Use of acyclic picolinamide compounds as fungicides for controlling plant pathogenic fungi in orchards, vineyards, and plantation crops

Abstract

The present disclosure relates to the field of pesticides, including Compound I and its use for controlling fungal diseases in agriculturally useful orchard, vineyard, and plantation crops. [Formula 1]

Description

[Technical field]

[0001] CROSS-REFERENCE TO RELATED PATENT APPLICATIONS This application claims the benefit of U.S. Provisional Patent Application No. 62 / 500,175, filed May 2, 2017, which is expressly incorporated herein by reference.

[0002] The present disclosure relates to the field of use of (S)-1,1-bis(4-fluorophenyl)propan-2-yl(3-acetoxy-4-methoxypicolinoyl)-L-alaninate for controlling fungal diseases in orchards, vineyards, and plantation crops. [Background technology]

[0003] Background and Summary of the Invention Fungicides are compounds of natural or synthetic origin that act to protect and treat plants against the damage caused by agriculturally relevant fungi.In general, no single fungicide is useful in all situations.As a result, research continues to produce fungicides that can perform better, are easier to use, and are less expensive. Summary of the Invention

[0004] This disclosure includes the following [1] to [6]. [1] A method for controlling fungal diseases in at-risk orchard, vineyard, and plantation crops, comprising contacting at least a portion of the plant and / or an area adjacent to the plant with a composition comprising compound I; [ka] The method, wherein the compound is effective against a plant pathogen. [2] The composition, [ka] The method according to [1] above. [3] The method according to [1] above, wherein the composition further comprises at least one additional agriculturally active ingredient selected from the group consisting of insecticides, herbicides, and fungicides. [4] The fungal pathogens are responsible for brown rot of flowers and stone fruit (Monilinia laxa and Monilinia fructicola), fruit rot of stone fruit (Rhizopus stolonifer), powdery mildew of apple (Podosphaera leucotricha), apple spot disease (Alternaria mali), black spot of pear (Venturia pyrina), sooty mildew of pear (Capnodium sp.), powdery mildew of grapes (Erysiphe necator), grey mold of strawberries and grapes (Botrytis cinerea), black Sigatoka disease of bananas (Mycosphaerella fijiensis), powdery mildew of cherries (Podosphaera clandestina, PODOCL), black spot of pecans (Cladosporium caryigenum, CLADCA), black spot of almonds (Cladosporium carpopilum, CLADSP), almond borer (Stigmina carpophila, STIGCA), rust (Tranzschelia The method according to the above-mentioned [1], wherein the pathogenic agent is selected from the group consisting of pathogenic agents of almond husk rot (Botrytis, Rhizopus, and Monolinia). [5] The method according to [2] above, wherein the composition further comprises at least one additional agriculturally active ingredient selected from the group consisting of insecticides, herbicides, and fungicides. [6] The fungal pathogens are responsible for brown rot of flowers and stone fruit (Monilinia laxa and Monilinia fructicola), stone fruit rot (Rhizopus stolonifera), apple powdery mildew (Podosphaera leucotricha), apple spot (Alternaria mali), pear scab (Venturia pyrina), pear sooty mildew (Capnodium sp.), grape powdery mildew (Erysiphe necator), strawberry and grape grey mold (Botrytis cinerea), banana black Sigatoka (Mycosphaerella fijiensis), cherry powdery mildew (Podosphaera clandestina, PODOCL), pecan scab (Cladosporium caryigenum, CLADCA), almond scab (Cladosporium carpopilum, CLADSP), almond borer (Stigmina carpophila, STIGCA), rust (Tranzschelia discolor, TRANDI), and jacket rot (jacket The method according to the above-mentioned [2], wherein the pathogenic fungus is selected from the group consisting of pathogenic fungi, ... The present disclosure relates to (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 can provide protection against ascomycetes, basidiomycetes, and deuteromycetes. One embodiment of the present disclosure includes a method of controlling pathogen-induced disease in a plant at risk of disease from a pathogen, the method comprising contacting the plant or an area adjacent to the plant with a composition comprising compound I.

[0005] 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 with phytopathogenic organisms, comprising applying compound I, or a composition comprising compound I, to soil, plants, plant parts, leaves, and / or seeds.

[0006] Additionally, another embodiment of the present disclosure is a composition useful for protecting plants against attack by phytopathogenic organisms and / or treating plants infested with phytopathogenic organisms, the composition comprising compound I and a phytologically acceptable carrier material. DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

[0007] An exemplary embodiment of the present disclosure includes a mixture for controlling fungal growth, the mixture including Compound I. [ka]

[0008] Compound I of the present disclosure can be applied by any of a variety of known techniques, either as Compound I or as a formulation containing Compound I. For example, Compound I can be applied to the roots, stems, seeds, flowers, or leaves of a plant to control various fungi without damaging the commercial value of the plant. Compound I can also be applied as a foliar spray, chemical drench, soil drench, soil injection, soil spray, or seed treatment. The material can be applied in any of the commonly used formulation types, for example, as a solution, dust, wettable powder, flowable concentrate, or emulsifiable concentrate.

[0009] Preferably, compound I of the present disclosure is applied in the form of a formulation that includes compound I together with a phytologically acceptable carrier. Concentrated formulations may be dispersed in water or other liquids for application, or formulations may be dust-like or granular, which can be applied without further treatment. Formulations can be prepared according to procedures that are conventional in the agricultural chemical arts.

[0010] The present disclosure contemplates all vehicles in which compound I can be formulated for delivery and use as a fungicide.Typically, the formulation is applied as an aqueous suspension or emulsion.Such suspensions or emulsions can be made from water-soluble, water-suspendable, or emulsifiable formulations, which are usually solids known as wettable powders, or liquids known as emulsifiable concentrates, aqueous suspensions, or suspension concentrates.As can be easily understood, any material that compound I can be added to can be used, provided that it provides the desired utility without significantly interfering with the activity of compound I as an antifungal agent.

[0011] The wettable powder may be compressed to form water-dispersible granules and comprises a homogeneous mixture comprising compound I, an inert carrier, and a surfactant. The concentration of compound I in the wettable powder is about 10 weight percent to about 90 weight percent, more preferably about 25 weight percent to about 75 weight percent, based on the total weight of the wettable powder. In preparing wettable powder formulations, compound I may be combined with any finely divided solid, such as prophyllite, talc, chalk, gypsum, fuller's earth, bentonite, attapulgite, starch, casein, gluten, montmorillonite clay, diatomaceous earth, or purified silicate. In such operations, the finely divided carrier and surfactant are typically blended with compound I and milled.

[0012] Emulsifiable concentrates of compound I may contain a convenient concentration 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 may be either a water-miscible solvent or a mixture of a water-immiscible organic solvent and an emulsifier. The concentrate 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, particularly 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), may also be used.

[0013] Emulsifiers that can be advantageously used herein can be easily determined by those skilled in the art and 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 and condensation products of alkyl and aryl phenols, aliphatic alcohols, aliphatic amines, or fatty acids with ethylene oxide, propylene oxide (such as ethoxylated alkylphenols), and carboxylic acid esters solubilized with polyols or polyoxyalkylenes. Cationic emulsifiers include quaternary ammonium compounds and aliphatic amine salts. Anionic emulsifiers include oil-soluble salts (e.g., calcium) of alkylaryl sulfonic acids, oil-soluble salts or sulfated polyglycol ethers, and suitable salts of phosphorylated polyglycol ethers.

[0014] Representative organic liquids that may be used in preparing the emulsifiable concentrates of Compound I of the present invention are aromatic liquids (such as xylene, propylbenzene fractions); or mixed naphthalene fractions, mineral oils, substituted aromatic organic liquids (such as dioctyl phthalate); kerosene; dialkylamides of various fatty acids, particularly dimethylamides of aliphatic glycols and glycol derivatives (such as the n-butyl, ethyl, or methyl ethers of diethylene glycol, and the methyl ether of triethylene glycol). Mixtures of two or more organic liquids may also be used in preparing the emulsifiable concentrates. Organic liquids include xylene fractions and propylbenzene fractions, with xylene being most preferred in some cases. Surface-active dispersants are typically used in the liquid formulations in amounts of 0.1 to 20 weight percent based on the combined weight of dispersant and Compound I. The formulations may also contain other compatible additives, such as plant growth regulators and other biologically active compounds used in agriculture.

[0015] Aqueous suspensions containing Compound I may be dispersed in an aqueous vehicle at a concentration ranging from about 5% to about 50% by weight, based on the total weight of the aqueous suspension. The suspension is prepared by finely grinding Compound I and vigorously mixing the ground material into a vehicle comprised of water and a surfactant selected from the same types discussed above. Other components such as inorganic salts and synthetic or natural gums may be added to increase the density and viscosity of the aqueous vehicle.

[0016] Compound I can also be applied as a granular formulation, which is particularly useful for application to soil. Granular formulations generally contain about 0.5 to about 10% by weight of the compound, based on the total weight of the granular formulation, dispersed in an inert carrier consisting entirely or mostly of coarsely ground inert material (such as attapulgite, bentonite, diatomaceous earth, clay, or similar inexpensive materials). Such formulations are usually prepared by dissolving Compound I in a suitable solvent and applying it to a granular carrier preformed to an appropriate particle size within the range of about 0.5 to about 3 mm. A suitable solvent is one 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, grinding and drying to obtain the desired granular particles.

[0017] Dusts containing Compound I can be prepared by homogeneously mixing a powder form of Compound I with a suitable dusty agricultural carrier, such as kaolin clay and crushed volcanic rock. The dusts can suitably contain about 1 to about 10% by weight of Compound I, based on the total weight of the dust.

[0018] The formulations may further contain adjuvant surfactants to enhance deposition, wetting, and penetration of Compound I into target crops and organisms. These adjuvant surfactants may be optionally used as components of the formulation or as tank mixes. The amount of adjuvant surfactant typically varies from 0.01 to 1.0 volume percent, preferably 0.05 to 0.5 volume percent, based on the spray volume of water. Suitable adjuvant surfactants include, but are not limited to, ethoxylated nonylphenols, ethoxylated synthetic or natural alcohols, esters or salts of sulfosuccinic acid, ethoxylated organosilicon, ethoxylated fatty amines, and blends of surfactants with mineral or vegetable oils. The formulations may also include oil-in-water emulsions, such as those disclosed in U.S. Patent Application Serial No. 11 / 495,228, the disclosure of which is expressly incorporated herein by reference.

[0019] In certain instances, it is beneficial for formulations of Compound I to be sprayed via aerial application using aircraft or helicopters. The exact components of these aerial applications depend on the crop being treated. Aerial applications for cereals preferably utilize spray volumes of 15-50 L / ha, with standard spreader or penetrant type adjuvants, such as non-ionic surfactants, organosilicon, or crop oils, preferably at 0.05-15 percent based on the spray volume of water. Aerial applications to fruiting crops, such as bananas, may utilize lower application volumes, with higher adjuvant concentrations, preferably in the form of adhesive adjuvants, such as fatty acids, latex, fatty alcohols, crop oils, and mineral oils. Typical spray volumes for fruiting crops are preferably 15-30 L / ha, based on the spray volume of water, with adjuvant concentrations reaching up to 30%. Typical examples may include, but are not limited to, application volumes of 23 L / ha, with a paraffin oil adhesive adjuvant concentration of 30% (e.g., Spraytex CT).

[0020] The formulation may optionally include a combination containing other insecticidal compounds. Such additional insecticidal compounds may be fungicides, insecticides, herbicides, nematicides, acaricides, arthropodicides, bactericides, or combinations thereof that are compatible with the compound of the present invention in the medium selected for application and do not antagonize the activity of the compound. Thus, in such embodiments, the other insecticidal compounds are used as supplementary toxicants for such embodiments or for different insecticidal applications. The combination of compound I and the insecticidal compounds may generally be present in a weight ratio of 1:100 to 100:1.

[0021] Compound I of the present disclosure can also be combined with other fungicides to form fungicidal mixtures and their synergistic mixtures.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), compound I of the present disclosure can be formulated with other fungicide(s), tank-mixed with other fungicide(s), or applied continuously with other fungicide(s). Such other 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, benthiavalicarb-isopropyl, benzylaminobenzene-sulfonic acid (BABS) salts, bicarbonate, biphenyl, bismerthiazole, bitertanol, blasticidin-S, borax, Bordeaux mixture, boscalid, bromuconazole, bupirimate, calcium polysulfide, captafol, captan, carbendazim, carboxin, carpropamid, carvone, clazaphenone, chloroneb, clozolinate, Coniothyrium minitans, copper hydroxide, copper octanoate, basic copper chloride, copper sulfate, copper sulfate (tribasic), cuprous oxide, cyazofamid, cyflufenamid, cymoxanil, cyproconazole, cyprodinil, dazomet, debacarb, diammonium ethylene bis-(dithiocarbamate), dichlofluanid, dichlorophen, diclocymet, diclomedine, dicloran, diethofencarb, difenoconazole, diphen Zoquat ion, diflumetrim, dimethomorph, dimoxystrobin, diniconazole, diniconazole-M, dinobuton, dinocap, diphenylamine, dithianon, dodemorph, dodemorph acetate, dodine, dodine free base, edefenofos, enestrobin, enestrobrin, epoxiconazole, ethaboxam, ethoxyquin, etridiazole, famoxadone, fenamidone, fenarimol,Fenbuconazole, fenfuram, fenhexamid, fenoxanil, fenpiclonil, fenpropidin, fenpropimorph, fenpyrazamine, fentin, fentin acetate, fentin hydroxide, ferbam, ferimzone, fluazinam, fludioxonil, flumorph, fluopicolide, fluopyram, fluoroimide, fluoxastrobin, fluquinconazole, flusilazole, flusulfamide, flutianil, flutolanil, flutriafol, fluxapyroxad, folpet, formaldehyde, fosetyl, Fosetyl aluminum, fuberidazole, furalaxyl, furametpyr, guazatine, guazatine acetate, GY-81, hexachlorobenzene, hexaconazole, hymexazole, imazalil, imazalil sulfate, imibenconazole, iminoctadine, iminoctadine triacetate, iminoctadine tris(albesilate), iodocarb, ipconazole, ipfenpyrazolone, iprobenfos, iprodione, iprovalicarb, isoprothiolane, isopyrazam, isotianil, kasugamycin, kasugamycin hydrochloride hydrate , kresoxim-methyl, laminarin, mancopper, mancozeb, mandipropamid, maneb, mefenoxam, mepanipyrim, mepronil, meptyl-dinocap, mercuric chloride, mercuric oxide, mercurous chloride, metalaxyl, metalaxyl-M, metam, metam-ammonium, metam-potassium, metam-sodium, metconazole, metasulfocarb, methyl iodide, methyl isothiocyanate, metiram, metominostrobin, metrafenone, myridiomycin, myclobutanil, nerbam, nitrothar-isopropyl, nuarimol, octyl Tilinone, Ofrace, Oleic acid (fatty acid), Orysastrobin, Oxadixyl, Oxine-copper, Oxpoconazole fumarate, Oxycarboxin, Pefurazoate, Penconazole, Pencycuron, Penflufen, Pentachlorophenol, Pentachlorophenyl laurate, Penthiopyrad, Phenylmercuric acetate, Phosphonic acid, Phthalide, Picoxystrobin, Polyoxin B, Polyoxin, Polyoxorim, Potassium bicarbonate, Potassium hydroxyquinoline sulfate, Probenazole, Prochloraz, Procymidone, Propamocarb,Propamocarb hydrochloride, Propiconazole, Propineb, Proquinazid, Prothioconazole, Pyraclostrobin, Pyramethostribine, Pyraoxystrobin, Pyrazophos, Pyribencarb, Pyributicarb, Pyrifenox, Pyrimethanil, Pyriophenone, Pyroquilon, Quinoclamine, Quinoxyfen, Quintozene, Reynoutria sachalinensis extract, sedaxane, fenaminosulf, simeconazole, sodium 2-phenylphenoxide, sodium bicarbonate, sodium pentachlorophenoxide, spiroxamine, sulfur, SYP-Z048, tar oil, tebuconazole, tebufloquine, tecnazene, tetraconazole, thiabendazole, thifluzamide, thiophanate-methyl, thiram, thiadinil, tolclofos-methyl, tolylfluanid, triadimefon, triadimenol, triazoxide, tricyclazole, tridemorph, trifloxystrobin, triflumizole, triforine, triphenyltin hydroxide, triticonazole, validamycin, valifenalate, valifenal, vinclozolin, zineb, ziram, zoxamide, Candida oleophila, Fusarium oxysporum, Gliocladium spp., Phlebiopsis gigantea, Streptomyces griseoviridis, Trichoderma 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-dithiamine, 1,1 ,4,4-tetraoxide, 2-methoxyethylmercuric acetate, 2-methoxyethylmercuric chloride, 2-methoxyethylmercuric silicate, 3-(4-chlorophenyl)-5-methylrhodanine, 4-(2-nitroprop-1-enyl)phenylthiocyanate, aminopyrifen, ampropylphos, anilazine, azithiram, barium polysulfide, Bayer 32394, benodanil, benquinox, bentallon,Benzamacryl; benzamacryl-isobutyl, benzamorph, benzovindiflupyr, binapacryl, bis(methylmercury) sulfate, bis(tributyltin) oxide, buthiobate, cadmium calcium copper zinc chromate sulfate, carbamorph, CECA, clobenziazone, chloraniformethane, chlorphenazole, chlorquinox, climbazole, copper bis(3-phenylsalicylate), copper zinc chromate, cumoxystrobin, khufuraneb, cupric hydrazinium sulfate, khuprobam, cyclafuramide, cypendazole , ciproflam, decaphentin, diclobentizox, dicloron, diclozolin, diclobutrazol, dimethirimol, dinoctone, dinosulfone, dinotervone, dipimetitron, dipyrithione, ditalimfos, dodicin, drazoxolone, EBP, enoxastrobin, ESBP, etaconazole, ethem, ethilim, fenaminosulf, phenaminestrobin, fenapanil, fenitropan, fenpicoxamide, fluindapyr, fluopimomide, fluotrimazole, flufenoxystrobin, flucarbanil, fluconazole, flu Ruconazole-cis, Flumesilox, Furofanate, Gliodin, Griseofulvin, Halacrinate, Hercules3944, Hexylthiophos, ICIA0858, Impilfluxam, Ipfentrifluconazole, Ipflufenoquin, Isofetamide, Isoflucipram, Isopamphos, Isovalerion, Mandestrobin, Mebenil, Mecarbinzide, Mefentrifluconazole, Metazoxolone, Metofluoxam, Methylmercurydicyandiamide, Metsulfobax, Methyltetraprole, Milneb, Mucocloric Acid Free Water, Mycozolin, N-3,5-dichlorophenyl-succinimide, N-3-nitrophenylitaconimide, Natamycin, N-ethylmercurio-4-toluenesulfonanilide, Nickel bis(dimethyldithiocarbamate), OCH, Xathiapiproline, Phenylmercury dimethyldithiocarbamate, Phenylmercury nitrate, Phosdifen, Picarbtrazox, Prothiocarb; Prothiocarb hydrochloride, Pydiflumetofen, Pyracarbollide, Pyrapropoin, Pyraziflumide, Pyridaclomethyl, Pyridinitrile, Pyrosoxazole,These may include pyroxchlor, piroxyflur, quinacetol, quinacetol sulfate, quinazamide, quinconazole, quinofumelin, labenzazole, salicylanilide, SSF-109, sultropene, techoram, thiadifluor, thiophene, thiochlorfenfim, thiophanate, tinoquinox, tioximide, triamiphos, triarimol, triazbutyl, trichlamide, triclopyricarb, triflumezopyrim, urvacid, zaliramide, and any combination thereof.

[0022] In addition, the compound I of the present invention can be combined with other insecticides, nematicides, acaricides, arthropodicides, fungicides, or combinations thereof that are compatible with the compound I of the present invention in the medium selected for application and do not antagonize the activity of compound I to form insecticidal mixtures and synergistic mixtures thereof.The compound I of the present disclosure can often be applied in combination with one or more other insecticides to control a wider variety of undesirable diseases.When used in combination with other insecticide(s), the presently claimed compound I can be formulated with the other insecticide(s), tank-mixed with the other insecticide(s), or applied sequentially with the other insecticide(s). Typical insecticides include antibiotic insecticides (such as allosamidin and thuringiensin), macrocyclic lactone insecticides (such as spinosad and spinetoram), avermectin insecticides (such as abamectin, doramectin, emamectin, eprinomectin, ivermectin, and selamectin), milbemycin insecticides (such as lepimectin, milbemycin, milbemycin oxime, and moxidectin), carbamate insecticides (such as bendiocarb and carbaryl), benzofuranylmethylcarbamate insecticides (such as benfuracarb, carbofuran, carbosulfan, decarbofuran, and furathiocarb), dimethylcarbamate insecticides (such as dimitan, dimethylan, hikincarb, and pirimicarb), and ophthalmic liquid insecticides (such as ophthalmic liquid insecticides). Oxime carbamate insecticides (such as alanycarb, aldicarb, aldoxycarb, butocarboxim, butoxycarboxim, methomyl, nitrilacarb, oxamyl, thazimcarb, thiocarboxim, thiodicarb, and thiofanox), phenylmethylcarbamate insecticides (such as alixicarb, aminocarb, bufencarb, butacarb, carbanolate, cloethocarb, dicresyl, dioxacarb, EMPC, ethiofencarb, fenethacarb, fenobucarb, isoprocarb, methiocarb, metolcarb, mexacarb, promacyl, promecarb, propoxur, trimethacarb, XMC, and xylylcarb), desiccant insecticides (such as boric acid, diatomaceous earth, and silica gel), diamide insecticides (such as broflanilide,Chlorantraniliprole, Cyantraniliprole, Cyclaniliprole, Cyhalodiamide, Flubendiamide, Tetrachlorantraniliprole, and Tetraniliprole), Diarylisoxazoline insecticides (such as Fluxamethamide), Dinitrophenol insecticides (such as Dynex, Dinoprop, Dinosam, and DNOC), Fluorine-based insecticides (such as Barium Hexafluorosilicate, Cryolite, Sodium Fluoride, Sodium Hexafluorosilicate, and Sulfluramide), Formamidine insecticides (such as Amitraz, Chlordimeform , formetanate, 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 (such as borax, calcium polysulfide, copper oleate, mercurous chloride, potassium thiocyanate, and thiocyanate). sodium anhydrite), chitin synthesis inhibitors (such as bistrifluron, buprofezin, chlorfluazuron, cyromazine, diflubenzuron, flucycloxuron, flufenoxuron, hexaflumuron, lufenuron, novaluron, noviflumuron, penfluron, teflubenzuron, and triflumuron), juvenile hormone mimetics (such as epofenonane, fenoxycarb, hydroprene, kinoprene, methoprene, pyriproxyfen, and triprene), juvenile hormones (juvenile hormone I, juvenile hormone II, and juvenile hormone III), ), mesoionic insecticides (such as dichloromezothiaz and triflumezopyrim), ecdysone agonists (such as chromafenozide, halofenozide, methoxyfenozide, and tebufenozide), ecdysones (such as α-ecdysone and ecdysterone), ecdysone inhibitors (such as diofenolan), precocenes (such as precocene I, precocene II, and precocene III), unclassified insect growth regulators (such as dicyclanil), nereistoxin analogues (such as bensultap, cartap, thiocyclam, and thiosultap),Pyridylpyrazole insecticides (such as ticlopyrazoflor), nicotinoid insecticides (flonicamid), nitroguanidine insecticides (such as clothianidin, dinotefuran, imidacloprid, and thiamethoxam), nitromethylene insecticides (such as nitenpyram and nithiazine), pyridylmethyl-amine insecticides (such as acetamiprid, cycloxaprid, imidacloprid, nitenpyram, and thiacloprid), organochlorine insecticides (bromo-DDT, camphechlor, DDT, pp'-DDT, ethyl-DDD, HCH, gamma-HCH, rithmidine, thiol ... cyclodiene insecticides (such as aldrin, bromocyclen, chlorbicyclen, chlordane, chlordecone, dieldrin, dilol, endosulfan, alpha-endosulfan, endrin, HEOD, heptachlor, HHDN, isobenzan, isodrin, kerevan, and mirex), organophosphate insecticides (such as bromfenvinphos, chlorfenvinphos, crotoxyphos, dichlorvos, dicrotophos, dimethylvinphos, phospirate, heptenophos, methoxiphos, methoxifen ... Crotophos, mevinphos, monocrotophos, naled, naphthalophos, phosphamidon, propaphos, TEPP, and tetrachlorvinphos), organothiophosphate insecticides (dioxabenzophos, phosmetilan, and phenthoate), aliphatic organothiophosphate insecticides (acetion, amiton, cadusafos, chlorethoxyphos, chlormephos, demefion, demefion-O, demefion-S, demeton, demeton-O, demeton-S, demeton-methyl, demeton-O-methyl, demeton-S-methyl, demeton-S-methyl sulfo) aliphatic amide organothiophosphate insecticides (such as amidithione, cyantoate, dimethoate, ethotep, terbufos, and thiometon); aliphatic amide organothiophosphate insecticides (such as amidithione, cyantoate, dimethoate, ethotep-methyl, formothion, mecarbam, omethoate, protoate, sofamid, and vamidothion); oxime organothiophosphate insecticides (such as chlorphoxim, phoxim, and phoxim-methyl);Heterocyclic organothiophosphate insecticides (such as azamethiphos, coumaphos, coumithoate, dioxathion, endothion, menazone, morphothion, phosalone, pyraclofos, pyridaphenthion, and quinothione), benzothiopyran organothiophosphate insecticides (such as dicyclophos and cyclophos), benzotriazine organothiophosphate insecticides (such as azinphos-ethyl and azinphos-methyl), isoindole organothiophosphate insecticides (such as dialifos and phosmet), isoxazole organothiophosphate insecticides (isoxathion and zolaprophos). etc.), pyrazolopyrimidine organothiophosphate insecticides (such as chlorprazophos and pyrazophos), pyridine organothiophosphate insecticides (such as chlorpyrifos and chlorpyrifos-methyl), pyrimidine organothiophosphate insecticides (such as butathiophos, diazinon, etrimphos, lilimphos, pirimiphos-ethyl, pirimiphos-methyl, pyrimidophos, pirimitate, and tebupirimiphos), quinoxaline organothiophosphate insecticides (such as quinalphos and quinalphos-methyl), thiadiazole organothiophosphate insecticides (atidathion, ritidathion, methidathion, and prothidathion), triazole organothiophosphate insecticides (such as isazophos and triazophos), phenyl organothiophosphate insecticides (such as azotoate, bromophos, bromophos-ethyl, carbophenothion, chlorthiophos, cyanophos, cythioate, dikapton, diclofenthion, ethaphos, famflu, fenchlorphos, fenitrothion, fensulfothion, fenthion, fenthion-ethyl, heterophos, iodofenphos, mesulfenphos, parathion, parathion-methyl, fenkapton, phosni chlor, profenofos, prothiofos, sulprofos, temephos, trichlormethaphos-3, and tripenofos), phosphonate insecticides (such as butonate and trichlorfon), phosphonthioate insecticides (such as mecarfone), phenylethylphosphonthioate insecticides (such as fonofos and trichloronato), phenylphenylphosphonthioate insecticides (such as cyanofenphos, EPN, and leptophos), phosphoramidate insecticides (such as curfomate, fenamiphos, fostietan, mephosphoran, phosphorane, and pyrimetaphos),Phosphoramidothioate insecticides (such as acephate, isocarbophos, isofenophos, isofenophos-methyl, methamidophos, and propetamphos), phosphorodiamide insecticides (such as dimefox, magidox, mipafox, and schradan), oxadiazine insecticides (such as indoxacarb), oxadiazoline insecticides (such as methoxadiazone), phthalimide insecticides (such as dialifos, phosmet, and tetramethrin), pyrazole insecticides (such as tebufenpyrad, trefenpyrad), phenylpyrazole insecticides (such as azotoxin, tetramethrin, and tetramethrin), and phenylpyrazole insecticides (such as phenylpyrazole). pyrethroid ester insecticides (such as cetoprol, ethiprole, fipronil, pyrafluprole, pyriprole, and vaniliprole), pyrethroid ester insecticides (such as acrinathrin, allethrin, bioallethrin, bartholin, bifenthrin, kappa-bifenthrin, bioethanomethrin, chloroprallethrin, ciclethrin, cycloprothrin, cyfluthrin, beta-cypermethrin, theta-cypermethrin, zeta-cypermethrin, cyphenothrin, deltamethrin, dimefluthrin, dimethrin, empenthrin, fenfluthrin, and fenpirit Phosphorus, fenpropathrin, fenvalerate, esfenvalerate, flucythrinate, fluvalinate, tau-fluvalinate, frethrin, heptafluthrin, imiprothrin, meperfluthrin, metofluthrin, epsilon-metofluthrin, monfluorothrin, epsilon-monfluorothrin, permethrin, biopermethrin, transpermethrin, fenothrin, prallethrin, profluthrin, pyresmethrin, resmethrin, bioresmethrin, cismethrin, tefluthrin, kappa-tefluthrin, terallethrin , tetramethrin, tetramethylfluthrin, tralomethrin, and transfluthrin), pyrethroid ether insecticides (such as etofenprox, flufenprox, halfenprox, protrifenbut, and silafluofen), pyrimidine amine insecticides (such as flufenerim and pyrimidifen), pyrrole insecticides (such as chlorfenapyr), tetramic acid insecticides (such as spiropydione and spirotetramat), tetronic acid insecticides (such as spiromesifen), thiourea insecticides (such as diafenthiuron),Urea insecticides (such as flucofuron and sulkofuron), unclassified nematicides (such as fluazaindolizine and thioxazafen), and unclassified insecticides (benzpyrimoxan, closantel, copper naphthenate, crotamiton, EXD, fenazaflor, fenoxacrim, fluhexafon, flupirimine, hydramethylnon, isoprothiolane, malonoven, , metaflumizone, nifluridide, oxazole sulfyl, priphenate, pyridaben, pyridalyl, pyrifluquinazone, rafoxanide, sulfoxaflor, triatane, and triazamate, and any combination thereof.

[0023] In addition, the compound I of the present invention can be combined with herbicides that are compatible with the compound I of the present invention in the medium selected for application and do not antagonize the activity of compound I to form insecticidal mixtures and synergistic mixtures thereof. The fungicidal compound I of the present disclosure can often be applied in combination with one or more other herbicides to control a variety of undesirable plants. When used in combination with herbicides, the presently claimed compound I can be formulated with the herbicide(s), tank-mixed with the herbicide(s), or applied sequentially with the herbicide(s). Typical herbicides include amide herbicides (alidochlor, beflubutamid, benzadox, benzipram, bromobutide, cafenstrole, CDEA, ciprazole, dimethenamid, dimethenamid-P, diphenamid, epronaz, etonipromide, fentrazamide, flupoxam, fomesafen, halosafen, isocarbamide, isoxaben, napropamide, naptalam, petoxamid, promethamine, napropamide ... pizamide, quinonamide, tebutam, and thiaphenacyl), anilide herbicides (such as chloranocryl, cisanilide, clomeprop, cypromide, diflufenican, etobenzanide, fenasulam, flufenacet, flufenican, mefenacet, mefluidide, metamifop, monalide, naproanilide, pentanochlor, picolinafen, and propanil), arylalanine herbicides (such as benzoylprop, flamprop, and flamprop-M), chloroacetanilide herbicides (such as acetochlor, alachlor, butachlor, butenachlor, delaclor, diethathyl, dimethachlor, metazachlor, metolachlor, S-metolachlor, pretilachlor, propachlor, propisochlor, purinachlor, terbuchlor, thenylchlor, and xylachlor), sulfonanilide herbicides (such as benzofluor, perfludione, perfluidone, pyrimisulfan, and profluazole), sulfonamide herbicides (such as asulam, carbasulam, fenasulam, and oryzalin), thioamide herbicides (such as chlorthiamid), antibiotic herbicides (such as bialaphos), benzoate herbicides (such as chloramben, dicamba, 2,3,6-TBA, and tricamba),Pyrimidinyloxybenzoate herbicides (such as bispyribac and pyriminobac), pyrimidinylthiobenzoate herbicides (such as pyrithiobac), phthalate herbicides (such as chlorthal), picolinate herbicides (such as aminopyralid, clopyralid, florpyrauxifen, halaxifen, and picloram), quinoline carboxylic acid herbicides (such as quinclorac and quinmerac), arsenical herbicides (such as cacodylic acid, CMA, DSMA, hexaflurate, MAA, MAMA, MSMA, potassium arsenite, and sodium arsenite), Benzoylcyclohexanedione herbicides (such as fenquinotrion, lancotrione, mesotrione, sulcotrione, tefuryltrione, and tembotrione), benzofuranyl alkylsulfonate herbicides (such as benfuresate and ethofumesate), benzothiazole herbicides (such as benzazoline), carbamate herbicides (such as asulam, carboxazole, chlorprocarb, dichromate, fenasulam, carbutilate, and terbucarb), carbanilate herbicides (such as barban, BCPC, carbasulam, carbetamide, CEPC, chlorbufam, chlorpropham, CPPC, desmedipham, phenisofam, phenmedipham, phenmedipham-ethyl, propham, and SWEP), cyclohexene oxime herbicides (such as alloxydim, butroxydim, clethodim, cloproxydim, cycloxydim, profoxydim, sethoxydim, tepraloxydim, and tralkoxydim), cyclopropylisoxazole herbicides (such as isoxachlorotol and isoxaflutole), dicarboximide herbicides (such as cinidon-ethyl, flumetol, and cyclohexene oxime herbicides). dinitroaniline herbicides (such as benfluralin, butralin, dinitramine, ethalfluralin, fluchloralin, isoproparin, methalproparin, nitralin, oryzalin, pendimethalin, prodiamine, profluralin, and trifluralin), dinitrophenol herbicides (such as dinophenate, dinoprop, dinosam, dinoseb, dinoterb, DNOC, ethinofen, and medinoterb), diphenyl ether herbicides (such as ethoxyfen),Nitrophenyl ether herbicides (such as acifluorfen, aclonifen, bifenox, chlormethoxyfen, chlornitrofen, etonipromide, fluorodifen, fluoroglycofen, fluoronitrofen, fomesafen, furyloxyfen, halosafen, lactofen, nitrofen, nitroflurofen, and oxyfluorfen), dithiocarbamate herbicides (such as dazomet and metam), halogenated aliphatic herbicides (such as arorac, chloropon, dalapon, flupropanate, hexachloroacetone, iodometha herbicides (such as 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 (such as bromobornyl, bromoxynil, chlorooxynil, cyclopyranyl, dichlobenil, iodobornyl, ioxynil, and pyraclonyl), herbicides (such as amiprophos-methyl, anilofos, bensulide, bilanaphos, butamiphos, 2,4-DEP, DMPA, EBEP, fosamine, glufosinate, glufosinate-P, glyphosate, and piperophos), phenoxy herbicides (such as bromofenoxime, clomeprop, 2,4-DEB, 2,4-DEP, diphenopentene, disulf, ervon, etonipromide, fenteracol, and trifopsim), oxadiazoline herbicides (such as methazole, oxadiargyl, and oxadiazon), and oxazole herbicides. herbicides (such as fenoxasulfone), phenoxyacetic acid herbicides (such as 4-CPA, 2,4-D, 3,4-DA, MCPA, MCPA-thioethyl, and 2,4,5-T), phenoxybutyric acid herbicides (such as 4-CPB, 2,4-DB, 3,4-DB, MCPB, and 2,4,5-TB), phenoxypropionic acid herbicides (such as cloprop, 4-CPP, dicloprop, dicloprop-P, 3,4-DP, fenoprop, mecoprop, and mecoprop-P), aryloxyphenoxypropionic acid herbicides (such as chloradifop, clodinafop,Herbicides (such as clofop, cyhalofop, diclofop, fenoxaprop, fenoxaprop-P, fentiaprop, fluazifop, fluazifop-P, haloxyfop, haloxyfop-P, isoxapyrifop, metamifop, propaquizafop, quizalofop, quizalofop-P, and trifop), phenylenediamine herbicides (such as dinitramine and prodiamine), pyrazole herbicides (such as pyroxasulfone), benzopyrazole herbicides (such as benzofenap, pyrasulfotole, pyrazolinate, pyrazoxyfen, tolpi herbicides (such as fluazolate, nipyraclofen, pioxadene, and pyraflufen), pyridazine herbicides (such as credazine, cyclopyrimorate, pyridafol, and pyridate), pyridazinone herbicides (such as brompyrazone, chloridazon, dimidazon, flufenpyr, metoflurazon, norflurazone, oxapyrazone, and pidanone), pyridine herbicides (aminopyralid, cliodinate, clopyralid, dithiopyr, florpyrauxifen, fluroxypyr, haplosporin, tetrahydrofuran ... Herbicides include pyrimidinediamine herbicides (such as iprimidum and thioclorim), quaternary ammonium herbicides (such as cyperquat, diethamquat, difenzoquat, diquat, morphamquat, and paraquat), thiocarbamate herbicides (such as butyrate, cycloate, di-alate, EPTC, esprocarb, ethiolate, isopolinate, methiobencarb, molinate, orbencarb, pebulate, prosulfocarb, etc.), and tetrahydrofuran herbicides (such as tetrahydrofuran, ... herbicides (such as thiocarb, pyributicarb, sulfarate, thiobencarb, thiocarbazyl, tri-alate, and vernolate), thiocarbonate herbicides (such as dimexa, EXD, and proxan), thiourea herbicides (such as methiuron), triazine herbicides (such as dipropetrine, indaziflam, triaziflam, and trihydroxytriazine), chlorotriazine herbicides (atrazine, chlorazine, cyanazine, cyprazine, eglinazine, ipazine, mesoprazine, procyazine, proglinazin, propazine, sebutylazine, simazine,Terbuthylazine, and triethazine), methoxytriazine herbicides (such as atraton, methometon, prometon, secbumeton, simeton, and terbumeton), methylthiotriazine herbicides (such as ametryn, adiprothrin, cyanathrin, desmetryn, dimethamethryn, metoprothrin, prometryn, simetryn, and terbutryn), triazinone herbicides (such as amethiodione, amivudine, hexazinone, isomethiozine, metamitron, metribuzin, and trifludimoxazine), triazole herbicides (amitroxin, amivudine, hexazinone, isomethiozine, metamitron, metribuzin, and trifludimoxazine), herbicides (such as amicarbazone, bencarbazone, carfentrazone, flucarbazone, ipfencarbazone, propoxycarbazone, sulfentrazone, and thiencarbazone-methyl), triazolopyrimidine herbicides (such as cloransulam, diclosulam, florasulam, flumetsulam, metosulam, penoxsulam, and pyroxsulam), uracil herbicides (benzfendizone, bromacil, butafenacil, flupropacil, isocyl, leuc ... nacil, saflufenacil, and terbacil), urea herbicides (benzthiazuron, cumyluron, cicururon, dichloralurea, diflufenzopyr, isonoruron, isouron, methabenzthiazuron, monisouron, and noruron), phenylurea herbicides (anithuron, buturon, chlorbromuron, chloreturon, chlorotoluron, chloroxuron, dymron, difenoxuron, dimefron, diuron, fenuron, fluometuron, fluothiuron, isoproturon, linuron, methiuron, methyldymron, methobenz pyrimidinylsulfonylurea herbicides (amidosulfuron, azimsulfuron, bensulfuron, chlorimuron, cyclosulfamuron, ethoxysulfuron, flazasulfuron, flucetosulfuron, flupyrsulfuron, foramsulfuron, halosulfuron, imazosulfuron, mesosulfuron, metazosulfuron, nicosulfuron, orthosulfamuron, oxasulfuron,primisulfuron, propyrisulfuron, pyrazosulfuron, rimsulfuron, sulfometuron, sulfosulfuron, and trifloxysulfuron), triazinylsulfonylurea herbicides (chlorsulfuron, cinosulfuron, ethametsulfuron, iodosulfuron, iofensulfuron, metsulfuron, prosulfuron, thifens, herbicides (such as buthiuron, etidimuron, tebuthiuron, thiazafluron, and thidiazuron), thiadiazolyl urea herbicides (such as buthiuron, etidimuron, tebuthiuron, thiazafluron, and thidiazuron), and unclassified herbicides (such as acrolein, allyl alcohol, aminocyclopyrachlor, azafenidin, bentazone, benzobicyclon, bicyclopyrone, butidazole, calcium cyanamide, cambendiclor, rolfenac, chlorfenprop, chlorflurazole, chlorflurenol, cinmethylin, clomazone, CPM, F, cresol, cyanamide, cyclopyrimorate, ortho-dichlorobenzene, dimepiperate, endothal, fluoromidine, fluridone, flurochloridone, flurtamone, fluthiacet, indanophane, methyl isothiocyanate, OCH, oxaziclomefone, pentachlorophenol, pentoxazone, phenylmercuric acetate, prosulfarin, pyribenzoxim, pyriftalid, quinoclamine, rodetanil, sulglicapine, thidiazimine, tridiphane, trimeturon, tripropindan, and tritac).

[0024] The compounds I of the present invention may also comprise or be applied together and / or in succession with further active compounds. These further compounds may be plant health stimulants such as organic compounds, inorganic fertilizers or micronutrient donors, or other preparations that affect plant growth (such as inoculants).

[0025] In another embodiment, compound I may also be applied together and / or sequentially with other biological organisms, such as, but not limited to, the group consisting of Bacillus strains, e.g., Bacillus subtilis var. amyloiquefaciens FZB24 (TAEGRP®) and Bacillus amyloiquefaciens FZB42 (RHIZOVITAL®), VotiVo™ Bacillus firmus, Clariva™ (Pasteuria nishizawae), Bacillus thuringiensis, Trichoderma spp., and / or mutants and metabolites of the respective strains that exhibit activity against insects, mites, nematodes, and / or plant pathogens.

[0026] 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 soil, plant, root, leaf, seed, or fungal site, or the site where infestation should be prevented (e.g., application to cereals or grape plants).Compound I is suitable for treating various plants at fungicidal levels while exhibiting low phytotoxicity.Compound I can be useful in both protective and / or pest control modes.

[0027] The compound of formula I has been found to have significant fungicidal effect, especially for agricultural use.The compound of formula I is particularly effective for use with agricultural crops and horticultural plants.Additional benefits can include, but are not limited to, 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 leaves), improved plant quality (e.g., improved content or composition of specific components), and improved resistance of plants to abiotic and / or biotic stress.

[0028] Specifically, the composition is effective in controlling various undesirable fungi that infect useful orchard, vineyard and plantation crops.The composition can be used against various Ascomycete and Basidiomycete fungi, including, for example, the following representative fungal species:

[0029] Against stone fruits and pome fruits: spot (Mycosphaerella cersella, Mycosphaerella pyri, Cercospora rubrotincta), anthracnose (Glomerella cingulata, Glomerella acutata), cherry spot (Blumeriella jaapii), powdery mildew (Podosphaeria leucotricha, Podosphaeria pannosa), Alternaria rot / black spot (Alternaria alternata, A.gaisen), gum disease (Botryosphaeria spp.), fruit rot (Botrytis cinerea), black spot (Venturia inequalis, V.pirinia, V.carpophila, V.nashicola, Venturia spp.), southern blight (Sclerotium rolfsii), black rot (Botryosphaeria obtusa), Alternaria leaf spot and rot (Alternaria mali, Alternaria spp.), cedar apple rust (Gymnosporangium juniper-virginianae), American hawthorn rust (Gymnosporangium globosum), Japanese pear rust (Gymnosporangium asiaticum), European pear rust (Gymnosporangium sabinae), Cairn pear rust (Gymnosporangium kernianum), Pacific coast pear rust (Gymnosporangium libocedri), Rocky Mountain pear rust (Gymnosporangium nelsoni), bitter rot (Colletotrichum spp.), white rot (Botryosphaeria dothidea), black rot (Diplodia seriata), sooty spot and flyspeck (pathogen complex including Dothideomycetes and Sordariomycetes), Fabraea spot (Fabraea maculata, Diplocarpon mespili), brown spot (Stemphylium vesicarium), Brooks fruit spot (Mycosphaerella pomi), Phoma spot and fruit spot (Phoma spp.), spotted leaf spot (Phyllosticta solitaria), black scab and blister canker (Ellisembia asterinum), apple ring spot (Botryosphaeria spp.), quince end rot (Sclerotinia sclerotiorum), Monilinia leaf blight and brown rot (Monilinia spp.), Marssonina leaf spot (Diplocarpon mali), blue mold (Penicillium spp.), grey mold (Botrytis cinerea), as well as canker and wood decay diseases (Neonectria spp., Neofabraea spp., Diaporthe spp., Valsa spp., Botryosphaeria spp., Armillaria spp., Chondrostereum spp., Schizophylum spp., Stereum spp., Trametes spp.);.

[0030] For grapes: black rot (Guignardia bidwellii, Phyllosticta ampelicida), bitter rot (Greeneria uvicola), Eutypa blight (Eutypa lata), Botryosphaeria blight and Macrophoma blight (Botryosphaeria spp.), Botrytis bunch rot and stem blight (Botrytis cinerea), Phomopsis stem spot and leaf spot (Phomopsis viticola, Cryptosporella viticola), Rotbrenner disease (Pseudopezicula tracheiphila, Pseudopeziza tracheiphila), anthracnose (Elsinoe ampelina), rust (Phakopsora ampelopsidis, Phakopsora euvitis), Septoria spot (Septoria ampelina), leaf blight (Pseudocercospora vitis), leaf spot (Briosia ampelophaga), powdery mildew (Erysiphe necator), white rot (Coniella diplodiella, Pilidiella diplodiella), late rot (Colletotrichum spp.), berry rot and mold diseases (Alternaria spp., Cladosporium spp., Botrytis cinerea, Colletotrichum spp., Diplodia spp., Greeneria spp., Phomopsis spp., Aspergillus spp., Penicillium spp., Rhizopus spp., Fusarium spp., Stemphyilium spp., Ascochyta spp.);

[0031] For strawberry: Septoria sclerotinia and spot (Septoria spp.), powdery mildew (Sphaerotheca macularis, Podosphaera macularis), anthracnose (Colletotrichum spp.), common spot (Mycosphaerella fragariae), Cercospora spot (Cercospora spp.), leaf rust (Phragmidium potentillae, Frommeella tormentillae), Sclerotinia crown and fruit rot (Sclerotinia sclerotiorum), Alternaria fruit rot and black spot (Alternaria spp.), anther and pistil blight / black root rot / sclerotial brown rot (Rhizoctonia spp.), charcoal rot (Macrophomina phaseolina), Coniothyrium disease (Coniothyrium fuckelii, Coniella fragariae), Dematophora head and root rot / white root rot (Rosellinia necatrix), Diplodina rot / leaf and stem rot (Phoma lycopersici), fruit rot (Aspergillus niger, Cladosporium spp., Penicillium spp.), Byssochlamys rot (Byssochlamys fulva), fruit spot (Peronospora potentillae, Sphaeropsis malorum, Sclerotium rolfsii, Schizoparme straminea), Gray mold leaf blight and head dry rot (Botrytis cinerea), leaf scorch (Diplocarpon earlianum), Pestalotia fruit rot (Pestalotia sp.), leaf blight (Leaf blight) (Phomopsis obscurans), Postharvest rot (Botrytis cinerea, Pichia spp., Saccharomyces spp.), White silk disease (Sclerotium rolfsii);.

[0032] For bananas: Anthracnose (Colletotrichum musae, Armillaria corn rot (Armillaria mellea, Armillaria tabescens), Black cross (Phyllachora musicola), Black root rot (Rosellinia bunodes), Black Sigatoka (Mycosphaerella fijiensis), Brown blotch (Pestalotiopsis leprogena), Brown spot (Cercospora hayi), Ceratocystis fruit rot (Ceratocystis paradoxa), Cigar-end (Verticillium theobromae, Trachysphaera fructigena), Cladosporium speckle (Cladosporium musae), Corn dry rot (Junghuhnia vincta), Cordana spot (Cordana johnstonii, Cordana musae), head rot (Colletotrichum musae, Verticillium theobromae, Fusarium spp., Acremonium spp.), Cylindrocladium root rot (Cylindrocladium spp.), Deightoniella fruit speckle, wilt, spot, and tip rot (Deightoniella torulosa), diamond spot (Cercospora hayi, Fusarium spp.), banana tip rot (Nattrassia mangiferae), eyespot (Drechslera gigantean), fruit spot (Guignardia musae), fruit rot (Botryosphaeria ribis), fungal root rot (Fusarium spp., Rhizoctonia spp.), fungal leaf blight (Colletotrichum musae), leaf blight (Uredo musae, Uromyces musae), leaf spot (Acrodontium simplex), spot (Curvularia eragrostidis, Drechslera musae-sapientum, Leptosphaeria musarum, Pestalotiopsis disseminata), stem rot (Ceratocystis paradoxa), Marley spot (Haplobasidion musae), Marasmiellus rot (Marasmiellus inoderma), panama (Fusarium oxysporum f.sp.cubense), pedicel rot (Lasiodiplodia theobromae, Fusarium spp., Verticillium theobromae), Pestalotiopsis spot (Pestalotiopsis palmarum), Phaeoseptoria spot (Phaeoseptoria musae), Pitting (Pyricularia grisea), Fusarium moniliforme, Cylindrocarpon musae, Sclerotinia sclerotiorum, Septoria spot (Septoria eumusae), Nectria foliicola, Mycosphaerella musicola, Limacinula tenuis, Mycosphaerella musae, Nigrospora sphaerica, Colletotrichum musae), Ramichloridium musae, Verticillium theobromae, Mycosphaerella musicola. .

[0033] Compound I has been found to have significant fungicidal effects against phytopathogenic fungi in agriculturally useful orchards, vineyards, and plantation crops.These diseases include Monilinia laxa and Monilinia fructicola, which cause brown rot disease of stone fruit flowers and fruits, Rhizopus stolonifera, which causes fruit rot disease of stone fruit, Podosphaera leucotricha, which causes apple powdery mildew, Alternaria mali, which causes apple spot disease, Venturia pyrina, which causes black spot disease of pears, Capnodium spp., which causes sooty mildew disease of pears, Erysiphe necator, which causes powdery mildew disease of grapes, Botrytis cinerea, which causes gray mold disease of strawberries and grapes, and Mycosphaerella fijiensis, which causes black Sigatoka disease of bananas, especially for agricultural use.Compound I is particularly effective for use with agricultural crops and horticultural plants.

[0034] Compound I has a broad range of effectiveness as a fungicide.The exact amount of active material applied depends not only on the specific active material applied, but also on the specific effect desired, the fungal species and their growth stage to be controlled, and the part of the plant or other product that is contacted with the compound.Therefore, compound I and the formulations that contain it may not be equally effective at the same concentration or against the same fungal species.

[0035] Compound I is effective for use with plants in a disease-inhibiting, botanically-tolerable amount. The term "disease-inhibiting, botanically-tolerable amount" refers to an amount of compound that will kill or inhibit the disease of the plant whose control is desired, but is not significantly toxic to the plant. This amount will generally be from about 0.1 to about 1000 parts per million (ppm), with 1 to 500 ppm being preferred. The exact concentration of compound required will vary with the fungal disease being controlled, the type of formulation used, the method of application, the particular plant species, and climatic conditions. Suitable application rates are typically from about 0.10 to about 4 pounds per acre (about 0.01 to 0.45 grams per square meter (g / m2)). 2 )) is within the range.

[0036] Any ranges or desired values ​​provided herein can be expanded or modified without losing the effect sought, as would be apparent to one of ordinary skill in the art upon understanding the teachings herein. EXAMPLES

[0037] [ka]

[0038] Field evaluation of Compound I against brown flower rot (MONILA, Monilinia laxa) in stone fruits: Fungicidal treatments containing compound I applied in a 5% EC formulation and tank-mixed with adjuvant (Trycol, 50% w / w at 0.2% v / v) were sprayed on apricot plant stands (PRNAR, Protici cultivar) at 50, 100, and 150 grams of active ingredient per hectare (g ai / ha) twice during the flowering period. Applications were spaced 7 days apart, with disease inoculation at the final (protective) application. The treatments were part of an experimental trial designed as a randomized complete block with four replicates and plots of approximately 4.7 x 3.1 m, and compound I was applied at a water volume of 500 L / ha using a single backpack applicator, MISTBLOW.

[0039] MONILA disease damage to flowers was assessed on 10 pre-marked branches per tree. The number of infected flowers was counted and the resulting percent incidence was calculated. Visual infection was assessed three times during the trial, 10, 14, and 20 days after the second application. The recorded severity data set was used to calculate the area under the disease progress curve (AUDPC) for each plot. Relative AUDPC (% control based on AUDPC) was calculated as a percentage of the untreated control. The results are provided in Table 1.

[0040] Field evaluation of Compound I against brown rot of stone fruit (MONIFC, Monilinia fructicola): Fungicidal treatments containing Compound I applied in a 5% EC formulation and tank-mixed with adjuvant (Trycol, 50% w / w at 0.2% v / v) were sprayed at 50, 100, and 150 grams of active ingredient per hectare (g ai / ha) on nectarine plant populations (PRNPN, California cultivar) twice during fruit maturity. Applications were spaced 8 days apart, with disease inoculation 12 days before the first (therapeutic) application. The treatments were part of an experimental trial designed as a randomized complete block with four replicates and plots of approximately 4.3 x 6.0 m, and Compound I was applied at a water volume of 800 L / ha using a single backpack applicator, MISTBLOW.

[0041] The pathogen was identified as Monilinia fructicola (MONIFC) by immunoassaying collected material (dried out) from this trial, followed by PCR assay. Brown rot disease at harvest was assessed on 100 randomly picked fruits per plot 8 days after application B (8 DAAB), and the incidence of diseased fruit and then percent control was calculated using Abbotts. 60 visually healthy fruit samples per plot were then placed on alveolar plates and held in cold storage for 5 days. The samples were then maintained at 20°C for 14 days (shelf life). Several assessments were performed to confirm disease incidence during the simulated shelf life. Specifically, the percentage of rotten fruit was confirmed upon removal from cold storage (5 days after refrigeration, 13 DAAB), and then at 15, 17, 20, and 23 DAAB. The percentage of diseased fruit (incidence) was calculated, and then percent control was calculated using Abbotts. Simulation results for harvest and storage shelf life are provided in Table 2.

[0042] Field evaluation of Compound I against brown rot (MONIFC, Monilinia fructicola) and Rhizopus rot (RIZPST, Rhizopus stolonifer) of apricot: Field trials evaluating the utility of Compound I against stone fruit rot were conducted using apricots in a microplot design, with part of the experimental trial designed as a randomized complete block with four replicates. In the microplot design, two mature fruits or fruit clusters on a single branch were selected for each replicate (10 replicates total) instead of using the entire replicate. Colored flagging identified treatments. Fungicidal treatments containing Compound I applied in a 5% EC formulation and tank-mixed with an adjuvant (Trycol, 50% w / w at 0.2% v / v) were sprayed on apricots (PRNAR) at 50, 100, and 150 grams active ingredient per hectare (g ai / ha). Applications to selected mature apricots were made 7 days prior to harvest using a handheld manual spray bottle with a water volume of 500 L / ha. One day after application, ZipLoc plastic bags were placed over the fruit or fruit clusters and the inside of the fruit cover was sprayed with an inoculum mixture of MONIFC (Rhizopus was the natural population present in the orchard). The plastic bags were removed after 24 hours. At harvest, fruit was collected in the field and placed in plastic Tupperware containers. 150 mL of deionized water was poured into the bottom of the Tupperware container and the fruit was sprayed with a fine mist of water. The containers were transferred to the laboratory, sealed in large trash bags to maintain high humidity, and incubated at approximately 23°C on the laboratory bench. Visual disease incidence was assessed during the trial, 9 days and 16 days after application. The recorded incidence data was used to calculate the area under the disease progress curve (AUDPC) for each plot. Relative AUDPC (% control based on AUDPC) was calculated as a percentage of the untreated control. The results are provided in Table 3.

[0043] Field evaluation of Compound I against brown rot (MONIFC, Monilinia fructicola) and Rhizopus rot (RIZPST, Rhizopus stolonifer) of peach: Field trials evaluating the utility of Compound I against stone fruit rot were also conducted on peaches in a microplot design, with some of the experimental trials designed as randomized complete blocks with four replicates. In the microplot design, two mature fruits or fruit clusters on a single branch were selected for each replicate (10 replicates total) instead of using the entire replicate. Treatments were identified by colored flagging. One day before the first application, ZipLoc plastic bags were placed over the fruits or fruit clusters, and the inside of the fruit cover was sprayed with the MONIFC inoculum mixture. The plastic bags were removed after 24 hours. Then, 24 hours later, peaches (PRNPS) were sprayed twice with fungicidal treatments containing Compound I applied in a 5% EC formulation and tank mixed with adjuvant (Trycol, 50% w / w at 0.2% v / v) at 50, 100, and 150 grams active ingredient per hectare (g ai / ha). Applications to selected mature peaches were made 14 and 7 days prior to harvest using a CO2-driven inoculation spray gun at a water volume of 500 L / ha. At harvest, fruit were collected in the field and placed into plastic Tupperware containers. 150 mL of deionized water was poured into the bottom of the Tupperware container and the fruit was sprayed with a fine mist of water. The containers were transferred to the laboratory, sealed in large trash bags to maintain high humidity, and incubated at approximately 23°C on the laboratory bench. Visual disease incidence and severity percentages were assessed 17 days after the first application during the trial. Results are provided in Table 4.

[0044] Field Evaluation of Podosphaera leucotricha (PODOLE) on Apple: The evaluation of PODOLE's Compound I on apple was carried out in two separate field trials. In the first trial, fungicidal treatments containing a 5% EC formulation of Compound I plus an adjuvant (ETHOMEEN T18H, 50% w / w at 1.0% v / v) were sprayed on apple (MABSD, Imperatore Dallago cultivar) plant populations seven times during the growing season, with the first application being BBCH61 during the plant growth period under natural infection of powdery mildew under open field conditions. The following six applications were applied approximately 10 days apart. Compound I formulations were applied at 100, 150, and 200 grams of active ingredient per hectare (g ai / ha). The treatments were part of an experimental trial designed as a randomized complete block with four replications and plots of approximately 4.2 x 7.5 m. Formulations of Compound I were applied using a packback plot sprayer (TRACKSP, Andreoli Engineering) at a water volume of 800 L / ha and pressurized at 450 kPa.

[0045] In the second test, fungicidal treatments containing a 5% EC formulation of Compound I plus an adjuvant (ETHOMEEN T18H, 50% w / w at 1.0% v / v) were sprayed on apple (MABSD, Imperatore Dallago cultivar) plant populations seven times during the growing season, with the first application being BBCH61 during the plant growth period under natural infection of powdery mildew under open field conditions. The following six applications were applied approximately 10 days apart. Compound I formulations were applied at 100, 150, and 200 grams of active ingredient per hectare (g ai / ha). The treatments were part of an experimental test designed as a randomized complete block with four replications and plots of approximately 4.2 x 7.5 m. Formulations of Compound I were applied using a self-propelled multi-plot track sprayer (TRACKSP, Andreoli Engineering) at a water volume of 800 L / ha and pressurized at 450 kPa.

[0046] Disease severity in both trials was assessed as percentage of leaf incidence and leaf infection of 100 randomly selected leaves. In the first trial, mildew infection was assessed three times, 3 days after application D (3DAAD), 7DAAF, and 5DAAG. In the second trial, mildew infection was assessed four times, 6DAAB, 2DAAD, 7DAAF, and 5DAAG. The recorded visual infection data set was used to calculate the area under the disease progress curve (AUDPC) for each plot. Relative AUDPC (% control based on AUDPC) was calculated as a percentage of the untreated control. The results are provided in Table 5.

[0047] Field Evaluation of Alternaria mali (ALTEMA) on Apple: The evaluation of Compound I against apple spot disease (ALTEMA) in both protective and curative modes was carried out in two separate field trials. In the protective trial, fungicide treatments containing a 10% EC formulation of Compound I, alone or with adjuvants (Agnique BP420, 50% w / w at 0.3% v / v, or ETHOMEEN T18H, 50% w / w at 0.2% v / v), were sprayed on apple (Hongxing cultivar) plant populations six times during the apple growing period, with each application spaced 15 days apart. Compound I formulations with or without adjuvants were applied at 100, 125, and 150 grams of active ingredient per hectare (g ai / ha) and applied with a water volume of 4500L / ha. The experimental plots were inoculated three times with the spot disease pathogen, with the first inoculation being performed two days after the first application (application A, 2DAAA) and subsequent applications being performed in 2DAAC and 2DAAD. The treatments were part of an experimental trial designed as a randomized complete block with three replications and a plot size of three trees.

[0048] In the therapeutic trials, fungicidal treatments containing 10% EC formulations of Compound I, alone or with adjuvants (Agnique BP420, 50% w / w at 0.3% v / v, or ETHOMEEN T18H, 50% w / w at 0.2% v / v), were sprayed onto apple (Hongxing cultivar) plant populations six times during the apple growing season, with each application spaced 15 days apart. Formulations of Compound I, with or without adjuvants, were applied at 100, 125, and 150 grams active ingredient per hectare (g ai / ha) and with a water volume of 4500 L / ha. The experimental plots were inoculated three times with the spot disease pathogen, with the first inoculation being performed 5 days before the first application. The second inoculation was 5 days before the third application, which was 5 days before the fourth application. The treatments were part of an experimental trial designed as a randomized complete block with three replications and a plot size of three trees.

[0049] Disease incidence was assessed as the percentage of leaf disease per plant. Apple spot infection was assessed six times, with the final assessment 90 days after the first application. The recorded visual infection data set was used to calculate the area under the disease progress curve (AUDPC) for each plot. Relative AUDPC (% control based on AUDPC) was calculated as a percentage of the untreated control. The results are provided in Table 6.

[0050] Field evaluation of Venturia pyrina (VENTPI) and Capnodium sp. (CAPDSP) on pear: A 10% SC formulation of Compound I was tank mixed with three different adjuvants, Agnique BP420 (50% w / w at 0.3% v / v), Ethomeen T18H (50% w / w at 0.15% v / v), and Trycol (50% w / w at 0.3% v / v). Compound I formulations were sprayed at 50, 100, 150, and 200 grams of active ingredient per hectare (g ai / ha) on pear (Highland cultivar) plant stands approximately 2.5 m tall. The test was based on six foliar applications during the growing season, approximately 12 days apart, on natural pear scab and sooty mildew infections in open field conditions. The treatments were part of an experimental test designed as a randomized complete block with four replications and plots of approximately 3 x 5 m. Compound I formulations were applied using a SOLO mister sprayer at a water volume of 1500 L / ha.

[0051] For VENTPI evaluations, percent control was calculated based on incidence and severity on fruit evaluations relative to untreated controls for 50 randomly selected fruits per plot. For CAPDSP evaluations, percent control was calculated from percent leaf severity using Abbotts and untreated controls. Percent control of both diseases was calculated at 11 DAAE, 7 DAAF, and 15 DAAF. Results are provided in Table 7.

[0052] Field Evaluation of Erysiphe necator (UNCINE) on Grape: Fungicidal treatments containing compound I applied in a 5% EC formulation and tank-mixed with adjuvant (Trycol, 50% w / w at 0.2% v / v) were sprayed at 50, 100, and 150 grams of active ingredient per hectare (g ai / ha) on grapevine plant stands (VITVI, Chardonnay cultivar). The trials were based on 6 foliar applications during the growing season, approximately 10 days apart, with natural infections in open field conditions. The treatments were part of an experimental trial designed as a randomized complete block with 4 replications and plots of approximately 3.0 x 7.0 m. Compound I formulations were applied with a water volume of 1000 L / ha using a self-propelled multiplot track sprayer (TRACTAIR, Andreoli Engineering), pressurized at 400 kPa.

[0053] Disease assessments were recorded as the percent of diseased leaves and fruit (incidence) and percent diseased area on leaves and fruit (severity, using 100 random leaves and bunches). Grape powdery mildew was assessed three times, with the first assessment being two days after the fourth application. The recorded severity data set was used to calculate the area under the disease progress curve (AUDPC) for each plot. Relative AUDPC (% control based on AUDPC) was calculated as a percentage of the untreated control. The results are provided in Table 8.

[0054] Field evaluation of Botrytis cinerea (BOTRCI) on strawberry and grape: For strawberry: Fungicidal treatments containing Compound I applied in a 5% EC formulation and tank-mixed with adjuvant (Trycol, 50% w / w at 0.2% v / v) were sprayed onto strawberry plants (FRAAN, Candonga cultivar) at 50, 150, and 200 grams of active ingredient per hectare (g ai / ha). The trial was based on four spray applications during the growing season spaced approximately 10 days apart, with Botrytis inoculation occurring after the final application (plant growth stage B85). The treatments were part of an experimental trial designed as a randomized complete block with four replicates and a plot size of approximately 2.0 x 5.0 m. Compound I formulations were applied using a pack-back plot sprayer (BKPCKENG, Solo433; HCSOLID-Albutz ATR80 yellow nozzle) at a water volume of 800 L / ha and pressurized at 300 kPa.

[0055] Disease severity was recorded as a percentage of fruit incidence of fruit damage for 100 random fruit samples per plot. Botrytis infection was assessed twice, 10 days after the third application (10DAAC) and at 10DAAD. The recorded incidence data was used to calculate the area under the disease progress curve (AUDPC) for each plot. Relative AUDPC (% control based on AUDPC) was calculated as a percentage of the untreated control. The results are provided in Table 9.

[0056] Simulation of strawberry shelf life (three replicates): Fungicidal treatments were applied to strawberry plants grown in a shaded room to obtain healthy fruit. After maturity, healthy fruit were harvested and moved to the laboratory for storage simulation studies. In the laboratory, the fruit were decontaminated to remove residual chemical residues. Compound I, applied in a 5% EC formulation and mixed with an adjuvant (Trycol, 50% w / w at 0.2% v / v), was sprayed on healthy strawberries at 50, 100, and 150 grams active ingredient per hectare (g ai / ha) and allowed to dry completely. The fruit were then inoculated with Botrytis cinerea and incubated at 20°C on the laboratory bench.

[0057] Disease severity was recorded as a percentage of fruit infection rating. Botrytis infection was assessed twice after the initial inoculation, at 4 days after infection (4DAI) and 6DAI. The recorded severity data set was used to calculate the area under the disease progress curve (AUDPC) for each replicate. Relative AUDPC (% control based on AUDPC) was calculated as a percentage of the untreated control. The results are provided in Table 9.

[0058] For grapes: Fungicidal treatments containing compound I applied in a 5% EC formulation and tank-mixed with adjuvant (Trycol, 50% w / w at 0.2% v / v) were sprayed at 50, 150, and 200 grams of active ingredient per hectare (g ai / ha) only on the bunch portions of grape plants (VITVI, Pinot grey cultivar). The trial was based on two applications, 28 days apart, in open field conditions, with disease inoculation 3 days after the last application (plant growth stage B83). The treatments were part of an experimental trial designed as a randomized complete block with four replications and plots of approximately 2.5 x 7.0 m. Compound I formulations were applied (only on bunches) at a water volume of 500 L / ha using a pack-back plot sprayer (AIRATOM, Solo433; Airatom nozzle).

[0059] Disease severity was recorded as the incidence of fruit damage and percentage of infection of 100 random bunch samples per plot. Botrytis infection was assessed three times, 22 days after the last application at the first (22 DAAB), 28 DAAB and 36 DAAB, the second and third times. The recorded severity data set was used to calculate the area under the disease progress curve (AUDPC) for each plot. Relative AUDPC (% control based on AUDPC) was calculated as a percentage of the untreated control. The results are provided in Table 9.

[0060] Field evaluation of Mycosphaerella fijiensis (MYCOFI) on banana: Aliquots of a 5% EC formulation of Compound I were diluted with water and mixed with Spraytex CT mineral oil (6 L CP / Ha) to obtain active ingredient doses of 25, 50, 100, and 150 g ai / Ha. These treatments were delivered to the diseased areas of the foliage of single leaves by Aerograph sprayers through plastic mouldings with an application area of ​​9 x 12 cm (application volume of 40 L / Ha). Single applications were delivered to leaf 1 (preventive and very early curative) and leaf 3 (curative effect). The experimental design was based on a randomized complete block and four replications. MYCOFI symptoms resulted from natural inoculation and epidemic development.

[0061] The ratio of disease severity of treated leaves compared to untreated leaves was used to calculate percent disease control. Black Sigatoka infection was assessed five times during the trial, at 31 days after application (31DAA), 38DAA, 45DAA, 52DAA, and 59DAA. The recorded severity data set was used to calculate the area under the disease progress curve (AUDPC) for each plot. Relative AUDPC (% control based on AUDPC) was calculated as a percentage of the untreated control. The results are provided in Tables 10 and 11.

[0062] For each case in Tables 1-11, the percent control scale based on AUDPC is as follows: TIFF0007619762000005.tif5267 [Table 1] [Table 2] [Table 3] [Table 4] [Table 5] [Table 6] [Table 7] [Table 8] [Table 9] [Table 10] [Table 11]

[0063] Field evaluation of Podosphaera clandestina (PODOCL) in cherry: Fungicidal treatments containing compound I applied in a SC formulation (MSO all in one) and tank mixed with adjuvant (Agnique BP-420, 50% w / w at 0.2% v / v, or Adsee C80W, 80%) were sprayed at 60, 120, 150, and 180 g ai / ha on cherry trees (PRNAV, Sentennial cultivar) during the growing season (mid petal drop, flower fading, petal drop; BBCH67-85). The experimental plots were performed with natural infestation. The treatments were part of an experimental trial designed as a randomized complete block (RCB) with four replications and plots of approximately 4 × 6 m. Compound I was applied with an Airblast sprayer at a water volume of 1000 L / ha.

[0064] Disease severity (percentage of visual foliar (leaf) disease throughout the plot) and disease incidence were assessed 14 days after application 5 (14DAA5). Disease infection was recorded. Disease was assessed as percent of leaves with disease (incidence), percent leaf disease area (severity, a disease index was calculated (percent incidence (%) x percent severity (%)) and percent control (%) was then calculated from the disease index value using Abbotts. The results are provided in Table 12.

[0065] Field evaluation of two trials of Cladosporium caryigenum (CLADCA) in pecan: Fungicidal treatments containing Compound I applied in a SC formulation (MSO all-in-one) and tank-mixed with adjuvant (Agnique BP-420, 50% w / w at 0.2% v / v, or Adsee C80W, 80%) were sprayed on pecan trees (CYAIL, Desirable cultivar) at 60, 120, 150, and 180 g ai / ha from pre-flowering to nut hardening. The experimental plots were performed with natural infestation. The treatments were part of an experimental trial designed as a randomized complete block (RCB) with four replicates each and plots approximately 40 x 40 feet. In one trial, Compound I was applied in nine applications with water volumes of 94 to 115 gallons per acre (gal / acre) using an Airblast sprayer (Hollowcone solid disc D10 / 45 nozzle) and pressurized at 46 to 54 psi. In the second test, Compound I was applied using a Handgun sprayer (Hollowcone solid stream nozzle) at 8 applications at a water volume of gal / acre and pressurized at 300 psi. Both tests were targeted for application intervals of 14 days.

[0066] Disease assessments were performed as % nut incidence and % severity in one trial (three assessments each, nine applications) and as % nut incidence and % leaf severity in the second trial (two and three assessments, respectively, eight applications). The recorded severity and incidence data were used to calculate the area under the disease progress curve (AUDPC) for each plot. Relative AUDPC (% control based on AUDPC) was calculated as a percentage of the untreated control. The results are provided in Table 13.

[0067] Field Evaluation of Cladosporium carpopilum (CLADSP) in Almond: Fungicidal treatments containing Compound I applied in a SC formulation (MSO all in one) and tank mixed with adjuvant (Agnique BP-420, 50% w / w at 0.2% v / v, or Adsee C80W, 80%) were sprayed as a single application at 60, 120, 150, and 180 g ai / ha on almond trees (PRNDU, Winter cultivar). The experimental plots were performed with natural infestation. The treatments were part of an experimental trial designed as a randomized complete block (RCB) with three replicates and plots approximately 16 x 22 feet. Compound I was applied at a water volume of 100 gal / acre using a mister sprayer (orifice nozzle 2.3 setting).

[0068] Nut incidence (visual nut disease counts per 10 nuts per tree across the plot) was assessed 121 days after application A (121 DAAA). Percent control was calculated using Abbotts using the % nut incidence of treated nuts relative to untreated nuts. Results are provided in Table 14.

[0069] Field evaluation of Stigmina carpophila (STIGCA) in almond: Fungicidal treatments containing Compound I applied in a SC formulation (MSO all in one) and tank mixed with adjuvant (Adsee C80W, 80%) were sprayed on almond trees (PRNDU, Butte cultivar) at 60, 120, 150, and 180 g ai / ha in two applications at growing seasons BBCH 67 and 72. The experimental plots were performed under natural infestation. The treatments were part of an experimental trial designed as a randomized complete block (RCB) with three replicates and plots approximately 16 x 22 feet. Compound I was applied at a water volume of 100 gal / acre using a powered backpack sprayer (orifice nozzle 2.3 setting).

[0070] Foliar incidence (visible leaf disease counts per 20 leaves per tree across the plot) was assessed 121 days after application A (121 DAAA). The results are provided in Table 15.

[0071] Nut incidence (visible nut disease counts per 10 nuts per tree across the plot) was assessed 121 days after application A (121 DAAA). The results are provided in Table 16.

[0072] Field evaluation of two trials of Stigmina carpophila (STIGCA) in almond: In two trials, fungicidal treatments containing Compound I applied in a SC formulation (MSO all in one) and tank mixed with adjuvant (Agnique BP-420, 50% w / w at 0.2% v / v, or Adsee C80W, 80%) were sprayed at 60, 120, 150, and 180 g ai / ha on almond trees (PRNDU, Winters or Carmel cultivars) during growing seasons BBCH71 and 72. The experimental plots were performed with natural infestation. The treatments were part of an experimental trial designed as a randomized complete block (RCB) with three replicates and plots approximately 14 x 20 feet. In both trials, Compound I was applied at a water volume of 100 gal / acre using a mister sprayer (0.125 orifice nozzle setting).

[0073] Percent leaf incidence (calculated from visual leaf disease counts per 30 (Winters) or 50 (Carmel) leaves per tree across the plot) was assessed three or four times during the trial. The recorded leaf incidence data was used to calculate the Area Under the Disease Progression Curve (AUDPC) for each plot. Percent relative control was calculated from the AUDPC as a percent of the untreated control using Abbotts. The results are provided in Table 17.

[0074] Field evaluation of Tranzschelia discolor (TRANDI) in almond: Fungicidal treatments containing Compound I applied in a SC formulation (MSO all in one) and tank mixed with adjuvant (Adsee C80W, 80%) were sprayed on almond trees (PRNDU, Butte cultivar) at 60, 120, 150, and 180 g ai / ha in two applications at growing seasons BBCH67-69 and BBCH69-72. The experimental plots were performed under natural infestation. The treatments were part of an experimental trial designed as a randomized complete block (RCB) with three replicates and plots approximately 16 x 22 feet. Compound I was applied at a water volume of 100 gal / acre using a powered backpack sprayer.

[0075] Percent leaf incidence (calculated from visual leaf disease counts per 50 leaves per plant) was assessed and recorded 105 days after application A (105DAAA). The results are provided in Table 18.

[0076] Field Evaluation of Botrytis (BOTRSP) in Almond: Fungicidal treatments containing Compound I applied in a SC formulation (MSO all in one) were sprayed at 60, 120, 150, and 180 g ai / ha on almond trees (Prunus spp.) at flowering, petal drop, and approximately 3 and 5 weeks after petal drop. The experimental plots were natural infestations of Botrytis. The treatments were part of an experimental trial designed as a randomized complete block (RCB) with three replications and plots approximately 18 x 18 feet. Compound I was applied at a water rate of 100 gal / acre using an Airblast sprayer.

[0077] Nut infection (visual nut disease counts per total nut counted per tree across plots) was assessed and recorded 17 days after application 4 (17DAA4). Percent relative control was calculated as a percent of the untreated control using Abbotts. Results are provided in Table 19. [Table 12]

Table 13

Table 14

Table 15

Table 16

Table 17

Table 18

Table 19

Claims

1. A method for controlling fungal diseases in orchard, vineyard, and plantation crops by protecting the plants against attack by plant pathogenic organisms, including fungal pathogens, comprising: the crop is selected from at-risk stone and pome fruits, grapes, strawberries, and bananas; the method comprising the step of contacting at least a portion of the plant and / or an area adjacent to the plant with Compound I or a composition comprising Compound I; 【Chemistry 1】 the compound is effective against a plant pathogen; When the crop is a pome fruit or grape, the fungal pathogen is selected from the group consisting of the causative agents of apple powdery mildew (Podosphaera leucotricha), apple spot disease (Alternaria mali), pear scab disease (Venturia pyrina), pear sooty mildew (Capnodium sp.), and grape gray mold (Botrytis cinerea).

2. 10. The method of claim 1, wherein the composition further comprises at least one additional agriculturally active ingredient selected from the group consisting of insecticides, herbicides, and fungicides.

3. 2. The method of claim 1, wherein the fungal pathogen is selected from the group consisting of the causative agents of brown rot of stone fruit and flower (Monilinia laxa and Monilinia fructicola), stone fruit rot (Rhizopus stolonifera), grey mold of strawberry (Botrytis cinerea), black Sigatoka disease of banana (Mycosphaerella fijiensis), and powdery mildew of cherry (Podosphaera clandestina, PODOCL).

Images