JP2023022261A - Use of acyclic picolinamide compound as fungicide for control of phytopathogenic fungi in vegetables - Google Patents

Abstract

PROBLEM TO BE SOLVED: To provide methods for controlling fungal diseases in agriculturally useful vegetable crops.

SOLUTION: A method of controlling fungal diseases in vegetable crops that are at risk of being diseased comprises the steps of bringing at least a portion of a plant and/or an area adjacent to a plant into contact with a composition including the compound I shown in the figure, where the compound I is effective against a plant pathogen.

SELECTED DRAWING: None

COPYRIGHT: (C)2023,JPO&INPIT

Description

CROSS-REFERENCE TO RELATED PATENT APPLICATIONS This application claims the benefit of U.S. Provisional Patent Application No. 62/500,172, filed May 2, 2017, which provisional application is expressly incorporated herein by reference. incorporated into.

The present disclosure describes the use of (S)-1,1-bis(4-fluorophenyl)propan-2-yl(3-acetoxy-4-methoxypicolinoyl)-L-alaninate for controlling fungal diseases in vegetables. related to the field.

BACKGROUND ART AND SUMMARY OF THE INVENTION Fungicides are compounds of natural or synthetic origin that act to protect and treat plants against damage caused by agriculturally relevant fungi. Generally, no single fungicide is useful in all situations. As a result, research continues to produce fungicides that may have better performance, are easier to use, and are less expensive.

The present disclosure provides (S)-1,1-bis(4-fluorophenyl)propan-2-yl (3-
Acetoxy-4-methoxypicolinoyl)-L-alaninate (compound I) and its use as a fungicide. Compound I is useful in ascomycete, basidiomycete (
basidiomycete), and deuteromycete.

One embodiment of the present disclosure includes a method of controlling pathogen-induced disease in plants at risk of disease from a pathogen, wherein the method comprises contacting the plant or an area adjacent to the plant with a composition comprising Compound I. including letting

Another embodiment of the present disclosure is the use of compound I for the protection of plants against attack by phytopathogenic organisms or for the treatment of plants infested by phytopathogenic organisms, the use comprising compound I , or applying a composition comprising Compound I to soil, plants, plant parts, leaves, and/or seeds.

Additionally, another embodiment of the present disclosure is a composition useful for protecting plants against attack by phytopathogenic organisms and/or treating plants infested by phytopathogenic organisms, the composition comprising It comprises Compound I and a phytologically acceptable carrier material.

An exemplary embodiment of the present disclosure includes a mixture for controlling fungal growth, the mixture comprising Compound I.

Compound I of the present disclosure can be applied either as Compound I or as a formulation containing Compound I by any of a variety of known techniques. For example, Compound I can be applied to roots, stems, seeds, flowers, or leaves of plants to control various fungi without damaging the commercial value of the plant. Compound I can also be applied as a foliar spray, soil spray, soil admixture, chemical solution irrigation, soil drenching, soil infusion, or seed treatment. The materials can be applied in any of the commonly used formulation types, for example, as solutions, dusts, wettable powders, flowable concentrates, or emulsifiable concentrates.

Preferably, compound I of the present disclosure is applied in the form of a formulation comprising compound I together with a botanically acceptable carrier. Concentrated formulations may be dispersed in water or other liquids for application, or formulations may be dust-like or granular that can be applied without further treatment. The formulations can be prepared according to procedures conventional in the agrochemical arts.

This disclosure contemplates all vehicles in which Compound I can be formulated for delivery and use as a fungicide. Typically, formulations are applied as aqueous suspensions or emulsions. Such suspensions or emulsions can be prepared from aqueous, water-suspendable, or emulsifiable preparations, which are usually solids known as wettable powders, or usually emulsifiable concentrates. ,
Aqueous suspensions, or liquids known as suspension concentrates. As can be easily understood,
Any material to which Compound I can be added can be used, provided it provides the desired utility without significantly interfering with the activity of Compound I as an antifungal agent. .

Wettable powders may be compressed to form water-dispersible granules and comprise an intimate mixture comprising Compound I, an inert carrier and a surfactant. The concentration of Compound I in the wettable powder is from about 10 weight percent to about 90 weight percent, more preferably about 25 weight percent, based on the total weight of the wettable powder.
weight percent to about 75 weight percent. In the preparation of wettable powder formulations, Compound I is added to any fine powder such as prophyllite, talc, chalk, gypsum, fuller's earth, bentonite, attapulgite, starch, casein, gluten, montmorillonite clay, diatomaceous earth, or refined silicates. can be combined with solids. In such operations, the finely divided carrier and surfactant are typically blended with Compound I and ground.

Emulsifiable concentrates of Compound I may contain convenient concentrations of Compound I in a suitable liquid, such as from about 10 weight percent to about 50 weight percent, based on the total weight of the concentrate. Compound I may be dissolved in an inert carrier, which is either a water-miscible solvent or a mixture of water-immiscible organic solvents and emulsifiers. Concentrates may be diluted with water and oil to form a spray mixture in the form of an oil-in-water emulsion. Useful organic solvents include aromatics, especially the high boiling naphthalene and olefinic portions of petroleum (such as heavy aromatic naphtha). Other organic solvents such as terpene solvents (including rosin derivatives), aliphatic ketones (such as cyclohexanone), and complex alcohols (such as 2-ethoxyethanol) can also be used.

Emulsifiers that can be advantageously used herein can be readily determined by those skilled in the art,
They include various nonionic, anionic, cationic, and amphoteric emulsifiers or blends of two or more emulsifiers. Examples of nonionic emulsifiers useful in preparing emulsifiable concentrates include polyalkylene glycol ethers, as well as alkyl and aryl phenols, fatty alcohols, fatty amines, or fatty acids with ethylene oxide, propylene oxide (ethoxylated alkylphenols, etc.), and condensation products with carboxylic acid esters solubilized with polyols or polyoxyalkylenes. Cationic emulsifiers include quaternary ammonium compounds and fatty amine salts. Anionic emulsifiers include oil-soluble salts of alkylarylsulfonic acids (eg, calcium), oil-soluble salts or sulfated polyglycol ethers, and suitable salts of phosphorylated polyglycol ethers.

Representative organic liquids that can be used in preparing emulsifiable concentrates of Compound I of the present invention include aromatic liquids (xylene, propylbenzene fractions, etc.); or mixed naphthalene fractions, mineral oils, substituted aromatic organic liquids such as dioctyl phthalate; kerosene; dialkylamides of various fatty acids, especially dimethylamides of aliphatic glycols and glycol derivatives such as the n-butyl, ethyl, or methyl ether of diethylene glycol and the methyl ether of triethylene glycol. ). A mixture of two or more organic liquids is also
It can be used in preparing emulsifiable concentrates. Organic liquids include xylene fractions and propylbenzene fractions, with xylene being most preferred in some cases. The surfactant dispersant is typically used in a liquid formulation in an amount of from 0.1 to
It is used in an amount of 20 weight percent. The formulation may also contain other compatible excipients, such as
It may also contain plant growth regulators and other biologically active compounds used in agriculture.

An aqueous suspension containing Compound I can be dispersed in an aqueous vehicle at a concentration within the range of about 5% to about 50% by weight, based on the total weight of the aqueous suspension. Suspensions are prepared by finely grinding Compound I and vigorously mixing the ground material into a vehicle composed of water and a surfactant selected from the same types discussed above. . Other ingredients such as inorganic salts and synthetic or natural gums may be added to increase the density and viscosity of the aqueous vehicle.

Compound I can also be applied as a granular formulation, which is particularly useful for soil applications. Granular formulations are generally made up to the total weight of the granular formulation dispersed in an inert carrier consisting wholly or predominantly of a coarsely ground inert material such as attapulgite, bentonite, diatomaceous earth, clay, or similar inexpensive substances. Contains from about 0.5 to about 10% by weight of the compound on a basis. Such formulations are usually prepared by dissolving Compound I in a suitable solvent and adding it to about 0.5 to about 3
It is prepared by applying to a pre-formed granule carrier to an appropriate particle size in the mm range. Suitable solvents are those in which compound I is substantially or completely soluble. Such formulations can also be prepared by making a dough or paste of the carrier and Compound I and solvent, milling to obtain the desired granular particles, and drying.

A dust containing Compound I can be prepared by intimately mixing a powder form of Compound I with a suitable dusty agricultural carrier such as kaolin clay and ground volcanic rock. Dusts can suitably contain from about 1 to about 10% by weight of Compound I, based on the total weight of the dust.

The formulations may further contain adjuvant surfactants to enhance deposition, wetting, and penetration of Compound I onto target crops and organisms. These adjuvant surfactants are
Optionally, it can be used as a component of the formulation or as a tank mix. The amount of adjuvant surfactant typically varies from 0.01 to 1.0 volume percent, preferably from 0.05 to 0.5 volume percent, based on the spray volume of water. Suitable adjuvant surfactants include ethoxylated nonylphenols, ethoxylated synthetic or ethoxylated natural alcohols, esters or salts of sulfosuccinic acids, ethoxylated organosilicon, ethoxylated fatty amines, and surfactants with mineral or vegetable oils. including blends with
It is not limited to these. Formulations may also include oil-in-water emulsions such as those disclosed in US patent application Ser. No. 11/495,228, the disclosure of which is expressly incorporated herein by reference.

In certain instances, it is beneficial for formulations of Compound I to be nebulized via aerial application using aircraft or helicopters. The exact components of these aerial applications depend on the crop being treated. Aerial applications for vegetables are preferably from 0.05 to 1
With standard surfactant, wetting, sticking, spreading, or penetrant type additives such as 5 percent nonionic surfactants, organosilicon, or crop oil concentrates, preferably
Apply a spray rate of 15 to 50 liters per hectare (L/ha).

Formulations may optionally include combinations containing other pesticidal compounds. Such additional pesticidal compounds are fungicides, insecticides, herbicides, anti-striatric compounds that are compatible with the compounds of the invention in the medium selected for application and do not antagonize the activity of the compounds. It can be an insecticide, acaricide, arthropodicide, fungicide, additive such as a nonionic surfactant, organosilicon, or crop oil concentrate, or a combination thereof. Therefore, in such an embodiment,
Other pesticidal compounds are used as supplemental poisons for such embodiments or for different pesticidal applications. The combination of Compound I and insecticidal compound is generally 1:100
Can be present in a weight ratio of ~100:1.

Compound I of the present disclosure can also be combined with other fungicides to form fungicidal mixtures and synergistic mixtures thereof. Compound I of the present disclosure is often applied in combination with one or more other fungicides to control a wider variety of undesirable diseases. When used in combination with other fungicide(s), the presently claimed compound I is
May be formulated with other fungicide(s), tank-mixed with other fungicide(s), or applied sequentially with other fungicide(s) . Other such fungicides include 2-(thiocyanomethylthio)-benzothiazole, 2-phenylphenol,
8-hydroxyquinoline sulfate, amethoctrazine, amisulbrom, antimycin, Ampelomyces quisqualis, azaconazole, azoxystrobin, Bacillus subtilis, Bacillus subtilis strain QST713, benalaxyl, benomyl, bentiavalicarb-isopropyl, benzylaminobenzene-sulfonic acid ( BABS) salts, bicarbonates, biphenyls, bismerthiazole, bitertanol, blasticidin-S, borax, Bordeaux mixture, boscalid,
bromconazole, bupirimate, calcium polysulfide, captafol, captan, carbendazim, carboxin, carpropamide, carvone, clazafenone, chloroneb,
clozolinate, Coniothyrium minitans, copper hydroxide, copper octanoate, copper chloride basic, copper sulfate, copper sulfate (tribasic), cuprous oxide, cyazofamid, cyflufenamide, cymoxanil, cyproconazole, cyprodinil, dazomet, debacarb, Diammonium ethylene bis-(dithiocarbamate), diclofluanid, dichlorophen, diclosimet, diclomedine, dichlorane, diethofencarb, difenoconazole, difenzoquat ion, diflumetrim, dimethomorph, dimoxystrobin, diniconazole, diniconazole-M, dinobutone, Dinocap, diphenylamine, dithianone, dodemorph, dodemorph acetate, dodine, dodine free base, edefenofos, enestrobin, enestrobrine, epoxiconazole, ethaboxam, ethoxyquin, etridiazole, famoxadone, fenamidon, fenarimol, fenbuconazole, fenflam, fenhexamide, fenoxanyl, fenpicronil, fenpropidine, fenpropimorph, fenpyrazamine, fenthin, fenthin acetate, fenthin hydroxide, farbum, ferimzone, fluazinam, fludioxonil, flumorph, fluopicolide, fluopyram, fluoroimide, fluoxastrobin , fluquinconazole, flusilazole, flusulfamide, flutianil, flutolanil, flutriafol, fluxapyroxad, folpet, formaldehyde, fosetyl, fosetyl-aluminum, fuberidazole, furalaxyl, furametpyr, guazatine, guazathine acetate, GY-81, hexachlorobenzene , hexaconazole, hymexazole, imazalil, imazalyl sulfate, imibenconazole,
iminoctadine, iminoctadine triacetate, iminoctadine tris(albesylate), iodocarb, ipconazole, ipfenpyrazolone, iprobenfos, iprodione, iprovalicarb, isoprothiolane, isopyrazam, isotianil, kasugamycin, kasugamycin hydrochloride hydrate, cresoxime-methyl, laminarin, mankappa, mancozeb, mandipropamide, maneb, mefenoxam, mepanipyrim, mepronil, meptyl-dinocap, mercuric chloride, mercuric oxide, mercurous chloride, metalaxyl, metalaxyl-M, metam, metam-ammonium, metam-potassium, metam-sodium, metconazole, metam-potassium Sulfocarb, methyl iodide, methyl isothiocyanate, metiram, metominostrobin, metrafenone, myridiomycin, microbutanil, narvam, nitrothal-isopropyl, nuarimol, octhilinone, ofrace, oleic acid (fatty acid), orysastrobin, oxadixyl, oxin- Copper, oxpoconazole fumarate, oxycarboxin, pefurazoate, penconazole, penciclon, penflufen, pentachlorophenol, pentachlorophenyl laurate, penthiopyrad, phenylmercuric acetate, phosphonic acid, phthalide, picoxystrobin, polyoxin B
, polyoxin, polyoxolim, potassium bicarbonate, potassium hydroxyquinoline sulfate, probenazole, prochloraz, procymidone, propamocarb, propamocarb hydrochloride, propiconazole, propineb, proquinazide, prothioconazole, pyraclostrobin, pyrametostribine, pyraoxist Robin, pyrazophos, pyribencarb, piributicarb, pyrifenox, pyrimethanil, pyriophenone, pyroquilone, quinoclamine, quinoxifene, quintozene, Reynoutria sachali
rensis extract, sedaxane, phenaminosulph, simeconazole, sodium 2-
Phenylphenoxide, sodium bicarbonate, sodium pentachlorophenoxide, spiroxamine, sulfur, SYP-Z048, tar oil, tebuconazole, tebufloquine, technazene, tetraconazole, thiabendazole, thifluzamide, thiophanate-methyl, thiram, thiazinyl, tolclophos-methyl, tolyl fluanide, triadimefon,
triadimenol, triazoxide, tricyclazole, tridemorph, trifloxystrobin, triflumizole, trifolin, triphenyltin hydroxide, triticonazole, validamycin, valifenalate, valiphenal, vinclozolin, zineb, ziram, zoxamide, Candida oleophila, Fusarium oxysp
orum, Gliocladium spp. , Phlebiopsis gigant
ea, Streptomyces griseoviridis, Trichoderm
a spp. , (RS)-N-(3,5-dichlorophenyl)-2-(methoxymethyl)
-succinimide, 1,2-dichloropropane, 1,3-dichloro-1,1,3,3-tetrafluoroacetone hydrate, 1-chloro-2,4-dinitronaphthalene, 1-chloro-
2-nitropropane, 2-(2-heptadecyl-2-imidazolin-1-yl)ethanol, 2,3-dihydro-5-phenyl-1,4-dith-yne 1,1,4,4-tetroxide, 2-methoxyethylmercuric acetate, 2-methoxyethylmercury chloride, 2-methoxyethylmercuric silicate, 3-(4-chlorophenyl)-5-methylrhodanine, 4-
(2-Nitroprop-1-enyl)phenylthiocyanateme, aminopyrifene, ampropylphos, anilazine, azithyram, barium polysulfide, Bayer 32394, benodanil, benquinox, penthalone, benzamacryl; benzamacryl-isobutyl,
Benzamorph, benzovindiflupyr, binapacryl, bis(methylmercury) sulfate, bis(tributyltin) oxide, butiobate, cadmium calcium copper zinc chromate sulfate, carbamorph, CECA, cloventizone, chloraniformane,
Chlorphenazole, chlorquinox, climbazole, copper bis(3-phenylsalicylate), copper zinc chromate, cumoxystrobin, cufraneb, cupric hydrazinium sulfate, cuprobam, cyclaframide, cypendazole, ciproflam, decaf cincin, diclobenchiazox, diclone, diclozoline, diclobutrazole, dimethylmol, dinoctone, dinosulfone, dinoterbone, dipimetitron, dipyrithione, ditalimphos, dodicin, drazoxolone, EBP, enoxastrobin, ESBP,
Etaconazole, Etem, Etilim, Fenaminosulph, Phenaminestrobin, Fenapanil, Fenitropane, Fenpicoxamide, Fluindapyr, Fluopimide, Fluotrimazole, Flufenoxystrobin, Flucarbanil, Fluconazole, Fluconazole-cis, Flumeciclox, Flophanate, Gliodin , Griseofulvin, Halacrinate, Hercules 3944, Hexylthiophos, ICIA0858,
impilfluxam, ipfentrifluconazole, ipflufenoquine, isofetamide, isoflurcipram, isopamphos, isovarezion, mandestrobin, mevenil, mecarbindide, mefentrifluconazole, metazoxolone, metofloxam, methylmercury dicyandiamide, metosulfobax, methyltetraprole, milneb,
Mucochloric anhydride, microzoline, N-3,5-dichlorophenyl-succinimide, N-3-nitrophenylitaconimide, natamycin, N-ethylmercurio-4-
toluenesulfonanilide, nickel bis(dimethyldithiocarbamate), OCH, oxathiapiproline, phenylmercury dimethyldithiocarbamate, phenylmercury nitrate, phosdiphene, picarbutrazox, prothiocarb; prothiocarb hydrochloride, pydiflumetofen, pyracarbolide, pyrapropoine, pyraziflumide, pyridaclomethyl, pyridinitrile, pyrisoxazole, pyroxychlor, pyroxyflu, quinacetol,
quinacetol sulfate, quinazamide, quinconazole, quinofumeline, rabenzazole, salicylanilide, SSF-109, sultropene, tecorum, thiazifluor, thithiophene, thiochlorfenfim, thiophanate, tinoquinox, thioximide, triamiphos, trialimol, triazbutyl, triclamamide, triclopyri Carb,
Triflumesopyrim, urbacid, zariramide, and any combination thereof may be included.

In addition, compound I of the present invention may be added to other pesticides, nematicides, nematicides, and other pesticides, nematicides, which are compatible with compound I of the present invention in the medium selected for application and which do not antagonize the activity of compound I. It can be combined with acaricides, arthropodicides, fungicides, or combinations thereof to form insecticidal mixtures and synergistic mixtures thereof. Compound I of the present disclosure can often be applied in combination with one or more other pesticides to control a wider variety of undesirable pests. When used in combination with other pesticide(s), the presently claimed Compound I can be formulated with other pesticide(s) and will not react with other pesticide(s). It may be mixed or applied sequentially with other pesticide(s). Typical insecticides include antibiotic insecticides (allosamidin and thuringien).
sin), etc.), macrocyclic lactone insecticides (such as spinosad and spinetoram), avermectin insecticides (abamectin, doramectin, emamectin, eprinomectin,
ivermectin, and selamectin), milbemycin insecticides (lepimectin,
milbemycin, milbemycin oxime, and moxidectin), carbamate insecticides (such as bendiocarb and carbaryl), benzofuranylmethylcarbamate insecticides (such as benfuracarb, carbofuran, carbosulphane, decarbofuran, and furatiocarb), dimethylcarbamate insecticides (dimitan, dimethylan, hikincarb, and pirimicarb), oxime carbamate insecticides (alanicarb, aldicarb, aldoxycarb, butocaboxim, butoxycarb, methomyl, nitriracarb, oxamyl, tazimcarb, thiocarboxime, thiodicarb, and thiodicarb). Fanox, etc.), phenylmethyl carbamate insecticides (alixicarb, aminocarb, bufencarb, butacarb, carbanolate, chloetocarb, dicresyl, dioxacarb, EMPC, ethiofencarb, fenetacarb, fenocarb, isoprocarb, methiocarb, metolcarb, mexacarbate, promasyl, promecarb, propoxur, trimetacarb, XMC, and xylylcarb), desiccant insecticides (such as boric acid, diatomaceous earth, and silica gel), diamide insecticides (brofuranilide, chlorantraniliprole, cyantraniliprole, cyclaniliprole, cyhalodiamide, fulvene diamides, tetrachlorane traniliprole, and tetraniliprole), diallylisoxazoline insecticides (such as fluxametamide), dinitrophenol insecticides (such as Genex, Dinoprop, Dinosum, and DNOC), fluorinated insecticides (such as barium hexafluorosilicate, cryolite, sodium fluoride, sodium hexafluorosilicate, and sulfluramide), formamidine insecticides (such as amitraz, chlordimeform, formethanate, and formparanate), fumigant insecticides (such as acrylonitrile) , carbon disulfide, carbon tetrachloride, chloroform, chloropicrin, para-dichlorobenzene, 1,2-dichloropropane, ethyl formate, ethylene dibromide, ethylene dichloride, ethylene oxide, hydrogen cyanide, iodomethane, methyl bromide, methyl chloroform , methylene chloride, naphthalene, phosphine, sulfuryl fluoride, and tetrachloroethane), inorganic insecticides (borax, calcium polysulfide, copper oleate, mercurous chloride, thiocyanate potassium phosphate, and sodium thiocyanate), chitin synthesis inhibitors (bistrifluron, buprofezin, chlorfluazuron, cyromazine, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, penfluron , teflubenzuron, and triflumuron), juvenile hormone mimetics (such as epofenonane, fenoxycarb, hydroprene, quinoprene, methoprene, pyriproxyfen, and triprene), juvenile hormones (juvenile hormone I, juvenile hormone II, and juvenile hormone II, and juvenile hormone II). juvenile hormone III), mesoionic insecticides (such as dichloromesothiaz and triflumezopyrim), molting hormone agonists (such as chromafenozide, halofenozide, methoxyfenozide, and tebufenozide), molting hormones (α-
ecdysone and ecdysterone), molting inhibitors (diophenolane, etc.), plecocenes (such as plecocene I, plecocene II, and plecocene III), unclassified insect growth regulators (such as dicyclanil), nereistoxin analogues insecticides (bensultap, cartap, thiocyclam, and thiosultap), pyridylpyrazole insecticides (
cyclopyrazofurol), nicotinoid insecticides (flonicamid), nitroguanidine insecticides (such as clothianidin, dinotefuran, imidacloprid, and thiamethoxam), nitromethylene insecticides (such as nitenpyram and nithiazine), pyridylmethyl-amine insecticides agents (such as acetamiprid, cycloxapride, imidacloprid, nitenpyram, and thiacloprid), organochlorine insecticides (bromo-DDT, camphechlor, DDT, pp'-DDT, ethyl-DDD, HCH, gamma-HCH, lindane, methoxychlor, pentachlor phenol, and TDE), cyclodiene insecticides (aldrin, bromocyclene, chlorbicyclene, chlordane, chlordecone, dieldrin, dilor, endosulfan, alpha-endosulfan, endrin, HEOD
, heptachlor, HHDN, isobenzane, isodrine, cheleban, and mirex), organophosphate insecticides (bromfenvinphos, chlorfenbinphos, crotoxyphos, dichlorvos, dicrotophos, dimethylvinphos, hospirate, heptenophos, metocrotophos, mevinphos, monocrotophos, naled, naphthalophos, phosphamidon, propafos, TEPP, and tetrachlorbinphos), organic thiophosphate insecticides (such as dioxabenzophos, fosmethylane, and phenthate), aliphatic organic thiophosphate insecticides (Acethion, Amiton, Cadusaphos, Chlorethoxyphos, Chlormephos, Demefion, Demefion-O, Demefion-S, Demeton, Demeton-O,
Demeton-S, Demeton-methyl, Demeton-O-methyl, Demeton-S-methyl, Demeton-S-methylsulfone, Disulfotone, Ethion, Ethoprophos, IPSP, Isothioate, Malathion, Methacrifos, Oxydemeton-methyl, Oxyfionphos,
oxydisulfotone, folate, sulfotep, terbufos, and thiometone),
Aliphatic amide organic thiophosphate insecticides (amidithione, cyanoate, dimethoate,
ethoate-methyl, formothion, mecarbam, omethoate, protoate, sofamid, and vamidothione), oxime organic thiophosphate insecticides (chlorphoxime,
phoxime, and phoxime-methyl), heterocyclic organothiophosphate insecticides (azamethifos, coumaphos, cumitoate, dioxathion, endothion, menazone, morphothione, fosarone, pyraclophos, pyridafenthion, and quinothion), benzothiopyran organothiophosphate insecticides (such as dicyclophos and tiklophos), benzotriazine organothiophosphate insecticides (such as azinphos-ethyl and azinphos-methyl), isoindole organothiophosphate insecticides (such as dialiphos and phosmet), isoxazole organothiophosphate insecticides (isoxathione) and zolaprophos), pyrazolopyrimidine organothiophosphate insecticides (such as chlorplasophos and pyrazophos), pyridine organothiophosphate insecticides (such as chlorpyrifos and chlorpyrifos-methyl), pyrimidine organothiophosphate insecticides (butathiophos, diazinon, etrimphos , lilimphos, pyrimiphos-ethyl, pyrimiphos-methyl, pyrimiphos, pyrimitate, and tebpyrimifos), quinoxaline organothiophosphate insecticides (such as quinalphos and quinalphos-methyl), thiadiazole organothiophosphate insecticides (achidathion, litidathion, methidathione, and protidathion), triazole organothiophosphate insecticides (such as isazophos and triazophos), phenyl organothiophosphate insecticides (azotoate, bromophos, bromophos-ethyl, carbophenothion, chlorthiophos, cyanophos, cythioate, dicaptone, diclofenthion, etahphos , famflu, fenchlorphos, fenitrothion, fensulfothion, fenthion, fenthion-ethyl, heterophos, iodofenphos, mesulfenphos, parathion, parathion-methyl, fenkaptone, fosnicrol, profenophos, prothiophos, sulprophos, temefos,
trichlormetaphos-3, and tripenophos), phosphonate insecticides (such as butonate and trichlorfon), phosphonthioate insecticides (such as mecalfon), phenylethyl phosphonthioate insecticides (such as honophos and trichloronato), phenyl Phenylphosphonthioate insecticides (such as cyanofenphos, EPN, and Leptophos), phosphoramidate insecticides (Clufomate, Fenamiphos, Fostietane, Mephospholan,
phosphorane, and pyrimetaphos), phosphoramidothioate insecticides (such as acephate, isocarbophos, isophenophos, isofenophos-methyl, methamidophos, and propetamphos), phosphorodiamide insecticides (such as dimefox, majidox, mipahox, and schradan), oxadiazine insecticides agents (such as indoxacarb),
Oxadiazoline insecticides (methoxadiazon, etc.), phthalimide insecticides (dialyphos,
phosmet, and tetramethrin), pyrazole insecticides (tebufenpyrad, trefenpyrad, etc.), phenylpyrazole insecticides (acetoprole, ethiprole, fipronil, pyrafluprole, pyriprole, and vaniliprole, etc.), pyrethroid ester insecticides (acrinathrin, allethrin, bioarethrin) , barthrin, bifenthrin, kappa-bifenthrin, bioethanomethrin, chloroprallethrin, ciclethrin, cycloprothrin, cyfluthrin, beta-cyfluthrin, cyhalothrin, gamma-cyhalothrin, lambda-cyhalothrin, cypermethrin, alpha-cypermethrin, beta- Cypermethrin, Theta-Cypermethrin, Zeta-Cypermethrin, Cyphenothrin, Deltamethrin, Dimefluthrin, Dimethrin, Empentrin, Fenfluthrin, Phenpyritrin, Fenpropathrin, Fenvalerate, Esfenvalerate, Flucythrinate, Fluvalinate, tau-fluvalinate, flethrin, heptafluthrin, imiprothrin, meperfluthrin, metofruthrin, epsilon-metofluthrin, monfluorothrin, epsilon-monfluorothrin, permethrin, biopermethrin, transpermethrin, phenothrin, prallethrin, profluthrin,
pyrethmethrin, resmethrin, bioresmethrin, cismethrin, tefluthrin, kappa-tefluthrin, telarethrin, tetramethrin, tetramethylfluthrin, tralomethrin, and transfluthrin), pyrethroid ether insecticides (etofenprox, flufenprox, halfenprox, protrifenbut, and silafluofen), pyrimidine amine insecticides (such as flufenerim and pyrimidifen), pyrrole insecticides (such as chlorfenapyr), tetramic acid insecticides (such as spiropidione and spirotetramat), tetronic acid insecticides (spiro mesiphene),
thiourea insecticides (such as diafenthiuron), urea insecticides (such as flucofuron and sulcofuron), unclassified nematicides (such as fluazaindolizine and thioxazaphene),
and unclassified insecticides (benzpyrimoxane, closantel, copper naphthenate, crotamito



, EXD, fenazaflor, fenoxacrim, fluhexafone, flupyrimine, hydramethylnon, isoprothiolane, maronoben, metaflumizone, niflurizide, oxazolesulfil, prephenate, pyridaben, pyridalyl, pyrifluquinazone, lafoxanide, sulxaflor, trialatin, and triazamate), and any combination thereof.

In addition, a compound I of the present invention is combined with a herbicide that is compatible with the compound I of the present invention in the medium selected for application and that does not antagonize the activity of compound I, pesticidal mixtures and their can form a synergistic mixture of The fungicidal Compound I of the present disclosure can often be applied in combination with one or more other herbicides to control a wide variety of undesirable plants. When used in combination with herbicides, the presently claimed Compound I can be formulated with the herbicide(s) or tank-mixed with the herbicide(s). ) may be applied consecutively. Typical herbicides include amide herbicides (alidoclor, beflubutamide, benzadox, benzipram, bromobutide,
caffestrol, CDEA, cyprazole, dimethenamid, dimethenamid-P, difenamide, apronaz, etonipromide, fentrazamide, flupoxam, fomesafen, halosaphene, isocarbamide, isoxaben, napropamide, naptalam, petoxamide, propyzamide, quinonamide, tetbutam, and thiaphenacil, etc.), anilides herbicides (chloranocryl, cisanilide, clomeprop, cypromide, diflufenican, etobenzanide, fenaslam, flufenacet, flufenican, mefenacet,
mefluidide, metamifop, monalide, naproanilide, pentanochlor, picolinafen, and propanil), arylalanine herbicides (benzoylprop, flamprop, and flamprop-M), chloroacetanilide herbicides (acetochlor, alachlor, butachlor, butenachlor) , delachlor, diethyl, dimethachlor, metazachlor, metolachlor, S-metolachlor, pretilachlor, propachlor,
propisochlor, plinachlor, terbuchlor, thenylchlor, and xylachlor), sulfonanilide herbicides (such as benzofluor, perfludione, perfluidone, pyrimisulphan, and profluazole), sulfonamide herbicides (ashram, carvaslam, fenaslam, and oryzalin). etc.), thioamide herbicides (such as chlorthiamid), antibiotic herbicides (such as bialaphos), benzoic acid herbicides (chloramben, dicamba, 2,3,6-TBA, and tricamba, etc.), pyrimidinyloxybenzoic acid Herbicides (such as bispyribac and pyriminobac), pyrimidinylthiobenzoate herbicides (such as pyrithiobac), phthalate herbicides (such as chlortal), picolinate herbicides (aminopyralid, clopyralid, florpyrauxifene, halauxifene, and picloram, etc.), quinoline carboxylic herbicides (quinclorac and quinmerac, etc.), arsenic herbicides (cacodylic acid, CMA, DSMA, hexaflurate, MA
A, MAMA, MSMA, potassium arsenite, and sodium arsenite, etc.), benzoylcyclohexanedione herbicides (fenquinotrione, lancotrione, mesotrione,
sulcotrione, tefuryltrione, and tembotrione), benzofuranylalkylsulfonate herbicides (such as benfuresate and ethofumesate), benzothiazole herbicides (such as benzazoline), carbamate herbicides (ashram, carboxazole, chlorprocarb , dichromate, phenaslam, carbutyrate, and terbucarb), carbanilate herbicides (barban, BCPC, carvasulam, carbetamid, CEPC, chlorbufam, chlorpropham, CPPC, desmedifam, phenisofam, phenmedifam, phenmedifam-ethyl, cyclohexene oxime herbicides (alloxydim, butroxydim, clethodim, cloproxidim, cyclooxydim, propoxydim, sethoxydim, tepraloxydim, and tralkoxydim), cyclopropylisoxazole herbicides (isoxachlorotol) and isoxaflutole), dicarboximide herbicides (cinidone-ethyl, flumedine, flumicrolac, flumioxazin, and flumipropine), dinitroaniline herbicides (benfluralin, butralin, dinitramine, ethalfluralin, fluchloralin, etc.) , isopropaline, metalpropaline, nitralin, oryzaline, pendimethalin, prodiamine, profluralin, and trifluralin)
, dinitrophenol herbicides (dinofenate, dinoprop, dinosum, dinoseb,
dinoterb, DNOC, ethynophen, and mezinoterb), diphenyl ether herbicides (ethoxyphene, etc.), nitrophenyl ether herbicides (acifluorfen, acronifene, bifenox, clomethoxyfen, chlornitrophene, etonipromide, fluorodiphene, fluoroglyco phen, fluoronitrophene, fomesafen, furyloxyphene, halosaphene, lactofen, nitrophene, nitroflurofen, and oxyfluorphene), dithiocarbamate herbicides (e.g. Dazomet and Metam), halogenated aliphatic herbicides (e.g. Arolac, chloropone, dalapon, flupropanate, hexachloroacetone, iodomethane, methyl bromide, monochloroacetic acid, SMA, and TCA), imidazolinone herbicides (such as imazamethabenz, imazamox, imazapic, imazapyr, imazaquin, and imazaimazethapyr) ,
Inorganic herbicides (such as ammonium sulfamate, borax, calcium chlorate, copper sulfate, ferrous sulfate, potassium azide, potassium cyanate, sodium azide, sodium chlorate, and sulfuric acid), nitrile herbicides (bromobonil , bromoxynil, chloroxynil, cyclopyranyl, dichlobenil, iodobornil, ioxynil, and pyraclonil)
, organic phosphate herbicides (amiprophos-methyl, anilophos, bensurides, vilanaphos,
butamiphos, 2,4-DEP, DMPA, EBEP, fosamine, glufosinate, glufosinate-P, glyphosate, and piperophos, etc.), phenoxy herbicides (bromophenoxime, clomeprop, 2,4-DEB, 2,4-DEP, diphenopentene, disul, elbon, ethnipromide, fenteracol, and trifopsim), oxadiazoline herbicides (methazole, oxadiargyl, oxadiazon, etc.), oxazole herbicides (phenoxasulfone, etc.), phenoxyacetic acid herbicides ( 4-CPA, 2
, 4-D, 3,4-DA, MCPA, MCPA-thioethyl, and 2,4,5-T, etc.), phenoxybutyric acid herbicides (4-CPB, 2,4-DB, 3,4-DB, MCPB, and 2,4,5-TB, etc.), phenoxypropionic herbicides (croprop, 4-C
PP, dicloprop, dicloprop-P, 3,4-DP, phenoprop, mecoprop, and mecoprop-P, etc.), aryloxyphenoxypropionic acid herbicides (chlorazifop, clodinafop, clofop, cyhalofop, diclofop, fenoxaprop , fenoxaprop-P, fenchiaprop, fluazifop, fluazifop-P, haloxyfop, haloxyfop-P, isoxapylifop, metamifop, propaquifop, quizalofop, quizalofop-P, and trifop, etc.), phenylenediamine herbicides (such as dinitramine and prodiamine), pyrazole herbicides (such as pyroxasulfone), benzopyrazole herbicides (such as benzofenap, pyrasulfotole, pyrazolinate, pyrazoxifene, tolpiralate, and topramezone), phenylpyrazole herbicides (such as fluazolate, nipiraclofen, poxaden, and pyraflufen), pyridazine herbicides (such as credazine, cyclopyrimolate, pyridaform, and pyridate), pyridazinone herbicides (brompyrazone, chloridazone, dimidazone, flufenpyr, methoflurazone, norflurazone, oxapyrazone, and pydanone), pyridine herbicides (aminopyralid, clioginate,
clopyralid, dithiopyr, florpyrauxifene, fluroxypyr, halauxifene, haloxydine, picloram, picolinafen, pirichlor, tiazopyr, and triclopyr), pyrimidinediamine herbicides (iprimidum and thiocrolim, etc.), quaternary ammonium herbicides (cypelcort) , dietamquat, difenzoquat, diquat, morphamquat, and paraquat), thiocarbamate herbicides (butyrate, cycloate, di-arate, EPTC, esprocarb, ethylate, isopolynate, methiobencarb, molinate, orbencarb, pevrate, prosulfocarb , pyributicarb, sulfalate, thiobencarb, thiocarbasil, tri-alate, and vernolate), thiocarbonate herbicides (such as Dimexa, EXD, and Proxane), thiourea herbicides (such as methyluron), triazine herbicides (such as dipropetrin , indazifuram, triazifuram, and trihydroxytriazine), chlorotriazine herbicides (such as atrazine, chlorazine, cyanazine, cyprazine, eglinazine, ipazine, mesoprazine, procyazine, proglinazine, propazine, cebutyrazine, simazine, terbuthylazine, and trietadine), methoxy triazine herbicides (such as atratone, metometone, promethone, secbumetone, simetone, and terbumetone), methylthiotriazine herbicides (such as amethrin, adiprothrin, cyanathrin, desmethrin, dimethamethrin, metoprothrin, promethrin, simetryn, and terbutrin), triazinones Herbicides (such as amethidione, amivudine, hexazinone, isomethiozine, metamitron, metribuzine, and trifludimoxazine), triazole herbicides (such as amitrol, caffenstrol, apronaz, and flupoxam), triazolone herbicides (amicarbazone, bencarbazone, carfen, etc.) torazone, flucarbazone, ipfencarbazone, propoxycarbazone, sulfentrazone, and thiencarbazone-methyl, etc.), triazolopyrimidine herbicides (such as chloranslam, diclosulam, florasulam, flumetsulam, metosulam, penoxsulam, and pyroxsulam), Uracil-based herbicides (benzfenzizone, romacil, butaphenacil, flupropacil, isocil, renacil, saflufenacil,
and terbacil, etc.), urea-based herbicides (benzthiazuron, cumyluron, cycluron,
dichloralurea, diflufenzopyr, isonoron, isouron, metabenzthiazuron, monisouron, and norron), phenylurea herbicides (anithuron, buturon, chlorbromuron, chlorethuron, chlorotoluron, chloroxuron, daimuron,
difenoxuron, dimefron, diuron, fenuron, fluometuron, fluothiuron, isoproturon, linuron, methiuron, methyldaimuron, metobenzuron, metbromuron, methoxuron, monolinuron, monuron, nevron, parafluron, phenobenzuron, cizuron, tetrafluron, and thidiazuron), pyrimidinylsulfonyl Urea herbicides (amidosulfuron, azimsulfuron, bensulfuron, chlorimuron, cyclosulfamuron, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, foramsulfuron, halosulfuron, imazosulfuron, mesosulfuron, metazosulfuron , nicosulfuron, orthosulfuron, oxasulfuron, primisulfuron, propyrisulfuron, pyrazosulfuron, rimsulfuron,
sulfometuron, sulfosulfuron, and trifloxysulfuron), triazinylsulfonylurea herbicides (chlorsulfuron, cinosulfuron, etamethsulfuron,
iodosulfuron, iofensulfuron, metsulfuron, prosulfuron, thifen



thiadiazolyl urea herbicides (such as buthiuron, etidizimron, tebuthiuron, thiazaflurone, and thidiazuron), and unclassified herbicides (such as acrolein, allyl alcohol, amino Cyclopyrachlor, azaphenidine, bentazone, benzobicyclon, bicyclopyrone, butidazole, calcium cyanamide, cambendichlor, rorfenac, chlorfenprop, chlorflurazole, chlorflurenol, cymmethylin, clomazone, CPMF, cresol, cyanamide, cyclopyri Morate, ortho-dichlorobenzene, dimepiperate, endothal, fluoromidine, fluridone, flurochloridone, flurutamon, fluthiacet, indanophane, methyl isothiocyanate, OCH, oxadichromefone, pentachlorphenol, pentoxazone, phenylmercuric acetate, prosulfarin , pyribenzoxime, pyriftalid, quinoclamine, lodetanil, sulglicapine, thidiazimine, tridiphane, trimezuron, tripropindane, and tritac).

The compounds I according to the invention may also comprise further active compounds and be applied together and/or sequentially. These additional compounds can be organic compounds, inorganic fertilizers, or plant health stimulants such as micronutrient donors, or other preparations that affect plant growth (such as inoculants).

In another embodiment, Compound I is also a Bacillus strain, e.g.
subtilis var. amyloliquefaciens FZB24 (TA
EGRP®) and Bacillus amyloliquefaciens
FZB42 (RHIZOVITAL®), VotiVo™ Bacil
lus firmus, Clariva™ (Pasteuria nishiza
wae), Bacillus thuringiensis, Trichoderma
spp. , and/or other biological organisms such as, but not limited to, groups consisting of mutants and metabolites of the respective strains that exhibit activity against insects, mites, nematodes, and/or plant pathogens. may be included, applied together and/or sequentially.

One embodiment of the present disclosure is a method for controlling or preventing fungal attack. The method comprises applying a fungicidal effective amount of Compound I to the soil, plant, root, leaf, seed, or fungal site, or to the site where infestation is to be prevented (e.g., application to cereal or grape plants). including. Compound I is suitable for treating a variety of plants at fungicidal levels while exhibiting low phytotoxicity. Compound I may be useful in both a protective and/or repellent mode.

The compounds of formula I have been found to have a significant fungicidal effect, especially for agricultural applications. The compounds of Formula I are particularly effective for use with agricultural crops and horticultural plants. Additional benefits include improved plant health, improved plant yield (e.g., increased biomass and/or increased content of valuable components), improved plant vigor (e.g., improved plant growth). and/or greener foliage), improving plant quality (e.g., improving the content or composition of certain constituents), and improving the plant's resistance to abiotic and/or biotic stress. obtain, but are not limited to:

Specifically, the compositions are effective in controlling a variety of undesirable fungi that infect useful vegetable crops. The composition can be used in a variety of Asco
It can be used against mycete and Basidiomycete fungi.

Against cucurbitaceous plants: powdery mildew (Erysiphe cichoracearu)
m, Sphaerotheca fuliginea), ring spot (Mycosphaer
ella brassicicola), root rot (Plenodomus linga)
m), anthracnose (Colletotrichum higginsianum, Colle
totrichum obiculare, Colletotrichum spp. ,
Glomerella lagenarium), vine wilt (Mycosphaerel
La melonis, Didymella bryoniae, Stagonospo
ropsis cucurbitacearum); Alternaria spot and blight (Alternaria cucumerina, Alternaria al
ternata f. sp. cucurbitae, Alternaria spp. )
, Cercospora spot (Cercospora citrullina, Cer
cospora spp. ), Fusarium wilt (Fusarium oxysp
orum), belly rot (Rhizoctonia solan
i), Corynespora blight/brown spot (Corynespora cassi
icola), Cladosporium cucumerinum, Ver.
ticillium wilt (Verticillium dahliae, Verticillium dahliae)
illium albo-atrum), black root rot (Thielaviopsis b.
asicola), blue mold rot (Penicilli
um spp. ), charcoal rot (Macrophomina phaseolina), and crater rot (fruit) (Myrothecium
roridium);

against tomatoes: powdery mildew (Leveillula taurica), Sep.
toria spot (Septoria lycopersici), white mold (Scl
erotinia sclerotiorum, Sclerotinia minor)
, Corynespora cassiicola, White silk disease (Sclerot
ium rolfsii), gray mold (Botrytis cinerea), gray spot (Stemphylium spp.), Fusarium wilt, Fusariu
root rot and root rot (Fusarium oxysporum), anthracnose (Co
lletotrichum coccodes, Colletotrichum dem
atium, Colletotrichum gloeosporioides, Glo
merella cingulate), Alternaria stem canker and black mold (Alternaria alternata), black root rot (Chalara el
egans), Cercospora leaf mold (Cercospora filigen)
a), anthracnose (Macrophomina phaseolina), brown root rot (
Pyrenochaeta lycopersici), Didymella stem rot (D
idymella lycopersici), summer plague (Alternaria sol
ani), leaf blight (Passalora fulva, Mycovellosiell
a fulva), Poma destructiva, and sour rot (Geotrichum candidum);

Against leafy vegetables: Cercospora long spot
issimi, Cercospora spp. ), Botrytis cinerea, Alternaria spot and blight (Alternaria sonchi, Alternaria spp.), Powdery mildew (Erysiphe cichoracearum, Golovinomyces c
ichoracearum, Uncinula spp. ), rust (Puccinia
dioicae), Septoria lactucae,
Septoria spp. ), white silk (Sclerotium rolfsii), dry rot (Phoma exigua), Rhizoctonia end rot (Rhizoct
onia solani), Sclerotinia drop disease (sclerotini
a drop) (Sclerotinia minor, Sclerotinia sc
lerotiorum), as well as Stemphylium spot disease (Stemphyli
um botryosum);

Against potatoes: anthracnose or black spot (Colletotrichum co
ccodes), brown spot and black pit (Alternaria
alternata), Cercospora leaf blight (Cercospora conc
ors), charcoal rot (Macrophomina phaseolina), common rust (Puccinia pittieriana), deformed rust (Aecidium
cantensis), summer plague (Alternaria solani), Fusari
um dry rot and Fusarium wilt (Fusarium spp.), gangrene (P
homa exigua f. sp. foveata), gray mold (Botrytis
cinerea), black leaf blight or Phoma spot (Stagonospolop
sis andigena, Phoma andigena var. andai)
, powdery mildew (Erysiphe cichoracearum), Rhizocton
ia canker and black bruise (Rhizoctonia solani), Roselli
nia black rot (Rosellinia spp.), Septoria spot (Sep.
toria lycopersici var. malagutil), silver bruises (He
lminthosporium solani), skin spot (Polyscytalum
pustulans), stem rot (Sclerotium rolfsii), Thec
aphora smut (Thecaphora solani), Ulocladium blight (Ulocladium atrum), Verticillium wilt (Ve
rticillium albo-atrum), and white mold (Sclerot
inia sclerotiorum);

Against pepper: Sclerotium rolfsii, Leveilla taurica, Colletotrichum
capsici, Colletorichum acutatum, Colletor
ichum spp. ), Cercospora (red star) spot disease (Cercospor
a capsici, Cercospora spp. ), anthracnose (Macropho
mina phaseolina), wilt and root rot (Rhizoctoni
a solani), Fusarium stem rot (Fusarium solani), F
usarium wilt (Fusarium oxysporum f.sp.capsi
ci), gray spot (Stemphylium spp.), gray mold (Botryt
is cinerea), Verticillium wilt (Verticillium
albo-atrum), and white mold (Sclerotinia scler
otiorum);

Against rape plant crops: Alternaria leaf spot and blight (Alt
ernaria brassicicola, Alternaria spp. ), Colletotrichum spp., Blackleg (Leptosphaeria
maculans, Phoma lingam), Cercospora spot (Ce
rcopsora spp. ), Fusarium chlorosis and other diseases (Fusari
um spp. ), gray mold/Botrytis wilt (Botrytis cin
erea), powdery mildew (Erysiphe polygoni), Rhizocton
ia stem rot and blight (Rhizoctonia solani), ring spot (Myc
osphaerella brassicicola), sclerotinia (Sclerotini
a spp. ), white spot (Pseudocercospoorella capsel
lae).

Compound I has been found to have a significant fungicidal effect against phytopathogenic fungi of agriculturally useful vegetable crops. These diseases include Alternaria brassicola, which causes cabbage black spot, Alternaria solani, which causes tomato summer blight, Scleroti, which causes lettuce sclerotinia, especially for agricultural applications.
nia sclerotiorum, Colletotr causing pepper anthracnose
ichum capsici, Erysiphe ci that causes cucumber powdery mildew
choracearum, Mycovellosiella that causes tomato leaf blight
fulva, Stagonosporopsis cuc that causes watermelon vine blight
urbitacearum and Botrytis, which causes Vicia gray mold
cinerea is included. Compound I is particularly effective for use with agricultural crops and horticultural plants.

Compound I has broad efficacy as a fungicide. The exact amount of active material applied will depend not only on the particular active material applied, but also on the specific action desired, the fungal species to be controlled, and their stage of development, and the plant or other matter to be contacted with the compound. part of the product. Therefore, Compound I and formulations containing it may not be equally effective at similar concentrations or against the same fungal species.

Compound I inhibits disease and is effective for use with plants in botanically acceptable amounts. The term "a disease-inhibiting, botanically acceptable amount" refers to an amount of a compound that kills or inhibits disease in the plant for which control is desired, but is not significantly toxic to the plant. point to This amount is generally from about 0.1 to about 1000 ppm (parts per million),
ppm is preferred. The exact concentration of compound required will vary with the fungal disease to be controlled, the type of formulation used, the method of application, the particular plant species, climatic conditions, and the like. Suitable dosages are typically in the range of about 0.10 to about 4 pounds per acre (about 0.01 to 0.45 grams per square meter (g/m ² )).

Any range or desired value provided herein may be extended or modified without losing the effect sought, as would be apparent to one of ordinary skill in the art given an understanding of the teachings herein. .
[Example]

Field evaluation of Alternaria brassicicola (ALTEBI) on cabbage:
Head cabbage plants were sprayed three times with a fungicidal treatment containing Compound I applied in a 5% EC formulation and tank-mixed with an adjuvant (Trycol, 50% w/w at 0.2% v/v). (BRSOL) so that the first application was at the 10-12 LF stage of cabbage. The following applications were made at intervals of 7 days, all applications at 50, 100 per hectare.
, and 150 grams of active ingredient (g ai/ha). Two days after the first application, the experimental plots were inoculated with the black spot pathogen. This treatment consisted of 4 replicates and approximately 2 x 1 m
Compound I was applied at a water rate of 800 L/ha.

Disease severity was assessed as percent diseased area on the lower leaves of cabbage (6 plants randomly per plot). Visual infection was assessed 3 times during the study, 7 days after each application. Using the recorded severity dataset, the area under the disease progression curve (AUD
PC) was calculated. Relative AUDPC (% control based on AUDPC) was calculated as percent of untreated control. Results are provided in Table 1.

Field evaluation of Sclerotinia sclerotiorum (SCLESC) on lettuce.
0% w/w) was sprayed twice on head cabbage plants (LACSC), the first application at the heading stage 36 days after planting and the second application 7 days after planting. I tried to be Compound I formulations were applied at 50, 100 and 150 grams of active ingredient per hectare (g ai/ha). Two days after the first application, the experimental plots were inoculated with Sclerotinia pathogen. This treatment was part of an experimental study designed as a randomized complete block with 4 replicates and a plot of approximately 2 x 1 m, in which formulations of Compound I were delivered at 800 L/h
It was applied with the amount of water in a.

Percentage of disease infection per plant (length of stem lesion)/(total stem length) x
Calculated by the equation of 100% (6 plants randomly per plot). Sclerotinia infection was evaluated four times, 7 days after application A (DAAA), plus 7, 14, and 21 DAAB. The area under the disease progression curve (AUDPC) for each plot was calculated using the recorded visual infection dataset. Relative AUDPC (% control based on AUDPC) was calculated as percent of untreated control. Results are provided in Table 1.

Field evaluation of Colletotrichum capsici (COLLCA) against hot pepper:
Evaluation of COLLCA's Compound I on hot peppers in both protective and curative modes was carried out in two separate field trials. In a 2-day protective study, 5% of E
A fungicidal treatment containing formulation C plus an adjuvant (Trycol, 50% w/w at 0.2% v/v) was sprayed three times on pepper plants (CPSAN), the first application being the planting. 4
Flowering and fruiting after 3 days, with subsequent applications at intervals of 7 days. Formulations of Compound I were administered at 50, 100 and 150 grams of active ingredient per hectare (g
ai/ha). Two days after the first application, the experimental plots were inoculated with the anthracnose pathogen. This treatment was part of an experimental study designed as a randomized complete block with 4 replicates and a plot of approximately 2 x 1 m, where compound I formulations were applied at a water volume of 1000 L/ha.

Disease severity was assessed as fruit diseased area per plant (6 plants randomly per plot). Anthrax infection 4 times, 7 days after application A (DAAA), 7DAAB
In addition to 7 and 14 DAAC were evaluated. The area under the disease progression curve (AUDPC) for each plot was calculated using the recorded visual infection dataset. Relative AUDPC
(% control based on AUDPC) was calculated as percent of untreated control. the result,
Provided in Table 1.

In a 4-day therapeutic trial, a 5% EC formulation of Compound I plus an adjuvant (Tryc
ol, 50% w/w at 0.2% v/v) was applied to pepper plants (CP
SAN) were sprayed twice, the first application at the flowering and fruiting stage 59 days after planting, the second
was applied after 7 days. A formulation of compound I was applied at 50, 10 per hectare.
It was applied at 0, 150 and 200 grams of active ingredient (g ai/ha). the first (
Four days prior to therapeutic) application, the experimental plots were inoculated with the anthracnose pathogen. This treatment was part of an experimental study designed as a randomized complete block with 4 replicates and plots of approximately 2 x 1 m, where compound I formulations were applied at a water volume of 1200 L/ha.

Disease severity was assessed as fruit diseased area per plant (6 plants randomly per plot). Anthrax infection 4 times 7 days after application A (DAAA) plus 7
, 14, and 21 DAAB. The area under the disease progression curve (AUDPC) for each plot was calculated using the recorded visual infection data set. relative AUDPC(A
% control based on UDPC) was calculated as percent of untreated control. The results are shown in Table 1
provide to

Field Evaluation of Erysiphe cichoracearum (ERYSCI) on Cucumber Evaluation of Compound I of ERYSCI on cucumber in both protective and curative modes was carried out in two separate field trials. In a 2-day protective study (2DP), a 5% EC formulation of Compound I plus an adjuvant (Trycol, 50% w/w at 0.2% v/v)
was sprayed twice on cucumber plants (CUMSA), the first application being at the fruiting stage 41 days after planting and the subsequent application after 7 days. Formulations of Compound I were administered at 50, 100, and 150 grams of active ingredient per hectare (g ai/
applied in ha). Two days after the first application, the experimental plots were inoculated with the powdery mildew pathogen. This treatment was part of an experimental study designed as a randomized complete block with 4 replicates and a plot of approximately 2 x 1 m, where compound I formulations were dosed at 1
A water rate of 200 L/ha was applied.

Disease severity was evaluated as percent diseased area of cucumber leaves per plant (6 plants randomly per plot). Powdery mildew infection was evaluated 3 times, 7 days after application A (DAAA), and 7 and 14 DAB. The area under the disease progression curve (AUDPC) for each plot was calculated using the recorded visual infection dataset. Relative AUDPC (% control based on AUDPC) was calculated as percent of untreated control. Results are provided in Table 1.

In therapeutic trials, a 5% EC formulation of Compound I plus an adjuvant (Trycol, 0
. 50% w/w at 2% v/v) was sprayed twice on cucumber plants (CUMSA), the first application at the fruiting stage 29 days after planting, the second Application was allowed to occur after 7 days. Compound I formulations were applied at 50, 100 and 150 grams of active ingredient per hectare (g ai/ha). Two days before the first (therapeutic) application, the experimental plots were inoculated with the powdery mildew pathogen. This treatment was part of an experimental study designed as a randomized complete block with 4 replicates and a plot of approximately 2 x 1 m, in which formulations of Compound I were administered at a water volume of 1200 L/ha based on seedling size. Applied.

Disease severity was evaluated as percent diseased area of cucumber leaves per plant (6 plants randomly per plot). Severity of powdery mildew infection, 4 times, application A
were evaluated at 7, 14, and 21 DAAB in addition to 7 days after (DAAA). The area under the disease progression curve (AUDPC) for each plot was calculated using the recorded visual infection dataset. Relative AUDPC (% control based on AUDPC) was calculated as percent of untreated control. Results are provided in Table 1.

Field evaluation of Alternaria solani (ALTESO) on tomatoes:
Evaluation of ALTESO's Compound I on tomatoes was performed in two separate field trials.
In the first study, both 5% EC and 10% SC formulations were applied and adjuvant (
A fungicide treatment containing Compound I tank-mixed with Agnique BP420, 50% w/w at 0.3% v/v) at 100 and 200 grams active ingredient per hectare (g ai/ha) Tomato plants (LYPES) about 60-70 cm tall were sprayed. The test was based on 5 foliar applications at 7-day intervals, such that inoculation with summer blight pathogen was 2 days after the first application. This treatment was part of an experimental study designed as a randomized complete block with 4 replicates and a plot of approximately 1.5×4 m. Compound I was applied at a water rate of 1000 L/ha using an AZO backpack sprayer using compressed air.

Disease severity was recorded as percent diseased area on 20 randomly selected leaves and 20 fruits per plot. Percent control was assessed by performing 6 assessments from 0 to 35 days after the first application (DAA1). The recorded severity data set was used to calculate the area under the disease progression curve (AUDPC) for each plot. Relative AUDPC (
% control based on AUDPC) was calculated as percent of untreated control. Results are provided in Table 2.

In replicate studies, both 5% EC and 10% SC formulations were applied and adjuvants (
Tomato plants (LYPES, Taylor
cultivar). Compound I formulations were applied at 100 and 200 grams of active ingredient per hectare (g ai/ha). The test was based on 6 foliar applications at 10 day intervals under natural disease pressure of tomato summer blight. This treatment consisted of 4 replicates and approximately 2 x 4 m
was part of an experimental trial designed as a randomized complete block with a plot of .
A formulation of Compound I was injected into a Pack Backplot nebulizer (BKPCKENG, Solo 443;
A HCSOLID-Albutz ATR80 orange nozzle) was used to apply a water flow of 800 L/ha and a pressure of 300 kPa. Disease severity (percent control) was recorded as percent visual leaf infection per plot and assessed 10 days after the last application. Results are provided in Table 2.

Field evaluation of Mycovellosiella fulva (FULVFU) on tomatoes:
A 10% SC formulation of Compound I was added to four different adjuvants, Agnique BP
420 (50% w/w at 0.3% v/v), Trycol (50% w/w at 0.1% v/v)
w), Ethomeen T18H (50% w/w at 0.2% v/v), and Phas
Tank mixed with e II (50% w/w at 0.2% v/v). Tomato plants are sprayed 4 times with a fungicidal treatment containing a formulation of Compound I, either alone or with an adjuvant, the first application approximately 3 months after planting and the subsequent 3 applications after 7 months. The intervals were ~10 days. Compound I formulations were applied at 50, 100, 150 and 200 grams of active ingredient per hectare (g ai/ha). Seven days before the first (therapeutic) application, the experimental plots were inoculated with the leaf mold pathogen. This treatment resulted in 4 replicates and approximately 2.5 x 1.4
It was part of an experimental study designed as a randomized complete block with m plots. The compound I formulation was applied at a water volume of 675 L/ha.

Disease severity was recorded as visual leaf disease percentage (6 random plants per plot). Tomato leaf mold infection 5 times, 7 days after the first application (7DAAA)
, 7 DAAB, 5 DAAC, then 7 and 12 DAAD. The recorded severity data set was used to calculate the area under the disease progression curve (AUDPC) for each plot. Relative AUDPC (% control based on AUDPC) was calculated as percent of untreated control. Results are provided in Table 3.

Stagonosporopsis cucurbitacearum against watermelon (
DIDYBR) field evaluation:
A 10% SC formulation of Compound I was added to four different adjuvants, Agnique BP
420 (50% w/w at 0.3% v/v), Trycol (50% w/w at 0.1% v/v)
w), Ethomeen T18H (50% w/w at 0.2% v/v), and Phas
Tank mixed with e II (50% w/w at 0.2% v/v). Watermelon plants are sprayed four times with a fungicidal treatment containing a formulation of Compound I, either alone or with an adjuvant, the first application approximately 2 months after planting, and the subsequent three applications approximately 2 months after planting. The intervals were ~10 days. Compound I formulations were applied at 50, 100, 150 and 200 grams of active ingredient per hectare (g ai/ha). Two days after the first application, in the experimental plot,
Inoculated with pickling pathogen. This treatment was part of an experimental study designed as a randomized complete block with 4 replicates and a plot of approximately 2.5 x 1.4 m. Compound I
was applied at a water rate of 675 L/ha.

Disease severity was recorded as stem lesion length and as percent leaf diseased area (3 random plants per plot). Watermelon vine wilt infection was evaluated twice, first 6 days after the first application (6DAAA) and then 19DAAD. The recorded severity data set was used to calculate the area under the disease progression curve (AUDPC) for each plot. Relative A
UDPC (% control based on AUDPC) was calculated as percent of untreated control.
Results are provided in Table 4.

Greenhouse Rating of Botrytis cinerea (BOTRCI) against fava beans:
Technical grade material was dissolved in acetone followed by 100 ppm Triton
Mixed with 9 volumes of water containing X-100. Fungicide formulations were applied to seedlings and allowed to run off using an automated booth sprayer. All sprayed plants were allowed to dry before further handling. One day after application, the test plants were treated with Botrytis cine
rea was inoculated. When disease symptoms were fully developed on untreated plants, the percent diseased area of the plants was evaluated on a scale of 0-100 percent disease severity. Percent disease control was calculated using the ratio of disease severity of treated plants compared to untreated plants. Results are provided in Table 5.

表１：保護的および治療的試験における、病害進行曲線下面積（ＡＵＤＰＣ）に基づいた
、野菜の真菌病害に対する、化合物Ｉ^ａによる制御パーセント。

^ａＴｒｙｃｏｌアジュバント（０．２％ｖ／ｖで５０％ｗ／ｗ）を有する５％のＥＣ製剤
として適用した化合物Ｉ
^ｂキャベツ黒斑病－Ａｌｔｅｒｎａｒｉａ ｂｒａｓｓｉｃｉｃｏｌａ
^ｃレタス菌核病－Ｓｃｌｅｒｏｔｉｎｉａ ｓｃｌｅｒｏｔｉｏｒｕｍ
^ｄトウガラシ炭疸病－Ｃｏｌｌｅｔｏｔｒｉｃｈｕｍ ｃａｐｓｉｃｉ
^ｅキュウリうどんこ病－Ｅｒｙｓｉｐｈｅ ｃｉｃｈｏｒａｃｅａｒｕｍ
^ｆ１ヘクタールあたりの活性成分のグラム
^ｇ２日間の保護
^ｈ４日間の治療

表２：ＥＣおよびＳＣ製剤中での、トマトの葉および果実の夏疫病（ＡＬＴＥＳＯ、Ａｌ
ｔｅｒｎａｒｉａｓｏｌａｎｉ）に対する化合物Ｉ^ａの有効性。

^ａアジュバントとしてのＡｇｎｉｑｕｅ ＢＰ４２０（０．３％ｖ／ｖで５０％ｗ／ｗ）
とともに適用した化合物Ｉ
^ｂ病害進行曲線下面積（ＡＵＤＰＣ）に基づいた、トマトの葉の病害制御パーセント
^ｃ病害進行曲線下面積（ＡＵＤＰＣ）に基づいた、トマトの果実の病害制御パーセント
^ｄ１ヘクタールあたりの活性成分のグラム

表３：アジュバントありまたはなしの１０％のＳＣ製剤中での、トマト葉かび病（ＦＵＬ
ＶＦＵ、Ｍｙｃｏｖｅｌｌｏｓｉｅｌｌａ ｆｕｌｖａ）に対する化合物Ｉの有効性^ａ。

^ａ病害進行曲線下面積（ＡＵＤＰＣ）に基づく制御パーセント
^ｂ１ヘクタールあたりの活性成分のグラム
^ｃＩ－アジュバントなし
^ｄＩＩ－Ａｇｎｉｑｕｅ ＢＰ４２０（０．３％ｖ／ｖで５０％ｗ／ｗ）
^ｅＩＩＩ－Ｔｒｙｃｏｌ（０．１％ｖ／ｖで５０％ｗ／ｗ）
^ｆＩＶ－Ｅｔｈｏｍｅｅｎ Ｔ１８Ｈ（０．２％ｖ／ｖで５０％ｗ／ｗ）
^ｇＶ－Ｐｈａｓｅ ＩＩ（０．２％ｖ／ｖで５０％ｗ／ｗ）

表４：アジュバントありまたはなしの１０％のＳＣ製剤中での、スイカつる枯病（ＤＩＤ
ＹＢＲ、Ｓｔａｇｏｎｏｓｐｏｒｏｐｓｉｓ ｃｕｃｕｒｂｉｔａｃｅａｒｕｍ）に対す
る化合物Ｉの有効性^ａ。

^ａ病害進行曲線下面積（ＡＵＤＰＣ）に基づく制御パーセント
^ｂ１ヘクタールあたりの活性成分のグラム
^ｃＩ－アジュバントなし
^ｄＩＩ－Ａｇｎｉｑｕｅ ＢＰ４２０（０．３％ｖ／ｖで５０％ｗ／ｗ）
^ｅＩＩＩ－Ｔｒｙｃｏｌ（０．１％ｖ／ｖで５０％ｗ／ｗ）
^ｆＩＶ－Ｅｔｈｏｍｅｅｎ Ｔ１８Ｈ（０．２％ｖ／ｖで５０％ｗ／ｗ）
^ｇＶ－Ｐｈａｓｅ ＩＩ（０．２％ｖ／ｖで５０％ｗ／ｗ）

表５：ソラマメ灰色かび病（ＢＯＴＲＣＩ、Ｂｏｔｒｙｔｉｓ ｃｉｎｅｒｅａ）に対す
る化合物Ｉの有効性。

^ａ百万分率
^ｂ未処理の植物と比較した、処理した植物の病害重症度の比率を使用して、制御パーセン
トを計算した For each case in Tables 1-5, the percent control rating scale based on AUDPC is as follows.

Table 1: Percent control by Compound ^Ia against fungal disease in vegetables based on area under the disease progression curve (AUDPC) in protective and therapeutic trials.

^a Compound I applied as a 5% EC formulation with Trycol adjuvant (50% w/w at 0.2% v/v)
^b Cabbage black spot - Alternaria brassicicola
^c Lettuce Sclerotinia - Sclerotinia sclerotiorum
^d Capsicum Anthracnose - Colletotrichum capsici
^Cucumber powdery mildew - Erysiphe cichoracearum
g of active ingredient per ^hectare
g 2 days protection
^h 4 days of treatment

Table 2: Tomato leaf and fruit summer blight (ALTESO, Al
ternaria solani) efficacy of compound ^Ia .

^aAgnique BP420 as adjuvant (50% w/w at 0.3% v/v)
Compound I applied with
^b Percent disease control of tomato leaves based on area under the disease progression curve (AUDPC)
^c Percent disease control in tomato fruit based on area under the disease progression curve (AUDPC)
^d grams of active ingredient per hectare

Table 3: Tomato leaf blight (FUL) in 10% SC formulation with or without adjuvant
Efficacy of Compound I against VFU, Mycovellosiella fulva) ^a .

^a Percent control based on area under the disease progression curve (AUDPC)
^b grams of active ingredient per hectare
^c I-no adjuvant
^d II-Agnique BP420 (50% w/w at 0.3% v/v)
^e III-Trycol (50% w/w at 0.1% v/v)
^f IV-Ethomeen T18H (50% w/w at 0.2% v/v)
^g V-Phase II (50% w/w at 0.2% v/v)

Table 4: Watermelon vine blight (DID) in 10% SC formulations with or without adjuvant
Efficacy of Compound I against YBR, Stagonosporopsis cucurbitacearum) ^a .

^a Percent control based on area under the disease progression curve (AUDPC)
^b grams of active ingredient per hectare
^c I-no adjuvant
^d II-Agnique BP420 (50% w/w at 0.3% v/v)
^e III-Trycol (50% w/w at 0.1% v/v)
^f IV-Ethomeen T18H (50% w/w at 0.2% v/v)
^g V-Phase II (50% w/w at 0.2% v/v)

Table 5: Efficacy of compound I against broad bean gray mold (BOTRCI, Botrytis cinerea).

^a part per million
^b Percent control was calculated using the ratio of disease severity of treated plants compared to untreated plants.

Field evaluation of Corynespora cassiicola (CORYCA) on tomatoes:
Applied in SC formulation (MSO monolithic) and adjuvant (Agnique BP-42
50% w/w at 0, 0.2% v/v, or Adsee C80W, 80%) and a fungicide containing Compound I tank-mixed at 50, 75, 100, and 150 grams per hectare. Active ingredient amount (g ai/ha), growing stage BBCH64 (fourth flowering)
of tomato plants (LYPES, cultivar Charger). One day after the first application, the experimental plots were inoculated with brown spot pathogen. This treatment was part of an experimental study designed as a randomized complete block (RCB) with 4 replicates and a plot of approximately 6 x 25 feet (ft). Compound I was applied using a tractor sprayer (SCDISC D1 nozzle) at a water rate of 100 gallons per acre (gal/acre) and 200
Pressurized at psi.

Disease severity (visual foliar (leaf) disease percentage of entire plot) was measured at 4
times (1-20 days after application, DAA). Using the recorded severity dataset,
The area under the disease progression curve (AUDPC) for each plot was calculated. Relative AUDPC (AU
% control based on DPC) was calculated as a percentage of the untreated control. Results are provided in Table 6.

Field evaluation of Colletotrichum coccodes (COLLCA) on tomatoes:
Applied in SC formulation (MSO monolithic) and adjuvant (Agnique BP-42
50% w/w at 0, 0.2% v/v, or Adsee C80W, 80%) and a fungicide containing Compound I tank-mixed at 50, 75, 100, and 150 grams per hectare. Tomato plants (LYPES, Roma vs. Saladette type cultivars) in vegetative growth 12 were sprayed at an active ingredient amount (ga ai/ha). Experimental plots were subjected to natural infestation with the anthracnose pathogen and supplemented with additional inoculum approximately one day after the first application. This treatment was part of an experimental trial designed as a randomized complete block (RCB) with 4 replicates and a plot of approximately 6.67 x 30 feet. Compound I was sprayed using a backpack nebulizer (carbon dioxide ( _CO2 ), 8004VS FF nozzle) at 40
A water volume of gal/acre was applied and pressure was applied at 38 psi.

^ａｇ／ｈａでの割合
^ｂｍＬ／ｈａでの割合

表７：トマト炭疸病（ＣＯＬＬＣＡ、Ｃｏｌｌｅｔｏｔｒｉｃｈｕｍ ｃｏｃｃｏｄｅｓ
）の制御パーセントの計算値の、ＭＳＯを有するか、またはＡｇｎｉｑｕｅ ＢＰ－４２
０とタンク混合した化合物Ｉの製剤比較

^ａｇ／ｈａでの割合
^ｂｍＬ／ｈａでの割合 Percent leaf severity was assessed three times during the study (0-23 days after application 1). The leaf severity data recorded was used to calculate the area under the disease progression curve (AUDPC) for each plot. Relative AUDPC (% control based on AUDPC) was calculated as percent of untreated control. Results are provided in Table 7.

Table 6: Tomato brown spot (CORYCA, Corynespora cassiicola)
of the calculated percent control of the MSO or Agnique BP-420
Formulation Comparison of Compound I tank-mixed with

a Ratio in ^g /ha
^b mL/ha ratio

Table 7: Tomato anthracnose (COLLCA, Colletotrichum coccodes)
) with MSO or Agnique BP-42
Formulation Comparison of 0 and Tank Mixed Compound I

a Ratio in ^g /ha
^b mL/ha ratio

Claims (6)

1. A method of controlling fungal disease in vegetable crops at risk of disease comprising contacting at least a portion of the plant and/or an area adjacent to the plant with a composition comprising Compound I,

The method, wherein said compound is effective against plant pathogens. the composition comprising:

2. The method of claim 1, wherein said composition further comprises at least one additional agriculturally active ingredient selected from the group consisting of insecticides, herbicides, and fungicides. the fungal pathogen is Alternaria brassicicol
a), lettuce sclerotinia (Sclerotinia sclerotiorum), pepper anthracnose (Colletotrichum capsici), cucumber powdery mildew (E
rysiphe cichoracearum), tomato summer blight (Alternaria
solani), tomato leaf mold (Mycovellosiella fulva),
Watermelon vine blight (Stagonosporopsis cucurbitacearum)
), broad bean gray mold (Botrytis cinerea), tomato brown spot (Cor
ynespora cassiicola), and tomato anthracnose (Colletotr
2. The method of claim 1, wherein the method is selected from the group consisting of the etiology of ichum coccodes. 3. The method of claim 2, wherein said composition further comprises at least one additional agriculturally active ingredient selected from the group consisting of insecticides, herbicides and fungicides. the fungal pathogen is Alternaria brassicicol
a), lettuce sclerotinia (Sclerotinia sclerotiorum), pepper anthracnose (Colletotrichum capsici), cucumber powdery mildew (E
rysiphe cichoracearum), tomato summer blight (Alternaria
solani), tomato leaf mold (Mycovellosiella fulva),
Watermelon vine blight (Stagonosporopsis cucurbitacearum)
), broad bean gray mold (Botrytis cinerea), tomato brown spot (Cor
ynespora cassiicola), and tomato anthracnose (Colletotr
3. The method of claim 2, wherein the method is selected from the group consisting of the etiology of ichum coccodes.