Composition comprising isocycloseram and acibenzolar-s-methyl
A synergistic composition of isocycloseram and acibenzolar-S-methyl addresses the ineffectiveness of existing technologies in controlling insect-vectored viral infections, offering enhanced protection against pests like Frankliniella occidentalis through specific formulations.
Patent Information
- Application Number
- PCT/EP2025/059854
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- Priority Date
- 2024-04-11
- Filing Date
- 2025-04-10
- Publication Date
- 2025-10-16
AI Technical Summary
Existing agricultural compositions are ineffective in providing a synergistic effect against insect-vectored viral infections transmitted by pests like Frankliniella occidentalis, particularly those belonging to the order Thysanoptera.
A composition comprising isocycloseram and acibenzolar-S-methyl, formulated in various agrochemical forms, is used in synergistic combinations to effectively control insect-vectored viral infections, with specific ratios and formulations enhancing their efficacy.
The composition achieves a high degree of control over insect-vectored viral infections, demonstrating a synergistic effect beyond the individual actions of isocycloseram and acibenzolar-S-methyl, particularly effective against pests like Frankliniella occidentalis.
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Abstract
Description
[0001] COMPOSITION COMPRISING ISOCYCLOSERAM AND ACIBENZOLAR-S-METHYL
[0002] The present invention relates to compositions of pesticidally active ingredients and to methods of using the compositions in the field of agriculture.
[0003] WO2011067272 discloses that certain isoxazoline compounds have insecticidal activity.
[0004] The present invention provides a composition comprising an active ingredient A and an active ingredient B, wherein the active ingredient A is isocycloseram, and the active ingredient B is acibenzolar-S-methyl.
[0005] It has now been found, surprisingly, that the composition, or in other words the active ingredient mixture or combination, according to the invention achieves a synergistic effect, especially to treat an insect- vectored viral infections transmitted by a pest selected from the order Thysanoptera, preferably selected from the Frankliniella genus, such as more preferably Frankliniella occidentalis. The composition advantageously achieves a high degree of insect-vectored viral infection control.
[0006] Throughout this document, the expression “composition” stands forthe various mixtures or combinations of active ingredients (A) and (B), for example in a single “ready-mix” form, in a combined spray mixture composed from separate formulations of the single active ingredient components, such as a “tank-mix”, and in a combined use of the single active ingredients when applied in a sequential manner, i.e. one after the other with a reasonably short period, such as a few hours or days. The order of applying the active ingredients (A) and (B) is not essential for working the present invention.
[0007] Isocycloseram is an insecticidal agrochemical with the following CAS number: 2061933-85-3, and has the following chemical formula:
[0008] Isocycloseram can comprise the isomer (5S,4R) which is 4-[(5S)-5-(3,5-dichloro-4-fluoro-phenyl)-5-
[0009] (trifluoromethyl)-4H-isoxazol-3-yl]-N-[(4R)-2-ethyl-3-oxo-isoxazolidin-4-yl]-2-methyl-benzamide, and optionally at least one of the isomers selected among isomer (5S,4S), isomer (5R,4R), isomer (5R,4S), and any combinations thereof. In the present invention, the isomer (5S,4S) is 4-[(5S)-5-(3,5-dichloro-4- fluoro-phenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-N-[(4S)-2-ethyl-3-oxo-isoxazolidin-4-yl]-2-methyl- benzamide; the isomer (5R,4R) is 4-[(5R)-5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H- isoxazol-3-yl]-N-[(4R)-2-ethyl-3-oxo-isoxazolidin-4-yl]-2-methyl-benzamide; and the isomer (5R,4S) is 4-[(5R)-5-(3,5-dichloro-4-fluoro-phenyl)-5-(trifluoromethyl)-4H-isoxazol-3-yl]-N-[(4S)-2-ethyl-3-oxo- isoxazolidin-4-yl]-2-methyl-benzamide. When isocycloseram further comprises at least one of the isomers selected among isomer (5S,4S), isomer (5R,4R), isomer (5R,4S), and any combinations thereof, isocycloseram can comprise a molar proportion of the isomer (5S,4R) greater than 50%, e.g. at least 55%, 60%, 65%, 70%, 75%, 80%, 85%, 90%, 95%, 96%, 97%, 98% or 99%, over the total amount of the isomers (5S,4R), (5S,4S), (5R,4R) and (5R,4S).
[0010] The molar proportion of the isomer (5S,4S) can be less than 50%, e.g. at most 30%, 25%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1 %, 0.5% or 0.1 %, over the total amount of the isomers (5S,4R), (5S,4S), (5R,4R) and (5R,4S).
[0011] The molar proportion of the isomer (5R,4R) can be less than 50%, e.g. at most 30%, 25%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1 %, 0.5% or 0.1 %, over the total amount of the isomers (5S,4R), (5S,4S), (5R,4R) and (5R,4S).
[0012] The molar proportion of the isomer (5R,4S) can be less than 50%, e.g. at most 30%, 25%, 20%, 15%, 10%, 9%, 8%, 7%, 6%, 5%, 4%, 3%, 2%, 1 %, 0.5% or 0.1 %, over the total amount of the isomers (5S,4R), (5S,4S), (5R,4R) and (5R,4S).
[0013] The active ingredient B is acibenzolar-S-methyl with the following CAS number: 135158-54-2. More particularly, the active ingredient B can be a fungicidal agrochemical.
[0014] According to the present invention, the active ingredients (A) and (B) can be present in a synergistically effective amount in the composition.
[0015] In a preferred embodiment, the weight ratio (in grams of active ingredients) 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 8:1 .
[0016] The active ingredient A according to the present invention can be used to prepare a suspension concentrate (SC), a flowable suspension (FS), a suspoemulsion (SE), a suspension concentratecapsule suspension blend (ZC), water soluble granules (SG), water dispersible granules (WG), water dispersible tablets (WT), a dispersible concentrate (DC), an emulsifiable concentrate (EC), or an oil dispersion (OD). The most preferred formulation type is a suspension concentrate (SC), a dispersible concentrate (DC), or a suspension concentrate-capsule suspension blend (ZC).
[0017] The above-mentioned formulations can be prepared in using ingredients and techniques well-known in the art, such as for example as described in the document WO2022 / 128912 or WO2023 / 232559.
[0018] For example, the composition according to the present invention, especially for the preparation of the active ingredient A, can further comprise at least one of the components selected among a polyoxyalkylene copolymer, an acrylic graft copolymer, an oxygenated hydrocarbon, a lignin compound, a lactamide compound, and an ether type solvent, preferably at least two of said components, preferably at least three of said components, and more preferably preferably at least four of said components. In a particular embodiment to form a suspension concentrate (SC), the pesticidal composition, especially for the preparation of the active ingredient A, can further comprise at least one of the components selected among a polyoxyalkylene copolymer, an acrylic graft copolymer, and an oxygenated hydrocarbon, preferably at least two of said components, and more preferably said three components. In a particular embodiment to form a dispersible concentrate (DC), the pesticidal composition, especially for the preparation of the active ingredient A, can further comprise at least one of the components selected among an acrylic graft copolymer, a lignin compound, a lactamide compound, and ether type solvent, preferably at least two of said components, preferably at least three of said components, and more preferably said four components.
[0019] In the present invention, the polyoxyalkylene copolymer can be obtained from at least two different alkylene oxides, such as from ethylene oxide and propylene oxide monomers.
[0020] The polyoxyalkylene copolymer can be more preferably a polyoxyalkylene block copolymer of the AB, ABA, BAB, or ABABA type.
[0021] More particularly, the polyoxyalkylene copolymer can be prepared by ring-opening polymerization of the corresponding cyclic ethylene oxide and propylene oxide monomers.
[0022] Typically, the ring-opening polymerization is initiated by addition of water and alkali hydroxides, such as sodium hydroxide and potassium hydroxide. The block structure of the copolymer is formed by first polymerizing a polymer block using one monomer, before adding a second monomer to form further polymer blocks.
[0023] In a preferred embodiment, the polyoxyalkylene copolymer can be an ethylene oxide-propylene oxideethylene oxide block copolymer (EO-PO-EO block copolymer), or in other words a polyethylene oxide)- poly(propylene oxide)-poly(ethylene oxide) block copolymer or a polyethylene glycol)-poly(propylene glycol)-poly(ethylene glycol) block copolymer.
[0024] The polyoxyalkylene copolymer of the invention, and more particularly the EO-PO-EO block copolymer, can have a molecular weight from 1 ,000 to 15,000 g / mol, and more preferably from 3,000 to 7,000 g / mol. In the present invention, the expression “a molecular weight” means an average molecular weight (i.e. a molecular weight approximately of). Molecular weight of a polymer, or in other words the molar mass, can be easily determined by method well-known in the art, such as gel permeation chromatography (GPC).
[0025] In a first embodiment, the EO-PO-EO block copolymer can have a polypropylene oxide molecular weight from 900 to 4,000 g / mol, and preferably from 2,000 to 4,000 g / mol. In other words, the polypropylene oxide molecular weight is the molecular weight of the polypropylene oxide) block of the EO-PO-EO block copolymer.
[0026] In a second embodiment, the EO-PO-EO block copolymer can have an ethylene oxide content from 10 to 80%, and preferably from 30 to 50%, over the total weight of the copolymer. In other words, the ethylene oxide content is the percentage of the polyethylene oxide) block in the EO-PO-EO block copolymer.
[0027] In a third embodiment, the EO-PO-EO block copolymer can have the features of the first embodiment and the features of the second embodiment.
[0028] Examples include the GENAPOL® PF series (CLARIANT), the PLURONIC® series (BASF), the SYNPERONIC® PE series (CRODA), or the TOXIMUL® series (STEPAN). The acrylic graft copolymer has typically a comb- or star-like structure, and preferably a comb-like structure.
[0029] Graft copolymers are branched copolymers wherein the components forming the side chains are structurally different from the components forming the main chain.
[0030] Comb-like polymers comprise of a main chain (backbone) which contains branch points from each of which a linear side chain emanates.
[0031] Star-like polymers comprise of a multifunctional centre from which at least three polymer chains radiate. In a preferred embodiment, the acrylic graft copolymer can be an amphipathic copolymer.
[0032] More particularly, the acrylic graft copolymer comprises at least one component A, which is solvated by an aqueous medium (hydrophilic part), and at least one other component B which is hydrophobic.
[0033] Suitable acrylic graft copolymers may comprise polyethylene glycol, mono-methyl ethers of polyethylene glycol, poly(vinyl pyrrolidone), poly(acrylamide) or poly(vinyl alcohol) as hydrophilic side chain, while the hydrophobic backbone may comprise polymers and copolymers of styrene, methyl acrylate, methyl methacrylate, ethyl acrylate, 2-ethylhexyl acrylate, lauryl methacrylate, or vinyl acetate.
[0034] Such acrylic graft copolymers can for example be prepared by converting the mono-methyl ether of a polyethylene glycol to the acrylic or methacrylic ester, which is then subjected to radical polymerization with other unsaturated monomers such as styrene, ethyl acrylate, or methyl methacrylate. It is also possible to prepare such acrylic graft copolymers by reacting a hydrophobic polymer backbone, which consists chemically reactive sites such as carboxyl, hydroxy, or amine groups, with monomeric alkylene oxides, such as ethylene oxide and propylene oxide, to form hydrophilic side chains.
[0035] More preferably, the acrylic graft copolymer is a non-ionic polymer, and more particularly with a comblike structure.
[0036] In the present invention, the acrylic graft copolymer can comprise polyethylene glycol and / or mono-ether polyethylene glycol side chains.
[0037] The acrylic graft copolymer can also comprise a backbone obtained from acrylate and / or methacrylate monomers.
[0038] Even more preferably, the acrylic graft copolymer can comprise a backbone obtained from acrylate and / or methacrylate monomers, and side chains comprising polyethylene glycol and / or mono-ether polyethylene glycol, giving more particularly the polymer a comb-like structure.
[0039] For example, the acrylic graft copolymer of the present invention can be Atlox 4913™ supplied by CRODA, or Tersperse 2500™ supplied by HUNTSMAN.
[0040] The oxygenated hydrocarbon compound can be selected among alkyl ether compounds, alkyl ester compounds, and any mixture thereof; and preferably among polyethylene glycol alkyl ether, sulfonated alkyl ester compounds, and any mixture thereof. In other words, the oxygenated hydrocarbon compound is preferably different from the polyoxyalkylene copolymer and from the acrylic graft copolymer.
[0041] The polyethylene glycol alkyl ether can be obtained by reacting alcohols with ethylene oxide. Suitable alcohols are linear or branched aliphatic alcohols with a chain length from C2 to C15, preferably with a chain length from C7 to C11, and more preferably with a chain length of C9 or C10. An example can be Rhodasurf DA / 630-E™ supplied by SOLVAY-RHODIA,
[0042] The sulfonated alkyl ester compound can be a sulfosuccinate ester or a salt of a sulfosuccinate ester. An example can be Aerosol™ OT-B, supplied by SOLVAY-RHODIA. The lignin compound can have a molecular weight up to 10000 g / mol, and preferably up to 5000 g / mol. In a preferred embodiment, the lignin compound can have a molecular weight of at least 1000 g / mol.
[0043] The lignin compound can be more particularly a kraft lignin and / or an unsulfonated lignin. In a preferred embodiment, the lignin compound can be an unsulfonated kraft lignin.
[0044] An unsulfonated kraft lignin can be defined as a lignin separated from cellulose using the Kraft process (also known as sulfate process), namely separation using sodium hydroxide (NaOH) and sodium sulfide (Na2S). The use of this process gives rise to unsulfonated lignins, unlike those produced via an acidic sulfite process.
[0045] The lactamide compound can be different from the lignin compound, and can be preferably of formula I: CH3CH(OH)C(=O)NRIR2 (I), wherein Ri and R2 are each independently hydrogen; or C1-6 alkyl, C2-6 alkenyl or C3-6 cycloalkyl, each of which is optionally substituted by up to three substituents independently selected from phenyl, hydroxy, C1-5 alkoxy, morpholinyl and NR3R4 where R3 and R4 are each independently C1-3 alkyl; or phenyl optionally substituted by up to three substituents independently selected from C1-3 alkyl; or R1 and R2 together with the nitrogen atom to which they are attached form a morpholinyl, pyrrolidinyl, piperidinyl or azepanyl ring, each of which is optionally substituted by up to three substituents independently selected from C1-3 alkyl. In a preferred embodiment, R1 and R2 of the lactamide compound of formula I can be each independently hydrogen or C1-6 alkyl, and more preferably hydrogen or C1-3 alkyl such as lactic acid dimethyl amide or lactic acid diethyl amide.
[0046] The ether type solvent can be selected among dialkyl ethers, dialkyl amide ethers, glycol ethers, aliphatic ethers, and cyclic ethers. For example, the ether type solvent can be methyl-5-(dimethylamino)- 2-methyl-5-oxopentanoate, diethylene glycol monomethyl ether, diethylene glycol monoethyl ether, diethylene glycol monobutyl ether, diethylene glycol monophenyl ether, tetrahydrofuran or dibutyl ether. In the present invention, the composition may further comprise water.
[0047] The composition of the present invention may further comprise one or more formulation additives well- known in the art. In particular, the formulation additives can be selected among an anti-freeze agent, an anti-foam agent, an anti-bacterial agent (or biocide), a viscosity modifier (or thickener), a pH modifier, and any mixture thereof.
[0048] In a preferred embodiment, the composition of the present invention can further comprise at least a silicone compound as anti-foam agent. Examples of silicone compounds can be polydimethylsiloxane. Other suitable formulation additives include amongst others known to the person skilled in the art, antioxidant, emulsifying agent, colourant (or pigment), perfume, adjuvant, attractant, binder, buffer, solid support (carrier), coating agent, deodorant, emetic agent, inorganic filler, safener, organic solvent, photo-protecting agent, and any mixture thereof.
[0049] In a particular embodiment when the active ingredient A is prepared to form a formulation as cited above, and more particularly a suspension concentrate or a flowable suspension, the formulation may comprise:
[0050] - from 0.01 % to 50.0% by weight of the active ingredient A, and preferably from 0.1 % to 40.0% by weight of the active ingredient A, over the total weight of the formulation,
[0051] - a polyoxyalkylene copolymer, preferably from 0.0005% to 50.0% by weight of polyoxyalkylene copolymer, and more preferably from 0.002% to 25.0% by weight of polyoxyalkylene copolymer, over the total weight of the formulation, - an acrylic graft copolymer, preferably from 0.0005% to 20.0% by weight of the acrylic graft polymer and more preferably from 0.001 % to 10.0% by weight of the acrylic graft polymer, over the total weight of the formulation,
[0052] - an oxygenated hydrocarbon compound, preferably from 0.0001 % to 10.0% by weight of the oxygenated hydrocarbon compound, and more preferably from 0.001 % to 5.0% by weight of the oxygenated hydrocarbon compound, over the total weight of the formulation, and
[0053] - optionally water.
[0054] In a particular embodiment when the active ingredient A is prepared to form a formulation as cited above, such as a dispersible concentrate, the formulation may comprise:
[0055] (a) from 0.01 % to 70.0% by weight of the active ingredient A, and preferably from 0.1 % to 50.0% by weight of the active ingredient A, over the total weight of the formulation,
[0056] (b) a lignin compound, preferably from 0.01 % to 30.0% by weight of the lignin compound, and preferably 0.1 % to 20.0% by weight of the lignin compound, over the total weight of the formulation,
[0057] (c) optionally acrylic graft copolymer, preferably from 0.01 % to 30.0% by weight of the acrylic graft copolymer, and preferably from 0.1 % to 20.0% by weight of the acrylic graft copolymer, over the total weight of the formulation,
[0058] (d) optionally a lactamide compound, preferably from 10.0% to 90.0% by weight of the lactamide compound, and preferably from 20% to 80% by weight of the lactamide compound, over the total weight of the composition, and
[0059] (e) optionally an ether type solvent, preferably from 1 .0% to 70.0% by weight of the ether type solvent, and preferably from 1 .0% to 60.0% by weight of the ether type solvent, over the total weight of the composition.
[0060] In said particular embodiment, the isocycloseram, the polyoxyalkylene copolymer, the acrylic graft copolymer, the oxygenated hydrocarbon, the lignin compound, the lactamide compound, and the ether type solvent are the compounds described in the present description.
[0061] The active ingredient B according to the present invention can be used to prepare water dispersible granules (WG), wettable powders (WP), soluble concentrate (SL), or water soluble granules (SG). The most preferred formulation type is water dispersible granules or water soluble granules.
[0062] The above-mentioned formulations can be prepared in using ingredients and techniques well-known in the art.
[0063] For example, water dispersible granules (WG) including the active ingredient B can be the product ACTIGARD 50 WG supplied by SYNGENTA.
[0064] In a preferred embodiment according to the present invention, the composition can be a mixture of the active ingredient A and the active ingredient B, and more particularly a mixture of:
[0065] - a formulation containing the active ingredient A, such as a suspension concentrate, a flowable suspension, a suspoemulsion, a suspension concentrate-capsule suspension blend, water soluble granules, water dispersible granules, water dispersible tablets, a dispersible concentrate, emulsifiable concentrate, or an oil dispersion, and preferably a suspension concentrate, a dispersible concentrate, or a suspension concentrate-capsule suspension blend; and - a formulation containing the active ingredient B, such as water dispersible granules, wettable powders, soluble concentrate, or water soluble granules, and preferably water dispersible granules or water soluble granules.
[0066] Said mixture can be diluted with water in a tank mix.
[0067] The formulation containing the active ingredient A and the formulation containing the active ingredient B can be added to a farmer’s spray tank of water or it may be applied, once mixed, directly without further dilution.
[0068] In a further embodiment, the active ingredient A and the active ingredient B can respectively be applied in any desired sequence or simultaneously.
[0069] In a further embodiment, the formulation containing the active ingredient A and the formulation containing the active ingredient B can respectively be applied in any desired sequence or simultaneously.
[0070] The composition of the present invention may further comprise an additional agrochemical. The additional agrochemical can be an insecticide, a fungicide, an herbicide, a synergist, a plant growth regulator, a nematicide, a plant nutrient, a plant fertilizer, and a mixture thereof.
[0071] The composition of the present invention may comprise a suitable amount of one or several of the above-mentioned ingredient(s) to obtain the respective properties, when appropriate.
[0072] According to the present invention, the pest is selected from:
[0073] - the Hemiptera order, more preferably from the Aleyrodidae family (such as for example Bemisia genus, Trialeurodes genus), the Aphididae family (such as for example Aphis genus, Macrosiphum genus), the Myzus genus (such as Myzus persicae) and
[0074] - the Thysanoptera order or thrips, more preferably from the Thripidae family, such as Thrips genus, Frankliniella genus, Caliothrips genus, Scirtothrips genus.
[0075] The most preferred pest can be from the Bemisia genus (such as Bemisia tabaci), the Trialeurodes genus (such as Trialeurodes vaporariorum), the Aphis genus (such as Aphis gossypii), the Macrosiphum genus (such as Macrosiphum euphorbiae), the Myzus genus (such as Myzus persicae), the Thrips genus (such as Thrips tabaci), the Frankliniella genus (such as Frankliniella occidentalism or the Scirtothrips genus (such as Scirtothrips dorsalis)
[0076] The even more preferred pest according to the present invention is from the Frankliniella genus, and preferably Frankliniella occidentalis.
[0077] Other pests can also be considered in the present invention such as for example species from other families of the Hemiptera order, the Lepidoptera order, the Coleoptera order, the Diptera order, mites, or termites.
[0078] The other families of the Hemiptera order can be selected from: - Pentatomidae family, and more particularly the Dichelops genus (such as for example Dichelops melacanthus), the Euschistus genus (such as for example Euschistus heros)
[0079] - Cicadellidae family such as for example Dalbulus maidis, Peregrinus maidis.
[0080] The Lepidoptera order can be selected from:
[0081] - Lyonetiidae family, such as for example Perileucoptera coffeella;
[0082] - Noctuidae family, and more particularly the Autographa genus such as for example Autographa gamma; the Chrysodeixis genus such as for example Chrysodeixis includens; the Diatraea genus, such as for example Diatraea saccharalis; the Helicoverpa genus such as for example Helicoverpa armigera;
[0083] - Spodoptera genus, such as for example Spodoptera frugiperda, Spodoptera eridania, Spodoptera cosmioides, Spodoptera albula, Spodoptera littoralis;
[0084] - Rachiplusia genus, such as for example Rachiplusia nu; and
[0085] - Tuta genus, such as for example Tuta absoluta.
[0086] The Coleoptera order can be selected from Chrysomelidae family (such as for example Diabrotica sp., Leptinotarsa sp., Phyllotreta sp., Chaetocnema sp.), Scarabidae family (such as for example Phyllophaga sp., Cyclocephala sp., Popilia sp.), Curculionidae family (such as for example Anthonomus sp., Sphenopherus sp., Otiorhynchus sp., Hypothenemus hampei), and Nitidulidae family (such as for example Meligethes sp.).
[0087] The Diptera order can be selected from Agromyzidae family such as for example Liriomyza huidobrensis.
[0088] The Acarida (Trombidiformes) order or mites can be selected from the Tetranychidae family such as for example Tetranychus urticae.
[0089] The Blattodea (Isoptera) order or termites can be selected from Rhinotermitidae family such as for example Heterotermes sp.
[0090] The composition according to the present invention can be used for controlling, limiting, preventing insect-vectored viral infection in a plant transmitted by pests of the abovementioned type which occur in particular on plants, especially on useful plants and ornamentals in agriculture, in horticulture and in forests, or on organs, such as fruits, flowers, foliage, stalks, tubers or roots, of such plants, and in some cases even plant organs which are formed at a later point in time remain protected against these pests. Said composition can also be used for controlling, limiting, preventing insect-vectored viral infection in a plant transmitted by pests of the abovementioned type which occur in particular in soil and / or on plant propagation material.
[0091] The term "plant" as used in the present description includes seedlings, bushes and trees. Suitable target crops are, in particular, cereals, such as wheat, barley, rye, oats, rice, maize (e.g. field corn, popcorn, corn), millet or sorghum; beet, such as sugar or fodder beet; fruit, for example pomaceous fruit, stone fruit or soft fruit, such as apples, pears, plums, peaches, almonds, cherries or berries, for example strawberries, raspberries or blackberries; leguminous crops, such as beans, lentils, peas or soya (soya beans); oil crops, such as oilseed rape, mustard, poppies, olives, sunflowers, coconut, castor, cocoa or ground nuts; cucurbits, such as pumpkins, cucumbers, melons, watermelons or squashes; fibre plants, such as cotton, flax, hemp or jute; citrus fruit, such as oranges, lemons, grapefruit or tangerines; vegetables, such as spinach, lettuce, leek, asparagus, cabbages, cucumber, broccolis, cauliflowers, carrots, chilli, melon, onions, watermelon, tomatoes, potatoes, eggplants, zucchini, peppers or bell peppers; Lauraceae, such as avocado, Cinnamonium or camphor; and also tobacco, nuts, coffee, sugarcane, tea, grapevines, hops, the plantain family and latex plant.
[0092] In a preferred embodiment, the plant can be selected from:
[0093] - cereals, such as wheat, barley, rye, oats, rice, maize (e.g. field corn, popcorn, corn), millet or sorghum; and more preferably rice, maize (e.g. field corn, popcorn, corn), millet or sorghum;
[0094] - leguminous crops, such as beans, lentils, peas or soya (soya beans); and more preferably soya (soya beans);
[0095] - fibre plants, such as cotton, flax, hemp or jute; and more preferably cotton;
[0096] - vegetables, such as spinach, lettuce, asparagus, cabbages, broccolis, cauliflowers, carrots, onions, leek, tomatoes, cucumber, chilli, potatoes, eggplants, zucchini, peppers, or bell peppers; and
[0097] - sugarcane.
[0098] In a further preferred embodiment, transgenic plants and plant cultivars obtained by genetic engineering methods, if appropriate in combination with conventional methods (Genetically Modified Organisms), and parts thereof, can be treated by the composition of the invention. Particularly preferably, plants of the plant cultivars which are in each case commercially available or in use are treated according to the invention. Plant cultivars are understood as meaning plants having novel properties ("traits") which have been obtained by conventional breeding, by mutagenesis or by recombinant DNA techniques. These can be cultivars, bio- or genotypes.
[0099] The genetic modified crops can be described in the following website https: / / www.isaaa.org / gmapprovaldatabase, incorporated by reference therein.
[0100] In the present invention, the term “locus” as used herein 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. It includes soil, seeds, and seedlings, as well as established vegetation.
[0101] In the present invention, the term "plant propagation material" is understood to denote all the generative parts of the plant, such as seeds, which can be used for the multiplication of the latter including vegetative plant material such as cuttings. There may be mentioned, as plant propagation material, seeds (in the strict sense), roots, fruits, tubers, bulbs, rhizomes, parts of plants. The plant propagation material can be treated with the composition of the invention before the material is sown or planted. Alternatively, the plant propagation material may be treated with the composition of the invention during sowing or planting. Additionally, the composition of the invention may be applied to the previously treated propagation material before or during its planting. The composition of the invention may be applied during the sowing of the seed. The composition may also be used to plant propagation material derived from plants grown in a green house and / or during transplantation.
[0102] More preferably the plant propagation material is plant seeds. The seed treatment can occur to an unsown seed, and the term "unsown seed" is meant to include seed at any period between the harvest of the seed and the sowing of the seed in the ground for the purpose of germination and growth of the plant. Treatment to an unsown seed is not meant to include those practices in which the composition is applied to the soil but would include any application practice that would target the seed during the sowing / planting process. 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, handled, sown and tilled in the same manner as any other pesticide treated material.
[0103] In a first particular embodiment, the composition according to the present invention can be applied to the plant, plant part, plant propagation material, or plant growing locus, in spraying the composition, for example dispensed from a spray container for foliar application.
[0104] Said method can involve an effective amount of the composition applied at a rate of:
[0105] - from 1 g to 1000 g of the active ingredient A per hectare, preferably from 1 g to 500 g of the active ingredient A per hectare, preferably from 30 g to 150 g of the active ingredient A per hectare, and more preferably 100 g of the active ingredient A per hectare; and
[0106] - from 1 g to 100g of the active ingredient B per hectare, preferably from 1 g to 50 g of the active ingredient B per hectare, preferably from 1 g to 30 g of the active ingredient B per hectare, and more preferably 12.5 g of the active ingredient B per hectare.
[0107] More particularly for foliar application, the weight rate of the active ingredient A is superior to the weight rate of the active ingredient B, preferably 8 times higher than the weight rate of the active ingredient B.
[0108] More particularly for foliar application, the weight rate of the active ingredient B is at least 3 to 5 times lower than the weight rate of the active ingredient A, preferably at least 8 times lower than the weight rate of the active ingredient A.
[0109] In a second particular embodiment, the pesticidal composition according to the present invention can be applied to a plant propagation material susceptible to attack by a pest. In this case, the pesticidal composition can be used as seed treatment. Said method can involve an effective amount of the pesticidal composition applied at a rate of:
[0110] - from 1 g to 30 g of the active ingredient A per 100 kg of seeds, preferably from 1 g to 25 g of the active ingredient A per 100 kg of seeds, preferably from 1 g to 10 g of the active ingredient A per 100 kg of seeds, more preferably from 2 g to 8 g of the active ingredient A per 100 kg of seeds, and
[0111] - from 1 g to 1000 g of the active ingredient B per 100 kg of seeds, preferably from 5 g to 500 g of the active ingredient B per 100 kg of seeds, preferably from 10 g to 200 g of the active ingredient B per 100 kg of seeds, preferably from 10 g to 150 g of the active ingredient B per 100 kg of seeds, and more preferably from 50 g to 100 g of the active ingredient B per 100 kg of seeds.
[0112] More particularly for seed treatment application, the weight rate of the active ingredient B is at least 3 to 5 times lower than the weight rate of the active ingredient A, preferably at least 8 times lower than the weight rate of the active ingredient A.
[0113] Another object of the present invention relates to a method of controlling, limiting, preventing insect- vectored viral infection in a plant, which comprises applying to the plant, plant part, plant propagation material, or plant growing locus, a combination of active ingredients A and B, characterized in that the active ingredients A and B are as defined in the present invention.
[0114] In other words, said combination is a combination comprising an active ingredient A and an active ingredient B as defined in the present invention, wherein the active ingredient A is isocycloseram, and the active ingredient B is acibenzolar-s-methyl. Said combination can be applied in any desired sequence or simultaneously. In the method according to the present invention, the plant can be susceptible to damage by viral infections. Preferably, the viral infection can be transmitted by pest from the Thysanoptera order, preferably by thrips, preferably selected from the Frankliniella genus such as for example Frankliniella occidentalis.
[0115] Preferably, the virus can be spherical negative-sense RNA virus, and more preferably tomato spotted wilt virus (TSWV).
[0116] The combination of active ingredients A and B can be the composition according to the present invention.
[0117] In the method according to the present invention, the composition can be generally applied with an effective amount of active ingredient A and with an effective amount of active ingredient B. More particularly, 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 , preferably from 10:1 to 1 :1 , preferably from 10:1 to 5:1. More particularly, 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 preferably from 10:1 to 5:1
[0118] For seed treatment application, the weight ratio of active ingredient A to active ingredient B in the composition can range from 10:1 to 1 :1 , and preferably from 10:1 to 5:1.
[0119] Another object of the present invention relates to a use of the composition according to the invention, to control, limit, prevent insect-vectored viral infection in a plant transmitted by thrips, and more preferably by Frankliniella occidentalis
[0120] In the present invention, further active ingredients may be combined with the active ingredient A and / or the active ingredient B of the invention and used in the methods of the invention and applied simultaneously or sequentially with the active ingredients A and B of the invention. When applied simultaneously, these further active ingredients may be formulated together with the compositions of the invention or mixed in, for example, the spray tank. These further biocidally active ingredients may be fungicides, herbicides, insecticides, bactericides, acaricides, nematicides, plant growth regulators, and / or biologicals.
[0121] The following mixtures of the active ingredient A and / or of the active ingredient B with further active ingredients are preferred: abamectin, acetamiprid, mandipropamid, azoxystrobin, Beauveria bassiana, Bacillus thuringiensis kurstaki, Bacillus thuringiensis tenebrionis, Beauveria bassiana, benzovindiflupyr, benzpirimoxan, bifenthrin, broflanilide, chlorantraniliprole, chlorfenapyr, chlothianidin, copper, cyantraniliprole, cyclaniliprole, cylobutrifluram, cymoxanil, cypermethrin, deltametrin, dichlobentiazox, difenoconazole, dimpropyridaz, emamectin, emamectin benzoate, ethaboxam, ethiprole, fenamifos, fenpicoxamid, flonicamid, florylpicoxamid, fluazanindolizine, fluazinam, fludioxonil, fluensulfone, fluindapyr, fluopyram, fluoxapiprolin, fluoxastrobin, fluoxytioconazole, flupyrimin, fl uxa meth am ide, fluxapyroxad, fosthiazate, gamma-cyhalothrin, hymexazol, imidacloprid, indazapyroxamet, inpyrfluxam, ipconazole, ipflufenoquin, isoflucypram, isoflucypyram, isotianil, lambdha-cyhalothrin, lufenuron, mandestrobin, mefentrifluconazole, Melaleuca alternifolia, metalaxyl, metalaxyl-M, methoxyfenozide, metyltetraprole, oleic acid, oligosaccharins, oxamyl, oxathiapiprolin, oxazosulfyl, penflulen, penthiopyrad, phenamacril, phosphite (phosphonate), picarbutrazox, picoxystrobin, pirimifos, prothioconazole, pydifulmetofen, pymetrozine, pyraclostrobin, pyrapropoyne, pyrethrins, quinofumelin, sedaxane, silthiofam, spidoxamat, spinetoram, Spinosad, spiropidion, spirotetramat, sulfoxaflor, tebuconazole, tefluthrin, tetrachlorantraniliprole, tetraniliprole, thiabendazole, thiamethoxam, thiophanate methyl, tolprocarb, triflumezopyrim, triticonazole, and zoxamide.
[0122] The following mixtures of the active ingredient A and / or of the active ingredient B with further active ingredients are most preferred:metalaxyl-M, metalaxyl, picarbutrazox, oxathiapiprolin, ethaboxam, fludioxonil, azoxystrobin, thiabendazole, difenoconazole, tebuconazole, ipconazole, mefentrifluconazole, prothioconazole, triticonazole, sedaxane, inpyrfluxam, penflulen, fluopyram, fluxapyroxad, pydifulmetofen, cylobutrifluram, Spiropidion, thiamethoxam, lambda-cyhalothrin, or bifenthrin.
[0123] In a particular embodiment, the active ingredient A and / or the active ingredient B can be combined with at least two, three or four, of the further active ingredients as described above.
[0124] When the active ingredient A, the active ingredient B and at least one of said further active ingredients are combined, or the active ingredient A and at least two of said further active ingredients are combined, or the active ingredient B and at least two of said further active ingredients are combined, the weight ratio between any two components independently of each other can be from 1 :100 to 100:1 , preferably 1 :50 to 50:1 , and even more preferably 1 :10 to 10:1 .
[0125] Examples
[0126] The following non-limiting examples demonstrate the improved behaviour associated with a method according to the present invention.
[0127] A synergistic effect exists whenever the action of an active ingredient combination is greater than the sum of the actions of the individual components. The action to be expected E for a given active ingredient combination obeys the so-called COLBY formula and can be calculated as follows (COLBY, S.R. "Calculating synergistic and antagonistic responses of herbicide combination", Weeds, Vol. 15, pages 20-22; 1967): ppm = milligrams of active ingredient (= a.i.) per liter of spray mixture
[0128] X = % action by active ingredient (A) using p ppm of active ingredient
[0129] Y = % action by active ingredient (B) using q ppm of active ingredient.
[0130] According to COLBY, the expected (additive) action of active ingredients (A)+(B) using p+q ppm of active ingredient is
[0131] X Y
[0132] E = X + Y - 100
[0133] If the action actually observed (O) is greater than the expected action (E), then the action of the combination is super-additive, i.e. there is a synergistic effect. In mathematical terms, synergism corresponds to a positive value for the difference of (O-E). In the case of purely complementary addition of activities (expected activity), said difference (O-E) is zero. A negative value of said difference (O-E) signals a loss of activity compared to the expected activity.
[0134] The products used in the following examples are detailed below: - Isocycloseram: a SC200 formulation (suspension concentrate with 200 g of active ingredient per liter) comprising isocycloseram as active ingredient, this formulation being commercialized by SYNGENTA under the name INCIPIO SC200; and
[0135] - Acibenzolar-S-methyl : a WG formulation (water dispersible granules with 50 grams of active ingredient per liter) comprising acibenzolar-S-methyl as active ingredient, this formulation being commercialized by SYNGENTA under the name ACTIGARD 50 WG.
[0136] Description of the experiments
[0137] Example 1: Frankliniella occidentalis adult
[0138] Each of the product INCIPIO SC200 (Ex.1), the product ACTIGARD 50 WG (Ex.2), and the pescitical composition (Ex.3) comprising the product INCIPIO SC200 and the product ACTIGARD 50 WG is diluted with the addition of water of 1 liter per pot.
[0139] The dose rate used for INCIPIO SC200 is expressed in gram of active ingredients per hectare and ACTIGARD 50 WG is expressed in gram of active ingredients per hectare and gathered in the below table 1 .
[0140] Adults of F. occidentalis, breeded in laboratory on healthy pepper plants, were transferred to TSWV (tomato spotted wilt virus) infected habanero pepper plants into insect - proof cages. Then they were allowed to rear on the infected plants up to the beginning of the experiment, at controlled temperatures of 26 °C and 18 °C with 16 hours of illumination and 8 hours of darkness, respectively. Viruliferous insects were transferred, after the period of 2 months of exposition, into the groups of healthy pepper plants of the different treatments. Four days after the stationing of viruliferous insects within each group of pepper plants, insects were killed by the use of insecticides.
[0141] Timing of infestation (exposition of healthy pepper plants to viruliferous insects): Exposure: plants exposed to viruliferous F. occidentalis 21 days after 2nd application. Plot size: 12 pepper plants per replicate (in pots of 12 cm 0), for a total of 36 plants for each treatment and for each of the 3 groups of exposition of plants .
[0142] Plants were serologically assayed by Luminex xMAP® to verify their positivity to viral infection. Assessments for determination of TSWV incidence (% of TSWV infected plants) were done, for each group, 14 days after exposition to viruliferous insects. The value of EFFICACY to reduce TSWV transmitted by thrips in pepper is reported, calculated as % of control of TSWV infection transmitted by F. occidentalis in Pepper (table 1).
[0143] The results are gathered in the below table 1 . Expected efficacy 83.42
[0144] Table 1
[0145] The tested active ingredients according to the invention, which are based on isocycloseram mixed with
[0146] Acibenzolar-S-methyl surprisingly guarantee a high degree of reducing TSWV transmitted by adult Frankliniella genus, and especially Frankliniella occidentalis.
Claims
CLAIMS1 . A composition comprising an active ingredient A and an active ingredient B, characterized in that the active ingredient A is isocycloseram, and the active ingredient B is acibenzolar-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 the active ingredient A is used to prepare a suspension concentrate, a flowable suspension, a suspoemulsion, a suspension concentrate-capsule suspension blend, water soluble granules, water dispersible granules, water dispersible tablets, a dispersible concentrate, or an oil dispersion.
4. The composition according to any one of the preceding claims, characterized in that the active ingredient B is used to prepare water dispersible granules, wettable powders, soluble concentrate, or water soluble granules.
5. The composition according to any one of the preceding claims, characterized in that it further comprises at least one of the components selected among a polyoxyalkylene copolymer, an acrylic graft copolymer, an oxygenated hydrocarbon, a lignin compound, a lactamide compound, and an ether type solvent.
6. A method of controlling, limiting, preventing insect-vectored viral infection in a plant, which comprises applying to the plant, plant part, plant propagation material, or plant growing locus, a combination of active ingredients A and B, characterized in that the active ingredients A and B are as defined in any one 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 ingredients A and B are applied in 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 applied in spraying the composition as defined in any one of the claims 1 to 5.
9. The method according to claim 6, wherein the active ingredients A and B are applied in a sequential manner.
10. The method according to any one of the claims 6 to 9, characterized in that the plant is susceptible to damage by viral infections.11 . The method according to claim 10, characterized in that the viral infection is transmitted by thrips.
12. The method according to claim 11 , characterized in that the viral infection is transmitted by Frankliniella occidentalis.
13. The method according to any one of the claims 10 to 12, characterized in that the virus is spherical negative-sense RNA virus.
14. The method according to claim 13, characterized in that the virus is tomato spotted wilt virus (TSWV).
15. Use of the composition according to any one of the claims 1 to 5, to control, limit, prevent insect- vectored viral infection in a plant transmitted by thrips, and more preferably by Frankliniella occidentalis.
Citation Information
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