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WO2024184842A1 - Produits fongicides, procédés et applications associés - Google Patents

Produits fongicides, procédés et applications associés Download PDF

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Publication number
WO2024184842A1
WO2024184842A1 PCT/IB2024/052202 IB2024052202W WO2024184842A1 WO 2024184842 A1 WO2024184842 A1 WO 2024184842A1 IB 2024052202 W IB2024052202 W IB 2024052202W WO 2024184842 A1 WO2024184842 A1 WO 2024184842A1
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WO
WIPO (PCT)
Prior art keywords
fungicidal
plants
combination
grapes
controlling
Prior art date
Legal status (The legal status is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the status listed.)
Pending
Application number
PCT/IB2024/052202
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English (en)
Inventor
Rodrigues RONALDO BUENO
Zonato JEAN MARY
Wang HUAIYIN
Current Assignee (The listed assignees may be inaccurate. Google has not performed a legal analysis and makes no representation or warranty as to the accuracy of the list.)
UPL Europe Supply Chain GmbH
UPL Mauritius Ltd
Original Assignee
UPL Europe Supply Chain GmbH
UPL Mauritius Ltd
Priority date (The priority date is an assumption and is not a legal conclusion. Google has not performed a legal analysis and makes no representation as to the accuracy of the date listed.)
Filing date
Publication date
Application filed by UPL Europe Supply Chain GmbH, UPL Mauritius Ltd filed Critical UPL Europe Supply Chain GmbH
Priority to CN202480025808.7A priority Critical patent/CN120957603A/zh
Publication of WO2024184842A1 publication Critical patent/WO2024184842A1/fr
Priority to MX2025010410A priority patent/MX2025010410A/es
Anticipated expiration legal-status Critical
Pending legal-status Critical Current

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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
    • A01P—BIOCIDAL, PEST REPELLANT, PEST ATTRACTANT OR PLANT GROWTH REGULATORY ACTIVITY OF CHEMICAL COMPOUNDS OR PREPARATIONS
    • A01P3/00—Fungicides

Definitions

  • the present disclosure pertains to the field of agrochemicals, particularly towards agricultural pest (fungal pathogen) control and corresponding products.
  • the present disclosure relates to fungicidal combinations and compositions comprising two or more fungicidal compounds for controlling fungal disease in plants.
  • BACKGROUND OF THE DISCLOSURE [0002] Background description includes information that may be useful in understanding the present disclosure. It is not an admission that any of the information provided herein is relevant to the presently claimed disclosure, or that any publication specifically or implicitly referenced is prior art to the presently claimed disclosure.
  • Fungicides are grouped as contact, translaminar, or systemic in nature.
  • Contact fungicides protect plant tissue topically
  • translaminar fungicides are redistributed from the upper sprayed leaf surface to the lower unsprayed surface
  • systemic fungicides enter into plant tissue and are distributed by xylem vessels throughout the plant.
  • Fungicides are also grouped together according to their mode of action. [0005] Amongst various agricultural and horticultural crops/plants, grapes are one of the most important and widely cultivated fruit. The nutrients in grapes offer a number of possible health benefits and importantly, grapes are cultivated worldwide mostly to produce wine. However, grapes are susceptible to severe fungal disease.
  • downy mildew powdery mildew, grey mold, black rot and anthracnose are caused by fungi that result in reduced yield, quality and crop loss.
  • downy mildew Pusmopara viticola
  • the pathogen attacks all green parts of the vine, especially the leaves. Severely infected leaves drop, and if enough defoliation occurs, the overwintering buds are more susceptible to winter injury.
  • the fungus causes direct yield losses by rotting inflorescences, berries, clusters and shoots. Indirect losses result from premature defoliation of vines due to foliar infections.
  • fungicidal product comprising two or more fungicides for controlling fungal disease in plants.
  • improved fungicidal product comprising two or more fungicides for controlling fungal disease in plants of Vitaceae family.
  • improved fungicidal product comprising two or more fungicides for controlling fungal disease in grapes.
  • Still another object of the present disclosure is to provide improved fungicidal product comprising two or more fungicides for controlling fungal disease in grapes such as downy mildew, powdery mildew, grey mold, black rot and anthracnose.
  • Still another object of the present disclosure is to provide improved fungicidal product comprising two or more fungicides for controlling fungal disease in grapes caused by Plasmopara spp.
  • Still another object of the present disclosure is to provide fungicidal product comprising two or more fungicides for controlling downy mildew in grapes caused by Plasmopara viticola.
  • the present disclosure pertains to the technical field of agricultural combinations and compositions.
  • the present disclosure pertains to fungicidal combinations and compositions comprising two or more fungicide compounds for controlling fungal disease in plants such as grapes.
  • An aspect of the present disclosure provides a fungicidal combination comprising at least two fungicides for controlling fungal disease in plants. [0022] In another aspect, the present disclosure provides a fungicidal combination comprising at least two fungicides for preventing fungal disease in plants. [0023] In some embodiments, the present disclosure provides a fungicidal combination for controlling phytopathogenic fungi in plants comprising: a) at least one carboxylic acid amide (CAA) compound; and b) at least one cyanoacetamide oxime compound.
  • CAA carboxylic acid amide
  • the present disclosure provides a fungicidal combination for controlling downy mildew in grapes caused by Plasmopara viticola, comprising: a) at least one carboxylic acid amide compound selected from Dimethomorph, Flumorph, Benthiavalicarb, Iprovalicarb, Valifenalate, and Mandipropamid; and b) Cymoxanil.
  • An aspect of the present disclosure provides a fungicidal composition for controlling phytopathogenic fungi in plants, such as woody vines, comprising: a) at least one carboxylic acid amide compound; and b) at least one cyanoacetamide oxime compound.
  • the present disclosure provides a fungicidal composition for controlling downy mildew in grapes caused by Plasmopara viticola, comprises: a) at least one carboxylic acid amide compound selected from a group comprising Dimethomorph, Flumorph, Benthiavalicarb, Iprovalicarb, Valifenalate, and Mandipropamid; and b) at least one cyanoacetamide oxime compound.
  • An aspect of the present disclosure provides a method of controlling the growth of phytopathogenic fungi in grapes, a method of preventing a fungal disease in grapes , or a method of improving plant health in grapes comprising contacting or applying to foliage of the plants, a seed, or a locus thereof an effective amount of a fungicidal combination or a fungicidal composition of the present disclosure.
  • aspect of the present disclosure relates to the use of the fungicidal combination or fungicidal composition of the present disclosure, for controlling fungal disease in plants, for preventing fungal disease in plants, and for improving plant health.
  • the numerical parameters set forth in the written description are approximations that can vary depending upon the desired properties sought to be obtained by a particular embodiment.
  • the numerical parameters should be construed in light of the number of reported significant digits and by applying ordinary rounding techniques. Notwithstanding that the numerical ranges and parameters setting forth the broad scope of some embodiments of the disclosure are approximations, the numerical values set forth in the specific examples are reported as precisely as practicable. [0036] The recitation of ranges of values herein is merely intended to serve as a shorthand method of referring individually to each separate value falling within the range. Unless otherwise indicated herein, each individual value is incorporated into the specification as if it were individually recited herein.
  • one embodiment comprises elements A, B, and C
  • a second embodiment comprises elements B and D
  • inventive subject matter is also considered to include other remaining combinations of A, B, C, or D, even if not explicitly disclosed.
  • Various terms as used herein are described below. To the extent a term used in a claim is not defined below, it should be given the broadest definition persons in the pertinent art have given that term as reflected in printed publications and issued patents at the time of filing.
  • the term “about” as used herein encompasses variations of +/-10% and more preferably +/-5%, or any such variations that are appropriate for practicing the present disclosure to achieve desired effects.
  • locus means fields in or on which plants are growing, or where seeds of cultivated plants are sown, or where seed will be placed into the soil. The term also includes the vicinity of a desired crop in which fungal control is desired.
  • crop shall include a multitude of desired crop plants or an individual crop plant growing at a locus.
  • control or “controlling” or “prevent” or “preventing” a fungal pathogen or a fungal disease refers to inhibiting or reducing the growth, reducing the ability of fungal pathogen to grow or reproduce or proliferate or spread, including killing (e.g., causing the morbidity or mortality, or reduced fecundity) of fungal pathogen. Controlling effects include all deviation from natural development, for example: killing, retardation, decrease or treatment of the disease.
  • fungi “fungus”, “phytopathogenic fungi”, “phytopathogenic fungus” or the likes as used herein refers to fungi or fungus-like pathogens having the ability to cause infection or disease in plants.
  • fungicide as used herein means a compound that controls, modifies, inhibits or prevents the growth of fungi.
  • fungicidally effective amount of the fungicide refers to an amount of the fungicide that kills or inhibits the phytopathogenic disease for which control or prevention is desired, in an amount not significantly toxic to the plant being treated.
  • plant refers to all physical parts of a plant including foliage/leaves, seeds, seedlings, saplings, roots, tubers, stems, stalks, and fruits. As used herein, the term “plant” and “crop” have been used interchangeably throughout the present disclosure.
  • Mandipropamid is a carboxylic acid amide (CAA) compound in the mandelamide class and WDUJHWV ⁇ FHOOXORVH ⁇ V ⁇ QWKDVH ⁇ OLNH ⁇ 3L&HV$ ⁇ WR inhibit cell wall biosynthesis in the oomycete plant pathogen.
  • Mandipropamid is chemically known as 2-(4-chlorophenyl)-N-[2- ⁇ -methoxy-4-prop-2-ynoxyphenyl)ethyl]-2-prop-2-ynoxyacetamide and represented as follows: [0050] Alkyl urea-based fungicides such as Cymoxanil is a curative and preventive foliar fungicide.
  • Cymoxanil is chemically known as (1E)-2-(ethylcarbamoylamino)-N-methoxy-2- oxoethanimidoyl cyanide and represented as follows: [0051] Cymoxanil’s mode of action is presently unknown and works as local systemic. It penetrates rapidly and when inside the plant, it cannot be washed off by rain. It controls diseases during the incubation period and prevents the appearance of damage to the crop.
  • CAA carboxylic acid amide
  • cyanoacetamide oxime compound as a fungicide for treating grape disease
  • carboxylic acid amide (CAA) based compound such as Mandipropamid
  • cyanoacetamide oxime compound such as Cymoxanil
  • the present disclosure provides a fungicidal combination comprising at least two fungicides for controlling growth of phytopathogenic fungi in plants.
  • the present disclosure also provides a fungicidal combination comprising at least two fungicides for treating fungal disease in plants.
  • the fungicidal combinations of the present disclosure are effective in controlling fungal disease in wood vines, such as grapes, selected from downy mildew (caused by Plasmopara viticola), anthracnose (caused by Elsinoe ampelina), ripe rot (caused by Glomerella cingulata), powdery mildew (caused by Uncinula necator), rust (caused by Phakopsora ampelopsidis), and black rot (caused by Guignardia bidwellii), and botrytis (caused by Botrytis cinerea).
  • downy mildew caused by Plasmopara viticola
  • anthracnose caused by Elsinoe ampelina
  • ripe rot caused by Glomerella cingulata
  • powdery mildew caused by Uncinula necator
  • rust caused by Phakopsora ampelopsidis
  • black rot caused by
  • the fungicidal combinations of the present disclosure are effective in controlling downy mildew in plants, such as, Grapes (caused by Plasmopara viticola), Cucurbit (caused by Pseudoperonospora cubensis), Brassica (caused by Hyaloperonospora parasitic), Basil (caused by Peronospora belbahrii), Hops (caused by Pseudoperonospora humuli), Roses (caused by Peronospora sparsa), and Spinach (caused by Peronospora effusa).
  • Grapes caused by Plasmopara viticola
  • Cucurbit caused by Pseudoperonospora cubensis
  • Brassica caused by Hyaloperonospora parasitic
  • Basil caused by Peronospora belbahrii
  • Hops caused by Pseudoperonospora humuli
  • Roses caused by Peron
  • the present disclosure provides a fungicidal combination for controlling fungal disease in plants caused by phytopathogenic fungi, preferably in order Peronosporales and more preferably of Plasmopara spp. Accordingly, the present fungicidal combination can be used to control fungal disease from one or more species of: Plasmopara [0058] In some embodiments, the fungicidal combinations of the present disclosure are effective in controlling fungal disease in grapes.
  • the fungicidal combinations of the present disclosure are effective in controlling fungal disease in grape species selected from Vitis vinifera, Vitis amurensis, Vitis labrusca, Vitis riparia, Vitis rupestris, Vitis berlandeieri, Vitis aestivalis, Vitis cinerea, Vitis vulpine, Vitis rotundifolia, Vitis mustangensis, and combinations thereof.
  • the fungicidal combinations of the present disclosure are effective in controlling fungal disease in grapes caused by Plasmopara spp.
  • the fungicidal combinations of the present disclosure are effective in controlling downy mildew in grapes caused by Plasmopara viticola.
  • the fungicidal combination for controlling fungal disease in plants/crops comprises two fungicides.
  • at least one of the fungicides in the fungicidal combination is a carboxylic acid amide (CAA) compound.
  • at least one of the fungicides in the fungicidal combination is a cyanoacetamide oxime compound.
  • the present disclosure provides a fungicidal combination for controlling phytopathogenic fungi in plants comprising: a) at least one carboxylic acid amide (CAA) compound; and b) at least one cyanoacetamide oxime compound.
  • CAA carboxylic acid amide
  • the present disclosure provides a fungicidal combination for controlling phytopathogenic fungi in plants, comprising: a) at least one carboxylic acid amide compound, and b) at least one cyanoacetamide oxime compound
  • the plant is grapes (Vitis spp.)
  • the present disclosure provides a fungicidal combination for controlling phytopathogenic fungi in grapes comprising: a) at least one carboxylic acid amide (CAA) compound; and b) at least one cyanoacetamide oxime compound.
  • CAA carboxylic acid amide
  • the present disclosure provides fungicidal combination for controlling phytopathogenic fungi in plants caused by Plasmopara spp., comprising: a) at least one carboxylic acid amide compound, and b) at least one cyanoacetamide oxime compound.
  • the present disclosure provides a fungicidal combination for controlling downy mildew in grapes (Vitis vinifera) caused by Plasmopara viticola, comprising: a) at least one carboxylic acid amide (CAA) compound; and b) at least one cyanoacetamide oxime compound.
  • the carboxylic acid amide compound is selected from a class of compounds comprising cinnamic acid amides, valinamide carbamates, and mandelic acid amides. [0071] In some embodiments, the carboxylic acid amide compound is mandelic acid amide. [0072] In some embodiments, the carboxylic acid amide compound is selected from a group comprising Mandipropamid, Dimethomorph, Flumorph, Benthiavalicarb, Iprovalicarb, and Valifenalate. [0073] In some embodiments, the carboxylic acid amide compound is Mandipropamid.
  • the cyanoacetamide oxime compound is Cymoxanil.
  • the present disclosure provides a fungicidal combination for controlling phytopathogenic fungi in plants comprising: a) at least one carboxylic acid amide compound selected from Dimethomorph, Flumorph, Benthiavalicarb, Iprovalicarb, Valifenalate and Mandipropamid; and b) at least one cyanoacetamide oxime compound.
  • the present disclosure provides a fungicidal combination for controlling downy mildew in grapes caused by Plasmopara viticola, comprising: a) at least one carboxylic acid amide compound selected from Dimethomorph, Flumorph, Benthiavalicarb, Iprovalicarb, Valifenalate, and Mandipropamid; and b) Cymoxanil.
  • the fungicidal combination for controlling fungal disease in grapes comprises: a) Mandipropamid; and b) Cymoxanil.
  • the fungicidal combination for controlling downy mildew in grapes (Vitis vinifera) caused by Plasmopara viticola comprises: a) Mandipropamid; and b) Cymoxanil.
  • the fungicidal combination for controlling fungal disease in plants/crops of the present disclosure may further comprise additional fungicides selected from morpholine fungicides, triazole fungicides, acylamino acid fungicides, anilide fungicides, antibiotic fungicides, strobilurin fungicides, aromatic fungicides, arsenical fungicides, aryl phenyl ketone fungicides, benzimidazole fungicides, benzimidazole precursor fungicides, benzothiazole fungicides, bridged diphenyl fungicides, carbamate fungicides, conazole fungicides, copper fungicides, dicarboximide fungicides, dinitrophenol fungicides, dithiocarbamate fungicides, dithiolane fungicides, hydrazide fungicides, imidazole fungicides, inorganic fungicides, organ
  • the present disclosure provides a fungicidal combination for controlling fungal disease in plants comprising two or more fungicides each with different mode of actions.
  • at least one of the fungicides is a cell wall biosynthesis inhibitor or an inhibitor of cellulose synthase.
  • at least one of the fungicides has an unknown mode of action.
  • at least one fungicide in the fungicidal combination for controlling fungal disease in plants has an unknown mode of action and is selected from cyanoacetamide oximes such as Cymoxanil.
  • the fungicidal combination for controlling phytopathogenic fungi in grapes comprises: a) at least one cell wall biosynthesis inhibitor or an inhibitor of cellulose synthase; and b) at least one fungicide with unknown mode of action.
  • the fungicidal combination for controlling phytopathogenic fungi in grapes comprises: a) at least one cell wall biosynthesis inhibitor or an inhibitor of cellulose synthase; and b) at least one fungicide with unknown mode of action.
  • the fungicidal combination for controlling downy mildew in grapes caused by Plasmopara viticola comprises: a) at least one cell wall biosynthesis inhibitor or an inhibitor of cellulose synthase; and b) at least one fungicide with unknown mode of action.
  • the fungicidal combination for controlling or treating fungal disease in grapes of the present disclosure may be applied simultaneously as a tank mix or may be applied sequentially.
  • the application may be made to plant or parts thereof, or the soil before emergence of the plants, either pre-planting or post-planting.
  • the application may be made as a foliar spray at different timings during crop development, with either one or two applications early or late post-emergence.
  • the fungicidal combinations as described above can be applied, for example, in a single “ready- mix” form, in a combined spray mixture composed of separate formulations of the single active ingredient components, such as a “tank-mix”, or in a combined use of the single active ingredients when applied in a sequential manner, i.e., one after the other within a reasonably short period, such as a few minutes, hours or days.
  • the fungicidal combinations of the present disclosure comprising: a) at least one carboxylic acid amide compound; and b) at least one cyanoacetamide oxime compound, are employed in a ratio of 1:10 to 10:1.
  • fungicidal combination of the present disclosure comprising: a) Mandipropamid and b) Cymoxanil are employed in ratio of 1:10 to 10:1.
  • fungicidal combination of the present disclosure comprising: a) Mandipropamid and b) Cymoxanil are employed in ratios of 5:10 to 10:5, 2:5 to 5:2, 1.5:1 to 1:1.
  • fungicidal combination of the present disclosure comprising: a) Mandipropamid and b) Cymoxanil are employed in ratios of 1:1 or 1.04:1.
  • fungicidal combination of the present disclosure comprising: a) Mandipropamid and b) Cymoxanil are employed in a ratio of 1.04:1.
  • fungicidal combination of the present disclosure comprising: a) Mandipropamid and b) Cymoxanil are employed in a ratio of 1. ⁇ :1
  • fungicides of the combinations as disclosed above may be mixed at the time of application or on the point of application. The point of application refers to the locus of application of the said fungicides.
  • the said locus could be an infected plant or a seed or any other plant propagation material, or an area adjacent to the said infected plant or a seed or any other plant propagation material and/or foliage.
  • each of the said embodiments correspond to and completely fall within the purview of the fungicidal combinations for preventing fungal disease in plants.
  • the fungicidal combinations according to the present disclosure can be applied before or after infection of the useful plants or the propagation material thereof by the fungi.
  • the present disclosure further provides a fungicidal composition comprising at least two fungicides for controlling fungal disease in plants.
  • the fungicidal composition for controlling phytopathogenic fungi in grapes comprises: a) at least one carboxylic acid amide compound; and b) at least one cyanoacetamide oxime compound.
  • the fungicidal composition for controlling phytopathogenic fungi in grapes caused by Plasmopara spp. comprises: a) at least one carboxylic acid amide compound; b) at least one cyanoacetamide oxime compound; and [00101]
  • the fungicidal composition for controlling downy mildew in grapes caused by Plasmopara viticola comprises: a) at least one carboxylic acid amide compound; and b) at least one cyanoacetamide oxime compound.
  • the fungicidal composition for controlling downy mildew in grapes caused by Plasmopara viticola comprises: a) at least one carboxylic acid amide compound selected from a group comprising Dimethomorph, Flumorph, Benthiavalicarb, Iprovalicarb, Valifenalate, and Mandipropamid; and b) at least one cyanoacetamide oxime compound.
  • the fungicidal composition for controlling downy mildew in grapes caused by Plasmopara viticola comprises: a) Mandipropamid; and b) Cymoxanil.
  • Mandipropamid is a cell wall biosynthesis inhibitor.
  • mode of action of Cymoxanil is unknown as per Fungicide Resistance Action Committee (FRAC).
  • the fungicidal composition for controlling downy mildew in grapes (Vitis vinifera) caused by Plasmopara viticola comprises: a) Mandipropamid; and b) Cymoxanil.
  • the fungicidal composition for controlling fungal disease in grapes comprises agriculturally acceptable excipient.
  • the fungicidal composition for controlling fungal disease in grapes comprises agriculturally acceptable excipient selected from a group comprising solvent, carrier, surfactant, dispersing agent, wetting agent, antifoam agent, stabilizing agent, pH modifier and combinations thereof.
  • the agriculturally acceptable solvent is selected from aromatic compounds, such as xylene, toluene or alkylnaphthalenes, chlorinated aromatic compounds or chlorinated aliphatic hydrocarbons, such as chlorobenzenes, chloroethylenes or methylene chloride, aliphatic hydrocarbons, such as cyclohexane or paraffins, for example mineral oil fractions, mineral and vegetable oils, alcohols, such as butanol or glycol, and also ethers and esters thereof, ketones, such as acetone, methyl ethyl ketone, methyl isobutyl ketone or cyclohexanone, strongly polar solvents, such as dimethylformamide and dimethylsulphoxide, and also water.
  • aromatic compounds such as xylene, toluene or alkylnaphthalenes
  • chlorinated aromatic compounds or chlorinated aliphatic hydrocarbons such as chlorobenzenes, chloroethylenes or methylene chloride
  • the agriculturally acceptable carrier is selected from a solid carrier or a liquid carrier.
  • the agriculturally acceptable liquid carrier is selected from water, toluene, xylene, petroleum ether, vegetable oils, acetone, methyl ethyl ketone, cyclohexanone, acid anhydrides, acetonitrile, acetophenone, amyl acetate, 2-butanone, butylene carbonate, chlorobenzene, cyclohexane, cyclohexanol, alkyl esters of acetic acid, diacetone alcohol, 1,2-dichloropropane, diethanolamine, p-diethylbenzene, diethylene glycol, diethylene glycol abietate, diethylene glycol butyl ether, diethylene glycol ethyl ether, diethylene glycol methyl ether, N,N-dimethylformamide, dimethyl sulfoxide, 1,4-d
  • the agriculturally acceptable solid carrier is selected from talc, titanium dioxide, pyrophyllite clay, silica, attapulgite clay, kieselguhr, limestone, calcium carbonate, bentonite, calcium montmorillonite, cottonseed husks, wheat flour, soybean flour, pumice, wood flour, ground walnut shells, lignin and combinations thereof.
  • the agriculturally acceptable surfactants may be selected from nonionic surfactants such as polyoxyethylene alkyl ethers, polyoxyethylene alkyl (mono- or di-) phenyl ethers, polyoxyethylene (mono-, di- or tri-) styrylphenyl ethers, polyoxyethylene polyoxypropylene block copolymers, polyoxyethylene fatty acid (mono- or di-)esters, sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, castor oil ethylene oxide adducts, acetylene glycol, acetylene alcohol, ethylene oxide adducts of acetylene glycol, ethylene oxide adducts of acetylene alcohol, alkyl glycosides, etc.; anionic surfactants, such as alkyl sulfates, alkylbenzene sulfonates, lignin sulfonates, alkyl
  • the fungicidal composition for controlling fungal disease in plants/crops may contain ionic and nonionic dispersing agents to enable disintegration of granules in water with ease, such as salts of polystyrenesulphonic acids, salts of polyvinylsulphonic acids, salts of naphthalenesulphonic acid/formaldehyde condensates, salts of condensates of naphthalenesulphonic acid, phenolsulphonic acid and formaldehyde, and salts of lignosulphonic acid, polyethylene oxide/polypropylene oxide block copolymers, polyethylene glycol ethers of linear alcohols, reaction products of fatty acids with ethylene oxide and/or propylene oxide, furthermore polyvinyl alcohol, polyvinylpyrrolidone, copolymers of polyvinyl alcohol and polyvinylpyrrolidone and copolymers of (meth)acrylic acid and (meth)acrylic est
  • the preferred dispersing agents include sodium naphthalene sulfonate-formaldehyde condensate, polyethyleneglycol mono- [2,4,6-tris (1- phenylethyl] phenyl ether or a combination thereof.
  • the fungicidal composition for controlling fungal disease in plants/crops may contain stabilizers.
  • Such stabilizers may include carboxylic acids, such as citric acid and butenedioic acid or inorganic components such as sodium hydroxide, potassium hydroxide, and sodium dihydrogen phosphate dihydrate which may also act as a pH modifier.
  • the fungicidal composition for controlling fungal disease in plants/crops of the present disclosure comprise at least one antifoaming agent which are usually employed for this purpose in agrochemical compositions.
  • the preferred antifoaming agents are selected from silicone oil and magnesium stearate or a suitable combination thereof.
  • the fungicidal composition for controlling fungal disease in plants/crops of the present disclosure comprise at least one pH modifier selected from organic and inorganic components that are usually employed in agrochemical compositions to modify the pH.
  • the pH modifier may be selected from potassium carbonate, potassium hydroxide, sodium hydroxide and sodium dihydrogen phosphate.
  • the fungicidal composition for controlling phytopathogenic fungi in grapes comprises: a) at least one carboxylic acid amide compound; b) at least one cyanoacetamide oxime compound; and c) optionally at least one agriculturally acceptable excipient.
  • the fungicidal composition for controlling downy mildew in grapes caused by Plasmopara viticola comprises: a) Mandipropamid; b) Cymoxanil; and c) at least one agriculturally acceptable excipient.
  • the fungicidal composition for controlling fungal disease in grapes comprises: a) at least one carboxylic acid amide compound at an amount of about 1% to about 99%; b) at least one cyanoacetamide oxime compound at an amount of about 1% to about 99%; and c) an agriculturally acceptable excipient at an amount of about 1% to about 70%, by weight of the composition.
  • the fungicidal composition for controlling fungal disease in plants such as grapes is in a solid dosage form or liquid dosage form.
  • the fungicidal composition for controlling fungal disease in plants such as grapes is in a dosage form selected from a group comprising aerosols, capsule suspensions, cold-fogging concentrates, warm-fogging concentrates, encapsulated granules, fine granules, flowable concentrates for the treatment of seed, ready-to-use solutions, dustable powders, emulsifiable concentrates, oil-in-water emulsions, water-in oil emulsions, macrogranules, microgranules, oil-dispersible powders, oil-miscible flowable concentrates, oil- miscible liquids, foams, pastes, pesticide-coated seed, suspension concentrates, suspension emulsion concentrates, soluble concentrates, suspensions, wettable powders, soluble powders, dusts and granules, water-soluble granules or tablets, water-soluble powders for the treatment of seed, wettable powders
  • the present disclosure provides a process for preparation of the fungicidal composition, described herein.
  • the process for preparation of fungicidal composition for controlling fungal disease in grapes comprises, mixing at least one carboxylic acid amide compound at an amount of about 1% to about 99%, at least one cyanoacetamide oxime compound at an amount of about 1% to about 99%, and an agriculturally acceptable excipient at an amount of about 1% to about 70%, by weight of the composition.
  • each of the said embodiments correspond to and completely fall within the purview of the fungicidal compositions for preventing fungal disease in plants.
  • the present disclosure further relates to a method of controlling the growth of phytopathogenic fungi in plants, said method comprising contacting or applying to seeds, foliage or at the locus of plants an effective amount of a fungicidal combination or fungicidal composition, as described above.
  • the present disclosure also provides a method of preventing a fungal disease in plants, said method comprising contacting or applying to seeds, foliage or at the locus of plants an effective amount of a fungicidal combination or fungicidal composition, as described above.
  • the present disclosure additionally provides a method of improving plant health in plants susceptible to phytopathogenic fungi, said method comprising contacting or applying to seeds, foliage or at the locus of plants an effective amount of a fungicidal combination or fungicidal composition, as described above.
  • the method of controlling the growth of phytopathogenic fungi in grapes, method of preventing a fungal disease in plants, or the method of improving plant health in grapes comprises contacting or applying to foliage of the plants, a seed, or a locus thereof an effective amount of a fungicidal combination or a fungicidal composition, comprising: a) at least one carboxylic acid amide (CAA) compound, and b) at least one cyanoacetamide oxime compound.
  • CAA carboxylic acid amide
  • the method of controlling the growth of phytopathogenic fungi in grapes, method of preventing a fungal disease in plants, or the method of improving plant health in grapes comprises contacting or applying to seeds, foliage or at the locus of grape plants an effective amount of a fungicidal combination or fungicidal composition, comprising: a) fungicidally effective amount of at least one carboxylic acid amide compound selected from a group comprising Dimethomorph, Flumorph, Benthiavalicarb, Iprovalicarb, Valifenalate, and Mandipropamid; and b) fungicidally effective amount of Cymoxanil.
  • the phytopathogenic fungi is Plasmopara viticola which causes downy mildew; and said method comprises contacting or applying to seeds, foliage or at the locus of crop plants an effective amount of a fungicidal combination or a fungicidal composition comprising: a) fungicidally effective amount of at least one carboxylic acid amide compound selected from a group comprising Dimethomorph, Flumorph, Benthiavalicarb, Iprovalicarb, Valifenalate, and Mandipropamid; and b) fungicidally effective amount of cyanoacetamide oxime compound which is Cymoxanil.
  • the phytopathogenic fungi is Plasmopara viticola which causes downy mildew; and said method comprises contacting or applying to seeds, foliage or at the locus of crop plants an effective amount of a fungicidal combination comprising: a) fungicidally effective amount of Mandipropamid; and b) fungicidally effective amount of Cymoxanil.
  • the phytopathogenic fungi is Plasmopara viticola which causes downy mildew; and said method comprises contacting or applying to seeds, foliage or at the locus of crop plants an effective amount of a fungicidal combination comprising: a) fungicidally effective amount of Mandipropamid; and b) fungicidally effective amount of Cymoxanil, wherein the Mandipropamid and the Cymoxanil are present in a ratio of 1:10 to 10:1.
  • the phytopathogenic fungi is Plasmopara viticola which causes downy mildew; and said method comprises contacting or applying to seeds, foliage or at the locus of crop plants an effective amount of a fungicidal combination comprising: a) fungicidally effective amount of Mandipropamid; and b) fungicidally effective amount of Cymoxanil, wherein the Mandipropamid and the Cymoxanil are present in a ratio of 1.04:1.
  • the phytopathogenic fungi is Plasmopara viticola which causes downy mildew; and said method comprises contacting or applying to seeds, foliage or at the locus of crop plants an effective amount of a fungicidal combination comprising: a) fungicidally effective amount of Mandipropamid; and b) fungicidally effective amount of Cymoxanil, wherein the Mandipropamid is applied at a rate in the range of 100 g a.i./Ha to 150 g a.i./Ha, and the Cymoxanil is applied at a rate in the range of 50 g a.i./Ha to 140 g a.i./Ha
  • the phytopathogenic fungi is Plasmopara viticola which causes downy mildew
  • the fungicidal combination is applied sequentially or simultaneously to the locus of application at different or same application rates or concentrations.
  • at least one fungicide is applied at the rate of about 100 to 150 g a.i./Ha and at least one fungicide is applied at the rate of about 50 to 140 g a.i./Ha.
  • the carboxylic acid amide based fungicide is applied at the rate of about 100 to 150 g a.i./Ha and cyanoacetamide oxime based fungicide is applied at the rate of about 100 to 140 g a.i./Ha.
  • the carboxylic acid amide based fungicide is Mandipropamid and is applied at the rate of about 100 g a.i./Ha, about 105 g a.i./Ha, about 110 g a.i./Ha, about 115 g a.i./Ha, about 120 g a.i./Ha, about 125 g D ⁇ L ⁇ +D ⁇ DERXW ⁇ g a.i./Ha, about ⁇ g a.i./Ha, about 140 g a.i./Ha, about 145 g a.i./Ha, or about 150 g a.i./Ha.
  • Mandipropamid is applied at the rate of about 125 g a.i./Ha.
  • the cyanoacetamide oxime based fungicide is Cymoxanil and is applied at the rate of about 50 g a.i./Ha, about 72 g a.i./Ha, about 90 g a.i./Ha, about 100 g a.i./Ha, about 105 g a.i./Ha, 108 g a.i./Ha, about 110 g a.i./Ha, about 115 g a.i./Ha, about 120 g a.i./Ha, about 125 g D ⁇ L ⁇ +D ⁇ DERXW ⁇ g D ⁇ L ⁇ +D ⁇ DERXW ⁇ g a.i./Ha, or about 140 g a.i./Ha.
  • Cymoxanil is applied at the rate of about 72 g a.i./Ha. [00143] In an exemplary embodiment of the method, Cymoxanil is applied at the rate of about 90 g a.i./Ha. [00144] In an exemplary embodiment of the method, Cymoxanil is applied at the rate of about 108 g a.i./Ha. [00145] In an exemplary embodiment of the method, Cymoxanil is applied at the rate of about 120 g a.i./Ha.
  • the fungicidal combination for controlling fungal disease in grapes is applied as: a) Mandipropamid at the rate of about 125 g a.i./Ha, and b) Cymoxanil at the rate of about 72 g a.i./Ha.
  • the fungicidal combination for controlling fungal disease in grapes is applied as: a) Mandipropamid at the rate of about 125 g a.i./Ha, and b) Cymoxanil at the rate of about 90 g a.i./Ha.
  • the fungicidal combination for controlling fungal disease in grapes is applied as: a) Mandipropamid at the rate of about 125 g a.i./Ha, and b) Cymoxanil at the rate of about 108 g a.i./Ha.
  • the fungicidal combination for controlling fungal disease in grapes is applied as: a) Mandipropamid at the rate of about 125 g a.i./Ha, and b) Cymoxanil at the rate of about 120 g a.i./Ha.
  • the fungicidal combination for controlling downy mildew disease in grapes caused by Plasmopara viticola is applied as: a) Mandipropamid at the rate of about 125 g a.i./Ha, and b) Cymoxanil at the rate of about 120 g a.i./Ha.
  • the phytopathogenic fungi is Plasmopara viticola which causes downy mildew; and said method comprises contacting or applying to seeds, foliage or at the locus of crop plants an effective amount of a fungicidal composition comprising: a) fungicidally effective amount of Mandipropamid at an amount of about 1% to about 99%; b) fungicidally effective amount of Cymoxanil at an amount of about 1% to about 99%; and c) optionally, agriculturally acceptable excipient at an amount of about 1% to about 70%, by the weight of the composition.
  • the fungal disease is downy mildew caused by phytopathogenic fungi Plasmopara viticola; and said method comprises contacting or applying to seeds, foliage or at the locus of plants an effective amount of a fungicidal combination or a fungicidal composition comprising: a) fungicidally effective amount of at least one carboxylic acid amide compound selected from a group comprising Dimethomorph, Flumorph, Benthiavalicarb, Iprovalicarb, Valifenalate, and Mandipropamid; and b) fungicidally effective amount of cyanoacetamide oxime compound which is Cymoxanil.
  • the fungal disease is downy mildew caused by phytopathogenic fungi Plasmopara viticola; and said method comprises contacting or applying to seeds, foliage or at the locus of plants an effective amount of a fungicidal combination comprising: a) fungicidally effective amount of Mandipropamid; and b) fungicidally effective amount of Cymoxanil.
  • the fungal disease is downy mildew caused by phytopathogenic fungi Plasmopara viticola; and said method comprises contacting or applying to seeds, foliage or at the locus of plants an effective amount of a fungicidal combination or a fungicidal composition comprising: a) fungicidally effective amount of at least one carboxylic acid amide compound selected from a group comprising Dimethomorph, Flumorph, Benthiavalicarb, Iprovalicarb, Valifenalate, and Mandipropamid; and b) fungicidally effective amount of cyanoacetamide oxime compound which is Cymoxanil.
  • the fungal disease is downy mildew caused by phytopathogenic fungi Plasmopara viticola; and said method comprises contacting or applying to seeds, foliage or at the locus of plants an effective amount of a fungicidal combination comprising: a) fungicidally effective amount of Mandipropamid; and b) fungicidally effective amount of Cymoxanil.
  • said method comprises contacting or applying to seeds, foliage or at the locus of plants an effective amount of a fungicidal combination or a fungicidal composition comprising: a) fungicidally effective amount of at least one carboxylic acid amide compound selected from a group comprising Dimethomorph, Flumorph, Benthiavalicarb, Iprovalicarb, Valifenalate, and Mandipropamid; and b) fungicidally effective amount of cyanoacetamide oxime compound which is Cymoxanil.
  • the method of improving plant health in grapes where plant is susceptible to downy mildew caused by phytopathogenic fungi Plasmopara viticola; and said method comprises contacting or applying to seeds, foliage or at the locus of plants an effective amount of a fungicidal combination comprising: a) fungicidally effective amount of Mandipropamid; and b) fungicidally effective amount of Cymoxanil.
  • the method of improving plant health in grapes where plant is susceptible to downy mildew caused by phytopathogenic fungi Plasmopara viticola; and said method comprises contacting or applying to seeds, foliage or at the locus of crop plants an effective amount of a fungicidal combination comprising: a) fungicidally effective amount of Mandipropamid; and b) fungicidally effective amount of Cymoxanil, wherein the Mandipropamid and the Cymoxanil are present in a ratio of 1:10 to 10:1.
  • the method of improving plant health in grapes where plant is susceptible to downy mildew caused by phytopathogenic fungi Plasmopara viticola; and said method comprises contacting or applying to seeds, foliage or at the locus of crop plants an effective amount of a fungicidal combination comprising: a) fungicidally effective amount of Mandipropamid; and b) fungicidally effective amount of Cymoxanil, wherein the Mandipropamid and the Cymoxanil are present in a ratio of 1.04:1.
  • the method of improving plant health in grapes where plant is susceptible to downy mildew caused by phytopathogenic fungi Plasmopara viticola; and said method comprises contacting or applying to seeds, foliage or at the locus of crop plants an effective amount of a fungicidal combination comprising: a) fungicidally effective amount of Mandipropamid; and b) fungicidally effective amount of Cymoxanil, wherein the Mandipropamid and the Cymoxanil are present in a ratio of 1. ⁇ :1.
  • the method of improving plant health in grapes where plant is susceptible to downy mildew caused by phytopathogenic fungi Plasmopara viticola; and said method comprises contacting or applying to seeds, foliage or at the locus of crop plants an effective amount of a fungicidal combination comprising: a) fungicidally effective amount of Mandipropamid; and b) fungicidally effective amount of Cymoxanil, wherein the fungicidal combination is applied at a rate in the range from 50 g a.i./Ha to 150 g a.i./Ha.
  • the method of improving plant health in grapes where plant is susceptible to downy mildew caused by phytopathogenic fungi Plasmopara viticola; and said method comprises contacting or applying to seeds, foliage or at the locus of crop plants an effective amount of a fungicidal combination comprising: a) fungicidally effective amount of Mandipropamid; and b) fungicidally effective amount of Cymoxanil, wherein the Mandipropamid is applied at a rate in the range from 100 g a.i./Ha to 150 g a.i./Ha, and the Cymoxanil is applied at a rate in the range from 50 g a.i./Ha to 140 g a.i./Ha.
  • the method of improving plant health in grapes where plant is susceptible to downy mildew caused by phytopathogenic fungi Plasmopara viticola; and said method comprises contacting or applying to seeds, foliage or at the locus of crop plants an effective amount of a fungicidal combination comprising: a) fungicidally effective amount of Mandipropamid; and b) fungicidally effective amount of Cymoxanil, wherein the Mandipropamid is applied at a rate of 150 g a.i./Ha, and the Cymoxanil is applied at a rate of 108 g a.i./Ha.
  • the methods of the present disclosure can be carried out in agricultural lands such as fields, lawns and orchards, or in non-agricultural lands.
  • the present methods may be used to control diseases in agricultural lands for cultivating the plants without any phytotoxicity to the plant.
  • the fungicidal combinations and compositions of the present disclosure do not show any sign or symptoms of any phytotoxicity and are safe at different growth stages of plants.
  • the combinations or compositions of the present disclosure may be applied by various conventional treating techniques and machines, such as sprayers, fluidized bed techniques, the roller mill method, drones, rotostatic seed treaters, and drum coaters, spouted beds, etc. Pre- and post-coating procedures such as sizing etc., may also be carried out.
  • plant propagation material will typically be treated only once it is removed from the plant and is ready to be re-sown.
  • the treatment may occur before sowing of the plant propagation material so that the sown material has been pre-treated with the present fungicidal combination or composition.
  • seed coating or seed pelleting are preferred in the treatment of the present fungicidal combination or composition according to the disclosure.
  • the active ingredients in the combination and/or composition are adhered on to the seed and therefore available for disease control.
  • the present disclosure further relates to the use of the fungicidal combination or fungicidal composition described herein, for controlling fungal disease in plants.
  • the present disclosure also relates to the use of the fungicidal combination or fungicidal composition described herein, for preventing fungal disease in plants.
  • the present disclosure additionally relates to the use of the fungicidal combination or fungicidal composition described herein, for improving plant health.
  • the subsequent embodiments focus on use of the fungicidal combination or fungicidal composition described herein for controlling fungal disease in plants, for treating a fungal disease in plants, and for improving plant health, all the features and characteristics of fungicidal combination, fungicidal composition, fungicides, fungal disease, fungal pathogen, and plant are as described by any of the embodiments above.
  • the present disclosure relates to the use of the fungicidal combination or the fungicidal composition for controlling growth of phytopathogenic fungi in plants comprising a) at least one carboxylic acid amide (CAA) compound, and b) at least one cyanoacetamide oxime compound for controlling downy mildew in grapes caused by Plasmopara viticola.
  • CAA carboxylic acid amide
  • the present disclosure relates to the use of the fungicidal combination or the fungicidal composition comprising Mandipropamid and Cymoxanil for controlling downy mildew in grapes caused by Plasmopara viticola.
  • the present disclosure relates to the use of the fungicidal combination or the fungicide composition comprising a) at least one carboxylic acid amide (CAA) compound, and b) at least one cyanoacetamide oxime compound for preventing downy mildew in grapes caused by Plasmopara viticola.
  • CAA carboxylic acid amide
  • the present disclosure relates to the use of the fungicidal combination or the fungicide composition comprising Mandipropamid and Cymoxanil for preventing downy mildew in grapes caused by Plasmopara viticola.
  • the present disclosure relates to the use of the fungicidal combination or the fungicidal composition comprising a) at least one carboxylic acid amide (CAA) compound, and b) at least one cyanoacetamide oxime compound for improving plant health where plant is grapes and is susceptible to downy mildew caused by Plasmopara viticola.
  • CAA carboxylic acid amide
  • the present disclosure relates to the use of the fungicidal combination or the fungicide composition comprising Mandipropamid and Cymoxanil for improving plant health where plant is grapes and is susceptible to downy mildew caused by Plasmopara viticola.
  • the foregoing description is illustrative and not limiting. While considerable emphasis has been placed herein on particular features of this disclosure, it will be appreciated that various modifications can be made, and that many changes can be made in the preferred embodiments without departing from the principles of the disclosure. Those skilled in the art will recognize that the embodiments herein can be practiced with modification within the spirit and scope of the embodiments as described herein.
  • Example 2 Trials were performed to evaluate the fungicidal efficacy of the present combination (Mandipropamid + Cymoxanil) on Downy mildew in Vitis vinifera (Grape) Trt Treatment Rate (g % Control No.
  • the present fungicidal combination and fungicidal composition for controlling fungal disease in plants preferably grapes, that demonstrates enhanced antifungal efficacy, reduced toxicity, reduced use rates, lesser damage to the environment.
  • the methods employed by the present disclosure indicate sustained and effective control and treatment of fungal disease in plants, preferably downy mildew in grapes.
  • the methods employed by the present disclosure further result in enhancing plant yield and improving plant health, preferably in grapes susceptible to downy mildew caused by Plasmopara spp.
  • the present fungicidal combination and fungicidal composition for controlling fungal disease in crop plants preferably downy mildew in grapes, demonstrates that combining a cell wall biosynthesis inhibitor (for e.g. Mandipropamid) with a fungicide with unknown mode of action (for e.g. Cymoxanil) leads to an enhanced fungicidal activity.
  • a cell wall biosynthesis inhibitor for e.g. Mandipropamid
  • a fungicide with unknown mode of action for e.g. Cymoxanil

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Abstract

La présente invention concerne des combinaisons fongicides et des compositions contenant deux composés fongicides ou plus pour lutter contre une maladie fongique dans des plantes. En particulier, la présente invention concerne des produits fongicides pour lutter contre une maladie fongique dans des plantes grimpantes ligneuses telles que des vignes. L'invention concerne également des procédés correspondants et des utilisations associées.
PCT/IB2024/052202 2023-03-07 2024-03-07 Produits fongicides, procédés et applications associés Pending WO2024184842A1 (fr)

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