, 1-(2,4-difluorophenyl) -2-(1H-1,2,4-triazol-1-yl)-1-[1-(4-bromo-2,6-difluorophenoxy)cyclopropyl]ethanol (2019215-86-0)+SX, 1-(2,4-difluorophenyl)-2-(1H-1,2,4-triazol-1-yl)-1-[1-(4-chloro-2,6-difluorophenoxy)cyclopropyl]ethanol (2019215-84-8)+SX, 1-[2-(1-chlorocyclopropyl)-3-( 2-Fluorophenyl)-2-hydroxypropyl]-1H-imidazol-5-carboxylonitrile (2018316-13-5)+SX, 1-[2-(1-chlorocyclopropyl)-3-(2,3-difluorophenyl)-2-hydroxypropyl]-1H-imidazol-5-carboxylonitrile (2018317-25-2)+SX, 2-[6-(4-bromophenoxy)-2-(trifluoromethyl)pyridin-3-yl]-1-(1H-1,2,4-triazol-1-yl)propane-2 - Alcohol (2082661-43-4) + SX, 2-[6-(4-chlorophenoxy)-2-(trifluoromethyl)pyridin-3-yl]-1-(1H-1,2,4-triazol-1-yl)propane-2-ol (2082660-27-1) + SX, ({2-methyl-5-[1-(4-methoxy-2-methylphenyl)-1H-pyrazol-3-yl]phenyl}methyl)carbamate (1605879-98-8) + SX,2-(difluoromethyl)-N-[1,1,3-trimethyl-2,3-dihydro-1H-indene-4-yl]pyridine-3-carboxamide (1616239-21-4)+SX, 2-(difluoromethyl)-N-[3-ethyl-1,1-dimethyl-2,3-dihydro-1H-indene-4-yl]pyridine-3-carboxamide (1847460-02-9)+SX, 2-(difluoromethyl)-N-[3-propyl-1,1-dimethyl-2,3-dihydro-1H-indene-4-yl]pyridine-3-carboxamide (1847460-05-2)+SX, (2E,3Z)-5-{[1-(4-chlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino) )-N,3-dimethylpentan-3-enamide (1445331-27-0)+SX, (2E,3Z)-5-{[1-(2,4-dichlorophenyl)-1H-pyrazol-3-yl]oxy}-2-(methoxyimino)-N,3-dimethylpentan-3-enamide (1445331-54-3)+SX, 5-chloro-4-({2-[6-(4-chlorophenoxy)pyridin-3-yl]ethyl}amino)-6-methylpyrimidine (1605340-92-8)+SX, N-(1-benzyl-1,3-dimethylbutyl)-8-fluoroquinoline-3-carboxamide (2132414-04-9)+SX, N-(1-benzyl-3,3,3-trifluoro-1-methyl) 5,4-Dimethyl-2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolin-3-one (2098918-25-1) +SX, 5,5-Dimethyl-2-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolin-3-one (2098918-26-2) +SX, N-ethyl-2-methyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propionamide +SX, N,2-dimethoxy-N-({4-[ 5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propionamide +SX, N-methoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)cyclopropionamide +SX, N-methoxy-N'-methyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea +SX, N'-ethyl-N-methoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea +SX, N,N'-dimethoxy-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea +SX,N-acetyl-2-(ethanesulfonyl)-N-[2-(methoxycarbonyl)-4-(trifluoromethoxy)phenyl]-4-(trifluoromethyl)benzamide (2043675-28-9)+SX, N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alanine 3-(4-bromo-7-fluoroindole-1-yl)but-2-yl ester+SX, N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L -L-alanine 3-(7-bromoindol-1-yl)but-2-yl ester +SX, N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alanine 3-(7-bromo-4-fluoroindol-1-yl)but-2-yl ester +SX, N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alanine 3-(3,5-dichloropyridin-2-yl)but-2-yl ester +SX, N-{[3-(acetoxymethoxy) 3-(3,5-dichloropyridin-2-yl)but-2-yl ester of L-alanine (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl ester (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alanine (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-[(3-hydroxy-4-methoxypyridin-2-yl)carbonyl]-L-alanine (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl ester ... N-[(3-acetoxy-4-methoxypyridin-2-yl)carbonyl]-L-alaninate)+SX, N-{[3-(acetoxymethoxy)-4-methoxypyridin-2-yl]carbonyl}-L-alanine (1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl ester ((1S)-1-[1-(naphthalen-1-yl)cyclopropyl]ethyl N-{[3-(acetoxymethoxy)-4-methoxypyridin-2-yl]carbonyl}-L-alaninate)+SX, N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)cyclopropionic acid amide+SX, N-allyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)acetamide+SX, N-allyl-N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propionic acid amide+SX,N-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propionamide + SX, 3,3,3-trifluoro-N-({2-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propionamide + SX, 3,3,3-trifluoro-N-({3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propionamide + SX, 3,3,3-trifluoro-N-({2,3-difluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)propionamide + SX, N ... diazol-3-yl]phenyl}methyl)butyramide +SX, N-methoxy-N-methyl-N'-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea +SX, N,N-diethyl-N'-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea +SX, N-methyl-N'-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)urea +SX, 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidone-2-one +SX, 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidone-2-one +SX, 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidone-2-one +SX, 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidone-2-one +SX, 1-(4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)piperidin-2-one+SX, 4-(4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)morpholin-3-one+SX, 2-(4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)isoxazolin-3-one+SX, 3,3-dimethyl-1-(4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)piperidin-2-one+SX, 2-(4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1,2-oxazinan-3-one+SX, 1-(3-fluoro-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1,2-oxazinan-3-one+SX, 1-(3-fluoro-4-[5-(trifluoromethyl)-1,2,4-yl]phenyl}methyl)isoxazolin-3-one+SX, 4,4-Dimethyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidone-2-one+SX, 5-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)pyrrolidone-2-one+SX, 1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxylic acid ethyl ester+SX, N-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide+SX,N-propyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide +SX, N-methoxy-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide +SX, N-methoxy-N-methyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-pyrazole-4-carboxamide +SX, N,N-dimethyl-1-({4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]phenyl}methyl)-1H-1,2,4-triazol-3-amine +SX, N -Methyl-4-[5-(trifluoromethyl)-1,2,4-oxadiazol-3-yl]benzamide +SX, methyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propionate +SX, ethyl 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propionate +SX, methyl 2-[2-(trifluoromethyl)-4-(4-chlorophenoxy)phenyl]-2-hydroxy-3-(1H-1,2,4-triazol-1-yl)propionate +SX, methyl 1-(2,3-dimethylpyridin-5-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline +SX, 1-[2-(difluoromethyl)-3-methylpyridin-5-yl]-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline +SX, 2,2-difluoro-N-[6-({[1-(1-methyl-1H-tetrazol-5-yl)benzimidazol-2-yl]oxy}methyl)pyridin-2-yl]-2-phenoxyacetamide +SX, 1-[2-(1-chlorocyclopropyl)-3-(3-chloro-2-fluorophenyl)-2-hydroxypropyl]-1H-imidazol-5-carboxynitrile +SX, 1-[(4-{[2-(trifluoromethyl)-1,3-dioxolane-2-yl]methoxy}phenyl)methyl]-1H-pyrazole-4-carboxylic acid ethyl ester +SX, 1-[(4-{[(1Z)] -2-ethoxy-3,3,3-trifluoro-1-propen-1-yl]oxy[phenyl]methyl]-1H-pyrazole-4-carboxylic acid ethyl ester +SX, 6-chloro-3-(3-cyclopropyl-2-fluorophenoxy)-N-[2-(2,4-dimethylphenyl)-2,2-difluoroethyl]-5-methylpyridazine-4-carboxamide +SX, 6-chloro-3-(3-cyclopropyl-2-fluorophenoxy)-N-[2-(3,4-dimethylphenyl)-2,2-difluoroethyl]-5-methylpyridazine-4-carboxamide +SX, 6-chloro-N-[2-(2-chloro-4-methylphenyl)-2,2-difluoroethyl]-3-(3-cyclopropyl-2-fluorophenoxy)-5-methylpyridazine-4-carboxamide +SX2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazol-4-carboxamide +SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-(spiro[3,4]oct-1-yl)-5-methylthiazol-4-carboxamide +SX, 2-[cyano(2,6-difluoropyridin-4-yl)amino]-N-hexyl-5-methylthiazol-4-carboxamide +SX, 2-[acetyl(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazol-4-carboxamide +SX, 2-[(2-methoxyacetyl)(2,6-difluoropyridin-4-yl)amino]-N- (2,2-Dimethylcyclobutyl)-5-methylthiazol-4-carboxamide +SX, 2-[(2-methylpropionyl)(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazol-4-carboxamide +SX, 2-[(2,6-difluoropyridin-4-yl)amino]-N-(2,2-dimethylcyclobutyl)-5-methylthiazol-4-carboxamide +SX, 2-{[(oxecyclobutane-3-yl)carbonyl](2,6-difluoropyridin-4-yl)amino}-N-(2,2-dimethylcyclobutyl)-5-methylthiazol-4-carboxamide +SX, 2-{[(oxecyclopentane-3-yl)carbonyl](2,6-difluoropyridin-4-yl)amino](2,6-difluoropyridin-4-yl)amino] 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2-fluorophenyl)ethyl]pyrimidin-2-amine+SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2,6-difluorophenyl)ethyl]pyrimidin-2-amine+SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2,6-difluorophenyl)ethyl]pyrimidin-2-amine+SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2,6-difluorophenyl)ethyl]pyrimidin-2-amine+SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(3,5- [5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(6-chloropyridin-3-yl)ethyl]pyrimidin-2-amine +SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2-fluorophenyl)cyclopropyl]pyrimidin-2-amine +SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2,6-difluorophenyl)cyclopropyl]pyrimidin-2-amine +SX, 5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-N-[1-(2-fluoro-3-methoxyphenyl)cyclopropyl]pyrimidin-2-amine +SX,5-[5-(difluoromethyl)-1,3,4-oxadiazol-2-yl]-2-{[1-(2,6-difluorophenyl)cyclopropyl]oxy}pyrimidine+SX, 3-[3-(3-cyclopropyl-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2,4-dimethylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine+SX, (5S)-3-[3-(3-cyclopropyl-2-fluorophenoxy)-6-methylpyridazin-4-yl]-5-[(2,4-dimethylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine+SX, 3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazine- 4-yl]-5-[(4-bromo-2-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine+SX, 3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazine-4-yl]-5-[(2-chloro-4-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine+SX, (5S)-3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazine-4-yl]-5-[(2-chloro-4-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine+SX, (5R)-3-[3-(3-chloro-2-fluorophenoxy)-6-methylpyridazine-4-yl]-5- [(2-chloro-4-methylphenyl)methyl]-5,6-dihydro-4H-1,2,4-oxadiazine + SX, N-((2S)-1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidine-1(2H)-yl}-3-methylbutane-2-yl)-2-methylpropionamide ...yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl}-yl} N-((2S)-1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-hydroxyethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propane-2-yl)-2-methylpropaneamide +SX, N-((2S)-1-{3-[2-(2-methoxyphenyl)-2-hydroxyethyl]-5-[(E)-1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propane-2-yl)-2-methylpropaneamide +SX,N-((2S)-1-{3-[2-(5-fluoro-2-methoxyphenyl)-2-(2-cyanoethoxy)ethyl]-5-[1-(isopropoxyimino)ethyl]-2,6-dioxo-3,6-dihydropyrimidin-1(2H)-yl}propane-2-yl)-2-methylpropionamide + SX, ({5-[1-(2,6-difluoro-4-isopropylphenyl)-1H-pyrazol-3-yl]-2-methylphenyl}methyl)carbamate + SX, ({5-[1-(2,6-difluoro-4-cyclopropylphenyl)-1H-pyrazol-3-yl]-2-methylphenyl}methyl)carbamate + SX, ({5-[1-(2,6-difluoro-4-methoxyphenyl)-1H-pyrazol-3-yl]-2-methylphenyl}methyl)carbamate + SX, (Z)-2-(5-cyclopentyl-2-methylphenoxy)-3-methoxy-2-acrylate + SX, (Z)-2-( 5-Cyclohexyl-2-methylphenoxy)-3-methoxy-2-acrylate methyl ester + SX, (Z)-2-[(3-isopropyl-1H-pyrazole-1-yl)-2-methylphenoxy]-3-methoxy-2-acrylate methyl ester + SX, 1-(4,5-dimethyl-1H-benzimidazol-1-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 1-(4,5-dimethyl-1H-benzimidazol-1-yl)- 4,4,5-trifluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 1-(pyrazolo[1,5-a]pyridin-3-yl)-4,4-difluoro-3,3-dimethyl-3,4-dihydroisoquinoline + SX, 1-(6,7-dimethylpyrazolo[1,5-a]pyridin-3-yl)-6-fluoro-3,3-dimethylisoquinoline-4(3H)-one + SX, Agrobacterium radioactivity strain K1026 The following strains were tested: * Agrobacterium radiobactor strain K1026 + SX; * Bacillus amyloliquefaciens strain PTA-4838 (Aveo EZ Nematicide) + SX; * Bacillus amyloliquefaciens strain AT332 + SX; * Bacillus amyloliquefaciens strain B3 + SX; * Bacillus amyloliquefaciens strain D747 + SX.Bacillus amyloliquefaciens strain DB101 + SX, Bacillus amyloliquefaciens strain DB102 + SX, Bacillus amyloliquefaciens strain GB03 + SX, Bacillus amyloliquefaciens strain FZB24 + SX, Bacillus amyloliquefaciens strain FZB42 + SX, Bacillus amyloliquefaciens strain IN937a + SX, Bacillus amyloliquefaciens strain MBI600 + SX, Bacillus amyloliquefaciens strain QST713 QST713) + SX, Bacillus amyloliquefaciens isolate strain B246 + SX, Bacillus amyloliquefaciens strain F727 + SX, Bacillus amyloliquefaciens subsp. plantarum strain D747 + SX, Bacillus licheniformis strain HB-2 + SX, Bacillus licheniformis strain SB3086 + SX, Bacillus pumilus strain AQ717 + SX, Bacillus pumilus strain BUF-33 + SX, Bacillus pumilus strain GB344 + SX. Bacillus pumilus strain GB34) + SX, Bacillus pumilus strain QST2808 + SX,Bacillus simplex strain CGF2856 + SX, Bacillus subtilis strain AQ153 + SX, Bacillus subtilis strain AQ743 + SX, Bacillus subtilis strain BU1814 + SX, Bacillus subtilis strain D747 + SX, Bacillus subtilis strain DB101 + SX, Bacillus subtilis strain FZB24 + SX, Bacillus subtilis strain GB03 + SX, Bacillus subtilis strain HAI0404 + SX. The following strains of Bacillus subtilis were tested: HAI0404 + SX, IAB / BS03 + SX, MBI600 + SX, QST30002 / AQ30002 + SX, QST30004 / AQ30004 + SX, QST713 + SX, and QST714 + SX. QST714) + SX, Bacillus subtilis var. Amyloliquefaciens strain FZB24 + SX, Bacillus subtilis strain Y1336 + SX, Burkholderia cepacia + SX,Burkholderia cepacia type Wisconsin strain J82 + SX, Burkholderia cepacia type Wisconsinstrain M54 + SX, Candida oleophila strain O + SX, Candida saitoana + SX, Chaetomium cupreum + SX, Clonestachys rosea + SX, Coniothyrium minitans strain CGMCC8325 + SX, Coniothyrium minitans strain CON / M / 91-8 + SX, Cryptococcus The following strains were tested: *Erwinia carotovora* subsp. *carotovora* strain CGE234M403 + SX; *Fusarium oxysporum* strain Fo47 + SX; *Gliocladium catenulatum* strain J1446 + SX; *Paenibacillus polymyxa* strain AC-1 + SX; *Paenibacillus polymyxa* strain BS-0105 + SX; *Pantoea agglomerans* strain E325 + SX; and *Phlebiopsis gigantea* strain VRA1992. VRA1992) + SX, Pseudomonas aureofaciens strain TX-1 + SX, Pseudomonas chlororaphis strain 63-28 + SX, Pseudomonas chlororaphiss strain AFS009 + SX,Pseudomonas chlororaphis strain MA342 + SX, Pseudomonas fluorescens strain 1629RS + SX, Pseudomonas fluorescens strain A506 + SX, Pseudomonas fluorescens strain CL145A + SX, Pseudomonas fluorescens strain G7090 + SX, Pseudomonas sp. strain CAB-02 + SX, Pseudomonas syringae strain 742RS + SX, Pseudomonas MA-4 + SX. The following strains were tested: * *Pseudozyma flocculosa* strain MA-4 + SX, *Pseudomonas rhodesiae* strain HAI-0804 + SX, *Pythium oligandrum* strain DV74 + SX, *Pythium oligandrum* strain M1 + SX, *Streptomyces griseoviridis* strain K61 + SX, *Streptomyces lydicus* strain WYCD108US + SX, *Streptomyces lydicus* strain WYEC108 + SX, and *Talaromyces flavus* strain SAY-Y-94-01. strain SAY-Y-94-01) + SX, *Talaromyces flavus* strain V117b + SX, *Trichoderma asperellum* strain ICC012 + SX, *Trichoderma asperellum* strain SKT-1 + SX,Trichoderma asperellum strain T25 + SX, Trichoderma asperellum strain T34 + SX, Trichoderma asperellum strain TV1 + SX, Trichoderma atroviride strain CNCM 1-1237 + SX, Trichoderma atroviride strain LC52 + SX, Trichoderma atroviride strain IMI 206040 + SX, Trichoderma atroviride strain SC1 + SX, Trichoderma atroviride strain SKT-1 + SX, Trichoderma atroviride strain T11 + SX. T11) + SX, Trichodermagamsii strain ICC080 + SX, Trichoderma harzianum strain 21 + SX, Trichoderma harzianum strain DB104 + SX, Trichoderma harzianum strain DSM 14944 + SX, Trichoderma harzianum strain ESALQ-1303 + SX, Trichoderma harzianum strain ESALQ-1306 + SX, Trichoderma harzianum strain IIHR-Th-2 + SX, Trichoderma harzianum strain ITEM908 + SX Trichoderma harzianum strain ITEM908) + SX, Trichoderma harzianum strain kd + SX, Trichoderma harzianum strain MO1 + SX,Trichoderma harzianum strain SF + SX, Trichoderma harzianum strain T22 + SX, Trichoderma harzianum strain T39 + SX, Trichoderma harzianum strain T78 + SX, Trichoderma harzianum strain TH35 + SX, Trichoderma polysporum strain IMI206039 + SX, Trichoderma stromaticum + SX, Trichoderma virens strain G-41 + SX, Trichoderma virens strain GL-21 GL-21) + SX, Trichodermaviride + SX, Variovora paradoxus strain CGF4526 + SX, Harpin protein + SX.

[0038] The combination of the component of group (c) above with the compounds of the present invention: 1-Methylcyclopropene + SX, 1,3-diphenylurea + SX, 2,3,5-triiodobenzoic acid + SX, IAA ((1H-indol-3-yl)acetic acid) + SX, IBA (4-(1H-indol-3-yl)butyric acid) + SX, MCPA (2-(4-chloro-2-methylphenoxy)acetic acid) + SX, MCPB (4-(4-chloro-2-methylphenoxy)butyric acid) + SX, 4-CPA (4-chlorophenoxyacetic acid) Acid + SX, 5-aminolevulinic acid hydrochloride + SX, 6-benzylaminopurine + SX, abscisic acid + SX, AVG (aminoethoxyvinylglycine) + SX, anisiflupurin + SX, ancymidol + SX, butralin + SX, calcium carbonate + SX, calcium chloride + SX, calcium formate + SX, calcium peroxide + SX, calcium polysulfide + SX, calcium sulfate + SX, chlormequat-chloride + SX, chlorpropham + SX, choline chloridechloride) + SX, cloprop + SX, cyanamide + SX, cyclanilide + SX, daminozide + SX, decan-1-ol + SX, dichlorprop + SX, dikegulac + SX, dimethipin + SX, diquat + SX, ethephon + SX, ethychlozate + SX, flumetralin + SX, flurprimidol + SX, forchlorfenuron + SX, formononetin + SX, gibberellin A A) + SX, Gibberellin A3 + SX, Inabenfide + SX, Kinetin + SX, Lipochitooligosaccharide SP104 + SX, Maleic hydrazide + SX, Mefluidide + SX, Mepiquat-chloride + SX, Oxidized glutathione + SX, Paclobutrazol + SX, Pendimethalin + SX, Prohexadione-calcium + SX, Prohydrojasmon + SX, Pyraflufen-ethyl + SX, Sintofen + SX, Sodium 1-naphthaleneacetate + SX, Sodium cyanate cyanate) + SX, thidiazuron + SX, triapenthenol + SX, tribufos + SX, trinexapac-ethyl + SX, uniconazole-P + SX, 2-(naphthalen-1-yl)acetamide + SX, [4-oxo-4-(2-phenylethyl)amino]butyric acid + SX, methyl 5-(trifluoromethyl)benzo[b]thiophene-2-carboxylate + SX, 3-[(6-chloro-4-phenylquinazolin-2-yl)amino]propane-1-ol + SX, Claroideoglomusetunicatum) + SX, Claroideoglomus claroideum + SX, Funneliformis mosseae + SX, Giaspora margarita + SX, Giaspora rosea + SX, Glomus aggregatum + SX, Glomus deserticola + SX, Glomus monosporum + SX, Paraglomus brasillianum + SX, Rhizophagus clarus + SX, Rhizophagus intraradices RTI-801 strain + SX, Rhizophagus irregularis DAOM Azospirillum caulinodans + SX, Azospirillum amazonense + SX, Azospirillum brasilense XOH + SX, Azospirillum brasilense Ab-V5 + SX, Azospirillum brasilense Ab-V6 + SX, Azospirillum caulinodans + SX, Azospirillum halopraeferens + SX, Azospirillum irakense + SX, Azospirillum lipoferum + SX, Bradyrhizobium elkanii SEMIA 587 + SX, Bradyrhizobium elkanii SEMIA 5019 strain + SX, Bradyrhizobium japonicum TA-11 strain + SX, Bradyrhizobium japonicum USDA 110 strain + SX, Bradyrhizobium liaoningense strain + SX, Bradyrhizobium lupini strain + SX, Delftia acidovorans RAY209 strain + SX, Mesorhizobium ciceri strain + SX, MesorhizobiumRhizobium huakii + SX, Mesorhizobium loti + SX, Rhizobium etli + SX, Rhizobium galegae + SX, Rhizobium leguminosarum bv. Phaseoli + SX, Rhizobium leguminosarum bv. Trifolii + SX, Rhizobium leguminosarum bv. Viciae + SX, Rhizobium trifolii + SX, Rhizobium tropici + SX, Sinorhizobium fredii + SX, Sinorhizobium meliloti + SX, Zucchini yellow mosaic virus (attenuated strain) YellowMosaik Virus weak strain)+SX.

[0039] The combination of the component of group (d) above with the compounds of the present invention: Anthraquinone + SX, DEET + SX, Icaridin + SX.

[0040] The ratio of the compound to the component of this invention is not particularly limited, but examples of weight ratios (compound of this invention: component of this invention) of 1000:1 to 1:1000, 500:1 to 1:500, 100:1 to 1:100, 50:1, 20:1, 10:1, 9:1, 8:1, 7:1, 6:1, 5:1, 4:1, 3:1, 2:1, 1:1, 1:2, 1:3, 1:4, 1:5, 1:6, 1:7, 1:8, 1:9, 1:10, 1:20, 1:50, etc.

[0041] The compounds of this invention can prevent and control plant diseases caused by plant pathogenic microorganisms such as fungi, oomycetes, phytomyxea, and bacteria. Examples of fungi include those from the phyla Ascomycota, Basidiomycota, Blastodactyla, Chytridiomycota, Mucoromycota, and Olpidiomycota. Specifically, examples include the following. The scientific names of the plant pathogenic microorganisms causing each disease are shown in parentheses.

[0042] Rice diseases: Blight (Pyricularia oryzae), Sesame leaf blight (Cochliobolus miyabeanus), Sheath blight (Rhizoctonia solani), Bakanae disease (Gibberella fujikuroi), Yellowing and stunting disease (Sclerophthora macrospora), False rice blast and panicle blight (Epicoccum nigrum), Seedling damping-off (Trichodermaviride, Rhizopus oryzae), False sheath blight (Waiteacircinata), Brown sclerotinia (Ceratobasidium setariae), Brown sheath blight (Thanatephorus) Rice smut (Ustilaginoidea virens), grain smut (Tilletia horrida, Tilletia barclayana). Wheat diseases: Powdery mildew (Blumeria graminis), Fusarium head blight (Fusarium graminearum, Fusarium avenaceum, Fusarium culmorum, Microdochium nivale), Yellow rust (Puccinia striiformis), Black rust (Puccinia graminis), Red rust (Puccinia recondita), Red snow rot (Microdochium nivale, Microdochium majus), Small sclerotium rot (Typhula incarnata, Typhula ishikariensis), Large sclerotium rot (Sclerotinia northernis) (borelis)), brown root rot (Pythium spp.)), loose smut (Ustilago tritici)), smut (Tilletia caries, Tilletia controversa)), eye spot (Pseudocercosporella herpotrichoides)), leaf blight (Septoria tritici)), glume blight (Stagonospora nodorum)), yellow spot (Pyrenophora tritici-repentis)), seedling damping-off (Rhizoctonia solani) caused by Rhizoctonia spp.), damping-off (Gaeumannomyces graminis)), and blast disease (Pyricularia graminis-tritici). Barley diseases: Powdery mildew (Blumeria graminis), Fusarium head blight (Fusarium graminearum, Fusarium avenaceum, Fusarium culmorum, Microdochium nivale), Yellow rust (Puccinia striiformis), Black rust (Puccinia graminis), Barley stalk rust (Puccinia hordei), Loose smut (Ustilago nuda), Cloud blight (Rhynchosporium secalis), Net blight (Pyrenophora teres), Leaf spot (Cochliobolus sativus), Leaf stripe (Pyrenophora teres). graminea), Ramularia collo-cygni leaf spot, and Rhizoctonia solani (a fungus causing seedling damping-off). Corn diseases: Rust (Puccinia sorghi), Southern rust (Puccinia polysora), Large leaf spot (Setosphaeria turcica), Tropical rust (Physopella zeae), Sesame leaf blight (Cochliobolus heterostrophus), Anthracnose (Colletotrichum graminicola), Gray leaf spot (Cercospora zeae-maydis), Brown spot (Kabatiella zeae), Phaeosphaeria maydis, Stenocarpella maydis, Stenocarpellamacrospora, Stem rot (Fusarium graminii). graminearum, Fusarium verticilioides, Colletotrichum graminicola, Ustilago maydis (corn smut), Physoderma maydis (corn stalk rot), and Phyllachora maydis (corn black spore causal agent). Cotton diseases: Anthracnose (Colletotrichum gossypii), White mold (Ramularia areola), Black spot (Alternaria macrospora, Alternariagossypii), Root black rot (Thielaviopsis basicola). Coffee diseases: Rust (Hemileia vastatrix) and leaf spot (Cercospora coffeicola). Diseases of rapeseed: Sclerotinia sclerotiorum, Alternaria brassicae, Phona lingam, Pyrenopeziza brassicae. Sugarcane diseases: Rust (Puccinia melanocephela, Pucciniakuehnii), Smut (Ustilago scitaminea); Sunflower diseases: Rust (Puccinia helianthi), downy mildew (Plasmopara halstedii); Citrus diseases: black spot (Diaporthe citri), scab (Elsinoe fawcetti), green mold (Penicillium digitatum), penicillium italicum, blight (Phytophthora parasitica, Phytophthora citrophthora), aspergillus niger; Apple diseases: Blossom blight (Monilinia mali), canker (Valsa ceratosperma), powdery mildew (Podosphaera leucotricha), leaf spot (Alternaria alternata apple pathotype), black spot (Venturia inaequalis), anthracnose (Glomerella cingulata, Colletotrichum acutatum), brown spot (Diplocarpon mali), ring rot (Botryosphaeria berengeriana), blight (Phytophthora racactorum), red spot (Gymnosporangium). juniperi-virginianae), Gymnosporangium yamadae); Pear diseases: Black spot (Venturia nashicola, Venturiapirina), Black spot (Alternaria alternata Japanese pearpathotype), Gymnosporangium haraeanum (Gymnosporangium haraeanum). Peach diseases: Gray spot (Monilinia fructicola), Black spot (Cladosporium carpophilum), Brown spot (Phomopsis sp.), Leaf curl (Taphrina deformans), Powdery mildew (Podosphaeraleucotricha). Grape diseases: Black rot (Elsinoe ampelina), Late rot (Glomerella cingulata, Colletotrichum acutatum), Powdery mildew (Uncinula necator), Rust (Neophysopella sp.), Black rot (Guignardiabidwellii), Downy mildew (Plasmopara viticola), Brown spot (Pseudocercospora vitis), White rot (Coniella castaneicola). Diseases of persimmon: Anthracnose (Gloeosporium kaki, Colletotrichum acutatum) , Leaf spot (Cercospora kaki, Mycosphaerella nawae) , Powdery mildew (Phyllactinia kakicola) ; Fig diseases: Rust (Phakopsora nishidana)); Diseases of gourds: Anthracnose (Colletotrichum lagenarium), Powdery mildew (Sphaerotheca fuliginea), Anthracnose (Didymella bryoniae), Brown spot (Corynespora cassiicola), Fusarium wilt (Fusarium oxysporum), Downy mildew (Pseudoperonospora cubensis), Phytophthora capsici, Damping-off (Pythium sp.), Phomopsis sp. root rot. Tomato diseases: ring rot (Alternaria solani)), leaf mold (Cladosporium fulvum)), sooty mold (Pseudocercospora fuligena)), blight (Phytophthora infestans)), powdery mildew (Leveillula taurica)); Eggplant diseases: Brown spot (Phomopsis vexans) , powdery mildew (Erysiphe cichoracearum) , black rot (Corynespora melongenae) , leaf mold (Mycovellosiella nattrassii) , brown spot (Thanatephorus cucumeris) ; Diseases of cruciferous vegetables: Black spot (Alternaria japonica), White spot (Cercosporella brassicae), Clubroot (Plasmodiophorabrassicae), Downy mildew (Peronospora parasitica), White rust (Albugocandida), Black spot (Alternaria brassicicola); Diseases of onions: Rust (Puccinia allii), Black spot (Alternaria porri), Black rot (Sclerotium cepivorum), Sclerotium neck rot (Botrytis squamosa), Leaf blight (Stemphylium vesicarium, Stemphylium botryosum), White mold (Sclerotium rolfsii), White spot leaf blight (Botrytis squamosa). Soybean diseases: Purple blotch (Cercospora kikuchii), Black rot (Elsinoe glycines), Black spot (Diaporthe phaseolorum var. sojae), Rust (Phakopsora pachyrhizi), Brown ring spot (Corynespora cassiicola), Anthracnose (Colletotrichum glycines, Colletotrichum truncatum), Damping-off (Rhizoctonia solani), Brown spot (Septoria glycines), Spot disease (Cercospora sojina), Sclerotinia rot (Sclerotinia sclerotiorum). (sclerotiorum), powdery mildew (Microsphaeradiffusa), stem blight (Phytophthora sojae), downy mildew (Peronospora manshurica), sudden death syndrome (Fusarium virguliforme), red crown rot (Calonectria ilicicola), Diaporthe / Phomopsis complex (Diaporthe longicolla, Diaporthe phaseolorum, Phopsis longicolla); Diseases of common beans: Sclerotinia sclerotiorum, rust (Uromyces appendiculatus), angular leaf spot (Phaeoisariopsis griseola), anthracnose (Colletotrichum lindemuthianum), and root rot (Fusarium solani). Peanut diseases: Black spot (Cercospora personata) , Brown spot (Cercospora arachidicola) , White rot (Sclerotium rolfsii) , Red crown rot (Calonectria ilicicola) . Pea diseases: powdery mildew (Erysiphe pisi) and root rot (Fusarium solani). Potato diseases: Early blight (Alternaria solani), blight (Phytophthora infestans), scarlet rot (Phytophthora erythroseptica), powdery scab (Spongospora subterranea f. sp. subterranea), Verticillium wilt (Verticillium albo-atrum, Verticillium dahliae, Verticillium nigrescens), dry rot (Fusarium solani), canker (Synchytrium endobioticum). Strawberry diseases: powdery mildew (Sphaerotheca humuli), anthracnose (Glomerella cingulata, Colletotrichum acutatum); Tea diseases: Net cake disease (Exobasidium reticulatum), white spot disease (Elsinoe leucospila), gray blight (Pestalotiopsis sp.), anthracnose (Colletotrichum theae-sinensis). Tobacco diseases: Red spot disease (Alternaria longipes), anthracnose (Colletotrichum tabacum), downy mildew (Peronospora tabacina), blight (Phytophthora nicotianae). Diseases of sugar beets: Brown spot (Cercospora beticola) , Leaf blight (Thanatephorus cucumeris) , Root rot (Thanatephorus cucumeris) , Black root disease (Aphanomyces cochlioides) , Rust (Uromyces betae) ; Rose diseases: Black spot (Diplocarpon rosae) and powdery mildew (Sphaerotheca pannosa). Chrysanthemum diseases: Brown spot (Septoria chrysanthemi-indici) and white rust (Puccinia horiana). Onion diseases: White spot leaf blight (Botrytis cinerea, Botrytis byssoidea, Botrytis squamosa), gray rot (Botrytis allii), and sclerotium neck rot (Botrytis squamosa). Diseases of various crops: gray mold (Botrytis cinerea), sclerotinia sclerotiorum, black rot (Sclerotium cepivorum), white mold (Sclerotium rolfsii), seedling blight (Pythium aphanidermatum, Pythium irregulare, Pythium ultimum). Radish diseases: Black spot (Alternaria brassicicola). Sweet potato diseases: vine rot (Fusarium oxysporum f. sp. batatas), basal rot (Diaporthedestruens), black spot (Ceratocystis fimbriata). Diseases of turfgrass: Coin spot (Sclerotinia homoeocarpa), brown patch, large patch (Rhizoctonia solani), Pythium wilt (Pythium aphandidermatum), anthracnose (Colletotrichum caudatum). Banana diseases: Banana leaf spot (Sigatoka disease) (Mycosphaerella fijiensis, Mycosphaerella musicola)); Diseases of lentils: Ascochyta disease (Ascochyta lentis); Chickpea diseases: Ascochyta rabiei (blight of the chickpea plant) Diseases of green peppers: Anthracnose (Colletotrichum scovillei) , Powdery mildew (Leveillula taurica) , White mold (Sclerotium rolfsii) ; Mango diseases: Anthracnose (Colletotrichum acutatum); Sweet potato diseases: basal rot (Diaporthe destruens). Fruit tree diseases: White root rot (Rosellinia necatrix) and Purple root rot (Helicobasidium mompa)); Post-harvest diseases of fruits such as apples and pears: Mucor rot diseases (Mucorpiriformis); Seed diseases or diseases in the early stages of growth caused by fungi such as Aspergillus, Penicillium, Fusarium, Gibberella, Tricoderma, Thieviopsis, Rhizopus, Mucor, Corticium, Phona, Rhizoctonia, and Diplodia; Viral diseases: Giant vein disease of lettuce mediated by Olpidium brassicae; and various viral diseases of crops mediated by Polymyxa species (such as Polymyxa betae and Polymyxa graminis). Diseases caused by bacteria: Rice bacterial damping-off (Burkholderia plantarii), rice inner glume browning (Pantoea ananatis), rice bacterial leaf blight (Xanthomonas oryzae pv. oryzae.), cucumber bacterial angular leaf spot (Pseudomonas syringae pv. lachrymans), eggplant bacterial wilt (Ralstonia solanacearum), citrus canker (Xanthomonas citri), Chinese cabbage soft rot (Erwinia carotovora), potato scab (Streptomyces cabbiei), potato black shank (Pectobacterium soft rot). Bacterial leaf spot of peach (Pseudomonas syringae, Erwinianigrifluens, Xanthomonas campestris)), bacterial canker of plum (Pseudomonas syringae pv. morsprunorum, Erwinia sp.)), corn wilt (Clavibacter michiganensis), crown gall of grape, olive, peach, etc. (Xylella fastidiosa)), root nodule of Rosaceae plants such as apple, peach, cherry, etc. (Agrobacterium tumefaciens)

[0043] The plant disease control method of the present invention can be implemented by treating the plant or the soil of the cultivated plant with an effective amount of the compound or composition A of the present invention. Examples of treatment methods include foliar treatment, soil treatment, and seed treatment.

[0044] With regard to compound or composition A of the present invention, generally, non-active carriers such as solid carriers, liquid carriers, and gaseous carriers are mixed with surfactants, and formulation adjuvants such as binders, dispersants, and stabilizers are added as needed to formulate it into aqueous suspension formulations, oil suspension formulations, oils, emulsions, microemulsion formulations, microcapsule formulations, wettable powders, water-dispersible granules, powders, granules, tablets, aerosols, resin formulations, etc. It is not limited to these formulations; it can be formulated into the formulations described in the Manual on development and use of FAO and WHO Specifications for pesticides, FAO Plant Production and Protection Papers-271~276, prepared by the FAO / WHO Joint Meeting on Pesticide Specifications, 2016, ISSN:0259-2517.

[0045] These formulations typically contain 0.0001% to 99% of the compound or composition A of the present invention by weight.

[0046] Examples of solid carriers include clay (pyrophyllite clay, kaolinite clay, etc.), talc, calcium carbonate, diatomite, zeolite, bentonite, acid clay, palygorskite, silica, ammonium sulfate, vermiculite, perlite, pumice, silica sand, chemical fertilizers (ammonium sulfate, ammonium phosphate, ammonium nitrate, urea, ammonium chloride, etc.) in powder and granular form, as well as resins (polyethylene, polypropylene, polyester, polyurethane, polyamide, polyvinyl chloride, etc.).

[0047] Examples of liquid carriers include water, alcohols (ethanol, cyclohexanol, benzyl alcohol, propylene glycol, polyethylene glycol, etc.), ketones (acetone, cyclohexanone, etc.), aromatic hydrocarbons (xylene, phenylxyl ethane, methylnaphthalene, etc.), aliphatic hydrocarbons (hexane, cyclohexane, etc.), esters (ethyl acetate, methyl oleate, propylene carbonate, etc.), nitriles (acetonitrile, etc.), ethers (ethylene glycol dimethyl ether, etc.), amides (N,N-dimethylformamide, N,N-dimethyloctylamide, etc.), sulfoxides (dimethyl sulfoxide (hereinafter referred to as DMSO), etc.), lactams (N-methylpyrrolidone, N-octylpyrrolidone, etc.), fatty acids (oleic acid, etc.), and vegetable oils (soybean oil, etc.).

[0048] Examples of gaseous carriers include fluorocarbons, butane gas, LPG (liquefied petroleum gas), dimethyl ether, nitrogen, and carbon dioxide.

[0049] Examples of surfactants include nonionic surfactants (polyoxyethylene alkyl ethers, polyoxyethylene alkyl aryl ethers, polyethylene glycol fatty acid esters, etc.) and anionic surfactants (alkyl sulfonates, alkyl aryl sulfonates, alkyl sulfates, etc.).

[0050] Examples of adjuvants used in other formulations include binders, dispersants, colorants, and stabilizers. Specifically, examples include polysaccharides (starch, gum arabic, cellulose derivatives, alginic acid, etc.), lignin derivatives, synthetic water-soluble polymers (polyvinyl alcohol, polyvinylpyrrolidone, polyacrylic acid, etc.), isopropyl phosphate, and dibutylhydroxytoluene.

[0051] Furthermore, adjuvants can be used as components to enhance or assist the efficacy of the compounds of the present invention. Specifically, examples include Nimbus (registered trademark), Assist (registered trademark), Aureo (registered trademark), Iharol (registered trademark), Silwet L-77 (registered trademark), BreakThru (registered trademark), SundanceII (registered trademark), Induce (registered trademark), Penetrator (registered trademark), AgriDex (registered trademark), Lutensol A8 (registered trademark), NP-7 (registered trademark), Triton (registered trademark), Nufilm (registered trademark), Emulgator NP7 (registered trademark), Emulad (registered trademark), TRITON X 45 (registered trademark), AGRAL 90 (registered trademark), AGROTIN (registered trademark), ARPON (registered trademark), EnSpray N (registered trademark), and BANOLE (registered trademark).

[0052] In this invention, the plant can be categorized as the whole plant, stem and leaves, flower, spike, fruit, trunk, branch, crown, seed, vegetative reproductive organs, and seedling.

[0053] Vegetative reproductive organs refer to the parts of a plant, such as roots, stems, and leaves, that have the ability to grow when separated from the main body and placed in the soil. Examples of vegetative reproductive organs include tuberous roots, creeping roots, bulbs, corms (or solid bulbs), tubers, rhizomes, stolons, rhizophores, cane cuttings, propagules, and vine cuttings. It should be noted that stolons are sometimes also called runners, and propagules are also called bulbils, which are divided into broad buds and bulbils. Vine cuttings refer to the shoots (including leaves and stems, rootless shoots) of plants such as sweet potatoes and Japanese yam. Bulbs, corms, tubers, rhizomes, stem cuttings, rhizophores, or tuberous roots are collectively referred to as bulbils. Potato cultivation begins by planting tubers in the soil, but the tubers used are usually called seed tubers.

[0054] As a method for preventing plant diseases by applying an effective amount of the compound or composition A of the present invention to the soil, examples include applying an effective amount of the compound or composition A of the present invention to the soil before or after transplanting. More specifically, examples include planting hole treatment (planting hole distribution, planting hole treatment soil mixing), root treatment (root distribution, root soil mixing, root irrigation, late seedling stage root treatment), planting furrow treatment (planting furrow distribution, planting furrow soil mixing), ridge furrow treatment (ridge furrow distribution, ridge furrow soil mixing, growing season ridge furrow distribution), sowing furrow treatment (sowing season ridge furrow distribution, sowing season ridge furrow soil mixing), overall treatment (whole soil distribution, whole soil mixing), ridge planting side treatment, water surface treatment (water surface application, water surface application after water storage), other soil distribution treatments (growing season granule foliar distribution, distribution under the canopy or around the trunk, soil surface distribution, soil surface mixing, sowing hole distribution, ridge surface distribution). Distribute, interplant distribution), other irrigation treatments (soil irrigation, seedling irrigation, pesticide injection, basal irrigation, drip irrigation, chemical solution irrigation), seedling box treatment (seedling box distribution, seedling box irrigation, seedling box pesticide accumulation), seedling tray treatment (seedling tray distribution, seedling tray irrigation, seedling tray pesticide accumulation), seedbed treatment (seedbed distribution, seedbed irrigation, seedling bed distribution, seedling soaking), bed soil mixing treatment (bed soil mixing, pre-sowing bed soil mixing, distribution before sowing and covering with soil, distribution after sowing and covering with soil, soil mixing), and other treatments (cultivated soil mixing, turning in, topsoil mixing, rainwater drip soil mixing, planting location treatment, granular calyx distribution, paste fertilizer mixing).

[0055] As seed treatment, examples include the treatment of seeds or vegetative reproductive organs with the compound or composition A of the present invention. More specifically, examples include: spraying treatment by atomizing a suspension of the compound or composition A of the present invention and spraying it onto the surface of the seed or vegetative reproductive organ; coating treatment by applying the compound or composition A of the present invention onto the seed or vegetative reproductive organ; immersion treatment by immersing the seed or vegetative reproductive organ in a solution of the compound or composition A of the present invention for a certain period of time; and methods of coating seeds or vegetative reproductive organs using a carrier containing the compound or composition A of the present invention (coating treatment, granule coating treatment, etc.). Seed potatoes are a particularly good example of the aforementioned vegetative reproductive organ.

[0056] When treating seeds or vegetative reproductive organs with composition A, composition A can be formulated as a single preparation for treating the seeds or vegetative reproductive organs, or composition A can be formulated as multiple different preparations for treating the seeds or vegetative reproductive organs multiple times. Examples of methods for treating seeds or vegetative reproductive organs multiple times with multiple different preparations include: treating with a preparation containing only the compound of the present invention as an active ingredient, air-drying the seeds or vegetative reproductive organs, and then treating with a preparation containing this ingredient; and treating with a preparation containing both the compound of the present invention and this ingredient as active ingredients, air-drying the seeds or vegetative reproductive organs, and then treating with a preparation containing this ingredient other than the ingredient that has been treated.

[0057] In this invention, a seed or vegetative reproductive organ that retains the compound or composition A of the present invention refers to a seed or vegetative reproductive organ in which the compound or composition A of the present invention is attached to its surface. For the aforementioned seed or vegetative reproductive organ that retains the compound or composition A of the present invention, materials other than the compound or composition A of the present invention may be attached before or after the compound or composition A of the present invention is attached to the seed or vegetative reproductive organ.

[0058] Furthermore, when composition A adheres to the surface of a seed or vegetative reproductive organ by forming a layer, this layer is formed of one or more layers. Additionally, when multiple layers are formed, each layer may contain one or more active ingredients, or it may be formed of a layer containing one or more active ingredients and a layer not containing any active ingredient.

[0059] Seeds or vegetative reproductive organs containing the compound or composition A of the present invention can be obtained, for example, by applying an agent containing the compound or composition A of the present invention to the seeds or vegetative reproductive organs using the aforementioned seed treatment method.

[0060] Although the application rate of compound or composition A of the present invention varies depending on meteorological conditions, formulation form, application time, application method, application location, target disease, target crop, etc., in the case of foliar or soil treatment, the application rate is generally 1000 m³ / h. 2 The amount of plant cultivation material is typically 1g to 500g. In the case of seed treatment, the amount of compound or composition A of the present invention is typically 0.001g to 100g relative to 1kg of seeds. When compound or composition A of the present invention is formulated into emulsions, wettable powders, aqueous suspensions, etc., it is usually applied by diluting with water to a concentration of 0.01ppm to 10000ppm of active ingredient; powders, granules, etc., are usually applied directly.

[0061] The compound or composition A of the present invention can be used as a control agent for plant diseases in farmland such as dry fields, paddy fields, lawns, and orchards. Examples of plants include the following.

[0062] Maize (dent, flint, soft, popcorn, glutinous, sweet, non-sweet maize), Rice (long-grain, short-grain, medium-grain, Japanese (japonica), tropical Japanese, Indian (indica), Javanese, paddy rice, upland rice, floating rice, direct seeding, transplanting, glutinous rice), Wheat (bread wheat (dull, soft, medium, red, white), durum wheat, spelt wheat, dense-eared wheat, each winter wheat type, spring wheat type), Barley (two-row barley (=brewing barley), six-row barley, naked barley, sticky barley, each...) Winter barley type, spring barley type), rye (winter rye type, spring rye type), black wheat (winter black wheat type, spring black wheat type), oats (winter oat type, spring oat type), sorghum, cotton (land-grown variety, Pima variety), soybean (mature seed harvest variety, edamame variety, green-harvested variety, each with indeterminate, determinate, and semi-determinate growth types), peanut, buckwheat, sugar beet (for sugar production, feed, root vegetable, leafy vegetable, fuel), rapeseed (winter rapeseed type, spring rapeseed type), Canada rapeseed (winter Canada rapeseed type, spring Canada rapeseed type), sunflower (for oil extraction, food). Vegetables used for both medicinal and ornamental purposes include sugarcane, tobacco, tea trees, mulberries, nightshade vegetables (eggplant, tomato, green pepper, chili pepper, potato, etc.), cucurbitaceous vegetables (cucumber, pumpkin, zucchini, watermelon, cantaloupe, etc.), cruciferous vegetables (radish, turnip, horseradish, kohlrabi, cabbage, bok choy, mustard greens, broccoli, cauliflower, etc.), asteraceous vegetables (burdock, chrysanthemum, artichoke, lettuce, etc.), lilyaceous vegetables (scallions, onions, garlic, asparagus, etc.), umbelliferous vegetables (carrots, parsley, celery, parsnips, etc.), chenopodiaceae vegetables (spinach, sauvignon Blanc, etc.), and lamiaceae vegetables (perilla, mint). Basil, strawberries, sweet potatoes, Japanese yam, taro, pears (apples, European pears, Japanese pears, white pears, quince, quince, etc.), stone fruits (peach, plum, nectarine, green plum, cherry, apricot, plum, etc.), citrus fruits (Wenzhou mandarin oranges, oranges, lemons, limes, grapefruits, etc.), nuts (chestnuts, walnuts, hazelnuts, almonds, pistachios, cashews, macadamia nuts, etc.), berries (blueberries, cranberries, blackberries, raspberries, etc.), grapes, persimmons, figs, olives, loquats, bananas, coffee, dates, coconuts, ornamental plants, forest plants, turfgrass, and pasture grasses.

[0063] The above-mentioned plants are any commonly cultivated varieties, without any particular limitation. These plants also include plants produced through natural mating, plants produced through mutation, F1 hybrids, and recombinant crops. Examples of recombinant crops include, for instance, plants conferred resistance to herbicides such as isoxaflutole (HPPD inhibitors, imidazoline, ALS inhibitors, thifensulfuron-methyl inhibitors, EPSP inhibitors, glutamine synthase inhibitors, PPO inhibitors, bromobenzonitrile, or dicamba; plants capable of synthesizing known selective toxins from Bacillus species such as Bacillus thuringiensis; and plants conferred specific insecticidal activity by synthesizing gene fragments identical to endogenous genes from harmful insects and inducing gene silencing (RNAi; RNA interference) in target harmful insects.

[0064] Example The present invention will be described in more detail below using manufacturing examples, formulation examples, and test examples, but the present invention is not limited to these examples.

[0065] First, examples of manufacturing the compounds of the present invention are shown below.

[0066] In the following examples, unless otherwise specified, quantitative analysis was performed using high-performance liquid chromatography (HPLC). The analytical conditions are as follows.

[0067] [High-performance liquid chromatography analysis conditions] Mobile phases: Solution A: 5mM ammonium carbonate aqueous solution; Solution B: acetonitrile Column: XBridge (trademark) phenyl column, 3.5 μm particle size, 4.6 mm I.D. × 150 mm (Waters manufacture) UV measurement wavelength: 250nm Flow rate: 1.0 mL / min Column oven: 30℃ Pumps: 2 units of LC-20AD (manufactured by Shimadzu Corporation) (high pressure gradient) Gradient conditions: The solution is delivered using the concentration gradient described in [Table LC1].

[0068] [Table 1] The compound represented by formula (3) is commercially available. In addition, it can also be manufactured using known methods.

[0069] [Chemical Formula 4] Reference Manufacturing Example 1 [Chemical Formula 5] A mixture of 45.8 g of the compound represented by formula (3), 137 g of xylene, and 43.2 g of methyl chloroacetate was added dropwise at 80 °C to a 28% (w / w) sodium methoxide methanol solution, and stirred for 1 hour at the same temperature. The resulting mixture was cooled to 60 °C, and 3.4 g of dimethyl sulfate was added, and stirred for 3 hours at the same temperature. Water was added to the resulting mixture at 60 °C for separation, and the resulting organic layer was concentrated under reduced pressure. Methanol and water were added sequentially to the concentrated residue to precipitate crystals, and 59.8 g of the compound represented by formula (4) was separated in crystalline form.

[0070] Manufacturing Example 1 [Chemical Formula 6] A mixture of 10.0 g xylene and 4.2 g sodium methoxide was prepared by adding dropwise 10.0 g of the compound represented by formula (4) according to the method described in Reference Manufacturing Example 1, 4.7 g methyl formate, 20.0 g tetrahydrofuran, and 10.0 g xylene to a mixture at 30°C for 3 hours. The resulting mixture was cooled to 10°C, and 30.0 g water and 1.33 g 35% hydrochloric acid were added sequentially. The resulting mixture was separated to obtain an aqueous layer of 60.0 g containing the compound represented by formula (5).

[0071] For the obtained aqueous layer of 60.0 g, xylene 30.0 g and tetrabutylammonium chloride 1.08 g were added sequentially at room temperature. 2.0 g of 35% hydrochloric acid was added dropwise while the mixture was stirred at room temperature. After stirring the mixture at 80°C for 20 hours, it was cooled to room temperature and separated. The resulting organic layer was concentrated under reduced pressure. The concentrated residue was analyzed by high performance liquid chromatography (HPLC). Under the aforementioned HPLC conditions, the retention time of the compound represented by formula (1) was 58.2 min, and the retention time of the compound represented by formula (2) was 57.5 min. The concentrated residue was purified by silica gel column chromatography (hexane / ethyl acetate solvent system) to obtain 1.89 g of the compound represented by formula (2) in solid form.

[0072] The following shows the compound represented by formula (2). 1 H-NMR values.

[0073] 1H-NMR (CDCl3) δ:7.47-7.44 (2H, m), 7.44-7.41 (2H, m), 7.39-7.35 (4H, m), 7.32-7.28 (2H, m), 7.23 (1H, d), 7.18 (2H, dd), 7.10 (1H, dd), 7.04 (1H, d), 6.90 (1H, d), 6.68 (1H, d), 5.78 (1H, d), 3.71 (6H, s), 2.36 (3H, s), 2.32 (3H, s).

[0074] Next, examples of formulations of the compounds of the present invention are shown. It should be noted that parts refer to parts by weight.

[0075] Formulation Example 1 The compound of the present invention was mixed with 20 parts, a mixture of silica and polyoxyethylene alkyl ether ammonium sulfate (weight ratio 1:1) 35 parts, and water 45 parts, and the mixture was processed using a pulverizer to obtain the formulation.

[0076] Formulation Example 2 A mixture of 35 parts by weight of polyoxyethylene alkyl ether ammonium sulfate and silica (1:1), 10 parts by weight of the compound of the present invention, and 55 parts by weight of water were mixed and micronized using a wet pulverization method to obtain the formulation.

[0077] Formulation Example 3 The compound of the present invention, 50 parts, calcium lignosulfonate, 2 parts, sodium lauryl sulfate, and 45 parts, silicon dioxide were pulverized and mixed to obtain the formulation.

[0078] Formulation Example 4 The formulation was obtained by mixing 5 parts of the compound of the present invention, 9 parts of polyoxyethylene styrene phenyl ether, 5 parts of polyoxyethylene decyl ether (ethylene oxide addition number: 5), 6 parts of calcium dodecylbenzenesulfonate, and 75 parts of xylene.

[0079] Formulation Example 5 Two parts of the compound of the present invention, one part of silicon dioxide, two parts of calcium lignosulfonate, 30 parts of bentonite, and 65 parts of kaolin clay were pulverized and mixed. An appropriate amount of water was added for kneading. After granulation using a granulator, the mixture was dried to obtain the formulation.

[0080] Formulation Example 6 The compound of the present invention was mixed with a mixture of 10 parts benzyl alcohol and 9 parts DMSO, and then 6.3 parts GERONOL (registered trademark) TE250, 2.7 parts Ethylan (registered trademark) NS-500LQ and 54 parts solvent naphtha were added to obtain the formulation.

[0081] Furthermore, experimental examples demonstrate the plant disease control efficacy of the compounds of the present invention.

[0082] In Test Examples 1 and 2, "untreated" refers to the dispersal of stems and leaves of a water-diluted formulation containing the compound of the present invention without such treatment. Furthermore, in Test Examples 1 and 2, the formulated compound of the present invention refers to a formulation obtained by mixing 20 parts of the compound of the present invention, 35 parts of a mixture of silica and polyoxyethylene alkyl ether ammonium sulfate (weight ratio 1:1), and water to a total volume of 100 parts, and then processing the mixture using a pulverizer. Additionally, in Test Examples 1 and 2, the compound of the present invention refers to a compound represented by formula (2) manufactured according to the manufacturing method described in Manufacturing Example 1.

[0083] Experiment 1: Control Trial Against Barley Net Spot Disease (Pyrenophora teres) Soil was filled into plastic pots, and barley (variety: NISHINOHOSHI) was sown into them and cultivated in a greenhouse for 7 days. The formulated compound of the present invention was mixed with water at a concentration of 200 ppm, and the resulting mixture was foliar-spreaded to ensure it adhered well to the barley leaves. After spreading, the barley was air-dried, and one day later, it was sprayed with an aqueous suspension of barley net blotch spores. After inoculation, the barley was placed in a greenhouse at high humidity (23°C during the day and 20°C at night) for 3 days, followed by 7 days of cultivation in the greenhouse. The area of ​​lesions was then investigated. The results showed that the area of ​​lesions in barley treated with the compound of the present invention was less than 30% of the area of ​​lesions in untreated barley.

[0084] Experiment Example 2: Control Experiment for Soybean Rust (Phakopsora pachyrhizi) Soil was filled into plastic pots, and soybeans (variety: Kurosengoku) were sown in them and cultivated in a greenhouse for 10-14 days. The formulated compound of this invention was mixed with water at a concentration of 800 ppm, and the resulting mixture was spread foliarly onto the soybean leaves. After spreading, the soybeans were air-dried, and 2-5 days later, an aqueous suspension of soybean rust spores was sprayed inoculated. After inoculation, the soybeans were placed in a greenhouse at 23°C during the day and 20°C at night under high humidity for 1-2 days, followed by cultivation in the greenhouse for 10-14 days, after which the lesion area was investigated. The results showed that the lesion area in soybeans treated with the compound of this invention was less than 30% of the lesion area in untreated soybeans.

[0085] Industrial availability The compounds of this invention have excellent control effects on plant diseases and are useful as active ingredients in compositions for the control of plant diseases.

Claims

1. The compound represented by formula (A), [Chemical Formula 1] 。 2. A composition for the prevention and control of plant diseases, comprising an inactive carrier and the compound of claim 1.

3. A composition comprising one or more ingredients selected from the group consisting of (a), (b), (c), and (d), and the compound of claim 1. Group (a): A group consisting of insecticidal, acaricidal, and nematicidal active ingredients; Group (b): Bactericidal active ingredients; Group (c): Plant growth regulators; Group (d): Repellent component.

4. A method for controlling plant diseases, which is implemented by treating the plant or the soil of the cultivated plant with an effective amount of the compound of claim 1, an effective amount of the composition for controlling plant diseases of claim 2, or an effective amount of the composition of claim 3.

5. Use of the compound of claim 1, the composition for controlling plant diseases of claim 2, or the composition of claim 3 for controlling plant diseases.

6. A seed or vegetative reproductive organ containing an effective amount of the compound of claim 1, an effective amount of the plant disease control composition of claim 2, or an effective amount of the composition of claim 3.

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