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

Compound I, a fungicide for ascomycetes, basidiomycetes, and deuteromycetes, addresses the limitations of existing fungicides by providing effective fungal control with low toxicity and ease of use, enhancing plant health and resistance in orchards, vineyards, and plantation crops.

JP7618631B2Active Publication Date: 2025-01-21DOW AGROSCIENCES LLC
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Patent Information

Application Number
JP2022172521
Authority / Receiving Office
JP · JP
Patent Type
Patents
Current Assignee / Owner
Priority Date
2017-05-02
Filing Date
2022-10-27
Publication Date
2025-01-21
Estimated Expiration
2038-05-02

AI Technical Summary

Technical Problem

Existing fungicides are not effective in all situations and can be costly and difficult to use, necessitating the development of easier-to-use and less costly alternatives for controlling phytopathogenic fungi in orchards, vineyards, and plantation crops.

Method used

The use of (S)-1,1-bis(4-fluorophenyl)propan-2-yl(3-acetoxy-4-methoxypicolinoyl)-L-alaninate (Compound I) as a fungicide for ascomycetes, basidiomycetes, and deuteromycetes, applied through various methods including foliar sprays, soil irrigation, and seed treatments, in formulations such as wettable powders, emulsifiable concentrates, and granules, to protect plants from fungal diseases.

Benefits of technology

Compound I effectively controls a wide range of fungal diseases with low phytotoxicity, improving plant health, yield, and resistance to biotic and abiotic stresses, particularly in orchards, vineyards, and plantation crops, while being compatible with other agricultural compounds.

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Abstract

The present invention provides agriculturally useful compounds for controlling fungal diseases in orchards and the like. 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; TIFF2023017843000025.tif6589 The compound is effective against plant pathogens.
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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. No. 60 / 639,333 filed on Oct. 23, 2007, and which provisional patent application is expressly incorporated herein by reference.

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

[0003] Background and Summary of the Invention Fungicides protect and control plants against damage caused by agriculturally relevant fungi. They are compounds of natural or synthetic origin that act to ward off and treat fungi. Not all antimicrobial agents are useful in all situations. As a result, they may perform better. Research continues to develop ways to produce fungicides that are easier to use and less expensive. There are. Summary of the Invention

[0004] The present disclosure relates to (S)-1,1-bis(4-fluorophenyl)propan-2-yl(3- Acetoxy-4-methoxypicolinoyl)-L-alaninate (Compound I) and fungicide Compound I is a fungus that is active against ascomycete, basidiomycete, and its use as a fungus-repelling agent. against basidiomycetes, and deuteromycetes This may provide protection against One embodiment of the present disclosure is directed to a method for the prevention and / or treatment of pathogen induction in plants at risk of disease from a pathogen. The method includes a method of controlling sexually transmitted diseases, the method comprising treating a plant or an area adjacent to the plant with compound I. The method includes contacting the subject with a composition comprising:

[0005] Another embodiment of the present disclosure is directed to the protection of plants against attack by phytopathogenic organisms or the prevention and / or treatment of plants. Use of compound I for the treatment of plants infested with pathogenic organisms, the use comprising , compound I, or a composition containing compound I, is applied to soil, plants, plant parts, leaves, and / or This includes applying the compound to the plant or to seeds.

[0006] In addition, another embodiment of the present disclosure provides a method for the protection and elimination of phytopathogenic organisms from attack by plant pathogenic organisms. The present invention relates to a composition useful for treating plants infested with plant pathogenic organisms and / or plant pathogenic organisms. The composition comprises Compound I and a phytologically acceptable carrier material. Including, DETAILED DESCRIPTION OF THE PREFERRED EMBODIMENTS

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

[0008] Compound I of the present disclosure may be administered either as Compound I or as a formulation containing Compound I. The compound I may be applied by any of a variety of known techniques. It can be applied to the roots, stems, seeds, flowers, or leaves to produce a variety of fungi without damaging the commercial value of the plant. Compound I can also be used as a foliar spray, chemical drench, soil drench, or soil irrigation agent to control fungi. It can also be applied as an injection, soil spray, or seed treatment. In any of the formulation types described herein, e.g., solutions, dusts, wettable powders, flowable concentrates , or as an emulsifiable concentrate.

[0009] Preferably, the compound I of the present disclosure comprises compound I together with a phytologically acceptable carrier. The concentrates are applied in the form of a formulation that can be dispersed in water or other liquid for application. Alternatively, the formulation may be dust-like or granular, which can be applied without further processing. The formulations can be prepared according to procedures that are conventional in the agricultural chemical art.

[0010] The present disclosure provides all of the methods by which Compound I may be formulated for delivery and use as a fungicide. Typically, the formulation is applied as an aqueous suspension or emulsion. Such suspensions or emulsions may be prepared from water-soluble, water-suspendable, or emulsifiable preparations. They can be formulated as solids, usually known as wettable powders, or as emulsifiable concentrates, usually The liquid is an aqueous suspension, or what is known as a suspension concentrate. Any material to which Compound I can be added can be used, provided that it is an antifungal agent. provided that the desired utility is achieved without significantly interfering with the activity of Compound I as a Let us assume that.

[0011] The wettable powder may be compressed to form water-dispersible granules and comprises Compound I and 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 In preparing the wettable powder formulation, Compound I is , prophyllite, talc, chalk, gypsum, fuller's earth, tonite, attapulgite, starch, casein, gluten, montmorillonite clay The process may be combined with any finely divided solid, such as silicate, diatomaceous earth, or purified silicates. In this process, finely divided carriers and surfactants are typically blended with Compound I and milled. can be.

[0012] The emulsifiable concentrate of Compound I may be prepared by dissolving about 10 wt. Compound I may be present in any convenient concentration, such as from about 50 percent by weight to about 50 percent by weight. , 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 an oil-in-water emulsion. A spray mixture may be formed. Useful organic solvents include aromatics, particularly the high boiling naphthalenes of petroleum. Other organic solvents, e.g. For example, terpene solvents (including rosin derivatives), aliphatic ketones (such as cyclohexanone), and and complex alcohols (such as 2-ethoxyethanol) can also be used.

[0013] Emulsifiers that may be advantageously used herein can be readily determined by one of skill in the art and include, They include a variety of nonionic, anionic, cationic, and amphoteric emulsifiers, or Blends of two or more emulsifiers are included. Nonionic emulsifiers useful in preparing emulsifiable concentrates Examples of emulsifiers include polyalkylene glycol ethers, as well as alkyl and aryl Phenol, aliphatic alcohol, aliphatic amine, or fatty acid with ethylene oxide, propane, Propylene oxide (such as ethoxylated alkylphenols), and polyols or poly The condensation products of carboxylic acid esters solubilized with oxyalkylene are included. Anionic emulsifiers include quaternary ammonium compounds and fatty amine salts. Emulsifiers include oil-soluble salts of alkylarylsulfonic acids (e.g., calcium), oil-soluble salts or sulfated polyglycol ethers and phosphated polyglycol ethers. Contains salt.

[0014] Representative organic liquids that may be used in preparing emulsifiable concentrates of Compound I of the present invention are aromatic Aromatic liquids (xylene, propylbenzene fraction, etc.); or mixed naphthalene fraction, mineral oil , substituted aromatic organic liquids (such as dioctyl phthalate); kerosene; dialkyl aryl of various fatty acids amides, especially dimethylamides of aliphatic glycols and glycol derivatives (diethylene glycol n-Butyl, ethyl, or methyl ethers of cholesteryl, and triethyl ethers Mixtures of two or more organic liquids are also known. It can be used to prepare emulsifiable concentrates. Organic liquids include xylene fractions and propylene glycol. The surfactants include propylbenzene fractions, and in some cases xylene is most preferred. The agent is typically present in a liquid formulation in an amount of 0.1 to 100% by weight based on the combined weight of the dispersing agent and compound I. The formulation is used in an amount of 20 weight percent. The formulation may also contain other compatible additives, such as It may also contain plant growth regulators and other biologically active compounds used in agriculture.

[0015] The aqueous suspension containing Compound I is about 5% by weight to about 50% by weight based on the total weight of the aqueous suspension. The suspension may be dispersed in an aqueous vehicle at a concentration ranging from about 100% by volume to about 100% by volume of Compound I. and a binder composed of water and a surfactant selected from the same types discussed above. It is prepared by vigorously mixing the ground material into the vehicle. Inorganic Salts and Synthetic Or other components such as natural gums may be added to increase the density and viscosity of the aqueous vehicle. This may be allowed.

[0016] Compound I can also be applied as a granular formulation, which is particularly useful for application to soil. Granular formulations are generally made up entirely or predominantly of coarsely divided inert materials (attapulgite, etc.). in an inert carrier such as cellulose, bentonite, diatomaceous earth, clay, or similar inexpensive material. Dispersed, containing about 0.5 to about 10% by weight of the compound based on the total weight of the granule formulation. Such a formulation is usually prepared by dissolving Compound I in a suitable solvent and then dissolving it in an amount of about 0.5 to about 3 Prepared by applying to a granular carrier preformed to an appropriate particle size in the mm range. Suitable solvents are those in which compound I is substantially or completely soluble. The formulation may also be carried out by making a dough or paste of the carrier and compound I and a solvent to produce the desired granular product. It can also be prepared by grinding and drying to obtain particles.

[0017] Dusts containing compound I can be prepared by dissolving compound I in powder form in a suitable dust-like agricultural carrier, e.g. It can be prepared by intimately mixing it with cellulose, kaolin clay and crushed volcanic rock. The dust preferably contains about 1 to about 10% by weight of Compound I, based on the total weight of the dust. It is possible.

[0018] The formulations are designed to enhance the deposition, wetting, and penetration of Compound I into target crops and organisms. The composition may further comprise an adjuvant surfactant. These adjuvant surfactants include: Optionally, they may be used as components of the formulation or as tank mixes. The amount of surfactant is typically between 0.01 and 1.0 parts by volume, based on the volume of water sprayed. The preferred adjuvant range is 0.05 to 0.5 percent by volume. Surfactants include ethoxylated nonylphenol, ethoxylated synthetic alcohol or ethoxylated Ethoxylated natural alcohols, esters or salts of sulfosuccinic acid, ethoxylated organosilicon, ethoxylated These include fatty amine silylates, and blends of surfactants with mineral or vegetable oils. Formulations are also disclosed in U.S. Patent Application Serial No. 11 / 495,228. The present invention may include oil-in-water emulsions, such as those disclosed in this patent application, the disclosure of which is incorporated herein by reference. are expressly incorporated herein by reference.

[0019] In certain instances, the formulation of Compound I is administered via aerial application using an aircraft or helicopter. The exact composition of these aerial applications depends on the work being treated. Aerial application for cereals is preferably at 0.05 to 1% by weight based on the amount of water sprayed. 5 percent standard spreading agent such as a non-ionic surfactant, organosilicon, or crop oil The spray volume is preferably 15 to 50 L / ha. Aerial application to fruit crops such as bananas is preferably carried out using fatty acids, latex, and oils. Higher adhesion in the form of adhesive adjuvants such as fatty alcohols, crop oils, and mineral oils. At adjuvant concentrations, lower application rates may be utilized. Typical spray rates for fruit-bearing crops are: Preferably, the water spray amount is 15 to 30 L / ha, and the adjuvant concentration is A typical example is a paraffin oil adhesive adjuvant concentration of 30% ( For example, a 23L / ha application rate with Spraytex CT may be included. Not limited to:

[0020] The formulation may optionally include combinations containing other pesticidal compounds. The additional pesticidal compound must be compatible with the compound of the present invention in the medium selected for application and must be It is a fungicide, insecticide, herbicide, nematocide, acaricide, and miticide that does not antagonize the activity of this compound. The agent may be a pediatric agent, a fungicide, or a combination thereof. In the form, other pesticidal compounds may be used for such embodiments or for different pesticidal uses. The combination of Compound I and an insecticidal compound is generally It may be present in a weight ratio of 1:100 to 100:1.

[0021] Compound I of the present disclosure can be combined with other fungicides to form fungicidal mixtures and their synergistic effects. Compound I of the present disclosure can often be used to form more diverse and desirable mixtures. It is applied in combination with one or more other fungicides to control undesirable diseases. When used in combination with a fungicide(s) of the presently claimed compound I, Although formulated with other fungicide(s), it should not be tank-mixed with other fungicide(s). It may be applied sequentially with other fungicide(s). The agents include 2-(thiocyanomethylthio)-benzothiazole, 2-phenylphenol, 8-Hydroxyquinoline sulfate, amethoctrazine, amisulbrom, antimycin Shin, Ampelomyces quisqualis, Azaconazole, Azoxyst Robin, Bacillus subtilis, Bacillus subtilis strain QST713, Benalaxyl, Benomyl, Benthiavalicarb-Isopropyl, Benzyl Aminobenzene-sulfonic acid (BABS) salt, hydrogen carbonate, biphenyl, bismerthiazo ol, bitertanol, blasticidin-S, borax, bordeaux mixture, boscalid, Bromuconazole, bupirimate, calcium polysulfide, captafol, captan, cal Bendazim, Carboxin, Carpropamid, Carvone, Clazafenone, Chloroneb, Chlozolinate, Coniothyrium minitans, Copper hydroxide, Octanoic acid Copper, basic copper chloride, copper sulfate, copper sulfate (tribasic), cuprous oxide, cyazofamid, cyflu Fenamide, Cymoxanil, Cyproconazole, Cyprodinil, Dazomet, Debacarb , diammonium ethylene bis-(dithiocarbamate), dichlorofluanid, dichloro Fen, diclocymet, diclomedine, dicloran, diethofencarb, difenoco Nazol, Difenzoquat ion, Diflumetrim, Dimethomorph, Dimoxistro Bottle, Diniconazole, Diniconazole-M, Dibuton, Dinocap, Diphenylamine Dodemorph, dithianon, dodemorph acetate, dodine, dodine free base, edef Enofos, Enestrobin, Enestrobulin, Epoxiconazole, Ethaboxam, Ethaboxam Toxicquin, Etridiazole, Famoxadone, Fenamidon, Fenarimol, Fen Nbuconazole, fenfuram, fenhexamid, fenoxanil, fenpiclonil , Fenpropizin, Fenpropimorph, Fenpyrazamine, Fentin, Fentin Acetate, Fentin Hydroxide, Ferbam, Ferimzone, Fluazinam, Flu Dioxonyl, flumorph, fluopicolide, fluopyram, fluoroimide, fluox Sastrobin, fluquinconazole, flusilazole, flusulfamide, flutianil , flutolanil, flutriafol, fluxapyroxad, folpet, formaldehyde do, fosetyl, fosetyl-aluminum, fuberidazole, furaxyl, furametpyr , Guazatine, Guazatine Acetate, GY-81, Hexachlorobenzene, Hexacona zole, hymexazole, imazalil, imazalil sulfate, imibenconazole, Iminoctadine, Iminoctadine Triacetate, Iminoctadine Tris(Albesire ), iodocarb, ipconazole, ipfenpyrazolone, iprobenfos, ipro Dione, Iprovalicarb, Isoprothiolane, Isopyrazam, Isotianil, Kasugama Isin, Kasugamycin hydrochloride hydrate, Kresoxim-methyl, Laminarin, Mankappa -, mancozeb, mandipropamide, maneb, mefenoxam, mepanipyrim, meproni mercuric chloride, mercuric oxide, mercurous chloride, metalaxyl, mercury Taraxyl-M, Metam, Metam-Ammonium, Metam-Potassium, Metam-Sodium metconazole, methasulfocarb, methyl iodide, methyl isothiocyanate, Ram, metominostrobin, metrafenone, myridiomycin, myclobutanil, nar Bam, Nitrotar-isopropyl, Nuarimol, Octilinone, Ofrace, Olein Acid (fatty acid), orysastrobin, oxadixyl, oxine-copper, oxpoconazole Fumarate, oxycarboxin, pefurazoate, penconazole, pencycuron, Amflufen, pentachlorophenol, pentachlorophenyl laurate, penthiopyridine Rad, phenylmercuric acetate, phosphonic acid, phthalide, picoxystrobin, polyoxin B , Polyoxin, Polyoxorim, Potassium bicarbonate, Potassium hydroxyquinoline sul Phate, probenazole, prochloraz, procymidone, propamocarb, propamoca Rubin hydrochloride, propiconazole, propineb, proquinazid, prothioconazole, pyrazinamide Clostrobin, pyrametostrivin, pyraoxystrobin, pyrazophos, pyribenca Rup, pyributicarb, pyrifenox, pyrimethanil, pyriophenone, pyroquilon , Quinoclamine, Quinoxyfen, Quintozene, Reynoutria sachali nensis extract, sedaxane, fenaminosulf, simeconazole, sodium 2- Phenylphenoxide, sodium bicarbonate, sodium pentachlorophenoxide, Pyroxamine, sulfur, SYP-Z048, tar oil, tebuconazole, tebufloquine, tebuconazole Kunazen, Tetraconazole, Thiabendazole, Thifluzamide, Thiophanate-Meth ru, thiram, tiadinil, tolclofos-methyl, tolylfluanid, triadimefon, Triadimenol, triazoxide, tricyclazole, tridemorph, trifloxis Trobin, Triflumizole, Triforine, Triphenyltin Hydroxide, Triticonazole , validamycin, valifenalate, valifenal, vinclozolin, zineb, zira , 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-tetrachloro Trifluoroacetone 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-dithi-in 1,1,4,4-tetraoxo 2-Methoxyethylmercury acetate, 2-Methoxyethylmercury chloride, 2-Methoxyethylmercury chloride Toxoethylmercury silicate, 3-(4-chlorophenyl)-5-methylrhodanine, 4- (2-nitroprop-1-enyl)phenylthiocyanate, aminopyrifen, amp Lopyrfos, Anilazine, Adithiram, Barium Polysulfide, Bayer 32394, Benoda Nil, Benquinox, Bentallon, Benzamacryl; Benzamacryl-isobutyl, Benzamorph, benzovindiflupyr, binapacryl, bis(methylmercury) sulfate , Bis(tributyltin) oxide, buthiobate, cadmium calcium copper zinc chrome trisulfate, carbamorph, CECA, clobenziazone, chloraniformethane, Chlorphenazole, chlorquinox, climbazole, copper bis(3-phenylsalicylate) rate), copper zinc chromate, cumoxystrobin, khuraneb, cupric hydrazinium Sulfate, Cuprobam, Cyclafuramide, Cipendazole, Ciproflam, Decaffeinated Diclobenthiazox, Dicloron, Diclozolin, Diclobutrazol, Dimethy Rimol, Dinoctone, Dinosulfone, Dinotervone, Dipimetitron, Dipyrithione , ditalimfos, dodicin, drazoxolone, EBP, enoxastrobin, ESBP, Etaconazole, Ethem, Ethilim, Fenaminosulf, Fenaminestrobin, Fena Panil, Fenitropan, Fenpicoxamide, Fluindapir, Fluopimomide, Flu Otrimazole, Flufenoxystrobin, Flucarbanil, Fluconazole, Fluco Nazol-Cys, Flumecyclox, Furofanate, Gliodin, Griseofulvin , Halacrinate, Hercules3944, Hexylthiophos, ICIA0858, Inpirfluxam, Ipfentrifluconazole, Ipflufenoquin, Isofeta Mido, Isoflucipram, Isopamphos, Isovalerion, Mandestrobin, Mebenil , mecarbinide, mefentrifluconazole, methazoxolone, metofloxacin, Tilmercuric dicyandiamide, methosulfovax, methyltetraprole, milneb, Mucochlorinic anhydride, Mycozolin, N-3,5-dichlorophenyl-succinimide , N-3-nitrophenylitaconimide, natamycin, N-ethylmercurio-4- Toluenesulfonanilide, Nickel bis(dimethyldithiocarbamate), OCH, Sathiapiproline, phenylmercury dimethyldithiocarbamate, phenylmercury nitrate , phosdifen, picalbutrazox, prothiocarb; prothiocarb hydrochloride, pidiz Flumetofen, pyracarbollide, pyrapropoin, pyraziflumide, pyridaclomethyl , pyridinitrile, pyrisoxazole, pyroxchlor, pyroxyflur, quinacetol, Quinacetoyl sulfate, quinazamide, quinconazole, quinofumelin, labenzazole ru, salicylanilide, SSF-109, sultropene, tecolam, thiadifluor, thiadifluor Thiofen, thiochlorfenfim, thiophanate, tinoquinox, tioximid , triamiphos, triarimol, triazbutyl, trichlamide, triclopyricarb, Includes triflumezopyrim, urvacid, zaliramide, and any combination thereof. It is possible.

[0022] In addition, the compound I of the present invention may be mixed with the compound I of the present invention in a medium selected for application. Other insecticides, nematicides, acaricides, and miticides that are compatible with and do not antagonize the activity of Compound I In combination with pediculicides, fungicides, or combinations thereof, insecticidal mixtures and Compound I of the present disclosure can often form a more diverse synergistic mixture of May be applied in combination with one or more other insecticides to control unwanted diseases. When used in combination with other pesticide(s), the currently claimed Compound I may be formulated with other pesticide(s) or in combination with other pesticide(s). It may be mixed in a syrup or applied sequentially with other pesticide(s). These include antibiotic insecticides (alosamidin and thuringiensin). sin), macrocyclic lactone insecticides (such as spinosad and spinetoram), -Mectin insecticides (abamectin, doramectin, emamectin, eprinomectin, ivermectin, and selamectin), milbemycin insecticides (lepimectin, Milbemycin, milbemycin oxime, and moxidectin), carbamates Insecticides (such as bendiocarb and carbaryl), benzofuranyl methyl carbamates Insecticides (benfuracarb, carbofuran, carbosulfan, decarbofuran, and Furathiocarb, etc.), dimethylcarbamate insecticides (Dimitan, Dimethylan, Hikin carb, and pirimicarb), oxime carbamate insecticides (alanycarb, algamine Carb, aldoxycarb, butocarboxim, butoxycarboxim, methomyl, nitrite Liracarb, oxamyl, thazimcarb, thiocarboxim, thiodicarb, and thio Fanox, etc.), phenylmethylcarbamate insecticides (alixicarb, aminocarb, etc.) carb, bufencarb, butacarb, carbolate, cloethocarb, dicresyl, di Oxacarb, EMPC, Ethiofencarb, Fenetacarb, Fenobucarb, Iso Procarb, methiocarb, metolcarb, mexacarbate, promacyl, promecal , propoxur, trimethacarb, XMC, and xylylcarb, etc.), desiccant insecticides pesticides (such as boric acid, diatomaceous earth, and silica gel), diamide insecticides (such as broflanilide, Lorantraniliprole, Cyantraniliprole, Cyclaniliprole, Cyhalodiami amide, flubendiamide, tetrachlorantraniliprole, and tetraniliprole Diarylisoxazoline insecticides (fluxamethamide, etc.), dinitrophenol Fluorinated insecticides (such as Ginex, Dinoprop, Ginosam, and DNOC) (Barium hexafluorosilicate, cryolite, sodium fluoride, sodium hexafluorosilicate thorium, and sulfluramid), formamidine insecticides (amitraz, chlor dimeform, formetanate, and formoparanate), fumigants insecticides (acrylonitrile, Nitriles, carbon disulfide, carbon tetrachloride, chloroform, chloropicrin, para-dichlorobe benzene, 1,2-dichloropropane, ethyl formate, ethylene dibromide, ethylene dichloride, Ethylene oxide, hydrogen cyanide, iodomethane, methyl bromide, methyl chloroform, chloride Methylene, naphthalene, phosphine, sulfuryl fluoride, and tetrachloroethane, etc. ), inorganic insecticides (borax, calcium polysulfide, copper oleate, mercurous chloride, thiocyanate potassium thiocyanate, and sodium thiocyanate), chitin synthesis inhibitors (bistrifluoromethyl buprofezin, chlorfluazuron, cyromazine, diflubenzuron, flucyclo Xuron, Flufenoxuron, Hexaflumuron, Lufenuron, Novaluron, Novif lumuron, penfluron, teflubenzuron, and triflumuron), juvenile hormones Antibiotics (epofenonane, fenoxycarb, hydroprene, kinoprene, methoprene) , pyriproxyfen, and triplenone), juvenile hormones (juvenile hormone I, juvenile Juvenile hormone II, and juvenile hormone III), mesoionic insecticides (dichloromethionine, azide and triflumezopyrim), molting hormone agonists (chromafenozide, ha lofenozide, methoxyfenozide, and tebufenozide), molting hormones (α- ecdysone and ecdysterone), molting inhibitors (diofenolan, etc.), precoccus (such as precocene I, precocene II, and precocene III), unclassified insect growth Regulators (dicyclanil, etc.), nereistoxin analogue insecticides (bensultap, rutap, thiocyclam, and thiosultap), pyridylpyrazole insecticides ( Cyclopyrazoflor, etc.), nicotinoid insecticides (flonicamid), nitroguanidine Insecticides such as clothianidin, dinotefuran, imidacloprid, and thiamethoxam etc.), nitromethylene insecticides (such as nitenpyram and nithiazine), pyridylmethyl -Amine insecticides (acetamiprid, cycloxaprid, imidacloprid, nitenpyra , and thiacloprid), organochlorine insecticides (bromo-DDT, camphechlor, , DDT, pp'-DDT, ethyl-DDD, HCH, gamma-HCH, lindane, meth cyclodiene insecticides (such as acyclochlorophenol, pentachlorophenol, and TDE) Lurdrin, Bromocyclen, Chlorbicyclen, Chlordane, Chlordecone, Dildorin Endosulfan, dilol, endosulfan, alpha-endosulfan, endrin, HEOD , Heptachlor, HHDN, Isobenzan, Isodrin, Kerevan, and Mirex etc.), organophosphate insecticides (bromfenvinphos, chlorfenvinphos, black phosphatidylcholine Cyphos, dichlorvos, dicrotophos, dimethylvinphos, phospirate, heptenophos , Metoclotophos, Mevinphos, Monocrotophos, Naled, Naphthalophos, Phosphamide phosphatase, propaphos, TEPP, and tetrachlorvinphos), organothiophosphate insecticides agents (such as dioxabenzophos, phosmethilan, and phenthoate), aliphatic organothiocyanates, Phosphate-based insecticides (Acethion, Amiton, Cadusafos, Chlorethoxyphos, Chlormethamine, Phos, Demephion, Demephion-O, Demephion-S, Demeton, Demeton-O, Demeton-S, Demeton-methyl, Demeton-O-methyl, Demeton-S-methyl, Demeton S-methylsulfone, disulfotone, ethion, ethoprophos, IPSP, isothiocyanate Oate, Malathion, Methacrifos, Oxydemeton-methyl, Oxyphionphos, oxydisulfoton, phorate, sulfotep, terbufos, and thiometon, etc.); Aliphatic amide organothiophosphate insecticides (amidithion, cyanthoate, dimethoate, Ethoate-methyl, formothione, mecarbam, omethoate, prothoate, sofa mido, and vamidothion), oxime organothiophosphate insecticides (chlorphoxime, Phoxim, Phoxim-methyl, etc.), heterocyclic organic thiophosphate insecticides (azamethiphos, etc.), s, coumaphos, cumitoate, dioxathion, endothion, menazone, morphothion , phosalone, pyraclofos, pyridaphenthion, and quinothione), benzothio Pyran organothiophosphate insecticides (such as dicyclophos and cyclophos), benzotriazine Organothiophosphate insecticides (such as azinphos-ethyl and azinphos-methyl), Indole organothiophosphate insecticides (such as Dialiphos and Phosmet), Isoxazolidine Organothiophosphate insecticides (such as isoxathion and zolaprophos), pyrazolopyrimidine Pyridine organothiophosphate insecticides (such as chlorprazophos and pyrazophos), pyridine organothiophosphate insecticides Thiophosphate insecticides (such as chlorpyrifos and chlorpyrifos-methyl), pyrimidines Organothiophosphate insecticides (butathiophos, diazinon, etrimphos, lilimphos, pyrimphos, Rimiphos-ethyl, Pirimiphos-methyl, Pyrimidophos, Pirimitate, and Tebupiri Miphos, etc.), quinoxaline organothiophosphate insecticides (quinalphos and quinalphos-methyl Thiadiazole organic thiophosphate insecticides (atidathion, ritidathion, methionine, etc.) Thiodathion, prothidathion, etc.), triazole organothiophosphate insecticides (Isa zophos and triazophos), phenyl organothiophosphate insecticides (azotoate, bromide, etc.), Bromophos, Bromophos-ethyl, Carbophenothione, Chlorthiophos, Cyanophos, Cyanophos Thioate, dicapton, diclofenthion, etaphos, famful, fenchlorpho fenthion, fenitrothion, fensulfothion, fenthion, fenthion-ethyl, Telophos, iodofenphos, mesulfenphos, parathion, parathion-methyl, phen Ncapton, fosnichlor, profenofos, prothiofos, sulprofos, temephos, Trichlormethaphos-3, Trifenophos, etc.), Phosphonate insecticides (Butonate thiophosphate insecticides (e.g., mecarfone, trichlorfon, etc.), phosphonothioate insecticides (e.g., phenyl Ethylphosphonothioate insecticides (such as fonofos and trichloronaphthalene), phenylphenyl Phosphonothioate insecticides (such as cyanofenphos, EPN, and leptophos), Foramidate insecticides (curfomate, fenamiphos, fosthietan, mephosphorane, phosphorane, and pyrimetaphos), phosphoramidothioate insecticides (acephe isofenophos, isofenophos-methyl, methamidophos, and propetampophos, etc.), phosphorodiamide insecticides (dimefox, magidox, mipaphos, etc.), oxacarb, oxadiazine insecticides (such as indoxacarb, etc.), Oxadiazoline insecticides (such as methoxadiazon), phthalimide insecticides (diarifos, phosmet, and tetramethrin), pyrazole insecticides (tebufenpyrad, tremethrin, etc.), Fenpyrad, etc.), phenylpyrazole insecticides (acetoprole, ethiprole, phytoprole, etc.), Pronil, pyrafluprole, pyriprole, and vaniliprole), pyrethroi Dosester insecticides (acrinatrin, allethrin, bioallethrin, bartholin, biphene thrin, kappa-bifenthrin, bioethanomethylin, chloroprallethrin, ciclethrin cycloprothrin, cyfluthrin, beta-cypermethrin, theta-cypermethrin thrin, zeta-cypermethrin, cyphenothrin, deltamethrin, dimefluthrin, Dimethrine, empenthrin, fenfluthrin, fenpyrithrin, fenpropatryl Fenvalerate, Esfenvalerate, Flucythrinate, Fluvalinate, Fluvalinate, frethrin, heptafluthrin, imiprothrin, meperfluthrin Metofluthrin, epsilon-Metofluthrin, monfluorothrin, epsilon- Momfluorotrin, Permethrin, Biopermethrin, Transpermethrin, Pheno thrin, prallethrin, profluthrin, pyresmethrin, resmethrin, bioresmethrin Phosphorus, cismethrin, tefluthrin, kappa-tefluthrin, teralethrin, tetramethrin fluthrin, tetramethylfluthrin, tralomethrin, and transfluthrin), Retroid ether insecticides (Etofenprox, Flufenprox, Halfen Prox, Protrifenbut, and Silafluofen), pyrimidine amine killers Insecticides (such as flufenerim and pyrimidifen), pyrrole insecticides (chlorfenapyr etc.), tetramic acid insecticides (spiropidione and spirotetramat, etc.), tetro Phosphate insecticides (spiromesifen, etc.), thiourea insecticides (diafenthiuron, etc.), Urea insecticides (such as Flucofuron and Sulkofuron), unclassified nematicides (such as Fluazane dolizine and thioxazafen), and unclassified insecticides (benzpyrimoxane , closantel, copper naphthenate, crotamiton, EXD, fenazaflor, fenoxacin Rim, Fluhexafon, Flupirimine, Hydramethylnon, Isoprothiolane, Malonobe hmm , metaflumizone, nifluridide, oxazole sulfur, priphenate, pyridabe , pyridalyl, pyrifluquinazone, rafoxanide, sulfoxaflor, triatane, and triazamates), and any combination thereof. Not limited to.

[0023] In addition, the compound I of the present invention may be mixed with the compound I of the present invention in a medium selected for application. In combination with herbicides that are compatible with and do not antagonize the activity of compound I, The fungicidal compounds I of the present disclosure can be used in a variety of applications, including the formation of synergistic mixtures thereof. In some cases, it may be used in combination with one or more other herbicides to control a variety of undesirable plants. When used in combination with herbicides, the currently claimed chemicals Compound I may be formulated with herbicide(s) or tank-mixed with the herbicide(s). They may be applied either separately or sequentially with the herbicide(s). Typical herbicides include amide-based Herbicides (Aridochlor, Beflubutamid, Benzadox, Benzipram, Bromobutide, Cafenstrole, CDEA, Ciprazole, Dimethenamid, Dimethenamid-P, Dif Enamide, epronaz, etonipromide, fentrazamide, flupoxam, fomesafe , halosaphene, isocarbamide, isoxaben, napropamide, naptalam, petoxin amides, propyzamides, quinonamides, tebutam, and thiaphenacyl), anilides Herbicides (chloranocryl, cisanilide, clomeprop, cypromide, diflufenica , etobenzanide, phenaslam, fluphenacet, flufenican, mefenacet, Mefluidide, Metamifop, Monalide, Naproanilide, Pentanochlor, Picolinaf arylalanine herbicides (benzoylprop, fluorenylprop, etc.) , Flamprop-M, etc.), chloroacetanilide herbicides (acetone Chlor, alachlor, butachlor, butenachlor, delachlor, diethathyl, dimethachlor , metazachlor, metolachlor, S-metolachlor, pretilachlor, propachlor, Propisochlor, purinachlor, terbuchlor, thenylchlor, and xylachlor, etc. ), sulfonanilide herbicides (benzofluor, perfludione, perfluidon, pi Rimisulfan, Profluazole, etc.), sulfonamide herbicides (Ashram , carbasulam, phenasulam, and oryzalin), thioamide herbicides (chlor Thiamide, etc.), antibiotic herbicides (bialaphos, etc.), benzoic acid herbicides (chlorambe, etc.) benzoquinone, dicamba, 2,3,6-TBA, and tricamba), pyrimidinyloxybenzoates Fragrance-based herbicides (such as bispyribac and pyriminobac), pyrimidinylthiobenzoic acid Herbicides (such as pyrithiobac), phthalic acid herbicides (such as chlorthal), picolinic acid Herbicides (aminopyralid, clopyralid, florpyrauxifen, halauxifen) , and picloram), quinoline carboxylic acid herbicides (quinclorac and quinme lac, etc.), arsenical herbicides (cacodylic acid, CMA, DSMA, hexaflurate, MA A, MAMA, MSMA, potassium arsenite, and sodium arsenite), benzoyl Cyclohexanedione herbicides (fenquinotrione, lancotrione, mesotrione, Sulcotrione, tefuryltrione, and tembotrione), benzofuranyl arsenic Killsulfonate herbicides (such as benfuresate and ethofumesate), benzothiazo Herbicides based on benzoyl (benzazolin, etc.), carbamate herbicides (Ashram, Carboxazol le, chlorprocarb, dichromate, phenaslam, carbutyrate, and terbuca Lubu, etc.), carbanilate herbicides (Barban, BCPC, Carbaslam, Carbetami CEPC, chlorbufam, chlorpropham, CPPC, desmedipham, phenytoin Sofam, Phenmedipham, Phenmedipham-ethyl, Propham, and Swet cyclohexene oxime herbicides (aloxydim, butroxydim, cleotidim, etc.) , cloproxydim, cycloxydim, propyloxydim, sethoxydim, tepraloxy cyclopropyl isoxazole herbicides (isopropyl isoxazole, etc.) dicarboxyimide herbicides (such as cisachlorothol and isoxaflutole) -ethyl, flumezin, flumiclorac, flumioxazin, and flumipropine etc.), dinitroaniline herbicides (benfluralin, butralin, dinitramine, ethoxylated Rufluralin, fluchloralin, isopropanol, methalpropanol, nitralin, oliproanol (e.g., fluralin, pendimethalin, prodiamine, profluralin, and trifluralin) , dinitrophenol herbicides (dinofenate, dinoprop, dinosam, dinoseb, dinoterb, DNOC, ethinofen, and medinoterb), diphenyl ether Herbicides (ethoxyfen, etc.), nitrophenyl ether herbicides (acifluorphe Aclonifen, Bifenox, Chlomethoxyfen, Chlornitrofen, Ethyl Nipromid, Fluorodifen, Fluoroglycofen, Fluoronitrofen, Fomesa Fen, Furyloxyfen, Halosaphen, Lactofen, Nitrofen, Nitroful fluorfen, and oxyfluorfen), dithiocarbamate herbicides (dazometh herbicides (such as metham and metham), halogenated aliphatic herbicides (such as arorac, chloropon, dalapon, etc.) , flupropanate, hexachloroacetone, iodomethane, methyl bromide, monochloroacetic acid acid, SMA, and TCA), imidazolinone herbicides (imazamethabenz, imaza Mox, Imazapic, Imazapyr, Imazaquin, and Imazaimazethapyr, etc. Inorganic herbicides (ammonium sulfamate, borax, calcium chlorate, copper sulfate, dibasic sulfate) Ferrous iron, potassium azide, potassium cyanate, sodium azide, sodium chlorate, and and sulfuric acid, etc.), nitrile herbicides (bromobonyl, bromoxynil, chloroxynil, clopyranil, dichlobenil, iodobonil, ioxynil, and pyraclonil, etc. , organophosphate herbicides (amiprophos-methyl, anilofos, bensulide, vilanaphos, Butamiphos, 2,4-DEP, DMPA, EBEP, fosamine, glufosinate, glufos cinate-P, glyphosate, and piperophos), phenoxy herbicides (bromophenate, Phenoxime, Clomeprop, 2,4-DEB, 2,4-DEP, Diphenopentene, Di Sul, Elbon, Etonipromide, Fenteracol, and Trifopsim, etc.), Oxygen Sadiazoline herbicides (Methazole, Oxadiargyl, Oxadiazon, etc.), Oxa Herbicides based on phenylalanine (e.g., fenoxasulfone), 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 and 2,4,5-TB, etc.), phenoxypropionic acid herbicides (cloprop, 4-C PP, Dicloprop, Dicloprop-P, 3,4-DP, Fenoprop, Mecoprop , and mecoprop-P), aryloxyphenoxypropionic acid herbicides (Chloradifop, Clodinafop, Clofop, Cyhalofop, Diclofop, Pheno fenoxaprop, fenoxaprop-P, fentiaprop, fluazifop, fluazifop Zyfop-P, Haloxyfop, Haloxyfop-P, Isoxapyrifop, Metamifop quizalofop, propaquizafop, quizalofop, quizalofop-P, and trifop), Phenylenediamine herbicides (dinitramine, prodiamine, etc.), pyrazole herbicides agents (pyroxasulfone, etc.), benzopyrazole herbicides (benzofenap, pyrasul Hotol, pyrazolinate, pyrazoxyfen, tolpyralate, and topramezone etc.), phenylpyrazole herbicides (fluazolate, nipyraclofen, pioxadene , and pyraflufen), pyridazine herbicides (credazine, cyclopyrimorate, etc.), , pyridafol, and pyridate), pyridazinone herbicides (bromopyrazone, Loridazone, Dimidazon, Flufenpyr, Metoflurazone, Norflurazone, Oxapi razon, and pidanone), pyridine herbicides (aminopyralid, cliodinate, Clopyralid, dithiopyr, florpyrauxifen, fluroxypyr, halauxiifen , haloxyzine, picloram, picolinafen, pyriclor, thiazopyr, and thiazopyr. riclopyr), pyrimidinediamine herbicides (iprimidum and thioclorim, etc.) ), quaternary ammonium herbicides (Cyperquat, Diethamquat, Difenzoquat, Di quat, morphocort, and paraquat), thiocarbamate herbicides (butyric acid, esterate, cycloesterate, di-esterate, EPTC, esprocarb, ethiolate, iso Pollinate, methiobencarb, molinate, orbencarb, pebulate, prosulfo Carb, pyributicarb, sulfurate, thiobencarb, thiocarbazyl, tri-a thiocarbonate herbicides (Dimexa, EXD, etc.) and Proxan, etc.), thiourea herbicides (Methiuron, etc.), triazine herbicides (Di Propetrine, indaziflam, triaziflam, and trihydroxytriazine, etc. ), chlorotriazine herbicides (atrazine, chlorazine, cyanazine, cyprazine, ethamidine, Glynadin, Ipazine, Mesoprazine, Procyadin, Proglinadin, Propazine, Se butyrazine, simazine, terbuthylazine, and triethazine), methoxytriazine Herbicides of the benzophenone family (atraton, methometon, prometon, secubumeton, simeton, and tetramethone) Lubumeton, etc.), methylthiotriazine herbicides (ametryn, adiprothrin, cia Natrin, Desmethrin, Dimethamethrin, Metoprothrin, Prometryn, Simetryn , and terbutryn), triazinone herbicides (amethidione, amivudine, hexa Sazinone, isomethiozine, metamitron, metribuzin, and trifludimoxazine etc.), triazole herbicides (amitrole, cafenstrole, epronaz, and and flupoxam), triazolone herbicides (amicarbazone, bencarbazone, carbazon, Fentrazone, flucarbazone, ipfencarbazone, propoxycarbazone, sul Fentrazone, and thiencarbazone-methyl, etc.), triazolopyrimidine herbicides Agents (cloransulam, diclosulam, florasulam, flumetoslam, metosulam, peno quisutulam, and pyroxtasulam, etc.), uracil herbicides (benzphendizone, Romacil, butafenacil, flupropacil, isocyl, lenacil, saflufenacil, and terbacil), urea herbicides (benzthiazuron, cumyluron, cyclouron, Dichloralurea, Diflufenzopyr, Isonoruron, Isouron, Methabenzthiazuro phenylurea herbicides (anisouron, buturono, etc.); chlorbromuron, chloreturon, chlorotoluron, chloroxuron, dymron, Difenoxuron, Dimefuron, Diuron, Fenuron, Fluometuron, Fluothiuro , isoproturon, linuron, methiuron, methyldiuron, metobenzuron, metho Bromuron, metoxuron, monolinuron, monuron, nebulon, parafluron, pheno benzuron, ciduron, tetrafluron, and thidiazuron), pyrimidinylsulfuron Fonyl urea herbicides (amidosulfuron, azimsulfuron, bensulfuron, chloramin Sulfamuron, Cyclosulfamuron, Ethoxysulfuron, Flazasulfuron, Flucetosulf lon, flupyrsulfuron, foramsulfuron, halosulfuron, imazosulfuron, me Sosulfuron, Metazosulfuron, Nicosulfuron, Orthosulfamuron, Oxasulfuron Furo, primisulfuron, propyrisulfuron, pyrazosulfuron, rimsulfuron, Sulfometuron, sulfosulfuron, and trifloxysulfuron), triazinon Sulfonylurea herbicides (chlorsulfuron, cinosulfuron, ethametsulfuron, Iodosulfuron, Iofensulfuron, Metsulfuron, Prosulfuron, Chifen vinegar sulfuron, triasulfuron, tribenuron, triflusulfuron, and tritosulf ron, etc.), thiadiazolyl urea herbicides (buthiuron, ethidimuron, tebuthiuron, etc.) , thiazafluron, and thidiazuron), and unclassified herbicides (acrolein , Allyl alcohol, Aminocyclopyrachlor, Azaphenidine, Bentazone, Benzo Bicyclon, bicyclopyrone, butidazole, calcium cyanamide, cambenzyl chloride , rolfenac, chlorfenprop, chlorflurazole, chlorflurenol , cinmethylin, clomazone, CPMF, cresol, cyanamide, cyclopyrimorate , ortho-dichlorobenzene, dimepiperate, endothal, fluoromidine, fluri Don, Flurochloridone, Flutamon, Fluthiaset, Indanofan, Isothioshi Methyl anthrate, OCH, oxaziclomefone, pentachlorophenol, pentoxazone , phenylmercuric acetate, prosulfarin, pyribenzoxim, pyriftalid, quinoclami triptanil, sulglicapine, thidiazimine, tridiphane, trimeturon, triptanil These include, but are not limited to, lopindan, and tritac.

[0024] The compounds I of the invention may also comprise further active compounds and / or may be used in combination with them. These further compounds may be organic compounds, inorganic fertilizers, if Plant health stimulants, such as micronutrient donors, or other conditions that affect plant growth The preparation may be a preparation (such as an inoculum).

[0025] In another embodiment, compound I may also be used in the preparation of Bacillus strains, e.g., Bacillus subtilisvar.amyloiquefaciens FZB24(TAEG RP (registered trademark)) and Bacillus amyloiquefaciens FZ B42 (RHIZOVITAL®), VotiVo™ Bacillus firmus, Clariva(trademark)(Pasteuria nishizawae ), Bacillus thuringiensis, Trichoderma spp. ., and / or activity against insects, mites, nematodes, and / or plant pathogens. The group includes, but is not limited to, mutants and metabolites of each strain that exhibit may contain, and be applied together and / or sequentially with, other biological organisms. stomach.

[0026] One embodiment of the present disclosure is a method for controlling or preventing fungal attack. , soil, plants, roots, leaves, seeds, or fungal parts, or parts to be prevented from infestation (e.g. For example, application to cereal or grape plants) in a fungicidally effective amount of compound I. Compound I is effective in treating a variety of plants at fungicidal levels while exhibiting low phytotoxicity. Compound I may be useful in both protective and / or antiparasitic modalities.

[0027] The compounds of formula I have been found to have significant fungicidal activity, particularly 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., the content or or composition improvement), as well as the ability to respond to abiotic and / or biotic stresses in plants. These may include, but are not limited to, improved tolerance to

[0028] In particular, the composition is effective in orchard, vineyard, and plantation crops. The composition is effective in controlling a variety of undesirable fungi that infect plants, for example: Various Ascomycete and Basidiomycete species, including representative fungal species It can be used against fungi.

[0029] For stone fruits and pome fruits: Spot disease (Mycosphaerella cerevisiae) ella, Mycosphaerella pyri, Cercospora rubr otincta), anthrax (Glomerella cingulata, Glomer ella acutata), cherry spot disease (Blumeriella jaapi i), powdery mildew (Podosphaeria leucotricha, Podosp haeria pannosa), Alternaria rot / black spot (Altern aria alternata, A.gaisen), rubber disease (Botryosphae ria spp.), fruit rot (Botrytis cinerea), black spot (Ve nturia inequalis, V.pirinia, V.carpophila, V.nashicola, Venturia spp.), Sclerotiu m rolfsii), black rot (Botryosphaeria obtusa), A Alternaria leaf spot and rot disease (Alternaria mali, Alt ernaria spp.), Cedar apple rust (Gymn osporangium juniper-virginianae, American hawthorn American hawthorn rust (Gymnosporag Gymnosporangium globosum, Japanese pear rust (Gymnosporangium a siaticum), European pear rust (Gymnosporangium sabi nae), Cairn pear rust (Gymnosporangium kernianum) , Pacific Coast pear rust (Gymnosporangium libocedri), Mountain pear rust (Gymnosporangium nelsoni), anthracnose ( bitter rot) (Colletotrichum spp.), white rot (Bo tryosphaeria dothidea), black rot (Diplodia ser iata), sooty spot and flyspeck (Dothideo mycetes and Sordariomycetes pathogen complex), Fabr aea spot disease (Fabraea maculata, Diplocarpon mesp) ili), brown spot (Stemphylium vesicarium), Brooks fruit Leaf spot (Mycosphaerella pomi), Phoma leaf spot and fruit spot disease (Phoma spp.), leaf spot disease (Phyllosticta solitar) ia), black scab and blister canker (Ellise mbia asterinum), apple ring spot disease (Botryosphaeria sp. p.), quince end rot (Sclerotinia sclerotiorum), Mo nilinia leaf blight and brown rot (Monilinia spp.), Mars sonina spot leaf blight (Diplocarpon mali), blue mold (Penic) illium spp.), gray mold (Botrytis cinerea), and Canker and wood rot (Neonectria spp., Neofabr aea spp., Diaporthe spp., Valsa spp., Botry osphaeria spp., Armillaria spp., Chondros tereum spp., Schizophylum spp., Stereum sp. p., Trametes spp.);

[0030] For grapes: Black rot (Guignardia bidwellii, Phytophthora llosticta ampelicida), anthrax (bitter rot) (Gr. eeneria uvicola), Eutypa branch dieback (Eutypa lata) , Botryosphaeria blight and Macrophoma rot (Botr yosphaeria spp.), Botrytis bunch rot and blight (Bo trytis cinerea, Phomopsis stem spot and leaf spot (Phom opsis viticola, Cryptosporella viticola), Rotbrenner's disease (Pseudopezicula tra) cheiphila, Pseudopeziza tracheiphila), anthrax (anthracnose)(Elsinoe ampelina), Rust (Phak opsora ampelopsidis, Phakopsora euvitis), Septoria leaf spot (Septoria ampelina), Leaf blight (Pseudomonas moniliformes) docercospora vitis), leaf spot disease (Briosia ampelo) phaga), powdery mildew (Erysiphe necator), white rot (Coni ella diplodiella, Pilidiella diplodiella) , late rot (Colletotrichum spp.), berry rot and mildew (Al ternaria spp., Cladosporium spp., Botrytis cinerea, Colletotrichum spp., Diplodia s. pp., Greeneria spp., Phomopsis spp., Asperg. illus spp., Penicillium spp., Rhizopus spp. ., Fusarium spp., Stemphyilium spp., Ascoch yta spp.);

[0031] For strawberry: Septoria sclerotinia and spot disease (Septoria sp.) p.), powdery mildew (Sphaerotheca macularis, Podosph aera macularis), anthrax (Colletotrichum spp.) , Common leaf spot (Mycosphaerella fragariae), Cerco spora spot disease (Cercospora spp.), leaf rust (Phragmidii um potentillae, Frommeella tormentillae), Sclerotinia crown rot and fruit rot (Sclerotinia scl erotiorum), Alternaria fruit rot and black spot (Alterna ria spp.), anther and pistil blight / black root rot / sclerotin brown rot (Rhiz octonia spp.), charcoal rot (Macrophomina phaseoli) na), Coniothyrium disease (Coniothyrium fuckelii, Coniella fragariae), Dematophora root rot and roots Rot disease / White root rot disease (Rosellinia necatrix), Diplodina Leaf and stem rot (Phoma lycopersici), fruit rot (Aspergillus niger, Cladosporium spp., Pen icillium spp.), Byssochlamys rot (Byssochla mys fulva), fruit spot disease (Peronospora potentillae) , Sphaeropsis malorum, Sclerotium rolfsii, Schizoparme straminea, Gray mold leaf spot and head rot (Botrytis cinerea) caused by gray leaf blight , leaf scorch (Diplocarpon earlianum ), Pestalotia fruit rot (Pestalotia sp.), leaf blight (L eaf blight) (Phomopsis obscurans), Posthar vest rot (Botrytis cinerea, Pichia spp., Sac charomyces spp.), southern blight (Sclerotium rolfsii) ;

[0032] For bananas: anthracnose (Colletotrichum musae, Armi llaria corn rot (Armillaria mellea, Armill aria tabescens), black cross disease (Phyllachora musicol a), black root rot (Rosellinia bunodes), black Sigatoka disease (Myco sphaerella fijiensis), brown blotch leaf fall disease (Brown blot ch) (Pestalotiopsis leprogena), brown spot disease (Cercos pora hayi), Ceratocystis fruit rot (Ceratocysti s paradoxa), cigar-end disease (Verticill ium theobromae, Trachysphaera fructigena) , Cladosporium speckle disease (Cladosporiu m musae), corn dry rot (Junghuhnia vincta), Co rdana spot disease (Cordana johnstonii, Cordana musa e), Colletotrichum musae, Verticilli um theobromae, Fusarium spp., Acremonium s. pp.), Cylindrocladium root rot (Cylindrocladium spp.), Deightoniella fruit speckle disease, wilt disease, spot disease, and tip rot (Deightoniella torulosa), diamond spot disease (Diamond spot)(Cercospora hayi, Fusarium spp.), Sanjak banana tip rot (Nattrassia mangiferae ), eye spot (Drechslera gigantean), fruit spot (Guigna rdia musae), fruit rot (Botryosphaeria ribis), Fungal root rot (Fusarium spp., Rhizoctonia spp.), Fungal leaf spot (Colletotrichum musae), leaf rust (Uredo musae, Uromyces musae), leaf speckle disease (Acrodontiu m simplex), Spot disease (Curvularia eragrostidis, D rechslera musae-sapientum, Leptosphaeria musarum, Pestalotiopsis disseminata), main stem rot disease (Ceratocystis paradoxa), Malayan leaf spot disease (Haplobas idion musae), Marasmiellus rot (Marasmiellu s inoderma), Panama disease (Fusarium oxysporum f.sp .cubense), peduncle rot (Lasiodiplodia theobromae) , Fusarium spp., Verticillium theobromae), Pestalotiopsis spot disease (Pestalotiopsis palmaru) m), Phaeoseptoria musae , Pitting (Pyricularia grisea), pseudostem Heart rot (Fusarium moniliforme), root rot and rot (Cyl indrocarpon musae), Sclerotinia fruit rot (Scle rotinia sclerotiorum), Septoria spot disease (Septor ia eumusae), leaf sheath rot (Nectria foliicola, Myco sphaerella musicola), sooty mold (Limacinula tenu is), speckle disease (Mycosphaerella musae), butt rot (Ni grospora sphaerica), stem rot (Colletotrichum musae), tropical speckle disease (Ramichloridium musae), V Verticillium tip rot (Verticillium theobromae) , and yellow sigatoka disease (Mycosphaerella musicola).

[0033] Compound I is useful in treating plant diseases in agriculturally useful orchard, vineyard, and plantation crops. It has been found to have significant fungicidal activity against pathogenic fungi. These diseases include: Monilin, which causes brown rot of stone fruit flowers and fruits, especially for agricultural use ia laxa and Monilinia fructicola, fruit rot diseases of stone fruits Rhizopus stolonifera, which causes apple powdery mildew Podosphaera leucotricha, the cause of apple spot disease ernaria mali, Venturia pyrina, which causes pear spot disease; Capnodium spp., which causes sooty pear disease, and powdery mildew on grapes Erysiphe necator, which causes gray mold of strawberries and grapes Trytis cinerea and Mycosp causing banana black Sigatoka disease Compound I is effective against agricultural and horticultural crops. It is particularly useful for use with

[0034] Compound I has broad spectrum effectiveness as a fungicide. The exact amount of active material to be applied is In addition to the particular active material to be applied, the particular effect desired, the fungal species to be controlled, and and their developmental stages, as well as parts of plants or other products that are contacted with the compounds. Therefore, compound I and formulations containing it may be used at similar concentrations. may not be equally effective against the same fungal species.

[0035] Compound I is useful for use with plants in disease-inhibiting, botanically acceptable amounts. The term "disease-inhibiting, botanically acceptable amount" refers to the amount of the compound or compound(s) whose control is desired. Amount of a compound that kills or inhibits a plant disease without being significantly toxic to the plant This amount is generally about 0.1 to about 1000 ppm (parts per million), and is generally between 1 and 500 ppm. The exact concentration of compound required will depend on the fungal disease being controlled, the composition of the plant being used, and the type of fungus being treated. These vary with the type of formulation used, the method of application, the particular plant species, and the climatic conditions. Application rates are typically from about 0.10 to about 4 pounds per acre (1000 sq. m. Approximately 0.01 to 0.45 grams (g / m 2 )) is within the range.

[0036] Any ranges or desired values ​​provided herein are within the skill of the art to understand the teachings herein. It may be expanded or modified, as would be obvious to a person skilled in the art, without losing the desired effect. can. EXAMPLES

[0037] [ka]

[0038] Against flower brown rot disease (MONILA, Monilinia laxa) in stone fruits Field evaluation of compound I: Applied in a 5% EC formulation and diluted with adjuvant (Trycol, 0.2% v / v at 50% Fungicidal treatments containing Compound I tank-mixed with 50 mg / ha of 100% ... The application was carried out twice during the flowering period at 100 and 150 grams of active ingredient (g ai / ha). The application was carried out at 7-day intervals. The treatments were performed in four replicates and approximately 4.7x the time of the final (protective) application. Part of the experimental trial was designed as a randomized complete block with a plot of 3.1 m. Compound I was applied at 500 nm using a single backpack applicator, MISTBLOW. It was applied at a water rate of L / ha.

[0039] Ten pre-marked branches per tree were assessed for MONILA disease damage to flowers. The number of infected flowers was counted and the resulting percentage incidence was calculated. Staining was evaluated three times during the study, at 10, 14, and 20 days after the second application. The disease 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 a percentage of the untreated control. The results are provided in Table 1.

[0040] Against brown rot of stone fruit (MONIFC, Monilinia fructicola) Field evaluation of compound I: Applied in a 5% EC formulation and diluted with adjuvant (Trycol, 0.2% v / v at 50% Fungicidal treatments containing Compound I tank-mixed with 50 mg / ha of 100% ... 100 and 150 grams of active ingredient (g ai / ha) twice during fruit ripening , sprayed onto nectarine plant stands (PRNPN, California variety). The treatments were performed at day intervals, with inoculation occurring 12 days before the first (therapeutic) application. Designed as a randomized complete block with replications and plots of approximately 4.3 × 6.0 m. As part of the experimental testing, Compound I was administered using a single backpack applicator, the MISTBL It was applied using OW at a water volume of 800 L / ha.

[0041] Material collected from this study (dried) was subjected to immunoassay and then PCR assay. By doing so, the pathogen Monilinia fructicola (MONI FC). 8 days after application B (8DAAB), brown rot at harvest was One hundred randomly picked fruits per plot were evaluated to determine whether they had disease. Fruit incidence and then percent control were calculated using Abbotts. Sixty visually healthy fruit samples per plot were placed on alveolar plates and stored at low temperature. The samples were then kept at 20°C for 14 days (shelf life). Several evaluations were performed to determine disease occurrence during simulated shelf life. Specifically, the time of taking out from the cold storage (after 5 days of refrigeration, 13 DAAB), and then 15, 17, and 2 The percentage of rotten fruit was determined at 0 and 23 DAAB. Calculate the percent fruit (incidence) and then the percent control using Abbotts The results of the simulation of harvest and storage shelf life are provided in Table 2.

[0042] Brown rot of apricots (MONIFC, Monilinia fructicola) and and Rhizopus stolonifer (RIZPST) Field evaluation of Compound I against: A field trial was conducted to evaluate the utility of Compound I against stone fruit rot using apricots. Part of the experimental study was performed in a randomized complete block with four replications using a microplot method. In the microplot method, instead of using the entire replicate, each replicate was designed as a lock. Two mature fruits or fruit clusters on a single branch were selected (total of 10 replicates). Treatments were identified by color flagging. Compound I was tank-mixed with tryptophan (Trycol, 0.2% v / v, 50% w / w). The fungicidal treatments were performed at 50, 100, and 150 grams of active ingredient per hectare ( g ai / ha) was sprayed on apricots (PRNAR). Applications to selected mature apricots were The spraying was carried out 7 days before harvest using a hand-held manual spray bottle at a water volume of 500 L / ha. After one day of use, place a ZipLoc plastic bag over the fruit or fruit clusters and store in a cool, dark place. Inside the fruit cover, MONIFC (Rhizopus is a natural population present in the orchard) The plants were sprayed with an inoculum mixture of 100 ml of 100% water (100 ml of 100% water). The plastic bags were removed after 24 hours. Harvest At 150 °C, fruits were collected in the field and placed in plastic Tupperware containers. Pour 1 mL of deionized water into the bottom of the Tupperware container and allow the fruit to drip with a fine mist of water. The container was then transferred to the laboratory and placed inside a large garbage bag to maintain high humidity. The plants were incubated on a laboratory bench at approximately 23°C. Visual disease incidence was monitored over the course of the test. The plots were evaluated after 9 and 16 days. The recorded incidence data was used to determine the disease severity of each plot. Area under the progression curve (AUDPC) was calculated. Relative AUDPC (control based on AUDPC) The percent control was calculated as a percent of the untreated control. The results are provided in Table 3.

[0043] Brown rot of peach (MONIFC, Monilinia fructicola) and Rhizopus stolonifer (RIZPST) Field evaluation of compound I against: Field trials evaluating the utility of Compound I against stone fruit rot were also conducted on peaches. Part of the experimental study was performed in a randomized complete block with four replications using a microplot method. In the microplot method, instead of using the entire replicate, each replicate was designed as a lock. Two mature fruits or fruit clusters on a single branch were selected (total of 10 replicates). Treatments were identified by colored flagging. One day before the first application, ZipLoc plastic Place the plastic bag over the fruit or bunch of fruit and place the MONIFC The inoculation mixture was sprayed on the plants. The plastic bag was removed after 24 hours. Then, After 1 h, the vaccine was administered in a 5% EC formulation and adjuvant (Trycol, 0.2% v / v for 5 h) was added. Fungicide treatments containing Compound I tank-mixed with 0% w / w) were administered at 500 mg / ha. Peach (PRNPS) was grown at 0, 100, and 150 grams of active ingredient (g ai / ha). ) were sprayed twice. Applications to selected mature peaches were performed using CO 2 Using a powered inoculation spray gun, Watering was performed at 500 L / ha 14 and 7 days before harvest. Collect and place in a plastic Tupperware container. 150 mL deionized water The mixture was poured into the bottom of a Tupperware container and the fruit was sprayed with a fine mist of water. The container was transferred to the laboratory, sealed in a large garbage bag to maintain high humidity, and left on the laboratory bench for approximately The plants were incubated at 23°C. The percentage of visual disease incidence and severity was determined by The study was evaluated 17 days after the first application, and the results are provided in Table 4.

[0044] Podosphaera leucotricha (PODOLE) in apple fields Field rating: Evaluation of PODOLE Compound I on apple was carried out in two separate field trials. In the first study, a 5% EC formulation of Compound I was administered in combination with an adjuvant (ETHOMEN A fungicidal treatment containing T18H, 1.0% v / v and 50% w / w) was administered seven times during the growth period. , sprayed on apple (MABSD, Imperatore Dallago cultivar) plant stands. The first application was performed under open field conditions, under natural infection with powdery mildew, during the plant growth stage, with BBCH. The following six applications were applied approximately 10 days apart: at 100, 150, and 200 grams of active ingredient per hectare (g ai / The treatment was applied in a 4.2×7.5 m plot with 4 replications. The study was part of a randomized complete block experimental study. , Packback plot sprayer (TRACKSP, Andreoli Engineer ing) at a water volume of 800 L / ha and pressurized at 450 kPa.

[0045] In the second study, a 5% EC formulation of Compound I was administered in combination with an adjuvant (ETHOMEN A fungicidal treatment containing T18H, 1.0% v / v and 50% w / w) was administered for 7 days during the growth period. In the past, apple (MABSD, Imperatore Dallago variety) plants were sprayed with The first application was performed under open field conditions, under natural infection with powdery mildew, during the plant growth period, using BBC. The following six applications were applied approximately 10 days apart: Preparation of Compound I The formulation was applied at 100, 150, and 200 grams of active ingredient per hectare (g ai The treatments were applied at 1000m² / ha with four replications and plots of approximately 4.2 x 7.5 m. The study was part of a randomized complete block experimental study. The self-propelled multi-plot track sprayer (TRACKSP, Andreoli E It was applied at a water volume of 800 L / ha using a water pump (engineering) and pressurized at 450 kPa. It was pressured.

[0046] Disease severity in both trials was assessed by leaf incidence and leaf swarm rate on 100 randomly selected leaves. The infection was evaluated as a percentage of infection. In the first test, mildew infection was performed using three applications. The study was evaluated 3 days after D (3DAAD), 7DAAF, and 5DAAG. , powdery mildew infection, 4 times, 6DAAB, 2DAAD, 7DAAF, and 5DAAG. The recorded visual infestation data set was used to estimate the disease progression curve for each plot. The area (AUDPC) was calculated. The relative AUDPC (% control based on AUDPC) was calculated as: Results were calculated as a percentage of the untreated control and are provided in Table 5.

[0047] Field Evaluation of Alternaria mali (ALTEMA) on Apple: Compound I against apple spot disease (ALTEMA) in both protective and curative modes Evaluation of the compound was carried out in two separate field trials. In the protective trial, the compound was administered alone or as an adjuvant. (Agnique BP420, 0.3% v / v at 50% w / w, or ETHOME EN T18H, 0.2% v / v and 50% w / w) with 10% EC of Compound I The fungicide treatment containing the agent was administered six times during the apple growth period to apples (Hongxing cultivar). ) plant populations, with each application spaced 15 days apart. The compound I formulation was administered at 100, 125, and 150 grams per hectare. The active ingredient was applied at a dose of g ai / ha and at a water volume of 4500 L / ha. The rats were inoculated with the spot disease pathogen three times, with the first inoculation being applied 2 days after the first application (application A, 2D AAA) and subsequent application was performed on 2DAAC and 2DAAD. The study was conducted as a randomized complete block with three replications and a plot size of three trees. This was part of an experimental test designed to

[0048] In therapeutic trials, the drug was administered alone or with an adjuvant (Agnique BP420, 0.3% 50% w / w in v / v, or ETHOMEEN T18H, 50% w in 0.2% v / v A fungicidal treatment containing a 10% EC formulation of Compound I along with 10% EC (w / w) was administered to apples during the growing season. The apple plant population (Hongxing variety) was sprayed six times during the period, with each application lasting for 15 days. Compound I formulations with or without adjuvant were applied to the plots per hectare. The plants were applied at 100, 125, and 150 grams of active ingredient per hectare (g ai / ha) for 4 days. The experimental plots were inoculated with the spot disease pathogen three times, the first The inoculation was carried out 5 days before the first application. The second inoculation was 5 days before the third application and the third inoculation was 5 days before the third application. The third inoculation was five days before the fourth application. This treatment was performed on three replicates and three trees. The study was part of an experimental trial designed as a randomized complete block with plot size. Ta.

[0049] Disease incidence was assessed as the percentage of leaf disease per plant. Leaf spot infection was assessed six times, with the final assessment being 90 days after the first application. Using the visual infection dataset, the area under the disease progression curve (AUDP) for each plot was calculated. C) was calculated. Relative AUDPC (% control based on AUDPC) was calculated as the percentage of untreated controls. The results were calculated as a percentage and are provided in Table 6.

[0050] Venturia pyrina (VENTPI) and Capnodiu on pear Field evaluation of m sp. (CAPDSP): A 10% SC formulation of Compound I was administered in three different adjuvants: Agnique BP4; 20(50%w / w at 0.3%v / v), Ethomeen T18H(0.15%v / v), and tank mix with Trycol (50% w / w at 0.3% v / v). Compound I formulations were mixed at 50, 100, 150, and 200 grams per hectare. The amount of active ingredient (g ai / ha) in Lamb is approximately 2.5m high on pear trees (Highland variety). The test was carried out to test the effectiveness of natural pear scab and sooty pear disease in open field conditions. The disease infection was based on six foliar applications during the growing season, spaced approximately 12 days apart. The experiment was designed as a randomized complete block with 10 replicates and plots of approximately 3 x 5 m. The Compound I formulation was sprayed at 1500 nm using a SOLO mist sprayer. It was applied at a water rate of L / ha.

[0051] For the VENTPI evaluation, the control percentage was determined by randomly selecting 50 plants per plot. Based on the incidence and severity of disease in treated fruit versus untreated controls. In the CAPDSP evaluation, percent control was calculated based on Abbotts and untreated controls. The percent control of both diseases was calculated using the percent leaf severity using the 1. The results were calculated to be 1 DAAE, 7 DAAF, and 15 DAAF. The results are provided in Table 7.

[0052] Field Evaluation of Erysiphe necator (UNCINE) on Grape: Applied in a 5% EC formulation and diluted with adjuvant (Trycol, 0.2% v / v at 50% Fungicidal treatments containing Compound I tank-mixed with 50 mg / ha of 100% ... The grapevine plant community (V) was treated with 100 and 150 grams of active ingredient (g ai / ha). ITVI, Chardonnay varieties). This test was performed in a natural environment under open field conditions. Infection was based on six foliar applications during the growing season, spaced approximately 10 days apart. The study was designed as a randomized complete block with replication and plots of approximately 3.0 × 7.0 m. Compound I formulations were administered in a self-propelled multiplot track sprayer. Using a fog machine (TRACTAIR, Andreoli Engineering), 1 It was applied at a water volume of 000 L / ha and pressurized at 400 kPa.

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

[0054] Field control of Botrytis cinerea (BOTRCI) on strawberries and grapes. evaluation: For strawberries: applied in a 5% EC formulation and without adjuvant (Trycol, 0 A fungicidal treatment containing Compound I tank-mixed with 0.2% v / v and 50% w / w was administered at 1 h. at 50, 150, and 200 grams of active ingredient per hectare (g ai / ha), Strawberry plants (FRAAN, Candonga variety) were sprayed. The test lasted for approximately 10 days. Based on four spray applications during the growing season at intervals, gray mold inoculation was observed after the final application (plant growth The treatment was carried out in four replicates and on a plot of approximately 2.0 × 5.0 m. The subjects were part of an experimental study designed as a randomized complete block with a set size of 100 mg / kg / day. Compound I formulations were sprayed in a pack-back plot sprayer (BKPCKENG, Solo433; Using HCSOLID-Albutz ATR80 yellow nozzle, 800L / ha The amount of water was applied and the pressure was 300 kPa.

[0055] Disease severity was assessed by the fruit incidence rate of fruit damage in 100 random fruit samples per plot. The survival rate was recorded as a percentage. Botrytis infection was observed after two and three applications (10DA Patients were evaluated 10 days after AC and 10 DAAD. Recorded incidence data were used to determine The area under the disease progress curve (AUDPC) of the plots was calculated. The % control based on PC was calculated as a percentage of the untreated control. The results are presented in Table 9. Provide.

[0056] Simulation of shelf life of strawberries (three replicates): fungicide treatment, grown in a dark room After maturation, the healthy fruits were harvested and stored. The fruit was then transferred to a laboratory for simulation studies. In the laboratory, the fruit was decontaminated and the residual The residue of the chemical substance was removed. It was applied in a 5% EC formulation and adjuvant (Trycol, Compound I mixed with 0.2% v / v and 50% w / w) was applied at 50, 10 and 200 m / ha. The treatment was performed on healthy strawberries at 0 and 150 grams of active ingredient (g ai / ha). The fruits were then inoculated with gray mold and incubated at 20°C on a laboratory bench. Incubated.

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

[0058] For grapes: applied in a 5% EC formulation and with adjuvants (Trycol, 0 A fungicidal treatment containing Compound I tank-mixed with 0.2% v / v and 50% w / w was administered at 1 h. at 50, 150, and 200 grams of active ingredient per hectare (g ai / ha), Only the fruit clusters of grape plants (VITVI, Pinot grey variety) were sprayed. The test was based on two applications, 28 days apart, in open field conditions, with inoculation occurring after the final application. The treatment was performed in four replicates and approximately 2. One of the experimental trials was designed as a randomized complete block with a plot of 5 x 7.0 m. The compound I formulation was sprayed in a pack-back plot sprayer (AIRATOM, Sol o433; Airatom nozzle) was used to apply the water at a rate of 500 L / ha (fruit bunches only).

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

[0060] Mycosphaerella fijiensis (MYCOFI) on bananas Field evaluation: An aliquot of a 5% EC formulation of Compound I was diluted with water and injected onto a Spraytex CT mineral Mixed with oil (6L CP / Ha) at 25, 50, 100, and 150g ai / Ha These treatments were performed on a plaque with an application area of ​​9 × 12 cm. Through the stick molding, the Aerograph sprayer is used to spray the diseased areas on the leaves of single leaves. A single application was delivered to leaf 1 (preventative and very early curative) The experimental design was a randomized complete block and 4-way split. Based on one replicate. MYCOFI symptoms arose from natural inoculation and epidemic outbreaks. .

[0061] The ratio of disease severity on treated leaves compared to untreated leaves was used to determine the percentage disease control. Black Sigatoka infection was assessed five times during the study, 31 days after application (31DAA), 3 The severity of the disease was assessed at 8DAA, 45DAA, 52DAA, and 59DAA. The data set was used to calculate the area under the disease progress curve (AUDPC) for each plot. Calculate the average AUDPC (% control based on AUDPC) 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 AUDPC-based control percentage scale is as follows: This is the case. TIFF0007618631000003.tif5267 [Table 1] [Table 2] [Table 3] [Table 4] [Table 5] [Table 6] [Table 7] [Table 8] [Table 9] [Table 10] [Table 11]

[0063] Podosphaera clandestina (PODOCL) in cherries Field evaluation of: It is applied in the SC formulation (MSO integrated type) and contains an adjuvant (Agnique BP-42 0, 50% w / w at 0.2% v / v, or Adsee C80W, 80%) and tank mix The fungicidal treatments containing the combined Compound I were administered at 60, 120, 150, and 180 g ai / ha, cherries in the growing stage (mid-petal drop, flower fading, petal drop; BBCH67-85) The experimental plots were sprayed on natural sown pine trees (PRNAV, Sentennial variety). The treatment was carried out in a randomized controlled trial with four replications and plots of approximately 4 × 6 m. Compound I was part of an experimental study designed as a complete block (RCB). Application was made using a blast sprayer at a water volume of 1000 L / ha.

[0064] Disease severity (percentage of visual foliar (leaf) disease across the plot) and disease incidence The disease incidence was evaluated 14 days after application 5 (14DAA5). Disease infection was recorded. Calculate the percent of damaged leaves (incidence), percent leaf disease area (severity), and disease index. (Incidence percent (%) × Severity percent (%)) and then Abbo Percent control (%) was calculated from the disease index values ​​using tts. The results are shown in Table 12. provide.

[0065] Cladosporium caryigenum (CLADCA) in pecan. Field evaluation of three trials: It is applied in the SC formulation (MSO integrated type) and contains an adjuvant (Agnique BP-42 0, 50% w / w at 0.2% v / v, or Adsee C80W, 80%) and tank mix The fungicidal treatments containing the combined Compound I were administered at 60, 120, 150, and 180 g ai / ha, from before flowering to hardening of pecan trees (CYAIL, Desirable varieties) The experimental plots were performed with natural infestation. Each treatment had four replicates. and randomized complete block (RCB) with plots of approximately 40 x 40 feet. In one study, compound I was administered to an Airblast Use a sprayer (Hollowcone solid disc D10 / 45 nozzle) to spray 1 inch. Apply 9 applications at 94-115 gallons / acre of water per car. In the second test, Compound I was sprayed with a Handgun atomizer (Ho Uses a lowcone solid stream nozzle to deliver 8 gal / acre of water The tests were applied in one application and pressurized at 300 psi. Both tests were targeted at applications spaced 14 days apart. .

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

[0067] Cladosporium carpopilum (CLADSP) in almonds Field evaluation of: It is applied in the SC formulation (MSO integrated type) and contains an adjuvant (Agnique BP-42 0, 50% w / w at 0.2% v / v, or Adsee C80W, 80%) and tank mix The fungicidal treatments containing the combined Compound I were administered at 60, 120, 150, and 180 g ai / ha as a single application on almond trees (PRNDU, Winter variety) The experimental plots were performed with natural infestation. The treatments had three replicates and approximately 16 × 22 fields. Experimental trials designed as randomized complete blocks (RCB) with field plots. Compound I was sprayed using a mist machine (orifice nozzle setting 2.3). and applied at 100 gal / acre of water.

[0068] Nut occurrence (visual nut counts per 10 nuts per tree across plots) The number of lesions was evaluated 121 days after application A (121DAAA). Abbotts The % control was calculated using the % nut incidence of treated nuts relative to untreated nuts. The results are provided in Table 14.

[0069] Field evaluation of Stigmina carpophila (STIGCA) in almond. Price: It is applied in the SC formulation (MSO integrated type) and adjuvant (Adsee C80W, 80 %) and fungicidal treatments containing compound I tank-mixed at 60, 120, 150, and At 180 g ai / ha, two applications were made to almonds in growing seasons BBCH 67 and 72. Trees (PRNDU, Butte variety) were sprayed. The experimental plots were run under natural infestation. The treatment was a randomized, complete study with three replications and plots approximately 16 x 22 feet. Compound I was administered as part of an experimental test designed as a rechargeable battery (RCB). Using a Cupac sprayer (orifice nozzle setting 2.3), 100 gal / acre It was applied in water.

[0070] Leaf incidence (visual leaf disease count per 20 leaves per tree across plots) was calculated as Evaluation was performed 121 days after Application A (121DAAA). The results are provided in Table 15.

[0071] Nut occurrence (visual nut counts per 10 nuts per tree across plots) The number of lesions was evaluated 121 days after application A (121DAAA). The results are provided in Table 16. do.

[0072] Two cases of Stigmina carpophila (STIGCA) in almonds Field evaluation of the trial: In two studies, it was administered in a SC formulation (MSO-integrated) and with an adjuvant (Agn ique BP-420, 50% w / w at 0.2% v / v, or Adsee C80W The fungicide treatments containing compound I tank-mixed with 60, 120, 150, 80% and 180 g ai / ha during growing seasons BBCH71 and 72 on almond trees (P The experimental plots were: The treatment was carried out in three replicates and in plots approximately 14 x 20 feet. The study was part of an experimental trial designed as a randomized complete block (RCB) with In both tests, Compound I was sprayed using a mist machine sprayer (0.125 orifice nozzle setting). , applied at 100 gal / acre of water.

[0073] Percent leaf emergence (30 leaves per tree across plots (Winters) or The number of visually observed leaf lesions per 50 leaves (Carmel) was measured three times during the test. The leaf incidence data recorded were used to calculate the area under the disease progress curve for each plot. The relative percent control was calculated using Abbotts. The results were calculated from AUDPC as a percentage of the control. The results are provided in Table 17.

[0074] Tranzschelia discolor (TRANDI) in almonds Field rating: It is applied in the SC formulation (MSO integrated type) and adjuvant (Adsee C80W, 80 %) and compound I tank-mixed at 60, 120, 150, and 1 At 80g ai / ha, two applications were made to growing seasons BBCH67-69 and BBCH69-72. Almond trees (PRNDU, Butte variety) were sprayed with 100 mL of 10 ... The treatment was carried out under natural infestation. There were three replicates and plots measuring approximately 16 x 22 feet. The study was part of an experimental trial designed as a randomized complete block (RCB) with Mixture I was applied using an electric backpack sprayer at a water rate of 100 gal / acre. Ta.

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

[0076] Field Evaluation of Botrytis (BOTRSP) in Almond: The fungicidal treatments containing Compound I applied in the SC formulation (MSO monolith) were performed at 60, 1 At 20, 150, and 180 g ai / ha, flowering, petal drop, and petal drop were observed. Almond trees (Prunus spp.) were sprayed approximately 3 and 5 weeks after application of the The experimental plots were performed with natural infestation of Botrytis. The treatments were performed with three replicates and Designed as a randomized complete block (RCB) with plots of approximately 18 x 18 feet. Compound I was sprayed at 10 It was applied at a water rate of 0 gal / acre.

[0077] Nut infection (visual counts per total nut counted per tree across plots) The number of fruit diseases at 17 days after application 4 (17DAA4) was evaluated and recorded. Percent relative control was calculated as a percentage of untreated controls using otts The 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 composition for controlling fungal diseases in orchard, vineyard, and plantation crops by protecting the plants against attack by phytopathogenic organisms, including fungal pathogens, comprising: the crop is selected from at-risk stone and pome fruits, grapes, strawberries, and bananas; controlling the fungal disease comprises contacting at least a portion of the plant and / or an area adjacent to the plant with a composition comprising compound I; 【Chemistry 1】 the compound is effective against a plant pathogen; if 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); When the crop is a stone fruit, the fungal pathogen is selected from the group consisting of the causative agents of brown rot of stone fruit flowers and fruits (Monilinia laxa and Monilinia fructicola), fruit rot (Rhizopus stolonifera), and cherry powdery mildew (Podosphaera clandestina, PODOCL); when the crop is strawberry, the fungal pathogen is the causative agent of gray mold (Botrytis cinerea); When the crop is banana, the fungal pathogen is the causative agent of banana black Sigatoka disease (Mycosphaerella fijiensis).

2. 10. The composition 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.

Citation Information

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