A dual insecticide synergistic composition and its use

By mixing compound I-72 with macrolide insecticides in a specific proportion, a binary insecticide-enhancing composition is formed, which solves the problems of narrow insecticide spectrum and resistance generation of existing insecticides, and achieves a wider insecticide spectrum and longer service life, reducing R&D costs.

CN118104667BActive Publication Date: 2025-04-29SHENYANG SINOCHEM AGROCHEMICALS R&D CO LTD +2
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Patent Information

Application Number
CN202211511894.1
Authority / Receiving Office
CN · China
Patent Type
Patents(China)
Current Assignee / Owner
Filing Date
2022-11-29
Publication Date
2025-04-29
Estimated Expiration
2042-11-29

AI Technical Summary

Technical Problem

In pest control, existing insecticides have problems such as narrow insecticide spectrum, high cost, short validity period and resistance, especially the serious resistance problems caused by avermectin after its widespread use.

Method used

A binary insecticidal synergistic composition is developed to combine compound I-72 and macrolide insecticides, such as avermectin, to form a composition through different proportions of mixing to prevent and treat lepidoptera, diptera and resistant pests.

Benefits of technology

This composition significantly improves the control effect on pests, delays the generation and development of resistance, expands the insecticide spectrum of compound I-72, overcomes the limitations of a single insecticide, extends the service life of the new variety, and reduces the cost of new pesticide research and development.

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Abstract

The invention discloses an insecticide synergistic composition containing a piperic acid derivative compound and an application thereof. The composition consists of two active ingredients, compound A and compound B, wherein the component B is selected from any one or two of macrolide insecticides and acaricides; the macrolide insecticides include avermectin, spinosad, spinetoram, avermectin benzoate, liuyangmycin, emamectin, ivermectin, mibelmycin, mibelmycin and the like; the compound I-72 has the following structure: The composition of the invention has the advantages of obvious synergism, delayed resistance and the like, and can be used for preventing and controlling various pests, mites and parasitic nematodes of Lepidoptera, Thysanoptera, Diptera, Hemiptera and the like.
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Description

Technical Field

[0001] The invention belongs to the technical field of pesticide application, and specifically relates to a binary insecticide synergistic composition containing a piperic acid derivative compound and a macrolide insecticide and acaricide and a use thereof. Background Art

[0002] In agricultural production practice, the application of chemical agents is still the most effective means of preventing and controlling pests and diseases. However, insecticides containing a single ingredient often have certain limitations in pest control, such as narrow insecticide spectrum, high cost, short duration, and pests are very likely to develop resistance after continuous use. Mixing two insecticides with different mechanisms of action into a mixed component in a certain proportion can overcome the above shortcomings and play a role in improving the efficacy, expanding the insecticide spectrum, and slowing down the development of resistance.

[0003] Macrolide insecticides such as avermectin, spinosad, and avermectin benzoate are new biogenic pesticides with high insecticidal activity, broad insecticidal spectrum, safety to crops, and no pollution. They have become the most popular and fiercely competitive products in the current pesticide market. However, with the widespread use of avermectins in the prevention and control of pests and mites, the problem of resistance is becoming increasingly serious. Literature reports that diamondback moth and two-spotted spider mite have developed serious resistance to avermectins in some areas, and once resistance is developed, sensitivity is difficult to recover. Therefore, reasonable mixing has become one of the effective means to extend the service life of this variety.

[0004] Chinese invention patent CN112457288 discloses a piperic acid derivative and its application, wherein compound I-72 has contact and stomach poison activity, good conduction activity, and can be used to control a variety of Lepidoptera, Hemiptera, Thysanoptera, Coleoptera and other pests. The compound has a novel structure, a broad insecticide spectrum, high activity, and no cross-resistance with other insecticides, and is expected to become an environmentally friendly agent for the control of resistant pests.

[0005] Mixing pesticides with different mechanisms of action can produce many additional advantages and effects, overcome the shortcomings of using a single pesticide, improve the efficacy, slow down the development of resistance, and more importantly, extend the service life of new varieties in the market and reduce the cost of new pesticide research and development through reasonable mixing of pesticides. Through literature search, no specific technical solution of a binary pesticide composition containing compound I-72 has been disclosed. Summary of the invention

[0006] The purpose of the present invention is to develop a synergistic binary insecticide composition containing compound I-72, which can be used to effectively control lepidopteran and dipteran pests and resistant pests and mites.

[0007] To achieve the above-mentioned purpose, the technical solution adopted by the present invention is as follows:

[0008] A binary insecticide synergistic composition, the composition is composed of two active ingredients A and B, wherein the active component A is selected from compound I-72, and the active component B is selected from macrolide insecticides and acaricides; the weight ratio of the two active components is 100:1 to 1:100;

[0009] The compound I-72 has the following structure:

[0010]

[0011] The macrolide insecticide is selected from avermectin, ethyl spinetoram, spinosad, emamectin benzoate (abbreviated as emamectin benzoate), liuyangmycin, ivermectin, emamectin, mibelomycin, mibelomycin, doramectin, acetylamino avermectin, moxidectin, selamectin, alkenyl emamectin benzoate, huaguangmycin, nikkomycins or Milbemycin Oxime.

[0012] Preferably, the active component A in the composition is selected from compound I-72, and the active component B is selected from avermectin, spinetoram, spinosad or avermectin benzoate; the weight ratio of the two active components is 50:1 to 1:50.

[0013] Further preferably, the active component A in the composition is selected from compound I-72, and the active component B is selected from avermectin, spinetoram, spinosad or avermectin benzoate; the weight ratio of the two active components is 50:1 to 1:20.

[0014] Still further preferably, the active component A in the compound is selected from compound I-72, and the active component B is selected from avermectin, spinetoram, spinosad or avermectin benzoate; and the weight ratio of the two active components is 20:1 to 1:20.

[0015] Or, in the compound, the active component A is selected from compound I-72, and the active component B is selected from avermectin, spinetoram, spinosad or avermectin benzoate; the weight ratio of the two active components is 10:1 to 1:10.

[0016] The binary insecticide composition can be used to control pests, mites and parasitic nematodes in agricultural, forestry, fruit, vegetable and tea crops.

[0017] The weight ratio of the two active components in the binary insecticide composition of the present invention is 100:1 to 1:100, preferably 50:1 to 1:20, and more preferably 20:1 to 1:10.

[0018] Indoor biological activity determination shows that the binary insecticide composition of the present invention has a synergistic effect. For example, compound I-72 and avermectin, spinosad, and ethyl spinetoram show a good synergistic effect on the lepidopteran target corn borer in the range of 50:1 to 1:50, and compound I-72 and emamectin benzoate show a synergistic effect on corn borer in the range of 50:1 to 1:10; compound I-72 and avermectin and ethyl spinetoram have a synergistic effect on striped stem borer in the range of 10:1 to 1:10; compound I-72 and emamectin benzoate have a synergistic effect on beet armyworm in the range of 10:1 to 1:10; compound I-72 and spinosad have a synergistic effect on fall armyworm in the range of 10:1 to 1:10; compound I-72 and spinosad have a synergistic effect on fall armyworm in the range of 10:1 to 1:10; compound I-72 When mixed with ethyl spinetoram in a ratio of 10:1 to 1:10, it has a significant synergistic effect on the second-instar nymphs of western flower thrips; when mixed with avermectin benzoate in a ratio of 10:1 to 1:10, it has a significant synergistic effect on the adults of Bemisia whitefly; when mixed with compound I-72 and avermectin benzoate in a ratio of 10:1 to 1:10, it has a significant synergistic effect on the adults of Bemisia whitefly.

[0019] The insecticide and acaricide composition of the present invention is suitable for controlling pests, mites and parasitic nematodes occurring on agricultural, horticultural, forest and ornamental plants or on the tissues and organs of these plants, such as fruits, flowers, leaves, stems, tubers or roots.

[0020] The composition of the present invention is effective against sensitive and resistant species and all or individual developmental stages of pests, including but not limited to all insects of the orders Lepidoptera, Thysanoptera, Coleoptera, Hemiptera, Diptera, Homoptera, Orthoptera, Isoptera, Hymenoptera, as well as mites or parasitic nematodes.

[0021] Preferably, the lepidopteran pests are such as the striped stem borer, rice leaf roller, yellow stem borer, stem borer, melon borer, bean pod borer, sugarcane borer, armyworm, corn borer, two-spotted armyworm, cotton bollworm, beet armyworm, Spodoptera litura, cabbage armyworm, gypsy moth, black cutworm, geometrid, peach borer, pear borer, soybean borer, fall armyworm, diamondback moth, cabbage worm, tobacco budworm, and tobacco hornworm.

[0022] Preferably, the Thysanoptera pests are, such as western flower thrips, palm thrips, onion thrips, rice thrips, ginger thrips, and mango thrips.

[0023] Preferably, the Homoptera pests are such as Bemisia tabaci, Whitefly, Wheat aphid, Myzus persicae, Cotton aphid, Alfalfa aphid, Apple yellow aphid, Psyllid, Rice brown planthopper, and Laodelphax striatum.

[0024] Preferably, the coleopteran pests are such as flea beetles, twenty-eight-spotted ladybirds, potato beetles, wireworms, and white grubs.

[0025] Preferably, the parasitic nematodes are such as root-knot nematodes, soybean cyst nematodes, sweet potato stem nematodes, rice stem nematodes, and pine wood nematodes.

[0026] The composition of the present invention is applicable to but not limited to the following crops or plants:

[0027] Cereal crops, such as wheat, barley, rye, oats, rice, corn, sorghum, millet, etc.; tuber crops: including sweet potatoes, yams, potatoes, etc.; legume crops: including soybeans, broad beans, peas, mung beans, etc.; fiber crops: including cotton, jute, kenaf, flax, sisal, mat grass, etc.; oil crops: including oilseeds, iris, mustard, peanuts, sesame, sunflower, etc.; sugar crops: including sugarcane, sugar beets, etc.; beverage crops: including Including tea, coffee, cocoa, etc.; dye crops: including indigo, saffron, etc.; spice crops: including lemongrass, mint, rose; feed crops: including alfalfa, sweet clover, astragalus, vetch, clover, etc.; feed crops, including ryegrass, oat grass, Sudan grass, etc.; green manure crops, such as vetch, astragalus, yellow alfalfa, sweet clover, tamarind, sesbania, amorpha, etc.; fruits, such as apples, pears, plums, peaches, almonds, cherries, Citrus, mango, litchi, banana, grape; or berries, such as strawberry, raspberry or blackberry mustard, poppy, olive, coconut, castor, etc.; vegetables, such as cucumber, loofah, watermelon, melon, pumpkin, hanging melon, spinach, celery, cabbage, cabbage, cauliflower, gourd, pepper, eggplant, tomato, onion, ginger, garlic, leek, lettuce, kidney bean, cowpea, radish, carrot, yam, etc.; the composition of the present invention can also be used for any ornamental plants Plants, including flowers, shrubs, broadleaf trees and evergreens, such as violets, begonias, dahlias, gerberas, hydrangeas, verbenas, roses, kalanchoe, poinsettias, aster, cornflowers, coreopsis, delphiniums, monopetalums, phlox, rhodiola, sedums, petunias, violets, impatiens, geraniums, chrysanthemums, ranunculus, fuchsias, sage, valerian, rosemary, clary sage, St. John’s wort, mint.

[0028] Compared with the prior art, the composition of the present invention has the following advantages: the composition has obvious synergistic effect, which improves the control effect on pests; since the compound I-72 has a novel mechanism of action and has no cross-resistance with existing pesticides, it can be used to control resistant pests. The application of the composition not only expands the insecticide spectrum of the compound I-72, but also delays the generation and development of pest resistance. The present invention can produce many additional advantages and effects by mixing the active component A with the pesticide, overcome the shortcomings of the single use of pesticides, improve the efficacy, slow down the generation of resistance, and more importantly, through the reasonable mixing of pesticides, extend the service life of new varieties in the market and reduce the research and development costs of new pesticides.

[0029] Specific implementation method of bioassay

[0030] The following specific examples are used to further illustrate the present invention in detail, but the present invention is by no means limited to these examples.

[0031] The active component A in the embodiment is compound I-72 prepared according to the description in the patent document CN112457288, with a content of 97%; the active component B and other raw materials are all commercially available products. The percentage content or ratio of each component is measured by weight. The active component in each formula is calculated by effective content.

[0032] The structural formula of compound I-72 is as follows:

[0033]

[0034] Example 1 Determination of the synergistic effect of the composition containing compound I-72 on corn borer

[0035] Test subjects: Corn borer (Pyrausta nubilalis Hubern), 3rd instar larvae, sensitive strain reared indoors.

[0036] Test conditions: Temperature: 24-26°C, Humidity: RH 60%, Light: L:D=14:10

[0037] Preparation method: Use an electronic analytical balance to accurately weigh the test drugs, add appropriate amount of solvent to completely dissolve the two original drugs, prepare the mother solution of required concentration with water containing 0.1% Tween 80, mix the two active ingredient mother solutions in a certain proportion to prepare a mixed solution, and dilute them into a series of drug solutions with a certain concentration gradient according to the designed experimental dosage.

[0038] Test method: artificial feed film method is used. Select a standard clean 24-well culture plate, add 1ml of artificial feed to each well, cool and solidify, add a certain amount of liquid medicine to the culture plate with a continuous sampler, and dry it naturally in the shade. Inoculate standard test insects, 1 head per well, a total of 48 heads. Place the treated test insects in an observation room with certain conditions, observe the test insects' reactions regularly, and investigate the number of dead and alive insects after 72 hours.

[0039] The evaluation method adopts the Bliss method. This method is suitable for qualitative screening of insecticide combinations. Bliss proposed the concept of independent combined action and believed that the theoretical mortality rate P of mixed insecticides can be calculated by the following formula:

[0040] P=P m +P n (1-P m )

[0041] P m is the target mortality rate (%) when the concentration of the first active component is m; P nThe mortality rate (%) of the target when the second active ingredient is used at a concentration of n.

[0042] If the actual mortality rate of the target after the two active components are mixed at a certain concentration is greater than the theoretical mortality rate P, it is determined that the two active components have a synergistic effect when mixed at the set concentration, otherwise it is an antagonistic effect.

[0043] The test results are shown in Table 1. As can be seen from the table, compound I-72 shows synergistic effects when mixed with avermectin, spinosad, and spinetoram at a ratio of 50:1 to 1:50; and has a synergistic effect when mixed with avermectin benzoate at a ratio of 50:1 to 1:10.

[0044] Table 1 Synergistic effect test results of the composition containing compound I-72 on the 3rd instar larvae of corn borer

[0045]

[0046]

[0047]

[0048] Example 2 Indoor combined toxicity test of compound I-72 and avermectin against Chilo suppressalis

[0049] Test target: Chilo suppressalis (Walker), 2nd instar larvae, collected from Nanchang, Jiangxi Province, 11th generation of indoor continuous culture, with high resistance to amides such as chlorantraniliprole.

[0050] Test conditions: Temperature: 25-27°C, Humidity: RH 60%, Light: L:D=14:10

[0051] Preparation method: Use an electronic analytical balance to accurately weigh the test drugs, add appropriate amount of solvent to completely dissolve the two original drugs, prepare the mother solution of required concentration with water containing 0.1% Tween 80, mix the two active ingredient mother solutions in a certain proportion to prepare a mixed solution, and dilute them into a series of drug solutions with a certain concentration gradient according to the designed experimental dosage.

[0052] Test method: Spray method was used. Rice stalks of uniform length and thickness were selected, cut to the same length, and sprayed evenly in the order from low dose to high dose according to the test design. 1.5 mL of the solution was placed in a culture dish with a diameter of 6 cm and filter paper for each treatment. After natural drying, neat healthy test insects were inoculated. Ten insects were treated for each treatment, and four replicates were performed for each treatment. A blank control was also set up. The number of dead and live insects was investigated after 72 hours. The adjusted mortality rate was calculated using the Abbott formula, and statistical analysis was performed using the DPS data processing software to calculate the toxicity LC of the test single agent and the test mixture at the test ratio.50 value.

[0053] Evaluation method: Sun YP method was used to calculate the co-toxicity coefficient of each mixture ratio and evaluate the type of combined action of each mixture.

[0054] The co-toxicity coefficient (CTC value) of the mixture is calculated according to the following formula:

[0055]

[0056] Where: ATI-actual toxicity index of the mixture; S-LC of the standard agent 50 ; LC of M-mixture 50 .

[0057] TTI=TIA×PA+TIB×PB

[0058] Where: TTI-theoretical toxicity index of mixture; TIA-toxicity index of A agent; percentage of PA-A agent in the mixture; TIB-toxicity index of B agent; percentage of PB-B agent in the mixture.

[0059]

[0060] Where: CTC-co-toxicity coefficient; ATI-actual toxicity index of mixture; TTI-theoretical toxicity index of mixture.

[0061] CTC - Co-toxicity coefficient

[0062] ATI——Actual Toxicity Index of Mixtures

[0063] TTI - Theoretical Toxicity Index

[0064] In the formula, the co-toxicity coefficient (CTC) of the mixture ≥120 indicates a synergistic effect; CTC ≤80 indicates an antagonistic effect; 80 < CTC <120 indicates an additive effect.

[0065] As can be seen from the table (Table 2), the mixture of compound I-72 and avermectin at a ratio of 10:1 to 1:10 showed a synergistic effect against the resistance to Chilo suppressalis.

[0066] Table 2 Results of indoor combined toxicity test of compound I-72 and avermectin against rice stem borer

[0067]

[0068]

[0069] Example 3 Indoor activity test of compound I-72 mixed with spinetoram against Chilo suppressalis

[0070] The test subjects, test conditions, drug solution preparation, test methods and evaluation methods are the same as those in Example 2.

[0071] As can be seen from the table (Table 3), the mixture of compound I-72 and spinetoram at a ratio of 10:1 to 1:10 showed a synergistic effect against the resistance to Chilo suppressalis.

[0072] Table 3 Results of indoor combined toxicity test of compound I-72 and spinetoram against Chilo suppressalis

[0073]

[0074] Example 4 Indoor activity test of compound I-72 mixed with emamectin benzoate against beet armyworm

[0075] Test subjects: Beet armyworm (Spodoptera exigua Hübner), 3rd instar larvae, sensitive strain reared indoors

[0076] Test method: Dipping method is adopted. Take cabbage leaves grown in the greenhouse, remove the waxy layer on the surface, use a hole puncher to make a leaf disc with a diameter of 3 cm, immerse it in the prepared solution for 10 seconds, put it in a culture dish with a diameter of 9 cm and lined with filter paper, dry it naturally in the shade, and inoculate with standard test insects, 10 insects per dish, and repeat 3 times. Place the treated test insects in an observation room with certain conditions, observe the reaction of the test insects regularly, and investigate the number of dead and alive insects after 72 hours.

[0077] The test conditions, solution preparation and evaluation method are the same as those in Example 2.

[0078] As can be seen from the table (Table 4), the mixture of compound I-72 and avermectin benzoate at a ratio of 10:1 to 1:10 showed a significant synergistic effect on the third instar larvae of Spodoptera exigua.

[0079] Table 4 Results of indoor combined toxicity test of compound I-72 and emamectin benzoate against Spodoptera exigua

[0080]

[0081] Example 5 Indoor activity test of compound I-72 mixed with spinosad against fall armyworm

[0082] Test subjects: Fall armyworm (Spodoptera frugiperda), 3rd instar larvae, sensitive strain reared indoors

[0083] Test method: Dipping method was used. Take corn leaves grown in the greenhouse, cut them into 5cm long leaf segments, soak them in the prepared solution for 10s, dry them naturally in the shade, cut them into 1.5cm*1.5cm small pieces, apply them to a 24-well culture plate, and inoculate standard test insects, 48 ​​per treatment. Place the treated test insects in an observation room under certain conditions, observe the test insects' reactions regularly, and investigate the number of dead and alive insects after 72h.

[0084] The test conditions, solution preparation and evaluation method are the same as those in Example 2.

[0085] As can be seen from the table (Table 5), the mixture of compound I-72 and spinosad at a ratio of 10:1 to 1:10 showed a significant synergistic effect on the third instar larvae of the fall armyworm.

[0086] Table 5 Results of indoor combined toxicity test of compound I-72 and spinosad against fall armyworm

[0087]

[0088]

[0089] Example 6 Indoor activity test of compound I-72 mixed with spinetoram against western flower thrips

[0090] Test subjects: Western flower thrips Frankliniella occidentalis, 2nd instar nymphs, sensitive strain reared indoors.

[0091] Test method: Use the spray method to select greenhouse-grown kidney bean leaves, wrap the petioles with moistened cotton wool and sealing film, spray evenly in the order from low dose to high dose according to the test design, place in a culture dish with a diameter of 6 cm with filter paper, and inoculate the test insects after natural shade drying. Each treatment has 20 heads, repeated 3 times, and a blank control is set up. The number of dead and alive insects is investigated after 48 hours. The corrected mortality rate is calculated using the Abbott formula, and statistical analysis is performed using the DPS data processing software to calculate the toxicity LC of the test single agent and the test mixture at the test ratio. 50 value.

[0092] The test conditions, solution preparation and evaluation method are the same as those in Example 2.

[0093] As can be seen from the table (Table 6), the mixture of compound I-72 and spinetoram at a ratio of 10:1 to 1:10 has a significant synergistic effect on the second-instar nymphs of western flower thrips.

[0094] Table 6 Results of indoor combined toxicity test of compound I-72 and spinetoram against western flower thrips

[0095]

[0096]

[0097] Example 7 Indoor activity test of the mixture of compound I-72 and avermectin benzoate against adults of Bemisia tabaci Test subjects: Bemisia tabaci (Gennadius), adults, sensitive strain reared indoors.

[0098] Test method: Use the spray method, select greenhouse bean seedlings, spray evenly in the order of low dose to high dose according to the test design, cover with homemade glass cover after natural shade drying, and fill with test insects, 20-30 heads per treatment, 3 replicates, and set up a blank control. Investigate the number of dead and alive insects after 72 hours. Use Abbott formula to calculate the corrected mortality rate, use DPS data processing software for statistical analysis, and calculate the toxicity LC of the test single agent and the test mixture at the test ratio 50 value.

[0099] The test conditions, solution preparation and evaluation method are the same as those in Example 2.

[0100] As can be seen from the table (Table 7), the mixture of compound I-72 and avermectin benzoate at a ratio of 10:1 to 1:10 has a significant synergistic effect on adults of Bemisia tabaci.

[0101] Table 7 Results of indoor combined toxicity test of compound I-72 and avermectin benzoate against Bemisia tabaci

[0102]

[0103] Example 8 Indoor activity test of compound I-72 mixed with avermectin against adults of Bemisia tabaci

[0104] The test subjects, test conditions, drug solution preparation and evaluation method are the same as those in Example 2.

[0105] As can be seen from the table (Table 8), the mixture of compound I-72 and avermectin at a ratio of 10:1 to 1:10 has a significant synergistic effect on adults of Bemisia tabaci.

[0106] Table 8 Results of indoor combined toxicity test of compound I-72 and avermectin against Bemisia tabaci

[0107]

Claims

1. A binary insecticide synergistic composition, characterized in that: The composition consists of two active ingredients A and B, wherein the active component A is selected from compound I-72, and the active component B is selected from avermectin, spinetoram, spinosad or avermectin benzoate; the weight ratio of the two active components is 50:1 to 1:50; The compound I-72 has the following structure: 。 2. The binary insecticide synergistic composition according to claim 1, characterized in that: The weight ratio of the two active components is 50:1-1:

20.

3. The binary insecticide synergistic composition according to claim 2, characterized in that: The weight ratio of the two active components is 20:1~1:

20.

4. The binary insecticide synergistic composition according to claim 3, characterized in that: The weight ratio of the two active components is 10:1~1:

10.

5. Use of the binary insecticide composition according to claim 1 in preparing drugs for controlling corn borer, striped stem borer, beet armyworm, fall armyworm, western flower thrips and whitefly in agricultural, forestry, fruit, vegetable and tea crops.

Citation Information

Patent Citations

  • Binary pesticide composition and application thereof

    CN103155929A

  • Piperic acid derivative and application thereof

    CN112457288A