Pesticide composition containing ecdysone compound and application thereof

By combining bromfenoxam with ecdysone compounds such as methoxyfenozide or tebufenozide in appropriate proportions, the problems of drug resistance and environmental risks of existing insecticides have been solved, achieving highly efficient control of a variety of pests, reducing the amount of pesticide used and expanding the insecticidal spectrum.

CN121569812APending Publication Date: 2026-02-27HANGZHOU UDRAGON CHEMICAL CO LTD
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Patent Information

Application Number
CN202511620449.2
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2025-11-06
Publication Date
2026-02-27

AI Technical Summary

Technical Problem

Existing insecticides face resistance problems, and traditional chemical pesticides pose environmental risks. There is a need to develop new insecticides with high biological activity, low application dosage, and better environmental compatibility. In particular, there is insufficient research on compound combinations of bromuconazole and compound (I).

Method used

A pesticide composition is formed by combining bromoxynil dimethyl methoxyfenozide or tebufenozide in an appropriate ratio with ecdysone-type compounds. The synergistic effect is verified by experiments. The weight ratio of the first and second active ingredients is optimized to be 1~50:1~50, with a preferred ratio of 12~40:10~38, and a more preferred ratio of 20~32:18~30.

Benefits of technology

It has achieved significant control effects on target pests such as rice stem borer, rice leaf roller, planthopper, beet armyworm, diamondback moth, cabbage caterpillar, aphid, whitefly, thrips, and flea beetle, improving control efficacy, reducing pesticide dosage, expanding the insecticidal spectrum, and reducing the risk of phytotoxicity.

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Abstract

The invention relates to a pesticide composition containing ecdysone compounds and application of the pesticide composition. The pesticide composition is composed of flufeniprole and methoxyfenozide or tebufenozide. The pesticide composition has an obvious synergistic effect, and the effects of improving the control effect, reducing the dosage and expanding the insecticidal spectrum are achieved. The pesticide composition disclosed by the invention has an excellent control effect on target pests such as chilo suppressalis, tryporyza incertulas, rice leaf folders, plant hoppers, prodenia litura, beet armyworms, plutella xylostella, cabbage caterpillars, aphids, aleyrodids, thrips and flea beetles.
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Description

TECHNICAL FIELD

[0002] The present application belongs to the technical field of pesticides. More particularly, the present application relates to a pesticide composition containing ecdysone compounds, and also relates to the use of the pesticide composition. BACKGROUND

[0004] In the field of agriculture and forestry, crop damage caused by insect pests has always been a serious challenge. Currently, agricultural pests have developed resistance to traditional chemical insecticides, and most existing pesticides also have environmental risks, so there is an urgent need to develop new insecticides with higher biological activity, lower application dosage and better environmental compatibility. At present, scientific research institutions and enterprises at home and abroad have successfully developed a variety of new insecticides with high efficiency, low dosage and environmental friendliness. Under this background, the efficient development of new insecticide compound and mixed formulations has also been highly valued. Scientific and reasonable compound or mixed formulation scheme can not only effectively broaden the control spectrum, improve the control efficiency, reduce the pesticide dosage and the risk of pesticide damage, but also delay the development of target biological resistance.

[0005] Broflanilide (English name: Broflanilide, CAS No. 1207727-04-5) is a benzene-based benzamide insecticide jointly developed by Japan's Mitsui Chemicals and BASF, mainly used for preventing and controlling common pests such as Lepidoptera, Coleoptera, termites, and mosquitoes and flies on crops.

[0006] In order to further improve the activity of benzene-based benzamide insecticides, CN 115925576B discloses a seven-fluoro-isopropyl-containing diamide compound and a preparation method thereof, which has the following chemical structural formula (II):

[0007]

[0008] (II)

[0009] According to the patent specification, SYN003 (Chinese generic name: flubrocythrinate) having the following chemical structural formula (I) has excellent high insecticidal activity against resistant populations at low doses, and has insecticidal activity against pests including Lepidoptera, Coleoptera, Hemiptera, Thysanoptera, Diptera, Orthoptera, Homoptera, Isoptera, Hymenoptera, spider mites, nematodes, mosquitoes, flies, ants, etc. It has good quick-acting property, its preparation method is simple, efficient and easy to industrialize production, and it has broad application prospects in the fields of agriculture, forestry and horticulture for controlling pests.

[0010] (I)

[0011] The above-mentioned compound of formula (I) has better insecticidal activity on Chilo suppressalis, Plutella xylostella and Spodoptera frugiperda than bromflutacimide, especially in low dose and fast effect. However, although the compound of formula (I) is widely concerned due to its novel action target, its resistance risk increases significantly with the use time. Therefore, it is still desirable to develop more efficient insecticidal compositions to meet the needs of the agricultural and forestry fields.

[0012] On the other hand, there is no relevant research report on the compound I and ecdysone compound complex composition at present, which provides a new breakthrough point for the field of pesticide composition. SUMMARY

[0014] The purpose of the present application is to provide a pesticide composition containing an ecdysone compound.

[0015] Another purpose of the present application is to provide the use of the pesticide composition.

[0016] The idea of the present application is based on the further research of bromflutacimide and the above-mentioned compound of formula (I), screening appropriate drug combination scheme, and verifying the synergistic effect of the drug composition containing the compound of formula (I) through experiments.

[0017] Although the prior art has certain research on the pesticide composition containing bromflutacimide, for example, Chinese invention patent application CN108294000A discloses an insecticidal composition, the active ingredient of which is bromflutacimide and methoxyfenozide, and records the control effect on Lepidoptera. However, the introduction of alkoxy group usually has a significant effect on the activity of the compound. Design, Synthesis, and Insecticidal Activities of Novel N-Alkoxyalkyl Meta-Diamides as Potential GABAR Antagonists, Sha Zhou et al. Journal of Agricultural and Food Chemistry 2025 73 (28), 17446-17457 studies the effect of introducing alkyl or ether bond at R5 position on the activity of Plutella xylostella, and the results show that the introduction of alkyl (corresponding to compound le) or alkoxy (corresponding to compounds lld and lle) has a significant effect on resistance, wherein the activity of compound le on Plutella xylostella is insufficient to meet the requirements of insecticides, while compounds lld and lle perform excellently. Therefore, although the compounds recorded in Table 2 all have the same parent nucleus structure, when different groups are introduced at R5 position, the final insecticidal activity cannot be expected.

[0018] In order to further study the activity difference between broflanapyr and the compound of formula (I), the inventors commissioned a third party to conduct bioassay experiments of these two compounds on Phyllotreta striolata in Guangdong Province in 2024, and the test crop was Mingyuanjianye 50-day-old beet heart, and the results were as follows:

[0019]

[0020] The inventors commissioned a third party to conduct bioassay experiments of these two compounds on Chilo suppressalis according to the Guidelines for Field Efficacy Trials-Insecticides for Controlling Chilo suppressalis in Jiangsu Province in 2024, and the test crop was rice Wei Liangyou 8612, and the control effects were as follows:

[0021] Agent Rate Rep 1 Rep 2 Rep 3 Total Control Effect 5% Difference Compound of Formula (I) SC 10 ml / acre 4 3 0 7 85.93 Bcc Compound of Formula (I) SC 15 ml / acre 3 0 1 4 90.24 Cc Compound of Formula (I) EC 10 ml / acre 2 0 2 4 90.24 Cc Bifenthrin SC 30 ml / acre 8 6 6 20 51.22 Bb Blank Control / 13 19 9 41 0 Aa

[0022] The inventors commissioned a third party to conduct bioassay experiments of these two compounds on Cnaphalocrocis medinalis according to the Guidelines for Field Efficacy Trials-Insecticides for Controlling Cnaphalocrocis medinalis in Jiangsu Province in 2024, and the test crop was rice Yin Liangyou 836, and the control effects were as follows:

[0023] Agent Rate Rep 1 Rep 2 Rep 3 Total Control Effect 5% Difference Compound of Formula (I) SC 6 ml / acre 53 46 34 133 86.01 d Compound of Formula (I) SC 10 ml / acre 33 27 40 100 89.48 e Bifenthrin SC 15 ml / acre 207 244 206 657 30.91 b Blank Control / 297 343 311 951 0.00 a

[0024] The above experimental results show that although broflanapyr and the compound of formula (I) have the same parent nucleus structure and have certain similarity, the inventors have confirmed through early research that there is a significant difference in their insecticidal activity, and this difference is difficult to predict and can only be confirmed through experiments.

[0025] Based on this, the present application relates to a pesticide composition containing ecdysone compounds. The pesticide composition is composed of a first active ingredient and a second active ingredient, and the first active ingredient is a compound having the following structural formula (I):

[0026]

[0027] (I)

[0028] The second active ingredient is methoxyfenozide or tebufenozide.

[0029] According to a preferred embodiment of the present application, the weight ratio of the first active ingredient to the second active ingredient is 1-50:1-50.

[0030] The present application also relates to an agricultural insecticide.

[0031] The agricultural insecticide contains 0.5-95.0% by weight of the above-mentioned pesticide composition and the balance is an agriculturally acceptable adjuvant.

[0032] According to a preferred embodiment of the present application, the adjuvant is selected from the group consisting of surface wetting agents, dispersants, emulsifiers, activators, antifoams, thickeners, preservatives, antifreezes or carriers.

[0033] According to another preferred embodiment of the present application, the carrier is one or more solid carriers selected from the group consisting of silicates, carbonates, sulfates, oxides, alkali metal salts or vegetable carriers, or one or more liquid carriers selected from the group consisting of water, aromatic hydrocarbons, chlorinated aliphatic hydrocarbons, aliphatic hydrocarbons, alcohols, ethers, ketones, vegetable oils or methylated vegetable oils.

[0034] According to another preferred embodiment of the present application, the dosage form of the agricultural insecticide is wettable powder, suspension concentrate, suspoemulsion, microemulsion, aqueous emulsion, water dispersible granule, emulsifiable concentrate or microcapsule suspension concentrate.

[0035] The present application also relates to the use of the pesticide composition or the agricultural insecticide in the control of pests in agriculture and forestry.

[0036] According to another preferred embodiment of the present application, the pests in agriculture and forestry are Chilo suppressalis, Sesamia inferens, Cnaphalocrocis medinalis, Nilaparvata lugens, Spodoptera litura, Plutella xylostella, Pieris rapae, Aphis, Aleyrodes, Thrips, Phyllotreta.

[0037] The present application will be described in more detail below.

[0038] The present application relates to a pesticide composition containing ecdysone compounds.

[0039] The pesticide composition is composed of a first active ingredient and a second active ingredient, wherein the first active ingredient is a compound having the following structural formula (I):

[0040]

[0041] (I)

[0042] The second active ingredient is methoxyfenozide or tebufenozide.

[0043] In the present application, the first active ingredient is flubrocythrinate, which is 2-fluoro-3-{[(4-fluorophenyl)carbonyl](2-methoxyethyl)amino}-N-[2-bromo-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-6-(trifluoromethyl)phenyl]benzamide (also written as N-[2-bromo-4-(1,1,1,2,3,3,3-heptafluoropropan-2-yl)-6-(trifluoromethyl)phenyl]-2-fluoro-3-[4-fluoro-N-(2-methoxyethyl)benzamido]benzamide) prepared according to the method described in CN 115925576B.

[0044] According to the description, according to the indoor biological activity determination of the diamondback moth, the insecticidal rate of the compound on the resistant population of the diamondback moth reaches 60% at a concentration of 0.05 mg / L, the insecticidal rate on the sensitive population reaches 70%, and the insecticidal rates on the resistant population and the sensitive population are both 100% at a concentration of 0.1-0.2 mg / L. According to the indoor biological activity determination of the yellow rice borer, the insecticidal rate of the compound on the yellow rice borer reaches 83.6% at a concentration of 0.125 mg / L, and the insecticidal rates on the yellow rice borer are all 100% at a concentration of 0.25 mg / L or above. According to the indoor biological activity determination of the fall armyworm, the insecticidal rates of the compound on the fall armyworm are all 100% at a concentration of 0.125 mg / L or above, which shows good insecticidal activity.

[0045] The second active ingredient is methoxyfenozide or tebufenozide, which mainly plays a role in the pesticide composition by simulating insect molting hormone to induce abnormal molting of lepidopteran larvae, resulting in dehydration and starvation death due to the inability to form a healthy new cuticle. The methoxyfenozide (N-tert-butyl-N'-(3-methoxy-2-methylbenzoyl)-3,5-dimethylbenzoyl hydrazide) used in the present application, for example, is purchased from Wuhan Weiserman Biological Engineering Co., Ltd., or the tebufenozide (N-tert-butyl-N'-(4-ethylbenzoyl)-3,5-dimethylbenzoyl hydrazide), for example, is purchased from Jiangsu Kuaida Agrochemical Co., Ltd., which are all products currently sold on the market.

[0046] In the present application, the weight ratio of the first active ingredient to the second active ingredient is 1-50:1-50. When the content of the second active ingredient is within the range, if the content of the first active ingredient is less than 1, the control effect on the target pests (such as non- Lepidoptera chewing pests, piercing-sucking pests, etc.) of the first active ingredient is significantly insufficient, which cannot effectively inhibit the feeding or reproduction of the pests, and is easy to cause the pests to be missed in prevention; at the same time, it will break the synergistic balance of the complex system, rely only on the single action of the second active ingredient (methoxyfenozide / juvabione), accelerate the development of resistance of Lepidoptera pests to it, and greatly narrow the control spectrum of the whole preparation, which cannot cope with the mixed occurrence of multiple pests in the field, and the holding period will also be shortened due to the imbalance of the effective ingredient ratio; if the content of the first active ingredient is higher than 50, it will significantly increase the production cost of the preparation (excessive input of the first active ingredient), resulting in the lack of market competitiveness of the product; at the same time, if the first active ingredient has potential irritability to crops, excessive amount will increase the risk of crop phytotoxicity (such as leaf scorching, malformation, growth inhibition, etc.), especially for crops in sensitive growth periods such as seedling stage and flowering stage; in addition, too high a proportion may also damage the physical and chemical stability of the preparation (such as stratification of suspension concentrate, precipitation of emulsion, and decrease of disintegration of water dispersible granules), increase the environmental residue burden, and increase the toxicity risk to soil microorganisms, aquatic organisms or beneficial natural enemies (such as bees and ladybugs), which does not meet the environmental protection requirements of green pesticides; therefore, the content of the first active ingredient is 1-50, preferably 12-40, more preferably 20-32.

[0047] When the content of the first active ingredient is within the range, if the content of the second active ingredient is less than 1, the core control effect of the second active ingredient on Lepidoptera larvae (such as the diamondback moth, the beet armyworm, the cotton bollworm, etc.) is invalid, which cannot achieve the insecticidal effect by inducing abnormal molting, resulting in the continuous feeding of Lepidoptera pests on crop leaves, fruits or stems, causing serious yield loss; at the same time, the function of “Lepidoptera target supplementary control” in the complex system is lost, which makes the first active ingredient need to deal with all pests alone, accelerates the development of resistance of the first active ingredient to the corresponding target pests, and greatly reduces the overall control effect due to the missed prevention of the key target; if the content of the second active ingredient is higher than 50, the cost of the preparation will rise due to the excessive input of methoxyfenozide / juvabione, and the cost performance will decrease; secondly, although this kind of ingredient is low in toxicity, excessive use will cause phytotoxicity to sensitive crops (such as cruciferous seedlings and rice seedlings), showing leaf yellowing, new leaf curling or growth retardation; in addition, too high a dose will increase the residue of the second active ingredient in crops, which may exceed the food safety standard, and the toxicity to aquatic crustaceans (such as shrimps and crabs) will significantly increase (moulting hormone analogs are sensitive to crustaceans), polluting the field water; at the same time, it will also occupy the space of the first active ingredient, resulting in insufficient control effect on the corresponding target pests and forming a new prevention loophole; therefore, the content of the second active ingredient is 1-50, preferably 10-38, more preferably 18-30.

[0048] Preferably, the weight ratio of the first active ingredient to the second active ingredient is 12 to 40: 10 to 38.

[0049] More preferably, the weight ratio of the first active ingredient to the second active ingredient is 20 to 32: 18 to 30.

[0050] The present application also relates to an agricultural insecticide comprising 0.5 to 95.0% by weight of the above-mentioned pesticide composition and the balance of an agriculturally acceptable adjuvant.

[0051] In the present application, the agriculturally acceptable adjuvant is selected from the group consisting of a wetting agent, a dispersing agent, an emulsifying agent, a surfactant, an antifoaming agent, a thickening agent, a preservative, an antifreezing agent or a carrier; the wetting agent is, for example, a polyoxyethylene alkyl aryl ether, a polyoxyethylene alkyl ether, an alkyl benzene sulfonate or an alkyl naphthalene sulfonate, etc.; the dispersing agent is, for example, sodium sulfate, sodium chloride, an alkyl naphthalene sulfonate, an alkyl phenol polyoxyethylene ether, etc.; the emulsifying agent is, for example, a polyoxyethylene ester and ether, sodium dodecyl benzene sulfonate, etc.; the surfactant is a surfactant used in an emulsifying agent, a dispersing agent or a wetting agent, and is selected from the group consisting of an anionic surfactant, a nonionic surfactant, a zwitterionic surfactant or a natural polymer surfactant; the antifoaming agent is selected from the group consisting of a polydimethylsiloxane, a silicone, a C8 to C10 fatty alcohol, a C10 to C20 saturated fatty acid or an amide antifoaming agent; the thickening agent is selected from the group consisting of a carboxymethyl alcohol, a polyvinyl alcohol, a polyvinyl acetate, a xanthan gum, a gelatin, an acacia gum, a polyvinyl pyrrolidone, a magnesium aluminum silicate, a polyethylene glycol, a phenol formaldehyde resin, a shellac, a carboxymethyl cellulose or a sodium alginate; the preservative is selected from the group consisting of sodium benzoate, a carboxin, potassium sorbate, a p-hydroxy benzoic acid ester, etc.; the antifreezing agent is selected from the group consisting of glycerin, urea, ethylene glycol or propylene glycol. The carrier is one or more solid carriers selected from the group consisting of a silicate, a carbonate, a sulfate, an oxide, an alkali metal salt or a vegetable carrier, or one or more liquid carriers selected from the group consisting of water, an aromatic hydrocarbon, a chlorinated aliphatic hydrocarbon, an aliphatic hydrocarbon, an alcohol, an ether, a ketone, a vegetable oil or a methylated vegetable oil.

[0052] The agricultural insecticide dosage form of the present application is a soluble liquid, a soluble powder, a soluble granule, an emulsifiable concentrate, a wettable powder, an aqueous emulsion, a suspension, a dispersible oil suspension, a water dispersible granule, a microcapsule suspension, a granule, a microemulsion, a suspended emulsion, a microcapsule suspension-suspension, an ultra low volume liquid, a hot fog, a spread film oil, a suspended seed coating, a seed treatment dry powder, a seed treatment suspension, a seed treatment soluble powder, a seed treatment dispersible powder, a seed treatment emulsion or a seed treatment liquid. The pesticide composition or the agricultural insecticide is used in a conventional spraying, soil treatment or seed treatment, etc.

[0053] Preferably, the agricultural insecticide formulation is a soluble liquid, a soluble granule, a suspension concentrate, an emulsifiable concentrate, a wettable powder, an aqueous emulsion, a water dispersible granule, a dispersible oil suspension, a microcapsule suspension, an ultra-low volume liquid, a hot fogging concentrate, a flowable concentrate, or a seed treatment dispersible powder.

[0054] The preparation method of the formulation will be described below. For example, when the agricultural insecticide of the present application is a wettable powder, it is prepared as follows: 0.5% to 80% by weight of the pesticide composition, 2% to 10% of a wetting agent, 5% to 10% of a dispersing agent, and the rest to 100% of a filler are thoroughly mixed, and then are pulverized using a super-fine pulverizer or an air-flow pulverizer commonly used in the field to obtain the wettable powder. The filler used in the present application is kaolin, diatomite, mica powder, bentonite, attapulgite, or light calcium carbonate; the wetting agent and other auxiliary agents mentioned here are as described above, and thus are not described again.

[0055] When the agricultural insecticide of the present application is a suspension concentrate, it is prepared as follows: 0.5% to 50% by weight of the pesticide composition, 1% to 5% of a wetting agent, 1% to 8% of a dispersing agent, 0.1% to 2% of a thickening agent, 2% to 5% of an anti-freezing agent, and 0.2% to 1% of an antifoaming agent are mixed with water to make up 100%, and then are sand-milled in a sand mill to a particle size of 2 to 5 microns, and then are added to a preparation kettle to be mixed and stirred uniformly to obtain the suspension concentrate.

[0056] When the agricultural insecticide of the present application is a microemulsion, it is prepared as follows: 0.5% to 40% by weight of the pesticide composition, 1% to 30% of an emulsifier, and 0% to 50% of a solvent are added to a preparation kettle, and are stirred and dissolved completely, and then are mixed uniformly to obtain the microemulsion. The solvent used in the preparation of the microemulsion of the present application is, for example, isopropyl alcohol or cyclohexanone, which are commercially available products, such as the isopropyl alcohol product sold by the Jinan Guota Chemical Co., Ltd. in Shandong or the cyclohexanone product sold by the Deshengman Company in Nanjing.

[0057] When the agricultural insecticide of the present application is an aqueous emulsion, it is prepared as follows: 0.5% to 40% by weight of the pesticide composition, 1% to 20% of an emulsifier, 1% to 15% of a co-solvent, and 10% to 40% of a solvent are added to a preparation kettle, and are stirred and dissolved, and then are added to a high-shear stirring kettle in which water has been weighed to make up 100%, and are stirred and mixed uniformly to obtain the aqueous emulsion.

[0058] When the agricultural insecticide of the present application is a suspoemulsion, it is prepared as follows: 0.5-40% by weight of the pesticide composition, 1-5% of a solvent, 1-5% of a dispersant, 1-10% of an emulsifier, 1-5% of a wetting agent, 1-5% of an antifreezing agent, 0.1-1% of a thickening agent, 0.1-1% of an antifoaming agent, and water to make up 100% are taken, and then the flubrocydamide is prepared into a suspoemulsion according to the preparation method of the above-mentioned emulsion, and the methoxyfenozide / juvabione is prepared into a suspension according to the preparation method of the above-mentioned suspension, and they are stirred and mixed uniformly to obtain the suspoemulsion. Alternatively, the methoxyfenozide / juvabione is prepared into an emulsion according to the preparation method of the above-mentioned emulsion, and the flubrocydamide is prepared into a suspension according to the preparation method of the above-mentioned suspension, and other components remain unchanged, thus obtaining the suspoemulsion.

[0059] When the agricultural insecticide of the present application is a water dispersible granule, it is prepared as follows: 0.5-70% by weight of the pesticide composition, 1-15% of a wetting agent, 1-15% of a dispersant, 1-10% of a disintegrant, and a filler to make up 100% are mixed and pulverized by an air flow pulverizer, and then water is added for kneading, granulation in a granulator, drying, and screening to obtain the water dispersible granule. The disintegrant used in the present application is ammonium sulfate or sodium carboxymethyl cellulose; and the filler used in the present application is kaolin, diatomite, or corn starch.

[0060] When the agricultural insecticide of the present application is a microcapsule suspending-suspension, it is prepared as follows: 0.5-40% by weight of the pesticide composition, 1-20% of an emulsifier, 1-20% of a solvent, 1-10% of a dispersant, 1-5% of a wetting agent, 3-5% of a capsule skin material, 1-2% of an initiator, 1-5% of a pH adjuster, 0.1-1% of a thickening agent, 1-5% of an antifreezing agent, 0.1-1% of an antifoaming agent, 0.1-1% of a preservative, and water to make up 100% are taken. According to the microcapsule suspension manufacturing method, one active component of the pesticide composition of the present application is dissolved in the solvent, the emulsifier and the modified isocyanate capsule skin material are added, and they are mixed uniformly to prepare an oil phase. In another preparation kettle, the dispersant and water are prepared into an aqueous phase, and the oil phase is dispersed in the aqueous phase to make it into an emulsion state. The initiator is added to carry out a capsule forming reaction, and then it is kept at a temperature of about 50°C for 2-3 hours to make the capsule skin solidify, and the pH value is adjusted to obtain a semi-finished product for standby. Another active component is sheared and milled according to the suspension manufacturing method by adding the dispersant, the wetting agent, and the antifreezing agent, and then it is discharged after reaching the quality standard of the suspension. The microcapsule suspension and the suspension are mixed uniformly according to the proportion of the pesticide composition to obtain the microcapsule suspending-suspension.

[0061] When the agricultural insecticide of the present application is an emulsifiable concentrate, it is prepared by adding 0.5-40% by weight of the pesticide composition, 1-30% of an emulsifying agent, 0-20% of a cosolvent and a solvent added to make up 100% into a preparation kettle, stirring until uniform and completely dissolved, and then stirring while adding and mixing until uniform to obtain the emulsifiable concentrate. The cosolvent used in the preparation of the emulsifiable concentrate of the present application is, for example, isopropyl alcohol, cyclohexanone, N-methyl pyrrolidone, etc., and the same applies to the following, and thus will not be described again.

[0062] The preparation process of these dosage forms and the selection of their adjuvants and excipients all belong to the prior art in the field and are well known to those skilled in the art, and thus will not be described again.

[0063] The present application also relates to the use of the pesticide composition or the agricultural insecticide in the control of pests in agriculture and forestry.

[0064] In the present application, the pesticide composition is used to prepare an agricultural drug for controlling pests on fruit trees, vegetables, ornamental plants, tea, cotton, cereal crops, shrubs, broad-leaved trees, evergreen trees and urban sanitation pests. The pesticide composition can also be used to prepare a drug for preventing or controlling pests including Lepidoptera, Coleoptera, Hemiptera, Thysanoptera, Diptera, Orthoptera, Homoptera, Isoptera, Hymenoptera, spider mites, nematodes, mosquitoes, flies, ants and their larvae and eggs. The pests include, but are not limited to, cotton bollworm, diamondback moth, beet armyworm, oriental armyworm, cabbage worm, yellow rice borer, rice leaf roller, rice plant hopper, western flower thrips, melon thrips, onion thrips, ginger thrips, mango thrips, peach aphid, cotton aphid, alfalfa aphid, apple yellow aphid, wheat aphid, flea beetle, stink bug, brown planthopper, white-backed planthopper, termite, mosquito, red spider mite and / or citrus red spider mite.

[0065] The plants to which the pesticide composition and the agricultural insecticide of the present application can be applied mainly include the following: vegetables such as cucumber, sponge gourd, watermelon, melon, pumpkin, bottle gourd, spinach, celery, cabbage, Chinese cabbage, gourd, pepper, eggplant, tomato, onion, ginger, garlic, leek, lettuce, bean, rainbow bean, broad bean, radish, carrot, potato, yam; cereal crops such as wheat, barley, corn, rice, sorghum; fruit trees such as apple, pear, banana, citrus, grape, lychee, mango; flowers such as peony, Chinese rose; oil crops such as peanut, soybean, rape, sunflower, sesame; sugar crops such as sugar beet, sugarcane; and other crops such as strawberry, potato, sweet potato, tobacco and tea. The pesticide composition of the present application can also be applied in the fields of horticulture, forestry, household sanitation and / or public sanitation, etc.

[0066] The present application has the beneficial technical effect that the present inventors have proved through experiments that the binary composition obtained by compounding flubrocydamide and methoxyfenozide / hydroprene at a suitable ratio has significant synergistic effect, thereby achieving the effect of improving the control effect, reducing the amount of drug, and expanding the insecticidal spectrum. The pesticide composition of the present application has excellent control effect on target pests such as Chilo suppressalis, C. orichalcogen, Tryporyza incertulas, planthoppers, Spodoptera litura, Spodoptera exigua, Plutella xylostella, Pieris rapae, aphids, whiteflies, thrips, flea beetles, and leaf beetles. DETAILED DESCRIPTION

[0068] The present application can be better understood through the following examples.

[0069] In the present application, unless otherwise specified, "%" used to explain the concentration is weight percent, and ":" is weight ratio.

[0070] Example 1: Preparation of 40% flubrocydamide·hydroprene wettable powder

[0071] The implementation steps of this example are as follows:

[0072] Take 28% flubrocydamide of chemical structural formula (I), 12% hydroprene, 3% sodium alkyl naphthalene sulfonate, 4% polycarboxylate, 2% sodium lignosulfonate, 6% white carbon black, and kaolin to make up to 100% based on the total weight of the wettable powder, and the wettable powder is obtained according to the preparation method described in the specification.

[0073] Example 2: Preparation of 20% flubrocydamide·hydroprene water dispersible granules

[0074] The implementation steps of this example are as follows:

[0075] Take 5% flubrocydamide of chemical structural formula (I), 15% hydroprene, 5% sodium dodecyl sulfate, 4% lignosulfonate, 2% sodium carboxymethyl starch, 5% white carbon black, and kaolin to make up to 100% based on the total weight of the water dispersible granules, and the water dispersible granules are obtained according to the preparation method described in the specification.

[0076] Example 3: Preparation of 25% flubrocydamide·methoxyfenozide suspension concentrate

[0077] The implementation steps of this example are as follows:

[0078] Take 10% of the total weight of the insecticide suspension formula (I) fluoride bromide, 15% of the chemical structure of methoxy insecticide, 2% of the carboxylic acid copolymer, 8% of the mixture of sulfate emulsifier and polyether, 1% of the non-ionic hydroxyl polyethylene oxide block copolymer, 0.2% of xanthan gum, 1% of magnesium aluminum silicate, 1% of white carbon black, 0.2% of sodium benzoate, 0.4% of defoaming agent, 4% of ethylene glycol and water to 100%, according to the preparation method described in the specification of the application, the insecticide suspension of the application is obtained.

[0079] Example 4: Preparation of 25% fluoride bromide · methoxy insecticide emulsion oil

[0080] The implementation steps of this example are as follows:

[0081] Take 5% of the total weight of the insecticide emulsion formula (I) fluoride bromide, 20% of the chemical structure of methoxy insecticide, 5% of the castor oil polyoxyethylene ether, 10% of the dodecyl benzene sulfonic acid amine salt, 10% of the cyclohexanone, 5% of the ethyl acetate and the S-200 aromatic hydrocarbon solvent to 100%, according to the preparation method described in the specification of the application, the insecticide emulsion of the application is obtained.

[0082] Example 5: Preparation of 24% fluoride bromide · methoxy insecticide emulsion in water

[0083] The implementation steps of this example are as follows:

[0084] Take 10% of the total weight of the insecticide emulsion in water formula (I) fluoride bromide, 14% of the chemical structure of methoxy insecticide, 6% of N-methyl pyrrolidone, 10% of the cyclohexanone, 6% of the polyoxyethylene fatty alcohol ether, 5% of the dodecyl benzene sulfonic acid salt, 0.2% of the defoaming agent, 5% of the propylene glycol, 25% of the aromatic hydrocarbon solvent and the deionized water to 100%, according to the preparation method described in the specification of the application, the insecticide emulsion in water of the application is obtained.

[0085] Example 6: Preparation of 12% fluoride bromide · methoxy insecticide microemulsion

[0086] The implementation steps of this example are as follows:

[0087] Take 4% of the total weight of the insecticide microemulsion formula (I) fluoride bromide, 8% of the chemical structure of methoxy insecticide, 8% of N-methyl pyrrolidone, 10% of the cyclohexanone, 4% of the n-butanol, 8% of the propylene glycol, 6% of the polyoxyethylene fatty acid ester, 6% of the dodecyl benzene sulfonic acid salt, 3% of the sulfosuccinic acid dialkyl ester and water to 100%, according to the preparation method described in the specification of the application, the insecticide microemulsion of the application is obtained.

[0088] Example 7: Preparation of 20% fluoride bromide · methoxy insecticide suspension emulsion

[0089] The implementation steps of this example are as follows:

[0090] Take 15% of the total weight of the insecticide suspoemulsion formula (I) fluoride bromide, 2% styrene acrylic acid allyl alcohol ether terpolymer, 2% EO-PO block polyether, 2% non-ionic polyether sulfonate, 1% magnesium aluminum silicate, 1% white carbon black, 0.2% xanthan gum, 5% ethylene glycol, 0.2% sodium benzoate, 0.4% defoaming agent and the appropriate amount of deionized water; 5% methoxyfenozide, 6% solvent oil, 8% cyclohexanone, 5% N-methyl pyrrolidone, 5% calcium dodecylbenzenesulfonate, 3% phenethyl phenol polyoxyethylene polyoxypropylene ether, 3% styryl phenol polyoxyethylene ether phosphate, 5% ethylene glycol and the appropriate amount of deionized water, according to the preparation method described in the specification to obtain the insecticide suspoemulsion of the application.

[0091] Example 8: Preparation of 25% fluoride bromide · methoxyfenozide microcapsule suspension-suspension

[0092] The implementation steps of this example are as follows:

[0093] Take 15% of the total weight of the insecticide suspoemulsion formula (I) fluoride bromide, 2% styrene acrylic acid allyl alcohol ether terpolymer, 2% EO-PO block polyether, 2% non-ionic polyether sulfonate, 1% magnesium aluminum silicate, 1% white carbon black, 0.2% xanthan gum, 5% ethylene glycol, 0.2% sodium benzoate, 0.4% defoaming agent and the appropriate amount of deionized water; 5% methoxyfenozide, 6% solvent oil, 8% cyclohexanone, 5% N-methyl pyrrolidone, 5% calcium dodecylbenzenesulfonate, 3% phenethyl phenol polyoxyethylene polyoxypropylene ether, 3% styryl phenol polyoxyethylene ether phosphate, 5% ethylene glycol and the appropriate amount of deionized water, according to the preparation method described in the specification to obtain the insecticide suspoemulsion of the application.

[0094] The following will be described in detail.

[0095] Example 1 of the living test: indoor combined toxicity determination test of chilo u-nera

[0096] The implementation steps of this example are as follows:

[0097] Test target: Chilo u-nera 3rd instar larvae.

[0098] Test method: Prepare a series of drug solution with certain concentration gradient, immerse the clean rice stem in the drug solution for 10s, then take out, dry naturally, place in the culture dish with filter paper moisturizing, put in 10 3rd instar Chilo suppressalis larvae, repeat 3 times for each treatment, place the treated test material in the observation room, adjust the temperature, humidity and light as needed. Investigate the number of dead and live insects after 72 hours, calculate the mortality of each treatment. Calculate the synergistic coefficient of each ratio by Suny-p method, evaluate the mixing effect, the test results are listed in Table 1.

[0099] The synergistic coefficient (CTC value) of the mixture is calculated according to the following formula:

[0100]

[0101] In the formula:

[0102] ATI represents the measured toxicity index of the mixture;

[0103] S represents the LC of the standard pesticide 50 ;

[0104] M represents the LC of the mixture 50 .

[0105]

[0106] In the formula:

[0107] TTI represents the theoretical toxicity index of the mixture;

[0108] TIA represents the toxicity index of A pesticide;

[0109] PA represents the percentage content of A pesticide in the mixture;

[0110] TIB represents the toxicity index of B pesticide;

[0111] PB represents the percentage content of B pesticide in the mixture.

[0112]

[0113] In the formula:

[0114] CTC represents the synergistic coefficient;

[0115] ATI represents the measured toxicity index of the mixture;

[0116] TTI represents the theoretical toxicity index of the mixture.

[0117] When the synergistic coefficient CTC is greater than 120, it indicates that the mixture has synergistic effect; when the synergistic coefficient is less than 80, it indicates that the mixture has antagonistic effect; when the synergistic coefficient is greater than 80 and less than 120, it indicates that the mixture has additive effect.

[0118] The results of the indoor combined toxicity determination of chlorantraniliprole and methoxyfenozide on C. medinalis are shown in Table 1.

[0119] Table 1: Results of indoor combined toxicity determination of chlorantraniliprole and methoxyfenozide on C. medinalis

[0120] Agent LC 50 (mg / L) ATI TTI CTC flubrocythrinate (A) 1.4012 610.1984 - - methoxyfenozide (B) 8.5501 100.0000 - - A:B (1:50) 6.3503 134.6409 110.0039 122.3965 A:B (1:20) 5.0088 170.7016 124.2952 137.3356 A:B (1:10) 4.0199 212.6943 146.3817 145.3012 A:B (1:5) 3.2221 265.3580 185.0331 143.4111 A:B (1:1) 1.8401 464.6541 355.0992 130.8519 A:B (5:1) 1.0761 794.5451 525.1653 151.2943 A:B (10:1) 0.8912 959.3918 563.8167 170.1602 A:B (20:1) 0.7829 1092.1063 585.9032 186.3970 A:B (50:1) 0.8015 1066.7623 600.1945 177.7361

[0121] The results of indoor toxicity determination shown in Table 1 indicate that the mixture of chlorantraniliprole and methoxyfenozide shows synergistic effect on C. medinalis at the weight ratio of 1:50-50:1, and the synergistic effect is more obvious at the weight ratio of 1:20-50:1. These test results clearly show that the mixture of chlorantraniliprole and methoxyfenozide has rationality and feasibility for preventing and treating C. medinalis.

[0122] Biological test example 2: indoor combined toxicity determination test of Plutella xylostella

[0123] Test target: 3rd instar larvae of Plutella xylostella.

[0124] Test method:

[0125] A series of drug solutions with a certain concentration gradient are prepared, clean cabbage leaves are immersed in the drug solutions for 10s, then taken out and naturally dried, placed in a culture dish with a diameter of 9cm with filter paper for moisturizing, 10 3rd instar larvae of Plutella xylostella are introduced, each treatment is repeated for 3 times, and the treated test materials are placed in an observation room, and the temperature, humidity and light of the observation room are adjusted as needed. After 72 hours, the number of dead and live insects is investigated, and the mortality of each pesticide treatment is calculated. The co-toxicity coefficient of each ratio is calculated by Sun Yunpei (Suny-p) method to evaluate the mixing effect, and the indoor combined toxicity test results of chlorantraniliprole and methoxyfenozide on Plutella xylostella are shown in Table 2.

[0126] Table 2: Results of indoor combined toxicity test of Plutella xylostella

[0127] Agent LC 50 (mg / L) ATI TTI CTC flubrocythrinate (A) 0.0368 13916.5761 - - methoxyfenozide (B) 5.1213 100.0000 - - A:B (1:50) 1.1057 463.1727 370.9133 124.8736 A:B (1:20) 0.5053 1013.5167 757.9322 133.7213 A:B (1:10) 0.3021 1695.2334 1356.0524 125.0124 A:B (1:5) 0.1594 3212.8607 2402.7627 133.7153 A:B (1:1) 0.0465 11013.5484 7008.2880 157.1503 A:B (5:1) 0.0305 16791.1475 11613.8134 144.5791 A:B (10:1) 0.0255 20083.5294 12660.5237 158.6311 A:B (20:1) 0.0182 28139.0110 13258.6439 212.2314 A:B (50:1) 0.0261 19621.8391 13645.6628 143.7954

[0128] The results of indoor toxicity determination shown in Table 2 clearly indicate that the mixture of chlorantraniliprole and methoxyfenozide shows synergistic effect on Plutella xylostella at the weight ratio of 1:50-50:1, and the synergistic effect is more obvious at the weight ratio of 1:1-50:1. These test results clearly show that the mixture of chlorantraniliprole and methoxyfenozide has rationality and feasibility for preventing and treating Plutella xylostella.

[0129] The present application verifies through experiments that the mixture of chlorantraniliprole and various ecdysone compounds can delay the generation of pest resistance, expand the insecticidal spectrum, reduce the amount of pesticide used, reduce the residue of pesticide on crops, and enhance the environmental friendliness.

Claims

1. An agricultural chemical composition containing an ecdysone-like compound, characterized in that The pesticide composition is composed of a first active ingredient and a second active ingredient, wherein the first active ingredient is a compound having the following chemical structural formula (I): (I) The second active ingredient is methoxyfenozide or tebufenozide.

2. The pesticidal composition according to claim 1, characterized in that The weight ratio of the first active ingredient to the second active ingredient is 1-50:1-50.

3. An agricultural insecticide, characterized by It contains 0.5-95.0% by weight of the pesticide composition of claim 1 or 2 and the rest is an agriculturally acceptable adjuvant.

4. The agricultural insecticide of claim 3, wherein The adjuvant is selected from the group consisting of surface wetting agents, dispersants, emulsifiers, activators, antifoaming agents, thickening agents, preservatives, antifreezing agents or carriers.

5. The agricultural insecticide of claim 4, wherein The carrier is one or more solid carriers selected from the group consisting of silicates, carbonates, sulfates, oxides, alkali metal salts or vegetable carriers, or one or more liquid carriers selected from the group consisting of water, aromatic hydrocarbons, chlorinated aliphatic hydrocarbons, aliphatic hydrocarbons, alcohols, ethers, ketones, vegetable oils or methylated vegetable oils.

6. The agricultural insecticide of claim 3, wherein The dosage form of the agricultural insecticide is wettable powder, suspension concentrate, suspoemulsion, microemulsion, aqueous emulsion, water dispersible granule, emulsifiable concentrate or microcapsule suspension concentrate.

7. Use of the pesticide composition of claim 1 or 2 or the agricultural insecticide of claim 3 in controlling pests in agriculture and forestry.

8. Use according to claim 7, characterized in that The pests in agriculture and forestry are Chilo suppressalis, Sesamia inferens, Cnaphalocrocis medinalis, planthoppers and Spodoptera litura, Spodoptera exigua, Plutella xylostella, Pieris rapae, aphids, whiteflies, thrips, flea beetles.

Citation Information

Patent Citations

  • Pesticide composition with broflanilide and methoxyfenozide

    CN108294000A

  • A heptafluoroisopropyl diamide compound, its preparation method and application

    CN115925576B