Compositions comprising indoxacarb and acifensulfuron-s-methyl

The combination of isoxazolidinamide and aramid-type benzene-S-methyl solves the problem of controlling insect-borne virus infection in the prior art, and achieves efficient control of thrips species such as western flower thrips, which is applicable to a variety of plants.

CN123056709APending Publication Date: 2026-11-06SYNGENTA CROP PROTECITON AG
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Patent Information

Application Number
CN202580025372.6
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Priority Date
2024-04-11
Filing Date
2025-04-10
Publication Date
2026-11-06

AI Technical Summary

Technical Problem

Existing technologies are insufficient to effectively control insect-borne viral infections transmitted by harmful organisms, especially those in the genus *Thrips* of the order Thysanoptera, such as the western flower thrips.

Method used

Combinations of isoxazolidinone and aramidoylbenzene-S-methyl can be used in different mixing forms or in sequence to achieve a synergistic effect in controlling insect-borne virus infections.

Benefits of technology

It has achieved a high level of control over insect-borne virus infection, especially against western flower thrips of the genus Thrips, and is applicable to a variety of plants in agriculture, horticulture and forestry.

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Abstract

The present invention relates to a composition comprising an active ingredient A and an active ingredient B, characterized in that the active ingredient A is isothiazolylacetic acid amide and the active ingredient B is ala acid phenyl-S-methyl.
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Description

[0001] This invention relates to compositions containing bioactive ingredients that kill harmful organisms, and to methods of using these compositions in the agricultural field.

[0002] WO 2011067272 discloses that certain isoxazoline compounds have insecticidal activity.

[0003] The present invention provides a composition comprising active ingredient A and active ingredient B, wherein active ingredient A is isoxazolamide and active ingredient B is aramid-benzene-S-methyl.

[0004] It has now been unexpectedly discovered that the compositions according to the invention, or in other words, mixtures or combinations of active ingredients, achieve a synergistic effect, particularly in treating insect-borne viral infections transmitted by pests selected from the order Thysanoptera, preferably from the genus Thrips, such as more preferably western thrips. The compositions advantageously achieve high levels of control over insect-borne viral infections.

[0005] Throughout this document, the term "composition" refers to different mixtures or combinations of active ingredients (A) and (B), for example, in a single "premixed" form, in a combined spray mixture (which consists of individual formulations of these single active ingredient components, such as a "tank mix"), and when these single active ingredients are applied in a sequential manner (i.e., one after another over a moderately short period of time, such as hours or days). For the purposes of this invention, the order in which active ingredients (A) and (B) are applied is not necessary.

[0006] Isoxazolamide is an insecticidal agricultural chemical with the following CAS number: 2061933-85-3, and has the following chemical formula:

[0007]

[0008] Isoxazolidinamide may include the isomer (5S,4R), which is 4-[(5S)-5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H-isoxazo-3-yl]-N-[(4R)-2-ethyl-3-oxo-isoxazoline-4-yl]-2-methyl-benzamide, and optionally includes at least one isomer selected from the group consisting of isomer (5S,4S), isomer (5R,4R), isomer (5R,4S), and any combination thereof. In this invention, isomer (5S,4S) is 4-[(5S)-5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H-isoxazo-3-yl]-N-[(4S)-2-ethyl-3-oxo-isoxazoline-4-yl]-2-methyl-benzamide; isomer (5R,4R) is 4-[(5R)-5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H-isoxazoline-3-yl]-N-[(4R)-2-ethyl-3-oxo-isoxazoline-4-yl]-2-methyl-benzamide; and isomer (5R,4S) The is 4-[(5R)-5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H-isoxazo-3-yl]-N-[(4S)-2-ethyl-3-oxo-isoxazoline-4-yl]-2-methyl-benzamide. When isoxazolidinamide further comprises at least one isomer selected from the following isomers: isomer (5S,4S), isomer (5R,4R), isomer (5R,4S), and any combination thereof, isoxazolidinamide may contain a molar proportion greater than 50% relative to the total amount of isomers (5S,4R), (5S,4S), (5R,4R), and (5R,4S), for example, at least 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95%, 96%, 97%, 98%, or 99% of isomer (5S,4R).

[0009] The molar percentage of isomer (5S,4S) may be less than 50% relative to the total amount of isomers (5S,4R), (5S,4S), (5R,4R), and (5R,4S), for example, up to 30%, 25%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1%, 0.5%, or 0.1%.

[0010] The molar percentage of isomer (5R,4R) may be less than 50% relative to the total amount of isomers (5S,4R), (5S,4S), (5R,4R), and (5R,4S), for example, up to 30%, 25%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1%, 0.5%, or 0.1%.

[0011] The molar percentage of isomer (5R,4S) may be less than 50% relative to the total amount of isomers (5S,4R), (5S,4S), (5R,4R), and (5R,4S), for example, up to 30%, 25%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1%, 0.5%, or 0.1%.

[0012] Active ingredient B is araratonic benzene-S-methyl, with CAS number 135158-54-2. More specifically, active ingredient B can be a fungicidal agricultural chemical.

[0013] According to the present invention, active ingredients (A) and (B) may be present in the composition in synergistically effective amounts.

[0014] In a preferred embodiment, the weight ratio (in grams of active ingredient A to active ingredient B) can range from 100:1 to 1:1, preferably from 50:1 to 1:1, preferably from 10:1 to 1:1, preferably from 10:1 to 5:1, and more preferably from 8:1.

[0015] The active ingredient A according to the present invention can be used to prepare suspension concentrates (SC), flowable suspensions (FS), emulsions (SE), suspension concentrate-capsule suspension blends (ZC), water-soluble granules (SG), water-dispersible granules (WG), water-dispersible tablets (WT), dispersible concentrates (DC), emulsifiable concentrates (EC), or oil dispersants (OD). The most preferred formulation types are suspension concentrates (SC), dispersible concentrates (DC), or suspension concentrate-capsule suspension blends (ZC).

[0016] The above-mentioned formulations can be prepared using ingredients and techniques well known in the art, such as those described in documents WO 2022 / 128912 or WO 2023 / 232559.

[0017] For example, the composition according to the invention, especially when used for the preparation of active ingredient A, may further contain at least one component selected from the following: polyoxyethylene copolymer, acrylic acid graft copolymer, oxygenated hydrocarbon, lignin compound, lactamide compound and ether solvent, preferably containing at least two of the components, more preferably containing at least three of the components, and more preferably containing at least four of the components.

[0018] In a specific embodiment of forming a suspension concentrate (SC), the pest-killing composition, particularly for the preparation of active ingredient A, may further comprise at least one component selected from the following: polyoxyethylene copolymers, acrylic acid graft copolymers, and oxygenated hydrocarbons, preferably comprising at least two of the components, and more preferably comprising all three components.

[0019] In a particular embodiment of forming a dispersible concentrate (DC), the pest-killing composition, especially for the preparation of active ingredient A, may further comprise at least one component selected from the following: acrylic acid graft copolymer, lignin compound, lactamide compound, and ether solvent, preferably comprising at least two of the components, more preferably comprising at least three of the components, and more preferably comprising all four components.

[0020] In this invention, the polyoxyethylene copolymer can be obtained from at least two different epoxides, such as from ethylene oxide and propylene oxide monomers.

[0021] More preferably, the polyoxyethylene copolymer can be an AB type, ABA type, BAB type or ABABA type polyoxyethylene block copolymer.

[0022] More specifically, polyoxyethylene copolymers can be prepared by ring-opening polymerization of the corresponding cyclic ethylene oxide and propylene oxide monomers.

[0023] Typically, ring-opening polymerization is initiated by adding water and alkali metal hydroxides (such as sodium hydroxide and potassium hydroxide). The block structure of the copolymer is formed by first polymerizing one monomer into a polymer block, and then adding a second monomer to form another polymer block.

[0024] In a preferred embodiment, the polyoxyethylene copolymer may be an ethylene oxide-propylene oxide-ethylene oxide block copolymer (EO-PO-EO block copolymer), or in other words, a poly(ethylene oxide)-poly(propylene oxide)-poly(ethylene oxide) block copolymer or a poly(ethylene glycol)-poly(propylene glycol)-poly(ethylene glycol) block copolymer.

[0025] The polyoxyethylene copolymers of the present invention, and more particularly EO-PO-EO block copolymers, have a molecular weight of 1,000 to 15,000 g / mol, and more preferably 3,000 to 7,000 g / mol.

[0026] In this invention, the term "molecular weight" refers to the average molecular weight (i.e., the approximate molecular weight). The molecular weight of a polymer, or in other words, its molar mass, can be readily determined by methods well known in the art, such as gel permeation chromatography (GPC).

[0027] In the first embodiment, the polypropylene oxide molecular weight of the EO-PO-EO block copolymer can be from 900 to 4,000 g / mol, and is preferably from 2,000 to 4,000 g / mol. In other words, the polypropylene oxide molecular weight is the molecular weight of the poly(propylene oxide) block of the EO-PO-EO block copolymer.

[0028] In the second embodiment, the ethylene oxide content of the EO-PO-EO block copolymer can be from 10% to 80% relative to the total weight of the copolymer, and is preferably from 30% to 50%. In other words, the ethylene oxide content is the percentage of poly(ethylene oxide) blocks in the EO-PO-EO block copolymer.

[0029] In the third embodiment, the EO-PO-EO block copolymer may have the features of the first embodiment and the second embodiment.

[0030] Examples include GENAPOL ® PF series (CLARIANT), PLURONIC ® Series (BASF), SYNPERONIC ® PE series (CRODA) or TOXIMUL ® Series (STEPAN).

[0031] Acrylic acid graft copolymers typically have a comb-like or star-like structure, and preferably a comb-like structure.

[0032] Graft copolymers are branched copolymers in which the components forming the side chains are structurally different from the components forming the main chain.

[0033] Comb polymers consist of a backbone (backbone) containing branch points from which linear side chains extend.

[0034] Star-shaped polymers are composed of multifunctional centers, with at least three polymer chains radiating outward from these multifunctional centers.

[0035] In a preferred embodiment, the acrylic graft copolymer may be an amphiphilic copolymer.

[0036] More specifically, the acrylic graft copolymer comprises at least one component A (which is solvated by an aqueous medium, i.e., the hydrophilic portion) and at least one other component B (which is hydrophobic).

[0037] Suitable acrylic graft copolymers may contain polyethylene glycol, polyethylene glycol monomethyl ether, poly(vinylpyrrolidone), poly(acrylamide), or poly(vinyl alcohol) as hydrophilic side chains, while the hydrophobic backbone may contain polymers and copolymers of styrene, methyl acrylate, methyl methacrylate, ethyl acrylate, 2-ethylhexyl acrylate, lauryl methacrylate, or vinyl acetate.

[0038] Such acrylic graft copolymers can be prepared, for example, by converting polyethylene glycol monomethyl ether into acrylate or methacrylate, followed by free radical polymerization of the ester with other unsaturated monomers (such as styrene, ethyl acrylate, or methyl methacrylate). Alternatively, such acrylic graft copolymers can be prepared by reacting a hydrophobic polymer backbone containing chemically reactive sites such as carboxyl, hydroxyl, or amine groups with monomeric alkyl oxides (such as ethylene oxide and propylene oxide) to form hydrophilic side chains.

[0039] More preferably, the acrylic graft copolymer is a nonionic polymer and, more particularly, has a comb-like structure.

[0040] In this invention, the acrylic graft copolymer may contain polyethylene glycol and / or polyethylene glycol monoether side chains.

[0041] Acrylic graft copolymers may also contain a backbone obtained from acrylate and / or methacrylate monomers.

[0042] Even more preferably, the acrylic graft copolymer may contain a backbone obtained from acrylate and / or methacrylate monomers and side chains containing polyethylene glycol and / or polyethylene glycol monoethers, thereby more specifically imparting a comb-like structure to the polymer.

[0043] For example, the acrylic graft copolymer of the present invention can be Atlox 4913™ supplied by Croda or Tersperse 2500™ supplied by Huntsman.

[0044] The oxygen-containing hydrocarbon compound may be selected from alkyl ether compounds, alkyl ester compounds, and any mixtures thereof; and is preferably selected from polyethylene glycol alkyl ethers, sulfonated alkyl ester compounds, and any mixtures thereof. In other words, the oxygen-containing hydrocarbon compound is preferably different from polyoxyethylene copolymers and different from acrylic graft copolymers.

[0045] Polyethylene glycol alkyl ethers can be obtained by reacting an alcohol with ethylene oxide. Suitable alcohols are straight-chain or branched aliphatic alcohols with chain lengths from C2 to C6. 15 The preferred chain length is C7 to C8. 11 Furthermore, a chain length of C9 or C is preferred. 10An example could be the Rhodasurf DA / 630-E™ supplied by Solvay-Rhodia.

[0046] The sulfonated alkyl ester compound can be a sulfosuccinate or a salt of a sulfosuccinate. An example is Aerosol™ OT-B supplied by Solvay Rhodia.

[0047] The molecular weight of the lignin compound can be as high as 10,000 g / mol, and preferably as high as 5,000 g / mol. In a preferred embodiment, the molecular weight of the lignin compound can be at least 1,000 g / mol.

[0048] The lignin compound may more particularly be sulfate lignin and / or unsulfonated lignin. In a preferred embodiment, the lignin compound may be unsulfonated sulfate lignin.

[0049] Unsulfonated sulfate lignin can be defined as lignin obtained from cellulose using the Kraft process (also known as the sulfate process), which involves the separation using sodium hydroxide (NaOH) and sodium sulfide (Na₂S). This process produces unsulfonated lignin, which differs from lignin produced by the acid sulfite process.

[0050] Lactic acid compounds may differ from lignin compounds and may preferably have the formula I: CH3CH(OH)C(=O)NR1R2 (I), wherein R1 and R2 are each independently hydrogen; or C 1-6 Alkyl, C 2-6 alkenyl or C 3-6 Cycloalkyl groups, each optionally composed of up to three independently selected from phenyl, hydroxyl, C 1-5 Substitution with alkoxy, morpholino, and NR3R4 groups, wherein R3 and R4 are each independently C 1-3 Alkyl groups; or optionally, composed of up to three independently selected C4 groups. 1-3 Alkyl substituents substituted phenyl groups; or R1 and R2 together with the nitrogen atom to which they are attached form a morpholino, pyrrolidinyl, piperidinyl, or azaheptanyl ring, each of which is optionally composed of up to three independently selected C1-C2 rings. 1-3 Alkyl substituents. In preferred embodiments, R1 and R2 of the lactamide compound of formula I can each be independently hydrogen or C. 1-6 Alkyl, and more preferably hydrogen or C 1-3 Alkyl groups, such as dimethyl lactate or diethyl lactate.

[0051] The ether solvent can be selected from dialkyl ethers, dialkylamide ethers, glycol ethers, aliphatic ethers, and cyclic ethers. For example, the ether solvent can be methyl 5-(dimethylamino)-2-methyl-5-oxovalerate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol monophenyl ether, tetrahydrofuran, or dibutyl ether.

[0052] In this invention, the composition may further contain water.

[0053] The compositions of the present invention may further comprise one or more formulation additives well known in the art. In particular, the formulation additives may be selected from antifreeze agents, defoamers, antibacterial agents (or biocides), viscosity modifiers (or thickeners), pH adjusters, and any mixtures thereof.

[0054] In a preferred embodiment, the composition of the present invention may further comprise at least one silicone compound as an antifoaming agent. Examples of silicone compounds may be polydimethylsiloxane.

[0055] Other suitable formulation additives include antioxidants, emulsifiers, colorants (or pigments), fragrances, adjuvants, attractants, binders, buffers, solid supports (carriers), coating agents, deodorants, emetics, inorganic fillers, safeners, organic solvents, photoprotectants, and any mixtures thereof, as known to those skilled in the art.

[0056] In a particular embodiment, when active ingredient A is prepared to form the above-described formulation, and more particularly as a suspension concentrate or a flowable suspension, the formulation may comprise:

[0057] - 0.01% to 50.0% of active ingredient A by weight, and preferably 0.1% to 40.0% of active ingredient A by weight, relative to the total weight of the preparation.

[0058] - A polyoxyethylene copolymer, preferably 0.0005% to 50.0% by weight relative to the total weight of the formulation, and more preferably 0.002% to 25.0% by weight.

[0059] - Acrylic acid graft copolymer, preferably 0.0005% to 20.0% by weight relative to the total weight of the formulation, and more preferably 0.001% to 10.0% by weight.

[0060] - Oxygenated hydrocarbon compounds, preferably 0.0001% to 10.0% by weight relative to the total weight of the formulation, and more preferably 0.001% to 5.0% by weight, and

[0061] - Optional water source.

[0062] In a specific embodiment, when active ingredient A is prepared to form the above-mentioned formulation, such as a dispersible concentrate, the formulation may contain:

[0063] (a) 0.01% to 70.0% of active ingredient A by weight, and preferably 0.1% to 50.0% of active ingredient A by weight, relative to the total weight of the preparation.

[0064] (b) A lignin compound, preferably 0.01% to 30.0% by weight, and more preferably 0.1% to 20.0% by weight, relative to the total weight of the formulation.

[0065] (c) Optionally, the acrylic graft copolymer, preferably from 0.01% to 30.0% by weight relative to the total weight of the formulation, and more preferably from 0.1% to 20.0% by weight, is an acrylic graft copolymer.

[0066] (d) Optionally, the lactamide compound, preferably from 10.0% to 90.0% by weight relative to the total weight of the composition, and more preferably from 20% to 80% by weight, and

[0067] (e) Optionally, the ether solvent is preferably 1.0% to 70.0% by weight relative to the total weight of the composition, and more preferably 1.0% to 60.0% by weight.

[0068] In the specific embodiments described herein, isoxazolidinamide, polyoxyethylene copolymer, acrylic acid graft copolymer, oxygenated hydrocarbon, lignin compound, lactamide compound, and ether solvent are compounds described in this specification.

[0069] The active ingredient B according to the present invention can be used to prepare water-dispersible granules (WG), wettable powders (WP), soluble concentrates (SL), or water-soluble granules (SG). The most preferred formulation type is water-dispersible granules or water-soluble granules.

[0070] The above-mentioned preparations can be prepared using ingredients and techniques well known in the art.

[0071] For example, a water-dispersible granule (WG) containing active ingredient B could be ACTIGARD 50 WG, a product supplied by Syngenta.

[0072] In a preferred embodiment of the invention, the composition may be a mixture of active ingredient A and active ingredient B, and more particularly a mixture of the following:

[0073] - Formulations containing active ingredient A, such as suspension concentrates, flowable suspensions, emulsions, suspension concentrate-capsule suspension blends, water-soluble granules, water-dispersible granules, water-dispersible tablets, dispersible concentrates, emulsifiable concentrates, or oil dispersants, preferably suspension concentrates, dispersible concentrates, or suspension concentrate-capsule suspension blends; and

[0074] - Formulations containing active ingredient B, such as water-dispersible granules, wettable powders, soluble concentrates, or water-soluble granules, preferably water-dispersible granules or water-soluble granules.

[0075] The mixture can be diluted with water in a drum mix.

[0076] The formulation containing active ingredient A can be added to the water in the farmer's spray can, or it can be applied directly after mixing without further dilution.

[0077] In another embodiment, active ingredient A and active ingredient B may be applied separately or simultaneously in any desired order.

[0078] In another embodiment, the formulation containing active ingredient A and the formulation containing active ingredient B may be applied separately or simultaneously in any desired order.

[0079] The compositions of the present invention may further comprise additional agrochemicals. These additional agrochemicals may be insecticides, fungicides, herbicides, synergists, plant growth regulators, nematicides, plant nutrients, plant fertilizers, and mixtures thereof.

[0080] Where appropriate, the compositions of the present invention may contain suitable amounts of one or more of the above-mentioned components to obtain their respective properties.

[0081] According to the present invention, the harmful organisms are selected from:

[0082] - Hemiptera, more preferably from the families Amycidae (e.g., *Aphid*, *Aphid*), Aphididae (e.g., *Aphid*, *Myzus*), and *Myzus* (e.g., *Myzus persicae*); and

[0083] - Thysanoptera or thrips, preferably from the family Thripidae, such as the genera *Thrips*, *Spirit Thrips*, *Needle Thrips*, and *Scirtothrips*.

[0084] The most preferred pests may come from genera such as *Whitefly* (e.g., tobacco whitefly), *Whitefly* (e.g., greenhouse whitefly), *Aphid* (e.g., cotton aphid), *Aphid* (e.g., potato aphid), *Aphid* (e.g., peach aphid), *Thrips* (e.g., tobacco thrips), *Thrips* (e.g., western flower thrips), or *Thrips* (e.g., yellow thrips).

[0085] According to the invention, even more preferred pests are from the genus *Thrips*, and more preferably from the western flower thrips.

[0086] Other harmful organisms may also be considered in this invention, such as species from other families of Hemiptera, Lepidoptera, Coleoptera, Diptera, mites, or termites.

[0087] Other families in the order Hemiptera can be selected from:

[0088] - The family Pistilidae, and more particularly the genera *Dichelops* (e.g., the black-spined Pistil *Dichelops melacanthus*) and *Euschistus* (e.g., the hero Pistil *Euschistus heros*).

[0089] - Cicadidae family, such as the corn leafhopper (Dalbulus maidis) and the corn flower-winged planthopper (Peregrinus maidis).

[0090] Lepidoptera can be selected from:

[0091] - Moths, such as the coffee leaf miner (Perileucoptera coffeella).

[0092] - Noctuidae, and more particularly the genera *Autographa*, such as *Autographagamma*; *Chrysodeixis*, such as the soybean looper *Chrysodeixis includens*; *Stalk borer*, such as the sugarcane borer; *Bollworm*, such as the cotton bollworm;

[0093] - Genus Spodoptera, such as fall armyworm, southern fall armyworm (Spodoptera eridania), Spodoptera cosmioides, Spodoptera albula, and sea fall armyworm (Spodoptera littoralis).

[0094] - Genus *Rachiplusia*, such as the sunflower pecker moth (*Rachiplusia nu*); and

[0095] - Leaf miners (Tuta), such as the tomato leaf miner (Tuta absoluta).

[0096] Coleoptera can be selected from Chrysomelidae (e.g., species of *Lepidoptera*, *Lepidoptera*, *Lepidoptera*, *Lepidoptera*), Scarabaeidae (e.g., species of *Ceratophora*, *Ceratophora*, *Popilia*), Weevilidae (e.g., species of *Ceratophora*, *Ceratophora*, *Ceratophora*, *Ceratophora*), and Asparagidae (e.g., species of *Asparagera*).

[0097] Diptera can be selected from the family Lepidoptera, such as the South American serpentine leafminer.

[0098] The order Mites (Varicomorpha) or mites can be selected from the family Tetranychidae, such as Tetranychus two-spotted.

[0099] Blattodea (Isoptera) or termites can be selected from species of the family Rhinocerotidae, such as species of the genus *Heterotermes*.

[0100] The compositions according to the invention can be used to control, limit, and prevent insect-borne viral infections in plants caused by pests of the types described above, particularly on useful and ornamental plants in agriculture, horticulture, and forestry, or on the organs of such plants, such as fruits, flowers, branches, leaves, stems, tubers, or roots, and in some cases even on plant organs formed at later times, which are protected from these pests. The compositions can also be used to control, limit, and prevent insect-borne viral infections in plants caused by pests of the types described above, particularly those found in the soil and / or on plant propagation material.

[0101] The term "plant" as used in this specification includes seedlings, shrubs, and trees. Suitable target crops include cereals such as wheat, barley, rye, oats, rice, corn (e.g., field corn, popcorn, maize), millet, or sorghum; sugar beets such as sugar beets or forage beets; fruits such as pome, stone fruits, or seedless small fruits such as apples, pears, plums, peaches, almonds, cherries, or berries (e.g., strawberries, raspberries, or blackberries); legumes such as beans, lentils, peas, or soybeans; oilseed crops such as rapeseed, mustard, poppies, olives, sunflowers, coconuts, castor beans, cocoa, or peanuts; and cucurbitaceous plants such as pumpkins and cucumbers. Melons, watermelons, or zucchini / cucumbers; fiber plants such as cotton, flax, hemp, or jute; citrus fruits such as oranges, lemons, grapefruits, or tangerines; vegetables such as spinach, lettuce, leeks, asparagus, cabbage, cucumbers, broccoli, cauliflower, carrots, chili peppers, melons, onions, watermelons, tomatoes, potatoes, eggplants, zucchini, peppers, or bell peppers; Lauraceae, such as avocados, cinnamon, or camphor; and also tobacco, nuts, coffee, sugarcane, tea, grapevines, hops, plantains, and rubber-producing plants.

[0102] In a preferred embodiment, the plant may be selected from:

[0103] - Cereals, such as wheat, barley, rye, oats, rice, corn (e.g., field corn, popcorn, maize), millet, or sorghum; and more preferably rice, corn (e.g., field corn, popcorn, maize), millet, or sorghum;

[0104] - Legumes, such as beans, lentils, peas or soybeans; and more preferably soybeans.

[0105] - Fiber plants, such as cotton, flax, hemp, or jute; with cotton being preferred;

[0106] - Vegetables, such as spinach, lettuce, asparagus, cabbage, broccoli, cauliflower, carrots, onions, leeks, tomatoes, cucumbers, chili peppers, potatoes, eggplants, zucchini, peppers, or bell peppers; and

[0107] - sugar cane.

[0108] In another preferred embodiment, transgenic plants and plant cultivars (genetically modified organisms) obtained by genetic engineering methods (in combination with conventional methods where appropriate), and portions thereof, may be treated with the compositions of the present invention. Particularly preferred are these commercially available or in-use plant cultivars, as described in their respective cases, treated according to the present invention. Plant cultivars are understood to mean plants possessing novel characteristics (“traits”) obtained through conventional breeding, mutagenesis, or recombinant DNA technology. These can be cultivars, biotypes, or genotypes.

[0109] Genetically modified crops can be found at: https: / / www.isaaa.org / gmapprovaldatabase, which is incorporated herein by reference.

[0110] In this invention, as used herein, the term "site" means the place in which or on which a plant grows, or the place where the seeds of a cultivated plant are sown, or the place where the seeds are to be placed in the soil. It includes soil, seeds and seedlings, and established vegetation.

[0111] In this invention, the term "plant propagation material" should be understood to refer to all reproductive parts of a plant, such as seeds, which can be used for plant propagation, including vegetative propagation plant materials such as cuttings. Plant propagation material may include: seeds (strictly speaking), roots, fruits, tubers, bulbs, rhizomes, and plant parts. The plant propagation material can be treated with the composition of this invention before sowing or planting. Alternatively, the plant propagation material can be treated with the composition of this invention during sowing or planting. Furthermore, the composition of this invention can be applied to the previously treated propagation material before or during planting. The composition of this invention can be applied during seed sowing. The composition can also be used for plant propagation material derived from plants grown in greenhouses and / or during transplanting.

[0112] More preferably, the plant propagation material is plant seeds. Seed treatment can occur on unsown seeds, and the term "unsown seeds" means seeds included in any period between harvesting the seeds and sowing them in the soil (for the purpose of germination and growth into plants). Treatment of unsown seeds is not intended to include those operations in which the composition is applied to the soil, but rather includes any application operation that targets the seeds during sowing / planting. The treated plant propagation material of the present invention can be treated in the same manner as conventional plant propagation material. The treated propagation material can be stored, treated, sown, and cultivated in the same manner as any other material treated with a pest control agent.

[0113] In a first specific embodiment, the composition according to the invention can be applied to plants, plant parts, plant propagation material, or plant growing sites by spraying (e.g., dispensing from a spray container for foliar application).

[0114] The method may involve applying an effective amount of the composition at the following ratio:

[0115] - 1 g to 1000 g of active ingredient A per hectare, preferably 1 g to 500 g of active ingredient A per hectare, more preferably 30 g to 150 g of active ingredient A per hectare, and even more preferably 100 g of active ingredient A per hectare; and

[0116] - 1 g to 100 g of active ingredient B per hectare, preferably 1 g to 50 g of active ingredient B per hectare, more preferably 1 g to 30 g of active ingredient B per hectare, and even more preferably 12.5 g of active ingredient B per hectare.

[0117] More specifically, for foliar application, the weight ratio of active ingredient A is higher than that of active ingredient B, preferably 8 times the weight ratio of active ingredient B.

[0118] More specifically, for foliar application, the weight ratio of active ingredient A is at least 3 to 5 times that of active ingredient B, preferably at least 8 times that of active ingredient B.

[0119] In a second specific embodiment, the pest-killing composition according to the invention can be applied to plant propagation material susceptible to pest attack. In this case, the pest-killing composition can be used as a seed treatment agent. The method may involve applying an effective amount of the pest-killing composition at the following ratio:

[0120] - 1 g to 30 g of active ingredient A per 100 kg of seeds, preferably 1 g to 25 g of active ingredient A per 100 kg of seeds, more preferably 1 g to 10 g of active ingredient A per 100 kg of seeds, and even more preferably 2 g to 8 g of active ingredient A per 100 kg of seeds.

[0121] - 1 g to 1000 g of active ingredient B per 100 kg of seeds, preferably 5 g to 500 g of active ingredient B per 100 kg of seeds, preferably 10 g to 200 g of active ingredient B per 100 kg of seeds, preferably 10 g to 150 g of active ingredient B per 100 kg of seeds, and more preferably 50 g to 100 g of active ingredient B per 100 kg of seeds.

[0122] More specifically, for seed treatment application, the weight ratio of active ingredient A is at least 3 to 5 times that of active ingredient B, preferably at least 8 times that of active ingredient B.

[0123] Another object of the present invention relates to a method for controlling, limiting, and preventing insect-borne virus infection in plants, the method comprising applying a combination of active ingredient A and active ingredient B to the plant, plant parts, plant propagation material, or plant growing site, characterized in that active ingredient A and active ingredient B are as defined in the present invention.

[0124] In other words, the combination comprises active ingredient A and active ingredient B as defined in this invention, wherein active ingredient A is isoxazolam and active ingredient B is aramidoylbenzene-S-methyl. The combination can be applied in any desired order or simultaneously.

[0125] In the method according to the invention, plants are susceptible to damage caused by viral infection. Preferably, the viral infection can be transmitted by pests from the order Thysanoptera, more preferably by thrips, which are preferably selected from the genus *Thrips*, such as *Thrips serratus*.

[0126] Preferably, the virus can be a spherical negative sense RNA virus, and more preferably, tomato spotted wilt virus (TSWV).

[0127] The combination of active ingredients A and B can be a composition according to the present invention.

[0128] In the method according to the invention, the composition can generally be applied in effective amounts of active ingredient A and active ingredient B. More specifically, the weight ratio of active ingredient A to active ingredient B in the composition can range from 100:1 to 1:1, preferably from 50:1 to 1:1, more preferably from 10:1 to 1:1, and even more preferably from 10:1 to 5:1.

[0129] More specifically, for foliar application, the weight ratio of active ingredient A to active ingredient B in the composition can range from 10:1 to 1:1, and is preferably from 10:1 to 5:1.

[0130] For seed treatment, the weight ratio of active ingredient A to active ingredient B in the composition can range from 10:1 to 1:1, and is preferably from 10:1 to 5:1.

[0131] Another object of the present invention relates to the use of the compositions according to the invention for controlling, limiting, and preventing infection of plants by insect-borne viruses transmitted by thrips, and more preferably by western flower thrips.

[0132] In this invention, additional active ingredients may be combined with active ingredient A and / or active ingredient B of this invention and used in the method of this invention, and applied simultaneously or sequentially with active ingredients A and B of this invention. When applied simultaneously, these additional active ingredients may be formulated or mixed together with the composition of this invention in, for example, a spray can. These additional biocidal active ingredients may be fungicides, herbicides, insecticides, bactericides, acaricides, nematicides, plant growth regulators, and / or biological agents.

[0133] The following mixtures of active ingredient A and / or active ingredient B with other active ingredients are preferred: abamectin, acetamiprid, dimethomorph, azoxystrobin, Beauveria bassiana, Bacillus thuringiensis Kurstak subsp., Bacillus thuringiensis Tenebrion subsp., Beauveria bassiana, benzo[a]flufenican, pyrimethanil, bifenthrin, brofenoxam, chlorantraniliprole, bromfenoxam, thiamethoxam, copper, brofenoxam, cyclobromin, trifluralin, cymoxanil, deltamethrin, dichlorvos. Thiamethoxam, difenoconazole, fenpyroximate, emamectin benzoate, thiamethoxam, acetamiprid, benzylphos, fenpicoxamid, fluazinam, pyridabenamide, fluazanindolizine, fluazinam, fludioxonil, fluoxadiazon, fluoxazin, fluoxazinamide, fluoxazinamide, fluoxazinamide, fluoxazinamide, fluoxazinamide, fluoxazinamide, fluoxazinamide, thiamethoxam, high-efficiency Cyfluthrin, Hymexazol, Imidacloprid, Indoxam, Indopyr, Iprodione, Iprodione, Isoflucypyram, Isothiazine, Lambda-cyhalothrin, Lufenuron, Tobramycin, Chlorpyrifos, Melaleuca alternifolia, Metalaxyl, Metalaxyl-M, Methoxyfenozide, Tetracycline, Oleic acid, Oligosaccharin, Carbendazim, Fluoxetine, Oxaclofen, Penflulen, Pythiamethoxam, Cyazofamid, Phosphite (phosphonate), Tetracycline Ester, azoxystrobin, pyrimifos, prothioconazole, pydifulmetofen, pymetrozine, azoxystrobin, pyridabenamide, pyrethroid, fluazinam, fluoxastrobin, silthiamethoxam, dispiren, spinosad, spinosad, methoxypiperazine ethyl ester, spirotetramat, flonicamid, tebuconazole, heptafluthrin, chlorantraniliprole, flufenoxuron, thiamethoxam, thiophanate-methyl, triflumethoxam, triflupyrimidine, tebuconazole, and benzoyl methoxyfenozide.

[0134] The following active ingredients A and / or active ingredients B, in combination with other active ingredients, are preferred: metalaxyl-M, metalaxyl, tetrazolium oxychloride, fluoxastrobin, thiamethoxam, fludioxonil, azoxystrobin, thiabendazole, difenoconazole, tebuconazole, styraclostrobin, chlorfluazuron, prothioconazole, cymoxanil, fluoxastrobin, indapoxanil, penflulen, fluopyram, fluopyram, pydifulmetofen, triflupyridine, methoxypiperidine ethyl ester, thiamethoxam, lambda-cyhalothrin, or bifenthrin.

[0135] In certain embodiments, active ingredient A and / or active ingredient B may be combined with at least two, three, or four other active ingredients as described above.

[0136] When active ingredient A, active ingredient B, and at least one of the other active ingredients are combined, or when active ingredient A is combined with at least two of the other active ingredients, or when active ingredient B is combined with at least two of the other active ingredients, the weight ratio between any two components may be independently 1:100 to 100:1, preferably 1:50 to 50:1, and even more preferably 1:10 to 10:1.

[0137] Example

[0138] The following non-limiting examples illustrate improved performance related to the method according to the invention.

[0139] A synergistic effect exists as long as the combined effect of the active ingredients is greater than the sum of the effects of the individual components. For a given combination of active ingredients, the expected effect E follows the so-called Colby formula and can be calculated as follows (COLBY, SR, "Calculating synergistic and antagonistic responses of herbicide combination", Weeds, Vol. 15, pp. 20-22; 1967):

[0140] ppm = number of milligrams of active ingredient (= ai) per liter of spray mixture

[0141] X = The percentage effect of active ingredient (A) when using p ppm of active ingredient.

[0142] Y = the effect of active ingredient (B) when using q ppm of active ingredient.

[0143] According to Colby, using p + q ppm of active ingredients, the expected (additive) effect of active ingredient (A) + (B) is:

[0144]

[0145] If the observed effect (O) is greater than the expected effect (E), then the combined effect is superadditive, i.e., a synergistic effect exists. Mathematically, a synergistic effect corresponds to a positive difference in (OE). In the case of purely complementary additive activities (expected activity), the difference (OE) is zero. A negative difference (OE) indicates a loss of activity compared to the expected activity.

[0146] The products used in the following examples are detailed below:

[0147] - Isoxazolidinamide: SC200 formulation (a suspension concentrate containing 200 grams of active ingredient per liter), which contains isoxazolidinamide as the active ingredient, is commercialized by Syngenta under the name INCIPIO SC200; and

[0148] - Aramaic acid benzene-S-methyl: WG formulation (water-dispersible granules containing 50 grams of active ingredient per liter), which contains aramaic acid benzene-S-methyl as the active ingredient, is commercialized by Syngenta under the name ACTIGARD 50 WG.

[0149] Experiment Description

[0150] Example 1: Adult western flower thrips

[0151] Dilute each of the following products by adding 1 liter of water per pot: INCIPIO SC200 (Example 1), ACTIGARD 50 WG (Example 2), and a pest control composition containing INCIPIO SC200 and ACTIGARD 50 WG (Example 3).

[0152] The dosage rates used for INCIPIO SC200 are expressed in grams of active ingredient per hectare, and the dosage rates used for ACTIGARD 50 WG are also expressed in grams of active ingredient per hectare, as summarized in Table 1 below.

[0153] Western flower thrips adults reared in the laboratory on healthy pepper plants were transferred to Habanero pepper plants infected with TSWV (Tomato Spotted Wilt Virus) in insect-proof cages. These adults were then cultured on the infected plants under controlled temperatures of 26°C and 18°C, with 16 hours of light and 8 hours of darkness, until the start of the experiment. After a two-month exposure period, the virus-infected insects were transferred to groups of healthy pepper plants under different treatments. Four days after placing the virus-infected insects in each group of pepper plants, the insects were killed with an insecticide.

[0154] Infection time setting (exposing healthy pepper plants to virus-infected insects):

[0155] Exposure: 21 days after the second application, expose the plants to virus-carrying western flower thrips.

[0156] Plot size: 12 pepper plants per replicate (in pots with a diameter of 12 cm), and a total of 36 plants per group in each of the three treatments and plant exposures.

[0157] Serological assays were performed on plants using Luminex xMAP® to verify their positive status for viral infection. TSWV incidence (% of plants infected with TSWV) was assessed in each group 14 days after exposure to virus-carrying insects. The efficacy values ​​for reducing TSWV transmitted by thrips in peppers were reported, calculated as the control percentage of TSWV infection transmitted by western flower thrips in peppers (Table 1).

[0158] The results are summarized in Table 1 below.

[0159]

[0160] Table 1

[0161] The active ingredient based on the mixture of isoxazolidinamide and aramalic acid benzene-S-methyl tested according to the present invention unexpectedly ensures a high reduction in TSWV spread by adult thrips, and especially western thrips.

Claims

1. A composition comprising active ingredient A and active ingredient B, characterized in that, The active ingredient A is isoxazolidinamide, and the active ingredient B is aramid-type benzene-S-methyl, wherein the weight ratio of active ingredient A to active ingredient B ranges from 100:1 to 1:

1.

2. The composition according to claim 1, characterized in that, The weight ratio of active ingredient A to active ingredient B ranges from 50:1 to 1:1, preferably from 10:1 to 1:1, and more preferably from 10:1 to 5:

1.

3. The composition according to any one of the preceding claims, characterized in that, Active ingredient A is used to prepare suspension concentrates, flowable suspensions, emulsions, suspension concentrate-capsule suspension blends, water-soluble granules, water-dispersible granules, water-dispersible tablets, dispersible concentrates, or oil dispersants.

4. The composition according to any one of the preceding claims, characterized in that, This active ingredient B is used to prepare water-dispersible granules, wettable powders, soluble concentrates, or water-soluble granules.

5. The composition according to any one of the preceding claims, characterized in that, The composition further comprises at least one component selected from the following: polyoxyethylene copolymers, acrylic acid graft copolymers, oxygenated hydrocarbons, lignin compounds, lactamide compounds, and ether solvents.

6. A method for controlling, limiting, and preventing insect-borne virus infection in plants, the method comprising applying a combination of active ingredient A and active ingredient B to the plant, plant parts, plant propagation material, or plant growth site, characterized in that, The active ingredient A and the active ingredient B are as defined in any of the preceding claims, and wherein the weight ratio of active ingredient A to active ingredient B ranges from 100:1 to 1:

1.

7. The method according to claim 6, characterized in that, The active ingredient A and the active ingredient B are applied by mixing a formulation containing the active ingredient A and a formulation containing the active ingredient B.

8. The method according to claim 6 or 7, characterized in that, The method is carried out by spraying the composition according to any one of claims 1 to 5.

9. The method of claim 6, wherein the active ingredient A and the active ingredient B are applied sequentially.

10. The method according to any one of claims 6 to 9, characterized in that, This plant is susceptible to damage caused by viral infections.

11. The method according to claim 10, characterized in that, The virus infection is spread by thrips.

12. The method according to claim 11, characterized in that, The virus infection is transmitted by western flower thrips.

13. The method according to any one of claims 10 to 12, characterized in that, The virus is a spherical negative sense RNA virus.

14. The method according to claim 13, characterized in that, The virus is Tomato Spotted Wilt Virus (TSWV).

15. The use of the composition according to any one of claims 1 to 5 for controlling, limiting, and preventing infection of plants by insect-borne viruses transmitted by thrips, and more preferably by western flower thrips.

Citation Information

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