Insecticidal composition comprising isoxazoline-substituted benzamide compound, and use thereof
Insecticide compositions prepared by rationally combining isoxazoline-substituted benzamide compounds with oxadiazon and flufenoxuron or flufenoxuron diether solve the problem of increased pest resistance, achieving efficient and low-cost pest control, and are safe for crops and the environment.
Patent Information
- Authority / Receiving Office
- WO · WO
- Patent Type
- Applications
- Current Assignee / Owner
- JIANGSU KINGAGROOT WEED MANAGEMENT CO LTD
- Filing Date
- 2025-12-31
- Publication Date
- 2026-07-09
AI Technical Summary
The frequent use of existing pesticides and insecticides has led to increased resistance in harmful insects, making pest control difficult and causing serious damage to crops. There is a need to develop new insecticide compositions to improve efficacy and reduce resistance.
Combining isoxazoline-substituted benzamide compounds with oxadiazon and flufenoxuron or flufenoxuron diether, various formulations can be prepared by rationally proportioning these compounds for the control of plant pests in agriculture, forestry and horticulture.
This composition significantly improves insecticidal efficacy, reduces pesticide costs, decreases application rates, lowers pesticide residues, is safe for crops, delays the development of pesticide resistance in pests, and is safe for non-target organisms and natural enemies.
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Figure CN2025147747_09072026_PF_FP_ABST
Abstract
Description
Insecticide compositions containing isoxazoline-substituted benzamide compounds and their applications Technical Field
[0001] This invention belongs to the field of pesticide technology, specifically relating to an insecticidal composition containing isoxazoline-substituted benzamide compounds and its application. Background Technology
[0002] In agricultural production, the control of various harmful insects mainly relies on the application of large quantities of pesticides. The excessive, frequent, and irrational use of pesticides leads to increasing resistance in harmful insects, resulting in more severe damage to crops and making control increasingly difficult. Combining two or more pesticides with different mechanisms of action can achieve simultaneous control of different pests, improve pesticide efficacy, and reduce the development of pesticide resistance. Summary of the Invention
[0003] This invention provides an insecticidal composition comprising isoxazoline-substituted benzamide compounds and its application. The composition has a reasonable composition, good insecticidal effect, low application cost, and features reduced application amount, crop safety, and reduced pesticide residues.
[0004] An insecticidal composition comprising active ingredient A and active ingredient B, wherein active ingredient A is oxadiazon (CAS No.: 2892524-05-7) or... Alternatively; active ingredient B is selected from one or more of the following compounds: flufenoxuron. Pyridaben (CAS No.: 96489-71-3) and flufenoxuron (CAS No.: 1922957-45-6).
[0005] In one specific implementation, the weight ratio of A and B is 1:50-20:1, 1:30-10:1, 1:20-5:1, 1:16-3:1, 1:10-1:1, or 1:8-1:2.
[0006] The present invention also discloses the application of the insecticidal composition in the control of plant pests in agriculture, forestry and horticulture.
[0007] The present invention also provides the use of the insecticidal composition for preventing or controlling harmful organisms that invade crops or crop propagation material.
[0008] The present invention also provides a method for preventing or controlling pests, which involves applying the insecticidal composition to a target pest and / or its environment.
[0009] The present invention also provides a method for preventing or controlling pests, which involves applying the insecticidal composition to seeds, a target crop, or soil in which the target crop grows or soil suitable for the growth of the target crop.
[0010] This invention also provides a method for protecting target crops from pest infestation, which involves contacting the insecticidal composition described herein with the target crop, the target pest and / or its environment, and the reproductive material of the target crop. According to one aspect of the invention, the composition can be used not only for lepidopteran pests but also for the control of a wide range of agricultural and horticultural pests (e.g., insects such as Coleoptera, Hemiptera, Thysanoptera, Diptera, etc., or nematodes, harmful mites, etc.). It is particularly preferred for use against lepidopteran pests, as exemplified by the following examples.
[0011] Lepidoptera pests: Wood-boring moth (Cossus insularis), tea leaf roller (Adoxophyes honmai), apple leaf roller (Adoxophyes orana faciata), pear fruit moth (Grapholita molesta), tea long leaf roller (Homona magnamina), soybean fruit moth (Leguminivora glycinivorella), silver-striped leaf miner (Lyonetia prunifoliella malinella), tea leafminer (Caloptilia theivora), golden-striped leafminer (Phyllonorycter ringoniella), citrus leafminer (Phyllocnistis citrella), onion moth (Acrolepiopsis sapporensis), diamondback moth (Plutella xylostella), apple silver moth (Argyresthia conjugella), grape clearwing moth (Nokona regalis), apple clearwing moth (Synanthedon hector), persimmon leafminer (Stathmopoda) The following species are listed: masinissa, peach fruit moth (Carposina sasakii), yellow tussock moth (Monema flavescens), rice stem borer (Chilo suppressalis), rice leaf roller (Cnaphalocrocis medinalis), Chinese cabbage moth (Hellila undalis), Asian corn borer (Ostrinia furnacalis), annual bluegrass stem borer (Parapediasia teterrella), Mediterranean leaf roller (Ephestia kuehniella), large wax moth (Galleris mellonella), yellow swallowtail butterfly (Papilio machaon hippocrates), white-white butterfly (Pieris rapae crucivora), straight-striped rice skipper (Parnara guttata), large bridge-building insect (Ascotis selenaria), sweet potato hawk moth (Agrius convolvuli), tussock moth (Orgyia thyellina), fall webworm (Hyphantria cunea), small cutworm (Agrotis). ipsilon, yellow cutworm (Agrotis segetum), bean silver-striped noctuid moth (Autographa nigrisigna), powdery noctuid moth (Trichoplusia ni), cotton bollworm (Helicoverpa)The following are listed as examples of leafminer moths: *Helicoverpa assulta*, *Mamestra brassicae*, *Mythimna separata*, *Naranga aenescens*, *Spodoptera exigua*, *Spodoptera litura*, *Helicoverpa zea*, *Heliothis virescens*, *Spodoptera littoralis*, *Spodoptera frugiperda*, *Spodoptera eridania*, *Manduca sexta*, *Endopiza viteana*, *Pectinophora gossypiella*, *Cydla pomonella*, *Ostrinia nubilalis*, and *Pseudoplusia includens*.
[0012] The active ingredients of the compositions of the present invention can be prepared by disclosed methods or by purchasing commercially available formulations. These compounds, combined with surfactants and necessary adjuvants in appropriate proportions, are dissolved, separated, suspended, mixed, impregnated, adsorbed, or attached to a suitable inert carrier to prepare various dosage forms, such as aqueous suspensions, emulsion suspensions, emulsions, liquids, wettable powders, wettable granules, granules, powders, microcapsules, capsules, tablets, large granules, or sachets, before use.
[0013] The insecticidal composition comprises A and B in a mass percentage of 1-95% of the total, preferably 5-80%. Typically, the insecticidal composition of the present invention contains 1-95 parts by weight of the active ingredient and 5-99 parts by weight of conventional pesticide adjuvants.
[0014] These active ingredients can be used directly in commercially available formulations, or they can be formulated individually or together. During formulation, the active ingredients are dissolved, separated, suspended, mixed, impregnated, adsorbed, or attached to a suitable inert carrier. Alternatively, as needed, the active ingredients and excipients can be combined in appropriate proportions and then dissolved, separated, suspended, mixed, impregnated, adsorbed, or attached to a suitable inert carrier to create appropriate dosage forms, such as suspensions (flowing agents), emulsion suspensions, emulsions, liquids, wettable powders, wettable granules, granules, powders, microcapsules, capsules, tablets, large granules, or sachets.
[0015] As inert carriers, examples include solid and liquid carriers. Solid carriers include, for example, natural minerals such as quartz, clay, kaolin, pyrophyllite, sericite, talc, bentonite, acid clay, magnesia, zeolite, and diatomaceous earth; inorganic salts such as calcium carbonate, ammonium sulfate, sodium sulfate, and potassium chloride; organic solid carriers such as synthetic silicic acid, synthetic silicates, starch, cellulose, and plant powders (e.g., sawdust, coconut shells, corncobs, tobacco stalks); plastic carriers such as polyethylene, polypropylene, and polyvinylidene chloride; urea; inorganic hollow materials; plastic hollow materials; and fumed silica (white carbon black). These can be used individually or in combination of two or more. Examples of liquid carriers include monohydric alcohols such as methanol, ethanol, propanol, isopropanol, and butanol; polyhydric alcohols such as ethylene glycol, diethylene glycol, propylene glycol, hexanediol, polyethylene glycol, polypropylene glycol, and glycerol; polyhydric alcohol compounds such as propylene glycol ethers; ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone, and cyclohexanone; ethers such as diethyl ether, dioxane, ethylene glycol monoethyl ether, dipropyl ether, and tetrahydrofuran; aliphatic hydrocarbons such as n-alkanes, cycloalkanes, isoalkanes, kerosene, and mineral oil; and benzene, toluene, and xylene. The following are solvents: aromatic hydrocarbons such as naphtha and alkylnaphthalene; halogenated hydrocarbons such as dichloromethane, chloroform, and carbon tetrachloride; esters such as ethyl acetate, diisopropyl phthalate, dibutyl phthalate, dioctyl phthalate, and dimethyl adipate; lactones such as γ-butyrolactone; amides such as dimethylformamide, diethylformamide, dimethylacetamide, and N-alkylpyrrolidone (N-methylpyrrolidone, etc.); nitriles such as acetonitrile; sulfur compounds such as dimethyl sulfoxide; vegetable oils such as soybean oil, rapeseed oil, cottonseed oil, and castor oil; and water. These can be used alone or in combination of two or more.
[0016] Examples of additives include surfactants, binders, thickeners, colorants, antifreeze agents, anti-caking agents, disintegrants, and decomposition inhibitors, which can be used as dispersants, wetting agents, spreaders, or stretching agents. In addition, preservatives and plant extracts can be added as needed. These additives can be used alone or in combination of two or more.
[0017] Surfactants used as dispersants / wetting agents / spreaders / expanding agents, etc., include, for example: sorbitan fatty acid esters, polyoxyethylene sorbitan fatty acid esters, sucrose fatty acid esters, polyoxyethylene fatty acid esters, polyoxyethylene resin esters, polyoxyethylene fatty acid diesters, polyoxyethylene alkyl ethers, polyoxyethylene alkyl aryl ethers, polyoxyethylene alkylphenyl ethers, polyoxyethylene dialkylphenyl ethers, polyoxyethylene alkylphenyl ether formalin condensates, polyoxyethylene polyoxypropylene block copolymers, polystyrene polyoxyethylene block polymers, alkyl polyoxyethylene polypropylene block copolymer ethers, polyoxyethylene alkylamines, polyoxyethylene fatty acid amides, polyoxyethylene fatty acid diphenyl ethers, polyalkylene benzylphenyl ethers, polyoxyethylene styrene phenyl ethers, acetylene glycol, polyoxyethylene addition acetylene glycol, polyoxyethylene ether-type polysiloxanes, ester-type polysiloxanes, fluorinated surfactants, and polyoxyethylene castor oil. Nonionic surfactants such as polyoxyethylene-cured castor oil; cationic surfactants such as alkyl sulfates, polyoxyethylene alkyl ether sulfates, polyoxyethylene alkylphenyl ether sulfates, polyoxyethylene styrene phenyl ether sulfates, alkylbenzene sulfonates, alkylaryl sulfonates, lignin sulfonates, alkyl sulfosuccinates, naphthalene sulfonates, alkyl naphthalene sulfonates, formalin condensate salts of naphthalene sulfonic acid, formalin condensate salts of alkyl naphthalene sulfonic acid, fatty acid salts, polycarboxylate salts, polyacrylates, N-methyl-fatty acid sarcosine esters, resin salts, polyoxyethylene alkyl ether phosphates, and polyoxyethylene alkylphenyl ether phosphates; cationic surfactants such as alkylamine salts such as dodecylamine hydrochloride, stearamine hydrochloride, oleylamine hydrochloride, stearamine acetate, octadecylaminopropylamine acetate, alkyltrimethylammonium chloride, and alkyldimethylbenzalkonium chloride; and amphoteric surfactants such as amino acid-type or betaine-type surfactants. These surfactants can be used alone or in combination of two or more.
[0018] Examples of adhesives or tackifiers include carboxymethyl cellulose and its salts, dextrin, water-soluble starch, xanthan gum, guar gum, sucrose, polyvinylpyrrolidone, gum arabic, polyvinyl alcohol, polyvinyl acetate, sodium polyacrylate, polyethylene glycol with an average molecular weight of 6,000 to 20,000, polyethylene oxide with an average molecular weight of 100,000 to 5,000,000, phospholipids (e.g., cephalin, lecithin), cellulose powder, dextrin, processed starch, polyaminocarboxylic acid chelates, cross-linked polyvinylpyrrolidone, copolymers of maleic acid and styrene, (meth)acrylic acid copolymers, half-esters of polymers formed from polyols and dianhydrides, water-soluble salts of polystyrene sulfonic acid, paraffin wax, terpenes, polyamide resins, polyacrylates, polyoxyethylene, waxes, polyvinyl alkyl ethers, alkylphenol formalin condensates, and synthetic resin emulsions.
[0019] Examples of thickeners include water-soluble polymers such as xanthan gum, guar gum, diter gum, carboxymethyl cellulose, polyvinylpyrrolidone, carboxyethylene polymers, acrylic polymers, starch derivatives, and polysaccharides; and inorganic micro-powders such as high-purity bentonite and fumed silica (white carbon black).
[0020] Examples of coloring agents include inorganic pigments such as iron oxide, titanium oxide, and Prussian blue; and organic dyes such as alizarin dyes, azo dyes, and metallic phthalocyanine dyes.
[0021] Examples of antifreeze agents include polyols such as ethylene glycol, diethylene glycol, propylene glycol, and glycerol.
[0022] Examples of additives used to prevent caking or promote disintegration include starch, alginate, mannose, galactose and other polysaccharides, polyvinylpyrrolidone, fumed silica (white carbon black), ester gums, petroleum resins, sodium tripolyphosphate, sodium hexametaphosphate, metal stearate, cellulose powder, dextrin, copolymers of methacrylates, polyvinylpyrrolidone, polyaminocarboxylic acid chelates, sulfonated styrene-isobutylene-maleic anhydride copolymers, and starch-polyacrylonitrile graft copolymers.
[0023] Examples of decomposition inhibitors include zeolite, quicklime, and magnesium oxide; antioxidants such as phenolic compounds, amine compounds, sulfur compounds, and phosphoric acid compounds; and ultraviolet absorbers such as salicylic acid compounds and benzophenone compounds. Examples of preservatives include potassium sorbate and 1,2-benzothiazolin-3-one.
[0024] In addition, depending on the needs, other adjuvants such as functional spreading agents, metabolic decomposition inhibitors such as piperonyl butyl ether, antioxidants such as BHT, and ultraviolet absorbers can also be used.
[0025] The term "crop" to which the insecticidal composition of the present invention can be used is not particularly limited, but also includes: genetically recombinant crops that have been endowed with useful traits through classical breeding methods or recent advancements in gene recombination technology (herbicide-resistant crops, pest-resistant crops with genes that have been integrated to produce insecticidal proteins, disease-resistant crops with genes that have been integrated to induce resistance to diseases, crops with improved taste, crops with improved shelf life, crops with increased yield, etc.).
[0026] In the use of the insecticidal composition of the present invention, the above-mentioned pre-contained formulation, which is effective in controlling various pests, is applied directly to the pests, or to the target crop for which the occurrence of the pest is predicted, or to the seeds, soil or cultivation carrier used for sowing, in its original state or in a form appropriately diluted or suspended with water, through conventional treatment. Examples of treatment methods include: dispersing treatment to stems and leaves, rice seedling box treatment, seed treatment such as seed dressing / soaking / disinfection, planting hole treatment, root treatment, furrow treatment, irrigation treatment, soil mixing treatment, etc. Treatment of hydroponic solutions in hydroponic cultivation is also possible.
[0027] When using the insecticidal composition of the present invention, in order to control simultaneously occurring pests, diseases, and weeds, enhance the effect, and reduce crop damage, agricultural and horticultural fungicides, agricultural and horticultural insecticides, agricultural and horticultural herbicides, synergists, and safeners can be used simultaneously.
[0028] The beneficial effects of this invention are:
[0029] 1) The components of this invention are reasonable, the insecticidal effect is good, the cost of application is low, and its insecticidal activity is not a simple superposition of active ingredients, but has a significant synergistic effect. It can delay the development of pesticide resistance in target pests, is safe for crops, and meets the safety requirements of pesticide formulations.
[0030] 2) The composition of the present invention is safe for non-target organisms and natural enemies, and can effectively reduce the dosage of the agent and reduce the pesticide residue on agricultural products. Detailed Implementation
[0031] To make the objectives, technical solutions, and advantages of this invention clearer and more concise, the invention is described using the following specific embodiments, but the invention is by no means limited to these embodiments. The embodiments described below are merely preferred embodiments of the invention and can be used to describe the invention, but should not be construed as limiting the scope of the invention. It should be noted that any modifications, equivalent substitutions, and improvements made within the spirit and principles of this invention should be included within the protection scope of this invention.
[0032] Composition insecticide activity assay:
[0033] (1) Test conditions and operating procedures
[0034] The active ingredient was obtained commercially available or through conventional methods. After being dissolved in acetone, the solution was diluted with distilled water to a gradient dosage. Pre-prepared peanut leaf discs were placed in the experimental setup, and then sprayed using a spray tower. After spraying, the petri dishes were opened and allowed to dry completely at room temperature. Truncate spider mites of uniform physiological condition, kept indoors, were selected and inoculated into the center of each leaf disc. Fifteen mites of uniform growth were inoculated into each disc, and the process was repeated three times. The highest dose of acetone solution served as a control. After inoculation, the discs were placed in a treatment room. Results were assessed two days later, and mortality was recorded for each treatment. The mortality rate was calculated using the formula: Mortality Rate (%) = (Number of Dead Mites / Number of Test Mites) * 100.
[0035] (2) Qualitative evaluation of efficiency improvement
[0036] Toxicity was determined by setting different ratios within the selected range, and the optimal ratio was selected based on the synergistic effect. When the synergistic effect > 0, it indicates a synergistic effect; when the synergistic effect is close to 0, it indicates an additive effect; when the synergistic effect < 0, it indicates an antagonistic effect.
[0037] Enhanced efficiency = Actual mortality rate - Theoretical mortality rate
[0038] Theoretical mortality rate = 1 - (1 - P1)(1 - P2)
[0039] In the formula, P1 and P2 are the mortality rates of each individual dose in the mixture.
[0040] Table 1. Qualitative evaluation results of the composition synergistic effect
[0041] Although the present invention has been described in detail above with general descriptions and specific embodiments, some modifications or improvements can be made to it, which are obvious to those skilled in the art. Therefore, all such modifications or improvements made without departing from the spirit of the present invention are within the scope of protection claimed by the present invention.
Claims
1. An insecticidal composition comprising an isoxazoline-substituted benzamide compound, characterized in that, The insecticidal composition comprises active ingredient A and active ingredient B, wherein active ingredient A is oxadiazon or... Active ingredient B is selected from one or more of the following compounds: flufenoxuron, pyridaben, and flufenoxuron diether.
2. The insecticidal composition according to claim 1, characterized in that, The weight ratio of active ingredient A to active ingredient B is 1:50-20:1, 1:30-10:1, 1:20-5:1, 1:16-3:1, 1:10-1:1 or 1:8-1:
2.
3. The insecticidal composition according to claim 1 or 2, characterized in that, The active ingredients A and B account for 1-95% of the total mass, preferably 5-80%.
4. The insecticidal composition according to claim 1 or 2, characterized in that, The insecticidal composition also includes conventional adjuvants, preferably one or more of surfactants, binders, thickeners, colorants, antifreeze agents, anti-caking agents, disintegrants, and decomposition inhibitors.
5. The insecticidal composition according to claim 1 or 2, characterized in that, The specific formulations of the insecticidal composition are aqueous suspensions, emulsion suspensions, emulsions, liquids, wettable powders, wettable granules, granules, powders, microcapsules, capsules, tablets, large granules, or bags.
6. The use of the insecticidal composition according to any one of claims 1-5 for the prevention or control of harmful organisms that invade crops or crop propagation material.
7. The use according to claim 6, characterized in that, The harmful organisms mentioned are lepidopteran pests.
8. A method for preventing or controlling pests, characterized in that, The insecticidal composition according to any one of claims 1-5 is used on the target pest and / or its environment.
9. A method for preventing or controlling pests, characterized in that, The insecticidal composition according to any one of claims 1-5 is applied to seeds, the target crop, or the soil in which the target crop grows or soil suitable for the growth of the target crop.
10. A method for protecting target crops from harmful organism invasion, characterized in that, The insecticidal composition according to any one of claims 1-5 is brought into contact with the target crop, the target pest and / or its environment, or the reproductive material of the target crop.