Insecticidal compositions comprising isoxazalines

Abstract

The present invention relates to a pesticidal composition comprising isocycloseram, which contains component (A) and component (B), wherein component (A) is isocycloseram of formula I; component (B) is selected from at least one compound from the group of imidacloprid, methoxyfenozide, diafenthiuron, hydroprene. The present invention also provides a method for preventing or controlling pests, comprising applying the pesticidal composition of the present invention in a pesticidally effective amount to the pests, to the locus of the pests or to the plants susceptible to attack by the pests.

Description

Technical Field

[0001] This invention relates to an insecticidal composition comprising isoxazolamide, which is highly effective against harmful organisms such as insects, mites, nematodes and mollusks. Background Technology

[0002] The active ingredient of isocycloseram is known from WO2011067272A1. Its structural formula is represented by Formula I. Isocycloseram can be used as, for example, a nematicide, acaricide, insecticide, miticide, and / or molluscicide.

[0003] Another challenge in pest control is that repeated and unique use of a single insecticidal active ingredient often leads to the rapid selection of pests that develop natural or adaptive resistance to the active ingredient.

[0004] In order to reduce or avoid adverse environmental or toxicological effects caused by the application of insecticides, the present invention aims to provide an insecticidal composition containing isoxazoline, which can still provide effective pest control at a reduced dose rate of the active ingredient. Summary of the Invention

[0005] The purpose of this invention is to provide an insecticidal composition containing isoxazoline, which can still provide effective pest control even at a reduced dosage rate of the active ingredient. This insecticidal composition is highly effective against harmful organisms such as insects, mites, nematodes, and mollusks.

[0006] This invention provides an insecticidal composition comprising isoxazolidinamide, which contains an active ingredient. (A) Isocycloseram. and (B) Selected from at least one insecticide among chlorfenapyr, methoxyfenozide, difenoconazole, and lufenuron.

[0007] Even when the application rates of components (A) and (B) are reduced, or even when components (A) and (B) become completely ineffective at a low application rate range, the insecticidal composition of the present invention still exhibits highly effective pest control, achieving an unexpected synergistic effect.

[0008] The insecticidal composition of the present invention can be combined in the following ways: (1) Isoxazolamide + chlorfenapyr; (2) Isoxazolidinamide + Methoxyfenozide; (3) Isoxazolidinamide + Butyltetracycline; (4) Isoxazolamide + Lufenuron.

[0009] The weight ratio of component (A) to component (B) is typically in the range of 500:1-1:500, more preferably 200:1-1:200, more preferably 100:1-1:100, more preferably 50:1-1:50, more preferably 25:1-1:25, more preferably 20:1-1:20, and even more preferably 10:1-1:10, which achieves a synergistic effect.

[0010] The weight ratio of component (A) and component (B) in this invention can also be, for example, 500:1, 250:1, 200:1, 150:1, 100:1, 50:1, 45:1, 40:1, 35:1, 30:1, 25:1, 20:1, 19:1, 18:1, 17:1, 16:1, 15:1, 14:1, 13:1, 12:1, 11:1, 10:1, 9:1, 8:1, 7:1, 6:1, 5:1, 4:1, 3:1. 2:1, 1:1, 1:2, 1:3, 1:4, 1:5, 1:6, 1:7, 1:8, 1:9, 1:10, 1:11, 1:12, 1:13, 1:14, 1:15, 1:16, 1:17, 1:18, 1:19, 1:20, 1:25, 1:30, 1:35, 1:40, 1:45, 1:50, 1:100, 1:150, 1:200, 1:250, 1:500.

[0011] In one embodiment, the weight ratio of component (A) to chlorfenapyr can be 20:1-1:20, preferably 10:1-1:10, preferably 5:1-1:5; more preferably 4:1, 2:1, or 1:1.

[0012] In one embodiment, the weight ratio of component (A) to methoxyfenozide can be 10:1 to 1:10, preferably 5:1 to 1:5, and more preferably 2:1, 1:1, or 1:2.

[0013] In one embodiment, the weight ratio of component (A) to butyl urea can be 30:1-1:30, preferably 20:1-1:20, preferably 10:1-1:10; more preferably 5:1, 3:1, 1:1, 1:2.

[0014] In one embodiment, the weight ratio of component (A) to lufenuron can be 50:1-1:50, preferably 20:1-1:20, more preferably 20:1-1:10; and more preferably 20:1, 10:1, 5:1, 1:1, or 1:2.

[0015] The preparation of component (B) and its effects on pests are known. These can be found in The Pesticide Manual, 16th edition, and other publications.

[0016] The insecticidal composition containing isoxazolamide also contains a surfactant and / or a carrier or diluent.

[0017] The insecticidal composition containing isoxazolamide is formulated in the form of powders, soluble powders, water-soluble granules, water-dispersible granules, wettable powders, soluble concentrates, oil-soluble liquids, ultra-low volume liquids, emulsifiable concentrates, dispersible concentrates, emulsions, microemulsions, suspension concentrates, sprays, atomizing / fogging formulations, capsule suspensions, and seed treatment formulations.

[0018] The insecticidal composition containing isoxazolamide is used for the prevention or control of pests such as insects, mites, nematodes or mollusks.

[0019] A method for preventing or controlling pests includes applying the insecticidal composition comprising isoxazolamide of the present invention to the pest, the location of the pest, or to plants susceptible to pest attack.

[0020] A method for preventing or controlling pests includes applying the insecticidal composition comprising isoxazolamide of the present invention to the leaves, fruit parts, or soil of plants.

[0021] A method for preventing or controlling pests includes directly contacting the insecticidal composition comprising isoxazolamide, as described in this invention, with the pests.

[0022] The insecticidal compositions of the present invention containing isoxazolamide can be used to prevent or control infestations of pests such as Lepidoptera, Diptera, Hemiptera, Thysanoptera, Orthoptera, Dictyoptera, Coleoptera, Siphonaptera, Hymenoptera, and Isoptera, as well as other invertebrate pests such as mites, nematodes, and mollusc pests.

[0023] Examples of pests that can be prevented or controlled by the insecticidal composition of the present invention include: whiteflies (Trialeurodes spp.), tobacco whiteflies (Bemisia tabaci), peach aphids (Myzus persicae), cotton aphids (Aphis gossypii), bean aphids (Aphis fabae), European red mite (Panonychus ulmi), citrus spider mite (Panonychus citri), two-spotted spider mite (Tetranychus urticae), carmine spider mite (Tetranychus cinnabarinus), citrus rust mite (Phyllocoptruta oleivora), and polyphagotarsonemus. *Latus* (fine mite), *Brevipalpus* spp. (flat mites), *Frankliniella fusca* (tobacco thrips), *Frankliniella occidentalis* (western flower thrips), *Frankliniella ellashultzei*, *Frankliniella williamsi* (corn thrips), *Heliothripshaemorrhaidalis* (greenhouse thrips), *Riphiphorothripscruentatus*, *Scirtothrips* spp., *Scirtothrips citri* (citrus thrips), *Scirtothrips dorsalis* (yellow thrips) Taeniothrips, Taeniothrips rhopalantennalis, and thrips species (Thripsspp.).), European corn borer (Ostrinia nubilalis), rice stem borer (Chilo suppressalis), cotton leafworm (Spodoptera littoralis), tobacco budworm (Heliothisvirescens), bollworm (Helicoverpa armigera), cotton bollworm (Helicoverpa zea), cotton leaf roller (Sylepta derogata), cabbage white butterfly (Pieris brassicae), diamondback moth (Plutella xylostella), cutworm (Agrotis spp.), locust (Locusta migratoria), Australian locust (Chortiocetes terminifera), striped leaf beetle (Diabrotica) *Lygus* spp. (root bug), *Dysdercus* spp. (migratory bug), *Nilaparvata lugens* (planthopper), *Nephotettixc incticeps* (leafhopper), *Nezara* spp. (stink bug), *Euschistus* spp. (stink bug), *Leptocorisa* spp. (stink bug), *Leptinotarsa ​​decemlineata* (Colorado potato beetle), *Anthonomus grandis* (bollweevil), *Aonidiella* spp. (scale insect), *Blattella germanica* (cockroach), *Periplaneta americana* (cockroach), *Blatta* (Oriental cockroach). orientalis (cockroach), Mastotermitidae (e.g., Mastotermes spp.), Kalotermitidae (e.g., Neotermes spp.), Reticulitermes flavipes, R.Termites such as *R. speratu*, *R. virginicus*, *R. hesperus*, and *R. santonensis*, and termites of the family Termitidae (e.g., *Globitermes sulphureus*), including the tropical fire ant *Solenopsis geminata*, the pharaoh ant *Monomorium pharaonis*, the cow flea *Boophilus microplus*, the dog flea *Dermacentor variabilis*, the cat flea *Ctenocephalides felis*, the leaf miner *Liriomyza spp.*, the housefly *Musca domestica*, the mosquito *Aedes aegypti*, the mosquito *Anopheles Spp.*, the house mosquito *Culex Spp.*, and the green bottle fly *Lucillia*. *Damalinia* spp. and *Linognathus* spp. (blowflies), *Damalinia* spp. and *Linognathus* spp. (bitinglices and sucking lices), *Meloidogyne* spp. (root-knot nematodes), *Globodera* spp. and *Heterodera* spp. (cystic nematodes), *Pratylenchus* spp. (leion nematodes), *Rhodopholus* spp. (banana nematode), *Tylenchulus* spp. (citrus nematodes), *Haemonchus Contorlus* (barber pole worm), *Caenorhabditis* *Elegans* (vinegareelworm), *Trichostrongylus* spp. (gastrointestinal nematodes), and *Derocerasreticulatum* (slug).

[0024] The insecticidal composition of the present invention can be applied to any area infested by pests, such as areas where crops, trees, fruits, grains, feed, vines, grasses, and ornamental plants grow.

[0025] The specific crop areas for which the insecticidal composition of the present invention is applied include areas where apples, corn, sunflowers, cotton, soybeans, rapeseed, wheat, rice, sorghum, barley, oats, potatoes, oranges, alfalfa, lettuce, strawberries, tomatoes, peppers, cruciferous plants, pears, tobacco, almonds, beets, legumes, and other valuable crops are growing or whose seeds are about to be sown.

[0026] The present invention provides a method for preventing or controlling pests, comprising applying the insecticidal composition of the present invention in an insecticidally effective amount to the pest, the location of the pest, or to plants susceptible to pest attack.

[0027] The insecticidal composition of the present invention can be applied to the leaves and fruit parts of plants to control pests, and the insecticidal composition will come into direct contact with the pests.

[0028] The insecticidal composition of the present invention can also be applied to the soil, and when applied in this manner, it can control pests that infest roots and stems. Roots can absorb the active compound molecules and draw them into the leaf parts of the plant to control ground-borne chewing pests and sap-feeding pests.

[0029] The insecticidal composition of the present invention can also be applied to different parts of the plant, thereby controlling pests in another part of the plant by means of the systematic movement of active compound molecules within the plant. For example, control of leaf-eating insects can be achieved by pre-treating seeds before planting, by drip irrigation or furrow application, or by watering the soil, for example, before or after planting.

[0030] The insecticidal composition of the present invention is typically applied at a rate of 0.01 g ai / ha to about 5000 g ai / ha for pest control. A preferred application rate is 0.1 g ai / ha to about 500 g ai / ha, and more preferably 1 g ai / ha to about 200 g ai / ha.

[0031] The amount of the composition of the present invention applied will depend on various factors, such as the compound used; the object to be treated, such as, for example, plants, soil or seeds; the type of treatment, such as, for example, spraying, dusting or seed dressing; the purpose of the treatment, such as, for example, preventive or therapeutic; the type of pest to be controlled or the timing of application.

[0032] To facilitate application, handling, transportation, and storage, and to maximize insecticide activity, additional auxiliary ingredients are typically added to the active ingredient, allowing the insecticide to be used at the desired concentration and in a suitable form. The insecticidal compositions of this invention can be selected from a variety of formulations, including powdered powders (DP), soluble powders (SP), water-soluble granules (SG), water-dispersible granules (WG), wettable powders (WP), granules (GR) (slow-release or fast-release), soluble concentrates (SL), oil-soluble liquids (OL), ultra-low volume liquids (UL), emulsifiable concentrates (EC), dispersible concentrates (DC), emulsions (both oil-in-water (EW) and water-in-oil (EO)), microemulsions (ME), suspension concentrates (SC), sprays, atomizing / fogging formulations, capsule suspensions (CS), and seed treatment formulations. The formulation type chosen in any example will depend on the specific purpose considered and the physical, chemical, and biological characteristics of the active ingredient.

[0033] The insecticidal composition of the present invention may optionally contain agronomically acceptable surfactants and / or auxiliary ingredients such as carriers or diluents. Preferably, the auxiliary ingredients are one or a mixture of emulsifiers, dispersants, wetting agents, penetrants, antifreeze agents, anti-drift agents, thickeners, defoamers, disintegrants, binders, and auxiliary carriers.

[0034] Carriers or diluents in agricultural formulations are substances added to insecticides to obtain a product of desired strength. Carriers are typically substances with high absorption capacity, while diluents are typically substances with low absorption capacity. Therefore, the carrier or diluent is preferably inert and should at least be agronomically acceptable. The carrier or diluent can be a solid or a liquid.

[0035] Examples of materials that can be used as solid carriers or diluents include: talc, bentonite, clay, kaolin, diatomaceous earth, silica, calcium carbonate, acid clay, silica, zeolite, magnesia, pumice, ammonium sulfate, sodium sulfate, and urea.

[0036] Examples of substances that can be used as liquid carriers or diluents include water, isopropanol, butanol, tetrahydrofuran, ethylene glycol, propylene glycol, ethyl acetate, methyl oleate, dimethylformamide, dimethylacetamide, dimethyl sulfoxide, and vegetable oils.

[0037] The type of surfactant used for bioenhancement typically depends on the nature and mode of action of the insecticide. Surfactants are sometimes used alone or sometimes in combination with other additives, such as mineral or vegetable oils as adjuvants in spray can mixtures, to improve the biocompatibility of the insecticide against its target.

[0038] Surfactants that can be used include, for example, fatty alcohol polyoxyethylene ethers, polyoxyethylene alkyl aryl ethers, polyoxyethylene higher fatty acid esters, phosphate esters of polyoxyethylene alcohols or phenols, fatty acid esters of polyols, naphthalene sulfonic acid polymers, lignin sulfonates, branched copolymers of polymeric combs, butyl naphthalene sulfonates, alkyl aryl sulfonates, alkyl sulfosuccinates, oils, fatty alcohols and ethylene oxide condensates, polyacrylates of alkyl naphthalene sulfonates, protein hydrolysates, suitable oligosaccharides or polymers, for example based on a single ethylene monomer, acrylic acid, polyoxyethylene and / or polyoxypropylene, or their combination with, for example, (poly)ols or (poly)amines.

[0039] Generally, these formulations comprise, by weight, 0.01% to 90% of the active ingredient, 0% to 20% of an agriculturally acceptable surfactant, and 10% to 99.99% of a solid or liquid inert substance and one (or more) adjuvants.

[0040] Furthermore, the insecticidal composition of the present invention can effectively combat pests without producing any substantially harmful side effects on the cultivated plants. Application of the composition of the present invention can increase harvest yield and improve the quality of harvested crops.

[0041] The insecticidal composition of the present invention also has good properties in terms of application rate, pesticide residue, selectivity, toxicity, production method, high activity, broad control spectrum, safety, and control of antagonistic organisms.

[0042] This invention relates to an insecticidal composition comprising isoxazoline, which provides effective pest control even at reduced dosage rates of the active ingredient. Even when the application rates of components (A) and (B) are reduced, or even when components (A) and (B) become completely ineffective at low application rates, the insecticidal composition of this invention still exhibits highly effective pest control, achieving an unexpected synergistic effect. The insecticidal composition is highly effective against pests such as insects, mites, nematodes, and mollusks.

[0043] The specific implementation methods will be further described below with reference to the embodiments: Biological test cases A synergistic effect exists when the combined effect of active ingredients is greater than the sum of the effects of the individual components.

[0044] For a given combination of active ingredients, the expected effect of using active components (A) + (B) at p+q ppm of active ingredients is: E = X + Y − X⋅Y / 100 X = Percentage of action (%) of active ingredient (A) using p ppm active ingredient; Y = Percentage of active ingredient (B) with q ppm active ingredient (%); ppm = milligrams of active ingredient per liter of spray mixture (=ai) If the actual observed effect (O) is greater than the expected effect (E), then the effect of the composition is super-additive.

[0045] Experiment 1: Thrips Experiment Preparation of the solution: Prepare a stock solution by mixing isoxazoline and component (B) technical grade with acetone, and then dilute it with 0.1% Tween-80 aqueous solution to the required concentration.

[0046] Tobacco thrips was used as the test pest. Collected tobacco thrips were inoculated into potted eggplants in a greenhouse for long-term rearing. Before the experiment, tobacco thrips were selected by microscopic examination and reared on greenhouse-grown eggplant plants (no other thrips species were present). Rearing conditions included a glass mesh house, natural light, and a cycle of approximately 16 (L):8 (D). The maximum temperature was 28°C. o C, minimum is 15 o Temperature range: C, with a maximum humidity of 95% and a minimum of 65%. F1 generation adults were selected for testing. Indoor experiments were conducted in groups of 20-40 individuals.

[0047] The immersion method (NY / T 1154.6-2006) was followed. Eggplant leaves infested with adult thrips were cut and immersed in the pesticide solution for 5-10 seconds. Excess pesticide was absorbed from the leaves and thrips using filter paper. The thrips were then transferred to fresh, non-toxic young eggplant leaves using a fine brush. The leaves were placed in a culture jar, covered, and kept well-ventilated. Humidity was maintained using small, damp cotton balls. The culture jar containing the treated thrips was placed at 25±1°C. o C. The animals were raised and observed in a constant temperature incubator with a relative humidity of 60%-80%. Each treatment was replicated four times. A blank control was set up, containing no drugs (but containing organic solvents and emulsifiers).

[0048] After 24 hours of treatment, investigate the mortality of the test insects. The criterion for determining mortality is no obvious crawling reaction when lightly touched with a soft, fine brush. Record the total number of insects and the number of dead insects. Calculate the mortality rate and control efficacy.

[0049] Calculation method: Mortality rate (%) = (Number of dead test insects / Number of test insects before drug administration) × 100 Efficacy % = ((mortality rate in treatment group - mortality rate in control group) / (100 - mortality rate in control group)) × 100 Table 1. Tests of the combination of isoxaflutole and component (B) on tobacco thrips. Experiment 2: Tomato Whitefly Experiment Preparation of the solution: Prepare a stock solution by mixing isoxazoline and component (B) technical grade with acetone, and then dilute it with 0.1% Tween-80 aqueous solution to the required concentration.

[0050] Before the experiment, whiteflies were inoculated onto insect-free potted tomato seedlings grown indoors under insect-proof netting. After the whiteflies laid eggs, hatched, and developed into 2nd-3rd instar nymphs of the F1 generation, tomato leaves were cut off, and non-experimental insect stages such as eggs were removed under a microscope. Each leaf contained 30-50 experimental nymphs for testing.

[0051] Whiteflies and tomato leaves were soaked together in the prepared pesticide solution for 5 seconds, then removed, excess solution was blotted with absorbent paper, and the mixture was placed in a plastic beaker with a diameter of 6 cm and a height of 10 cm. After the experiment, the mixture was transferred to a container at 25±1°C. o C. They were raised in a constant temperature incubator with a relative humidity of 60%-80%. Each treatment was replicated four times. A blank control was set up, containing no drugs (but containing organic solvents and emulsifiers).

[0052] 72 hours after treatment, examine the mortality of the test insects under a microscope. The criteria for judging mortality are shriveled bodies and a yellowish-brown color. If the mortality rate of the control group is greater than 20%, the experiment should be repeated. Record the total number of insects and the number of dead insects. Calculate the mortality rate and control effect.

[0053] Calculation method: Mortality rate (%) = (Number of dead test insects / Number of test insects before drug administration) × 100 Efficacy % = (Morality rate in treatment group - Mortality rate in control group) / (100 - Mortality rate in control group) × 100 Table 2. Tests of the combination of isoxaflutole and component (B) against tomato whiteflies. Experiment 3: Tetranychus cinnabarinus test Preparation of the solution: Prepare a stock solution by mixing isoxazoline and component (B) technical grade with acetone, and then dilute it with 0.1% Tween-80 aqueous solution to the required concentration.

[0054] In the laboratory, cotton seedlings were continuously reared for generations, and the tested mites were adults. Female adult mites with consistent physiological states and reared indoors were selected for testing. Double-sided tape was cut into 2cm lengths and attached to one end of a glass slide. Healthy female adult mites were then selected, and their backs were attached to the tape (care should be taken not to stick to the legs, antennae, or mouthparts). 30 mites were placed on each slide and placed in a container lined with a damp sponge. The container was then covered and incubated at 25±1°C. o Under condition C, microscopic examination was performed 2 hours later to remove dead and injured individuals, and to replenish each piece with 30 individuals.

[0055] The spider mite slide immersion method (NY / T 1154.12-2008) was used. Slides contaminated with spider mites were immersed in the pesticide solution, gently agitated for 5 seconds, then removed. Excess pesticide was absorbed with absorbent paper, and the slides were placed on a white dish lined with a damp sponge. The dish was covered with translucent plastic wrap, and small holes were punctured with an insect needle to ensure ventilation. Each treatment was repeated four times. A blank control was provided, containing no pesticide (but containing organic solvents and emulsifiers).

[0056] Place the white disk containing the red spider treatment material at a temperature of 25±1℃. o C. They were raised and observed in a constant temperature incubator with a relative humidity of 60%-80%.

[0057] After 48 hours of treatment, mites were considered dead if they showed no obvious reaction when their legs, antennae, or palps were gently touched with a soft brush under a stereoscope. The number of dead mites was recorded.

[0058] Calculation method: Mortality rate (%) = Number of dead mites / Number of test mites before drug administration × 100 Prevention and control efficacy % = (mortality rate of treatment group - mortality rate of control group) / (100 - mortality rate of control group) × 100 Table 3. Tests of the combination of isoxazoline and component (B) against Tetranychus carmine. The experimental results in Tables 1-3 show that the combination of isoxazoline and component (B) achieved an unexpected synergistic effect in the control of thrips, whiteflies, and spider mites.

Claims

1. An insecticidal composition comprising isoxazolidinamide, characterized in that, The active component consists of component (A) and component (B), wherein component (A) is isocycloseram with chemical formula I; component B is one of the following compounds: chlorfenapyr, methoxyfenozide, diethyl ether urea, and lufenuron; the weight ratio of component (A) to component (B) is 20:1 to 1:

20. 。 2. The insecticidal composition according to claim 1, characterized in that, The weight ratio of component (A) to component (B) is 10:1 to 1:

10.

3. The insecticidal composition according to claim 1, characterized in that, The component (B) is selected from chlorfenapyr, and the weight ratio of isoxazolamide to chlorfenapyr is 5:1 to 1:

5.

4. The insecticidal composition according to claim 1, characterized in that, The component (B) is selected from methoxyfenozide, and the weight ratio of isoxazolam to methoxyfenozide is 5:1 to 1:

5.

5. The insecticidal composition according to claim 1, characterized in that, The component (B) is selected from butyl urea, and the weight ratio of isoxazolam to butyl urea is 5:1-1:

5.

6. The insecticidal composition according to claim 1, characterized in that, The compound (B) is selected from lufenuron, and the weight ratio of isoxazoline to lufenuron is 20:1 to 1:

10.

7. The insecticidal composition according to claim 1, characterized in that, The insecticidal composition also contains a surfactant and / or a carrier or diluent.

8. The use of the insecticidal composition comprising isoxazolamide according to claim 1 for the prevention or control of insect, mite, nematode or mollusc pests, said pests being tobacco thrips, tobacco whiteflies, or carmine spider mites.

9. A method for preventing or controlling pests, characterized in that, This includes applying the insecticidal composition comprising isoxazolamide as described in claim 1 to the pest, the location of the pest, or to plants susceptible to pest attack, wherein the pest is tobacco thrips, tobacco whitefly, or carmine spider mite.

10. The method according to claim 9, characterized in that, The insecticidal composition of claim 1 is applied to the leaves, fruit parts, and soil of plants.

11. A method for preventing or controlling pests, characterized in that, The insecticidal composition comprising isoxazolamide according to claim 1 is brought into direct contact with harmful organisms, wherein the harmful organisms are tobacco thrips, tobacco whiteflies, and carmine spider mites.

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