Insecticidal composition containing trifluorobenzene pyrimidine and application thereof

Abstract

The invention provides an insecticidal composition containing an active component A and an active component B. The active component A is trifluorobenzene pyrimidine, the active component B is a compound shown as a formula I (formula I), the mass ratio of the active component A to the active component B is (1-20): (1-20), the insecticidal composition further comprises an auxiliary agent, the active component accounts for 1%-50% of the weight of the insecticidal composition, and the auxiliary agent accounts for 1%-50% of the weight of the insecticidal composition. The insecticidal composition is used for preventing and treating agricultural pests, has an obvious synergistic effect, and can reduce the dosage and delay the occurrence of pest resistance to drugs.

Description

Technical Field

[0001] This invention belongs to the field of insecticides, specifically relating to an insecticidal composition containing trifluorophenylpyrimidine and its application. Background Technology

[0002] Trifluorophenylpyrimidine is an ionic insecticide that works by specifically binding to the nicotinic acetylcholine receptor (nAChR) of pests, blocking nerve signal transmission and causing paralysis and death. It is mainly used to control piercing-sucking pests such as brown planthoppers, white-backed planthoppers, aphids, and leafhoppers. It is characterized by high efficiency, rapid action, and low dosage, while being environmentally friendly and having no adverse effects on pollinating insects. However, its relatively high market price leads to relatively high actual production costs.

[0003] Compound I is (S)-4-(5-(3-chloro-5-(trifluoromethyl)phenyl)-5-(trifluoromethyl)-4,5-dihydroisoxazo-3-yl)-2-methyl-N-(2-oxo-2-((2,2,2-trifluoroethyl)amino)ethyl)benzamide, belonging to the class of allosteric regulators of γ-aminobutyric acid-gated chloride channels. It exhibits broad-spectrum activity, high activity, and high selectivity, demonstrating good biological activity against agricultural pests of Hemiptera, Thysanoptera, Diptera, and Lepidoptera. Its structural formula is as follows: (Formula I).

[0004] Chemical control is a common method for managing agricultural pests. However, long-term use of a single pesticide can lead to increased resistance in target pests, decreased efficacy, and a shortened lifespan of the compound. Scientifically and rationally combining pesticides can reduce dosage, improve control over target pests, slow the development of resistance, extend the compound's lifespan, and also lower pesticide costs. Summary of the Invention

[0005] Based on the above, the present invention aims to provide an insecticidal composition containing trifluoropyrimidine and its formulation for controlling agricultural pests, especially rice planthoppers. This insecticidal composition has a synergistic effect, which can improve efficacy while reducing the dosage.

[0006] The technical solution of the present invention is as follows: An insecticidal composition comprising active ingredient A and active ingredient B, wherein active ingredient A is trifluorophenylpyrimidine and active ingredient B is a compound of formula I: (Formula I), wherein the mass ratio of active ingredient A to active ingredient B is 1~20:1~20.

[0007] In a further embodiment, the mass ratio of active ingredient A to active ingredient B is 1~20:1~10.

[0008] In a further embodiment, the mass ratio of active ingredient A to active ingredient B is 1~5:1~5.

[0009] In a further embodiment, the active ingredient accounts for 1% to 50% by weight of the insecticide composition.

[0010] In a further embodiment, the insecticidal composition further includes an adjuvant selected from one or more of the following: wetting agents, dispersants, emulsifiers, thickeners, disintegrants, antifreeze agents, defoamers, solvents, preservatives, stabilizers, binders, synergists, and carriers.

[0011] In a further embodiment, the insecticidal composition can be prepared into any agriculturally acceptable formulation.

[0012] In a further embodiment, the formulation includes suspension concentrates, emulsifiable concentrates, water-dispersible granules, and seed treatment agents.

[0013] The application of the insecticidal composition in the control of agricultural pests.

[0014] In a further embodiment, the agricultural pests include rice planthoppers, aphids, and leafhoppers.

[0015] In a further embodiment, the agricultural pest is the white-backed planthopper.

[0016] The beneficial effects of this invention are: 1. The insecticidal composition provided by the present invention has a significant synergistic effect and can effectively control target pests.

[0017] 2. The insecticidal composition provided by the present invention can reduce the dosage and cost of pesticides while ensuring efficacy.

[0018] 3. The insecticidal composition provided by the present invention can effectively delay the development of pesticide resistance in pests. Detailed Implementation

[0019] To enable those skilled in the art to better understand the technical solutions of the present invention, the present invention will be further described in detail below with reference to specific embodiments. Obviously, the described embodiments are merely some embodiments of the present invention, and not all embodiments. Based on the embodiments of the present invention, all other embodiments obtained by those skilled in the art without creative effort are within the scope of protection of the present invention.

[0020] Unless otherwise specified, the experimental methods used in the following examples are conventional methods.

[0021] Unless otherwise specified, all raw materials and reagents used in the following examples are commercially available.

[0022] I. Indoor toxicity test Test target: White-backed planthopper ( Sogatella furcifera (Horváth)).

[0023] Test reagents: trifluorophenylpyrimidine, compound of formula I.

[0024] Test methods: The tests were conducted in accordance with the agricultural industry standards of the People's Republic of China, NY / T1154.7—2006 and NY / T1154.11—2008, issued by the Ministry of Agriculture and Rural Affairs of the People's Republic of China.

[0025] After uprooting the rice seedlings cultivated indoors, rinse them thoroughly and cut them into 10cm long rooted stems. Place them on filter paper and air-dry until the surface is dry. Immerse the stems in different concentrations of the pesticide solution diluted according to the preliminary experimental results. After 30 seconds, remove them, place them on filter paper to air-dry, wrap the roots with damp absorbent cotton, and place them in beakers. Each beaker contains 3 seedlings, and each treatment is repeated 4 times. The treatment without pesticide serves as a control. Use a pipette to transfer 15 third-instar planthopper nymphs into the beakers per treatment. Seal the mouth of the beaker with gauze and place it in an incubator for rearing and observation. Check the mortality of the test insects 72 hours after treatment and record the data.

[0026] Based on the survey data, the mortality rate or adjusted mortality rate for each treatment was calculated using the following formula: P1 (mortality rate) = K (number of dead insects) / N (total number of insects treated) P2 (corrected mortality rate) = P t (Treatment mortality rate) - P0 (blank control mortality rate) / 1 - P0 (blank control mortality rate) If the mortality rate of the blank control is <5%, no correction is needed, and P1 (mortality rate) is used for calculation; if the mortality rate of the blank control is between 5% and 20%, correction is needed, and P2 (corrected mortality rate) is used for calculation; if the mortality rate of the control is >20%, the experiment needs to be repeated.

[0027] LC50 of each reagent was calculated using SPSS 18. 50 Values ​​and regression equations.

[0028] The co-toxicity coefficient (CTC) of the mixture was calculated using the Sun Yunpei method to evaluate its synergistic effect. The specific calculation method is as follows: Single-dose toxicity index = LC50 of standard reagent 50 / Test reagent LC 50 ×100 The experimentally measured toxicity index (API) of the mixture = the LC of the standard reagent 50 (S) / Mixed LC 50 (M) × 100 Theoretical Toxicity Index (TTI) of Mixture = Toxicity Index (PI) of Agent A A Percentage content of drug A in the mixture (P) A) + B Agent Toxicity Index (PI) B Percentage content of drug B in the mixture (P) B ) Co-toxicity coefficient (CTC) = Measured toxicity index (API) of the mixture / Theoretical toxicity index (TTI) of the mixture × 100 Among them, CTC≤80 indicates antagonistic effect, 80<CTC<120 indicates additive effect, and CTC≥120 indicates synergistic effect.

[0029] The results of the toxicity test are as follows. The co-toxicity coefficient of each treatment is greater than 120. The co-toxicity coefficient is the highest when the ratio of trifluorophenylpyrimidine to compound I is 1:2, reaching 202.383.

[0030] Table 1. Results of toxicity assays

[0031] Note: In the regression equation, the logarithmic value of the drug concentration (x) is the independent variable, and the probability value of the control effect (y) is the dependent variable.

[0032] The above results indicate that the combination of trifluoropyrimidine and compound I exhibits a synergistic effect at all treatment ratios, with the most significant synergistic effect observed when the ratio of the two compounds reaches 1:2.

[0033] II. Formulation Examples Example

[0034] 5% trifluorophenylpyrimidine, 10% compound of formula I, 2% polycarboxylate dispersant, 2% EO-PO block copolymer wetting and dispersing agent, 1.5% magnesium aluminum silicate, 0.1% BIT preservative, 3% ethylene glycol, 0.2% silicone defoamer, deionized water to 100%.

[0035] The above raw materials were placed in a reaction vessel according to the formula ratio, water was added and mixed evenly, and after high-speed shearing, wet sand milling, and finally homogenization and filtration, a 15% trifluoropyrimidine·form I compound suspension was obtained. Example

[0036] 2% trifluorophenylpyrimidine, 8% compound of formula I, 5% sodium lignosulfonate. 3% naphthalenesulfonate, 2% sodium dodecylbenzenesulfonate, 5% silica, 5% starch, kaolin to make up to 100%.

[0037] The active ingredient is added to the carrier according to the formula ratio, and other auxiliary agents are added to it. After mixing, the mixture is pulverized by air jet and 10-25% water is added. After kneading, granulation, drying and sieving, 10% trifluoropyrimidine·form I compound water-dispersible granules are obtained. Example

[0038] 10% trifluorophenylpyrimidine, 15% Formula I compound, 3% tristyrylphenol polyoxyethylene ether, 2% calcium dodecylbenzenesulfonate, 1% castor oil polyoxyethylene ether, solvent oil to 100%.

[0039] The above raw materials were placed in a reaction vessel in the formula ratio, stirred and mixed, and filtered to obtain a 25% trifluoropyrimidine formula I compound emulsion.

[0040] Comparative Example 1 10% Formula I compound, 2% polycarboxylate dispersant, 1% EO-PO block copolymer wetting and dispersing agent, 1% magnesium aluminum silicate, 0.1% BIT preservative, 2% ethylene glycol, 0.2% silicone defoamer, deionized water to 100%.

[0041] The above raw materials are placed in a reaction vessel according to the formula ratio, water is added and mixed evenly, and after high-speed shearing, wet sand milling, and finally homogenization filtration, a 10% Formula I compound suspension is obtained.

[0042] III. Field efficacy trials Test reagents: Example 1, Comparative Example 1, 10% trifluoropyrimidine SC (PD20171740).

[0043] The tested crop was rice, specifically Nanjing 9108.

[0044] Test target: White-backed planthopper ( Sogatella furcifera (Horváth)).

[0045] Test location: Jinhu County, Huai'an City, Jiangsu Province.

[0046] Experimental design: The experiment was conducted in accordance with GB / T17980.4-2000. There were four treatment groups, with each treatment replicated four times. Each plot was 30 m² in size. 2 The rice plants were randomly arranged, with protective rows between them. During the rice's vegetative growth stage and the initial peak period of young rice planthopper nymphs, an electric sprayer was used for uniform spraying, with a water consumption of 45L / mu. The specific design for each treatment is as follows: Table 2. Treatment agents and dosages

[0047] Efficacy survey: Before application, the initial planthopper population in each plot was surveyed. 3, 7, and 10 days after application, the number of live planthoppers in each plot was surveyed. Ten points were surveyed per plot using a parallel skipping method, with two planthoppers at each point. A water-soaked white enamel dish was placed at an angle at the base of the rice clumps, and the clumps were tapped three times by hand. The total number of planthoppers that fell into the dish was counted. Based on the survey data, the planthopper population reduction rate and control efficacy were calculated using the following formula: Insect population reduction rate (%) = (Insect population before application - Insect population after application / Insect population before application) × 100 Control efficacy (%) = (Pest population reduction rate in the treated area - Pest population reduction rate in the control area / 100 - Pest population reduction rate in the control area) × 100 As shown in the table below, 3 days after application, the control efficacy of all treatments reached over 80%, with the treatment in Example 1 being superior to the single-agent treatment; 7 days after application, the control efficacy of all treatments improved, with the control efficacy of the treatment in Example 1 reaching 98.56%, significantly higher than the single-agent treatment; 10 days after application, the control efficacy of all treatments decreased, but the treatment in Example 1 still had a good control effect on white-backed planthoppers.

[0048] Table 3 Field control efficacy of white-backed planthopper

[0049] The above results indicate that the combination of trifluoropyrimidine and compound I has a synergistic effect. This combination has excellent control effect on white-backed planthoppers, with good rapid action and long-lasting effect, which can reduce the dosage and cost of pesticides, and can also slow down the development of resistance.

[0050] Although embodiments of the invention have been disclosed for illustrative purposes, those skilled in the art will understand that various substitutions, variations, and modifications are possible without departing from the spirit and scope of the invention and the appended claims, and therefore the scope of the invention is not limited to the contents disclosed in the embodiments.

Claims

1. An insecticidal composition, characterized in that, It comprises active ingredient A and active ingredient B, wherein active ingredient A is trifluorophenylpyrimidine and active ingredient B is a compound of formula I: (Formula I), wherein the mass ratio of active ingredient A to active ingredient B is 1~20:1~20.

2. The insecticidal composition according to claim 1, characterized in that, The mass ratio of active ingredient A to active ingredient B is 1~20:1~10.

3. The insecticidal composition according to claim 1, characterized in that, The mass ratio of active ingredient A to active ingredient B is 1~5:1~5.

4. The insecticidal composition according to claim 1, characterized in that, The active ingredient accounts for 1% to 50% of the weight percentage of the insecticide composition.

5. The insecticidal composition according to claim 1, characterized in that, The insecticidal composition further includes adjuvants selected from one or more of the following: wetting agents, dispersants, emulsifiers, thickeners, disintegrants, antifreeze agents, defoamers, solvents, preservatives, stabilizers, binders, synergists, and carriers.

6. The insecticidal composition according to claim 1, characterized in that, The insecticidal composition can be prepared into any agriculturally acceptable formulation.

7. The insecticidal composition according to claim 6, characterized in that, The formulations include suspension concentrates, emulsifiable concentrates, water-dispersible granules, and seed treatment agents.

8. The use of the insecticidal composition according to any one of claims 1 to 7 in the control of agricultural pests.

9. The application as described in claim 8, characterized in that, The agricultural pests mentioned include rice planthoppers, aphids, and leafhoppers.

10. The application as described in claim 9, characterized in that, The agricultural pest in question is the white-backed planthopper.

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