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WO2018125877A1 - Formulation solide de valifénalate, cymoxanil et mancozèbe - Google Patents

Formulation solide de valifénalate, cymoxanil et mancozèbe Download PDF

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Publication number
WO2018125877A1
WO2018125877A1 PCT/US2017/068449 US2017068449W WO2018125877A1 WO 2018125877 A1 WO2018125877 A1 WO 2018125877A1 US 2017068449 W US2017068449 W US 2017068449W WO 2018125877 A1 WO2018125877 A1 WO 2018125877A1
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WIPO (PCT)
Prior art keywords
composition
fungicidal
solid
methyl
mancozeb
Prior art date
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Application number
PCT/US2017/068449
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English (en)
Inventor
Guozhi Wang
Elizabeth G. WOLFF
Dario F. Isauro JERONIMO
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FMC Corp
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FMC Corp
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Publication of WO2018125877A1 publication Critical patent/WO2018125877A1/fr
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Classifications

    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/28—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N<
    • A01N47/34—Ureas or thioureas containing the groups >N—CO—N< or >N—CS—N< containing the groups, e.g. biuret; Thio analogues thereof; Urea-aldehyde condensation products
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N47/00—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid
    • A01N47/08—Biocides, pest repellants or attractants, or plant growth regulators containing organic compounds containing a carbon atom not being member of a ring and having no bond to a carbon or hydrogen atom, e.g. derivatives of carbonic acid the carbon atom having one or more single bonds to nitrogen atoms
    • A01N47/10—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof
    • A01N47/12—Carbamic acid derivatives, i.e. containing the group —O—CO—N<; Thio analogues thereof containing a —O—CO—N< group, or a thio analogue thereof, neither directly attached to a ring nor the nitrogen atom being a member of a heterocyclic ring
    • A01N47/14—Di-thio analogues thereof

Definitions

  • the present invention relates to the field of compositions and methods used to control, treat, cure and prevent fungal diseases in agricultural crops, particularly Oomycete-related diseases.
  • Oomycetes form a distinct phylogenetic lineage of fungus-like eukaryotic microorganisms. They are filamentous, microscopic, absorptive organisms that reproduce both sexually and asexually. Oomycetes occupy both saprophytic and pathogenic lifestyles, and include some of the most notorious pathogens of plants, causing devastating diseases such as late blight of potato and sudden oak death. The oomycetes are also often referred to as water molds, although most oomycetes are terrestrial pathogens.
  • Fungicides are biocidal chemical compounds or biological organisms used to kill fungi or fungal spores. Certain fungicides can be used to protect crops from disease, including oomycetes-related diseases, but an excess of fungicide can be detrimental to a crop and should be avoided. Because of the beneficial nature of fungicides, it is necessary to develop a method that allows for the application of fungicides to high value crops, while avoiding any detrimental effects due to oversaturation.
  • a wide range of fungicides can be used to treat oomycetes-related diseases, such as for example: copper-based fungicides, mancozeb, cymoxanil, dimethomorph, fosetyl, folpet, cyazyfamid and mandipropamid.
  • Mancozeb, valifenalate, and cymoxanil are each known to be effective in the treatment of oomycetes-related diseases - alone or in combination with other fungicides.
  • products exist to control oomycete-related diseases there is a need for more sustainable fungicidal products that demonstrate greater efficacy, for example with lower use rate and/ or a broader disease control profile.
  • cymoxanil can include as much as 8 wt% of the active. It can be desirable to reduce the application rate of cymoxanil to reduce the potential for harmful impact that it may have at the higher application rates.
  • fungicidal compositions that include mancozeb and/or cymoxanil due to the sensitivity of mancozeb to air, water and light, and the sensitivity of cymoxanil to water.
  • the present application describes a solid composition comprising a fungicidal mixture of valifenalate, cymoxanil and mancozeb wherein the cyamoxanil is present in an amount of less than about 7 wt% of the composition.
  • the present application is directed to a solid fungicidal composition
  • a solid fungicidal composition comprising or consisting essentially of: (1) an active fungicidal component comprising: (i) valifenalate; (ii) cymoxanil; and, (iii) mancozeb; and (2) a non-fungicida! component comprising or consisting essentially of: (i) dispersant(s); (ii) anti-caking agent(s); (iii) wetting agent(s); and, optionally, (iv) disintegration aid(s) and (v) water softening aid(s).
  • the present application describes a water-dispersible solid composition
  • a fungicidal mixture of valifenalate, cymoxanil and mancozeb comprising: (1) a fungicidal mixture of valifenalate, cymoxanil and mancozeb; and (2) a non-fungicidal component comprising (i) dispersant(s); (ii) anti-caking agent(s); (iii) wetting agent(s); and, optionally, (iv) disintegration aid(s) and (v) water softening aid(s).
  • the present application is directed to a solid fungicidal composition
  • a solid fungicidal composition comprising or consisting essentially of:
  • an active fungicidal component comprising: (i) from about 5.6 to about 8.4 wt% of valifenalate; (ii) from about 4.6 to about 7.0 wt% of cymoxanil; and, (iii) from about 50.4 to about 61.6 wt% of mancozeb; and
  • a non-fungicidal component comprising or consisting essentially of: (i) dispersant(s); (ii) anti-caking agent(s); (iii) wetting agent(s); and, optionally, (iv) disintegration aid(s) and (v) water softening aid(s).
  • the present application is directed to a solid fungicidal composition consisting essentially of:
  • an active fungicidal component consisting essentially of: (i) about 7.0 wt% of valifenalate; (ii) about 5.8 wt% of cymoxanil; and, (iii) about 56 wt% of mancozeb; and
  • a non-fungicidal component comprising or consisting essentially of: (i) dispersant(s); (ii) anti-caking agent(s); (iii) wetting agent(s); and, optionally, (iv) disintegration aid(s) and (v) water softening aid(s).
  • the present application is directed to a solid fungicidal composition
  • a solid fungicidal composition comprising or consisting essentially of:
  • an active fungicidal component comprising: (i) valifenalate; (ii) from about 4.6 to about 7.0 wt% of cymoxanil; and, (iii) mancozeb; and
  • a non-fungicidal component comprising or consisting essentially of: (i) dispersant(s); (ii) anti-caking agent(s); (iii) wetting agent(s); and, optionally, (iv) disintegration aid(s) and (v) water softening aid(s).
  • the present application is directed to a fungicidal water- dispersible granule composition
  • a fungicidal water- dispersible granule composition comprising or consisting essentially of:
  • an active fungicidal component comprising: (i) valifenalate; (ii) less than 7.0 wt% of cymoxanil; and, (iii) mancozeb; and
  • a non-fungicidal component comprising or consisting essentially of: (i) at least three dispersants; (ii) anti-caking agent(s); (iii) wetting agent(s); and, optionally, (iv) disintegration aid(s) and (v) water softening aid(s).
  • the present application is directed to a method of curing a fungal disease or a disease associated with an Oomycete pathogen infestation of a plant, comprising treating said plant with an effective amount of a solid fungicidal composition comprising valifenalate, cymoxanil and mancozeb, wherein said composition further comprises one or more formulation components selected from the group consisting of dispersants, anti-caking agents, wetting agents, disintegration aids and water softening agents.
  • An oth er aspect of th e i nvention is di rected to a method of preventi ng a fungal disease or a disease associated with an Oomycete pathogen infestation of a plant, comprising treating said plant with an effective amount of a solid fungicidal composition comprising valifenalate, cymoxanil and mancozeb, wherein said composition further comprises one or more formulation components selected from the group consisting of dispersants, anti-caking agents, wetting agents, disintegration aids and water softening agents.
  • the transitional phrase "consisting essentially of is used conventionally herein, and excludes those features from the art that can materially affect the basic and novel characteristic(s) of the claimed invention.
  • the novelty of the claimed invention can be defined by the compositional ranges of its various components, and therefore the applicant reserves the right to be lexicographer and to define the composition in any manner to exclude compositions that are known and/or inherently novelty-defeating.
  • the applicants may also exclude features from the prior art that can materially affect the effective use of a solid fungicidal composition comprising valifenalate, cymoxanil and mancozeb as a method of preventing a fungal disease or a disease associated with an Oomycete pathogen infestation of a plant.
  • the term "about” can be used to define the invention by an approximated value.
  • the term “about” as used herein will generally refer to an approximate value that is within plus or minus 20% of the indicated value, or plus or minus 10% of the indicated value.
  • “about 10%” can typically indicate any value within a range of from 9% to 11%
  • “about 20” can typically indicate any value within a range of from 18 to 22.
  • Appropriate interpretation of the use of "about” may be indicated by context, such as when “rounding off' is apparent or when an approximate range is provided such as "from about ... to about”.
  • “Suspensibility” as defined by the International Pesticides Analytical Council (CIPAC) is the amount of active ingredient suspended after a given time in a column of liquid, of stated height, expressed as a percentage of the amount of active (method MT 15).
  • the FAO (Food and Agriculture Organization of the United Nations) guideline for suspensibility of a water-dispersible granule or a wettable powder in water is >80%.
  • compositions described herein are determined using accelerated storage stability test conditions, i.e., samples were stored at 54°C for 2 weeks, and degradations of the active ingredients were within FAO defined limits. TABLE 1 - FAO Tolerance Limits
  • One aspect of the invention is directed to a stable solid fungicidal composition
  • a stable solid fungicidal composition comprising valifenalate, cymoxanil and mancozeb as active ingredients (ALs).
  • Each AI individually can be present as a free base, a salt, or other known derivatives.
  • Valifenalate is typically present as as a free base.
  • Cymoxanil is typically present as a free base.
  • Mancozeb typically contains both manganese (Mn 2+ ) as well as zinc (Zn 2+ ).
  • the stable solid fungicidal composition can also consist essentially of valifenalate, cymoxanil and mancozeb.
  • the solid composition can be in the form of a water- dispersible granule or a wettable powder, among other solid formulations.
  • the fungicidal composition comprises or consists essentially of a fungicidally active component and a non-fungicidally active component.
  • the fungicidally active component is a mixture of valifenalate, cymoxanil and mancozeb.
  • the active component comprises or consists essentially of from about 60 to about 77 wt% of the fungicidal composition.
  • the fungicidally active mixture of the present invention comprises or consists essentially of about 7.0 wt% of cymoxanil or less, based on the weight of the solid fungicidal composition.
  • the solid composition comprises from about 4.6 to about 7.0 wt% of cymoxanil, or from about 5.2 to about 6.4 wt% of cymoxanil or about 5.8 wt% of cymoxanil.
  • the solid fungicidal composition can comprise or consist essentially of from about 5.6 to about 8.4 wt% of valifenalate, or from about 6.3 to about 7.7 wt% of valifenalate, or about 7.0 wt% of valifenalate.
  • the solid fungicidal composition can comprise or consist essentially of from about 50.4 to about 61.6 wt% of mancozeb, or from about 53.5 to about 58.5 wt% of mancozeb, or about 56.0 wt% of mancozeb.
  • the solid fungicidal composition further comprises, or consists essentially of, a non-fungicidal component present in an amount of from about 23 wt% to about 40 wt% of the fungicidal composition.
  • the non-fungicidal component comprises one or more formulation components selected from the group consisting of dispersants, anti- caking agents, wetting agents, disintegration aids and water-softening agents.
  • the solid fungicidal composition comprises at least one dispersant, at least one anti-caking agent, at least one wetting agent, optionally one or more disintegration aids and optionally one or more water softening agents.
  • the dispersants of the solid fungicidal composition are selected from the group consisting of sodium lignin sulfonates, ammonium lignin sulfonates, polyalkyl naphthalenesulfonates and mixtures of two or more thereof.
  • the dispersants are selected from sodium lignin sulfonates, polyalkylnapthalenesulfonates, and mixtures of two or more thereof.
  • the fungicidal composition comprises a mixture of three or more dispersants selected from sodium lignin sulfonates and polyalkylnapthalenesulfonates.
  • the fungicidal composition comprises from about 9 to about 14 wt% of the dispersant. Alternatively, the dispersant is present in an amount of from about 11 to about 13 wt%.
  • the anti-caking agent or anti-caking agents of the solid fungicidal composition are selected from the group consisting of silicas and clays.
  • the anti-caking agent is optionally included, and if present can be included in an amount of from about 0.7 to about 2.5 wt%.
  • the wetting agent or wetting agents of the solid fungicidal composition are selected from the group consisting of: sodium alkyl naphthalensulfonates; sodium alkyl sulfonates; and mixtures thereof.
  • Wetting agents can be included in an amount of from about 1 to about 6 wt%, or from about 1 to about 5 wt% or from about 2 to about 5 wt%, or about 4.5 wt%.
  • the fungicidal composition optionally comprises a first disintegration aid selected from the group consisting of of sodium and ammonium salts of sulfate, phosphate, acetate, chloride, polyphosphate, and mixtures thereof.
  • the disintegration aid is optional, but if present is in an amount of from about 0.2 wt% to about 2.5 wt%, or about 0.25 to about 2 wt%, or about 0.25 to about 1 wt%.
  • the fungicidal composition optionally comprises a second disintegrant, which is a water-softening agent selected from the group consisting of citric acid, citrate salts, sodium polyphosphate, and EDTA.
  • a water-softening agent selected from the group consisting of citric acid, citrate salts, sodium polyphosphate, and EDTA.
  • the water softening agents are also known as metal chelators with affinity for typical water hardness multivalent ions such as calcium, magnesium, iron, aluminum, and manganese.
  • the water softening agent if present, is in an amount of from about 1 to about 3.0 wt%, or from about 1 to about 2.5 wt%, or from about 1 to about 2 wt%.
  • a solid fungicidal composition of the present invention comprises less than 1 wt% water in the dried composition, or less than about 0.6 wt% water.
  • a solid ftmgicidal composition of the present invention can be in the form of a water-dispersible granule (WDG).
  • WDG water-dispersible granule
  • a water-dispersible granule as described herein is a solid granular fungicidal composition that has a suspensibility of at least 80%, as determined according to the FAO standard test.
  • a solid fungicidal composition of the present invention can be in the form of a wettable powder (WP).
  • WP wettable powder
  • a wettable powder as described herein is a solid powdered fungicidal composition that has a suspensibility of at least 80%, as determined according to the FAO standard test.
  • the process for preparing the solid fungicidal mixture requires precautions to avoid decomposition of the active components.
  • the process can require maintaining temperature control and performing the drying process under an inert atmosphere.
  • the appropriate process steps are known and practiced conventionally in the handling of these fungicidal components.
  • Another aspect of the invention is directed to a method of curing Oomycete pathogen infestation of a plant, comprising treating said plant with an effective amount of a solid fungicidal composition as described herein.
  • Another aspect of the invention is directed to a method of preventing Oomycete pathogen infestation of a plant, comprising treating said plant with an effective amount of a solid fungicidal composition as described herein.
  • compositions disclosed in this application can be applied to cure disease in a crop or prevent disease in a crop.
  • to prevent disease in a crop means to apply the composition preventatively, prior to the appearance of any symptoms of disease.
  • To cure disease in a crop means to apply the composition after the appearance of any symptoms of disease in a crop; and thus, to eliminate a disease or infection.
  • the composition can also control disease in a crop such that disease or infection is not eliminated (i.e., the pathogen is not eradicated), but the disease is controlled such that a benefit to the crop accrues.
  • compositions disclosed in this application can be applied at the time of transplanting, post transplanting, at the appearance of specific disease symptoms, or when conditions are conducive for disease development.
  • transplanting refers to the refers to the technique of moving a plant from one location to another. Specifically, this usually takes place when a plant is started from a seed in optimal conditions, such as in a greenhouse or protected nursery bed, then replanting it in another, usually outdoor, growing location.
  • at the time of transplanting means within three (3) days of transplanting the plant at issue.
  • post transplanting means more than about 3 days after transplanting, including, but not limited to, about 7, 10, 15, 30, 45, or 60 days after transplanting.
  • compositions and methods of the invention can be applied simulataneously with, or sequentially with, other suitable additional or secondary agricultural Als, or other suitable additional agricultural compositions such as insecticides, herbicides, fungicides, nematicides and plant growth regulators.
  • suitable additional/secondary insecticides, herbicides, fungicides, nematicides and plant growth regulators can include the following:
  • Insecticides various insecticides, including agrigata, al-phosphide, amblyseius, aphelinus, aphidius, aphidoletes, artimisinin, autographa californica NPV, azocyclotin, Bacillus subtilis, Bacillus thuringiensis- spp. aizawai, Bacillus thuringiensis spp. farstaki, Bacillus thuringiensis, Beauveria, Beauveria bassiana, betacyfluthrin, biologicals, bisultap, brofluthrinate.
  • bromophos-e bromopropylate, Bt-Corn-GM, Bt-Soya-GM, capsaicin, cartap, celastrus-extract, chlorantraniliprole, chlorbenzuron, chiorethoxyfos, chlorfluazuron, chlorpyrifos-e, cnidiadin, cryolite, cyanophos, cyantraniliprole, cyhalothrin, cyhexatin, cypermethrin, dacnusa, DCIP, dichloropropene, dicofol, diglyphus, diglyphus+dacnusa, dimethacarb, dithioether, dodecyl-acetate, emamectin, enearsia, EPN, eretmocerus, ethylene-dibromide.
  • eucalyptol fatty-acids, fatty-acids/salts, fenazaquin, fenobucarb (BPMC), fenpyroximate, flubrocythrinate, flufenzine, formetanate, formothion, fu rathiocarb, gamma-cyhalothrin, garlic-juice, granulosis-viius, harmonia, heliothis armigera NPV, inactive bacterium, indol-3-ylbutyric acid, iodomethane, iron, isocarbofos, isofenphos, isofenphos-m, isoprocarb, isothioate, kaolin, lindane, liuyangmycin, matrine, mephosfolan, metaldehyde, metarhizium-anisopliae, methamidophos, metolcarb (MTMC), mineral-oil
  • Fungicides BO) benzovindiflupyr, anitiperonosporic, ametoctradin, amisulbrom, copper salts (e.g., copper hydroxide, copper oxychloride, copper sulfate, copper persulfate), boscalid, thiflumazide, flutianil, furalaxyl, thiabendazole, benodanil, mepronil, isofetamid, fenfuram, bixafen, fluxapyroxad, penfhifen, sedaxane, coumoxystrobin, enoxastrobin, flufenoxystrobin, pyraoxystrobin, pyrametostrobin, triclopyricarb, fenaminstrobin, metominostrobin, pyribencarb, meptyldinocap, fentin acetate, fentin chloride, fentin hydroxide, oxytetracycline, chl
  • carboxamides including carboxin, benalaxyl, benalaxyl-M, fenhexamid, flutoiaml, furametpyr, mepronil, metalaxyl, mefenoxam, ofurace, oxadixyl, oxycarboxin, penthiopyrad, isopyrazam, thifluzamide, tiadinil, 3,4-dichloro-N-(2- cyanophenyl)isothiazole-5-carboxamide, dimethomorph, flumorph, flumetover, fluopicolide (picobenzamid), zoxamide, ca ⁇ ropamid, diclocymet, mandipropamid, N-(
  • fenpropimo ⁇ h tridemorph, fenpropidin, iprodione, procymidone, vinclozolin, famoxadone, fenamidone, octhilinone, proben- azole, 5-chloro-7-(4-methyl- piperidin- 1 -yl)-6-(2,4,6-trifluorophenyl)-[ 1 ,2,4] triazolo[ 1 ,5-a]pyrimidine, anilazine, diclomezine, pyroquilon, proquinazid, tricyclazole, 2-butoxy-6-iodo-3- propylchromen-4-one, acibenzolar-S-methyl, captafol, captan, dazomet, folpet, fenoxanil, quinoxyfen, N,N-dimethyl-3-(3-bromo-6-fluoro-2-methylindole- 1 - s
  • organometallic compounds fentin salts, organophosphorus compounds: edifenphos, iprobenfos, fosetyl, fosetyl-aluminum, phosphorous acid and its salts, pyrazophos, tolclofos- methyl, organochlorine compounds; dichlofluanid, flusulfamide, hexachloro- benzene, phthalide, pencycuron, quintozene, thiophanate, thiophanate-methyl, tolylfluamd, others: cyflufenamid, dimethirimol, ethirimol, furalaxyl, metrafenone and spiroxamine, guazatine-acetate, iminoc- tadine-triacetate, iminoctadine-tris(albesilate), kasugamycin hydrochloride hydrate, dichlorophen, pentachloro
  • acetyl-CoA carboxylase inhibitors for example cyclohexenone oxime ethers, such as alloxydim, clethodim, cloproxydim, cycloxydim, sethoxydim, tralkoxydim, butroxydim, clefoxydim or tepraloxydim; phenoxyphenoxypropionic esters, such as clodinafop-propargyl, cyhalofop-butyl, diclofop-methyl, fenoxaprop-ethyl, fenoxaprop-P-ethyl, fenthiapropethyl, fluazifop- butyl, fluazifop-P-butyl, haloxyfop-ethoxyethyl, haloxyfop-methyl, haloxyfop-P- methyl, isoxapyrifop, prop
  • sulfonamides such as florasulam, flumetsulam or metosulam
  • sulfonylureas such as amidosulfuron, azimsulfuron, bensulfuron-methyl, chlorimuron-ethyl, chlorsulfuron, cinosulfuron, cyclosulfamuron, ethametsulfuron-methyl, ethoxysulfuron, flazasulfuron, halosulfuron-methyl, imazosulfuron, metsulfuron-methyl, nicosulfuron, primisulfuron-methyl, prosulfuron, pyrazosulfuron-ethyl, rimsulfuron, sulfometuron-methyl, thifensulfuron-methyl, triasulfuron, tribenuron-methyl, triflusulfuron-methyl, tritosulfuron,
  • auxin herbicides for example pyridinecarboxylic acids, such as clopyralid or picloram; or 2,4-D or benazolin; C5) auxin transport inhibitors, for example naptalame or diflufenzopyr; C6) carotenoid biosynthesis inhibitors, for example benzofenap, clomazone (dimethazone), diflufenican, fluorochloridone, fluridone, pyrazolynate, pyrazoxyfen, isoxaflutole, isoxachlortole, mesotrione, sulcotrione (chlormesulone), ketospiradox, flurtamone, norflurazon or amitrol; C7) enolpyruvylshikimate-3-phosphate synthase inhibitors (EPSPS), for example glyphosate or s
  • EPSPS enolpyruvylshikimate-3-phosphate synthase inhibitors
  • esprocarb molinate, pebulate, prosulfocarb, thiobencarb (benthiocarb), tri-allate or vemolate; or benfiiresate or perfluidone; CIO) mitosis inhibitors, for example carbamates, such as asulam.
  • Nematicides or bionematicides Benomyl, cloethocarb, aldoxycarb, tirpate, diamidafos, fenamiphos, cadusafos, dichlofenthion, ethoprophos, fensulfothion, fosthiazate, heterophos, isamidofof, isazofos, phosphocarb, thionazin, imicyafos, mecarphon, acetoprole, benclothiaz, chloropicrin, dazomet, fiuensulfone, 1,3- dichloropropene (telone), dimethyl disulfide, metam sodium, metam potassium, metam salt (all MITC generators), methyl bromide, biological soil amendments (e.g., mustard seeds, mustard seed extracts), steam fumigation of soil, allyl isothiocyanate (AITC), dimethyl sulfate, furfual (aldehyde).
  • Suitable plant growth regulators of the present invention include the following
  • Dl Antiauxins, such as clofibric acid, 2,3,5-tri-iodobenzoic acid; D2) Auxins such as 4-CPA, 2,4-D, 2,4-DB, 2,4-DEP, dichorprop, fenoprop , IAA, IB A, naphthaleneacetamide, a-naphthaleneacetic acids, 1-naphthol, naphthoxyacetic acids, potassium naphthenate, sodium naphthenate, 2,4,5-T; D3) cytokinins, such as 2iP, benzyladenine, 4-hydroxyphenethyl alcohol, kinetin, zeatin; D4) defoliants, such as calcium cyanamide, dimethipin, endothal, ethephon, merphos, metoxuron, pentachlorophenol, thidiazuron, tribufos; D5) ethylene inhibitors, such as aviglycine, 1-
  • the crop can be, for example, potato, tomato, cucurbits, onion, and leafy vegetables.
  • Leafy vegetables can include, among others, lettuces, spinach, Swiss chard, kale, collards, turnip greens, mustard greens, broccoli, broccoli rabbe, and cabbage.
  • the crop can include other high-value vegetable crops as well. In a preferred embodiment, the crop is potato.
  • the disease can be, for example, downy mildew, Bremia, alternaria leaf spot, cercospora blight and leaf spot, eastern filbert blight, gummy stem, late blight, leaf scorch, rust, target spot, cercospora leaf spot, eye spot, late leaf spot, northern leaf blight, shot hole, web blotch, brown rot blossom blight, downy spot, frogeye leaf spot, leaf and glume blotch, pecan scab, southern leaf blight, white mold, brown spot, early leaf spot, gray leaf spot, leaf rust, soybean rust, zonate leaf spot, charcoal rot, foliar disease, anthracnose, or powdery mildew.
  • the disease is late blight, downy mildew, Bremia or other Oomycete-related diseases.
  • stable or “stability” as used herein is defined as falling within the FAO tolerance limits following accelerated aging testing (2 weeks at 54°C) as described in the above table.
  • Mancozeb All ingredients except for Mancozeb were mixed and air milled to a particle size ⁇ 10 um (average particle size, or D50) to form a manufacturing use product ("MUP").
  • MUP manufacturing use product
  • mixing is performed under an inert atmosphere or at lower temperature ( ⁇ 15 °C) to avoid decomposition of the air-sensitive Mancozeb.
  • the powder was sprayed with water (about 15 - 18 weight%), and the wet powder was extruded through a 1 mm orifice to produce granules. The granules were dried at 50 °C for ca.
  • MUP1 was thoroghly blended with Mancozeb to provide a uniform powder Powder was sprayed with 48g water (17.7%)
  • MUP1 was thoroghly blended with Mancozeb to provide a uniform powder
  • MUP1 was thoroghly blended with Mancozeb to provide a uniform powder Powder was sprayed with 48g water (17.7%)
  • MUP1 was thoroghly blended with Mancozeb to provide a uniform powder
  • Examples 6A-C Field Data in Various Crops A set of field trials was carried out in key areas of Mexico to evaluate product performance controlling Oomycetes diseases (Phytopthora infestans on potato and tomato, and Pseudoperonospora cubensis in cucurbits) using the WDG formulation of Example 1 in foliar sprays under an application program having an interval of 7-10 days.
  • Oomycetes diseases Phytopthora infestans on potato and tomato, and Pseudoperonospora cubensis in cucurbits
  • Example 6A Disease severity with the formulation of Example 1 (COMPOSITION 1) at different rates in different evaluation periods to control Phytothora infestans on potato crop (Fiana) under an application program with 7-10 days application interval, at Guarachanillo Michoacan 2016. TABLE 9 -Treatment of Phytothora infestans on Potato using Composition 1
  • Example 1 (COMPOSITION 1) at 2.0 and 2.5 Kg/Ha provide better control than Curzate M8® at 2.5 Kg/Ha and Ridomil Gold Bravo® at 2.5 L/Ha.
  • the formulation of Example 1 at 2.0 Kg/Ha provided similar control to Acrobat® at 2.5 L/Ha, and the high rate of the formulation of Example 1 was similar to Consento® at 3.0 L/Ha.
  • Example 6B Disease severity with the formulation of Example 1 (COMPOSITION 1) at different rates in different evaluation periods to control Phytothora infestans on tomato crop in greenhouse production under an application program of 7-10 days application interval, at Chignahuapan Puebla 2016.
  • Example 1 Summary of disease severity with the formulation of Example 1 (COMPOSITION 1) at different rates in different evaluation periods to control Pseudoperonospora cubensis on cucumber crop (Zapata) under an application program using 7-10 days application interval, at Zamora Michoacan 2016.
  • Non-statistically significant differences were observed when disease severity was low. Significant differences between results from the same spray are indicated in the tables by different letters (a, b, c or d). There is no significant difference between the results of the trial s having the same letters within the same spray (i.e., in the same column). Differences between treatments were more marked at high disease severity.
  • the formulation of Example 1 at 2.0 and 2.5 Kg/Ha was more consistent and provided better control than Curzate M8® at 2.5 Kg/Ha or Ridomil Gold Bravo® at 2.5 L/Ha, and control was similar to Acrobat® at 2.5 L/Ha or Consento® 3.0 L/Ha.
  • Example 1 at 1.5 Kg/Ha was similar to Curzate M8® at 2.5 Kg/Ha and Ridomil Gold Bravo ⁇ at 2.0 L/Ha, meanwhile the formulation of Example 1 at 2.0 Kg/Ha was similar to Acrobat® at 2.5 L/Ha and the formulation of Example 1 at 2.5 Kg/Ha was similar to Consento ⁇ at 3.0 L/Ha. Comparing rate by rate versus known products, the formulation of Example 1 was more effecti ve than products already available in the commercial market.

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  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
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  • Health & Medical Sciences (AREA)
  • Engineering & Computer Science (AREA)
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Abstract

L'invention concerne des compositions fongicides solides stables contenant du valifénalate, du cymoxanil et du mancozèbe. L'invention concerne également des procédés de traitement ou de prévention d'une maladie fongique, y compris une maladie liée aux oomycètes, à l'aide des compositions fongicides solides.
PCT/US2017/068449 2016-12-27 2017-12-26 Formulation solide de valifénalate, cymoxanil et mancozèbe Ceased WO2018125877A1 (fr)

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JP2022514833A (ja) * 2018-12-19 2022-02-16 ゲンティアン アクティーゼルスカブ 全血試料中のヘマトクリット値の測定方法
CN114557220A (zh) * 2022-04-04 2022-05-31 新疆维吾尔自治区阿克苏地区林业技术推广服务中心 一种核桃叶缘焦枯病防治方法
WO2024184842A1 (fr) * 2023-03-07 2024-09-12 Upl Mauritius Limited Produits fongicides, procédés et applications associés

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
JP2022514833A (ja) * 2018-12-19 2022-02-16 ゲンティアン アクティーゼルスカブ 全血試料中のヘマトクリット値の測定方法
CN114557220A (zh) * 2022-04-04 2022-05-31 新疆维吾尔自治区阿克苏地区林业技术推广服务中心 一种核桃叶缘焦枯病防治方法
WO2024184842A1 (fr) * 2023-03-07 2024-09-12 Upl Mauritius Limited Produits fongicides, procédés et applications associés

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