A composition containing isothiazolcarboxamide and lambda-cyhalothrin and use thereof

Abstract

This invention discloses a composition containing isoxaflutole and lambda-cyhalothrin, and its uses. The insecticide composition comprises isoxaflutole and lambda-cyhalothrin, with a mass fraction ratio of 1:1-50 between the two active components. Within a certain ratio range, the composition of this invention exhibits a significant synergistic effect against diamondback moth and flea beetles, which is beneficial for achieving reduced pesticide use and increased efficiency, meeting the requirements of the green and environmentally friendly trend in pesticides.

Description

Technical Field

[0001] This invention belongs to the field of pesticide technology, specifically relating to a composition containing isoxaflutole and lambda-cyhalothrin and its application in controlling crop pests. Background Technology

[0002] The diamondback moth, a pest belonging to the family Caryophyllaceae in the order Lepidoptera, is distributed throughout China. Its larvae primarily feed on leaves, damaging cruciferous vegetables such as cabbage, broccoli, bok choy, mustard greens, cauliflower, Chinese cabbage, rapeseed, and radish. It reproduces rapidly, with up to 20 generations per year in southern regions. Therefore, this pest readily develops resistance to chemical pesticides, with pyrethroid resistance already observed in some areas. Given this situation, we aim to effectively control the pest, mitigate the development of pesticide resistance, and promote agricultural production by rationally mixing existing compounds.

[0003] Flea beetles belong to the family Chrysomelidae in the order Coleoptera and are widely distributed globally. They primarily feed on leaves and damage cruciferous vegetables (cabbage, cauliflower, Chinese cabbage, flowering cabbage, radish, rapeseed, etc.). Flea beetles are small in size, possess excellent flying and jumping abilities, and are active, usually gathering on the undersides of leaves to feed. The core issue in flea beetle control is their reactivation within 18-24 hours: after contact with pesticides, the pests enter a state of apparent death, seemingly dead, but not actually completely eradicated, and will subsequently resume activity and continue to damage crops. Currently, most pesticides have resistance issues, leading to the widespread occurrence of this apparent death phenomenon.

[0004] Oxazolide: Chemical name is 4-[5-(3,5-dichloro-4-fluorophenyl)-4,5-dihydro-5-(trifluoromethyl)-3-isooxazolinyl]-N-2-(ethyl-3-oxomyl-4-isooxazolidinyl)-2-methylbenzamide, molecular formula: C 23 H 19 Cl2F4N3O4, in its pure form, is a light yellow solid powder with a slightly sweet odor and a melting point of 135.3℃. It is a novel diaryl isoxazoline insecticide and acaricide. Isoxazoline belongs to the class of allosteric regulators of γ-aminobutyric acid (GABA)-gated chloride ion channels. Through contact and stomach poisoning, it selectively binds to RDL GABA receptors in insects, blocking neurotransmitter transmission, leading to excessive excitation, convulsions, paralysis, and ultimately death in pests.

[0005] High-efficiency cyhalothrin: Its chemical name is α-cyano-3-phenoxybenzyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-2,2-dimethylcyclopropane carboxylate, and its molecular formula is: C 23 H 19ClF3NO3, appearing as a pale yellow to brown viscous oily liquid with a specific gravity of 1.33 g / cm³, is a sodium ion channel modulator (IRAC Group 3). It rapidly penetrates the insect's body wall through contact and stomach poisoning, binding to sodium ion channels on nerve cell membranes, delaying channel closure, leading to a continuous influx of sodium ions, excessive excitation of nerve cells, causing spasms, paralysis, and ultimately death.

[0006] Those skilled in the art know that the combined effects of two pesticide active ingredients may be antagonistic, additive, or synergistic, and whether a synergistic effect will occur is unpredictable. The applicant of this invention has discovered that isoxaflutole and lambda-cyhalothrin have a synergistic effect, particularly against specific pests. Summary of the Invention

[0007] In order to overcome the problems of resistance easily generated by long-term use of single insecticides in the existing technology, which reduces the effectiveness of pest control and causes environmental pollution due to increased usage, this invention discloses an insecticidal composition of isoxaflutole and high-efficiency cyhalothrin and its application.

[0008] In a first aspect, the present invention provides an insecticidal composition having isoxaflutole and lambda-cyhalothrin as active ingredients, preferably wherein the weight ratio of isoxaflutole to lambda-cyhalothrin in the composition is 1:1-50.

[0009] The present invention also provides an application of the composition of the present invention in the control of crop pests, preferably diamondback moth and flea beetle.

[0010] Compared with the prior art, the present invention has the following advantages:

[0011] 1. The composition of the present invention has a synergistic effect when the two are mixed in a certain proportion, especially for diamondback moth and flea beetle.

[0012] 2. The active ingredients of this invention have different sites of action, which can effectively delay the development of resistance;

[0013] 3. The insecticidal composition of the present invention has a significant synergistic effect when mixed, which can reduce the amount of pesticide used, thus reducing the cost of pesticide use and also reducing the environmental pressure of pesticides. Detailed Implementation

[0014] The endpoints and any values ​​of the ranges disclosed herein are not limited to the precise ranges or values, and these ranges or values ​​should be understood to include values ​​close to these ranges or values. For numerical ranges, the endpoint values ​​of the various ranges, the endpoint values ​​of the various ranges and individual point values, and individual point values ​​can be combined with each other to obtain one or more new numerical ranges, which should be considered as specifically disclosed herein.

[0015] To make the objectives, technical solutions, and advantages of the embodiments of the present invention clearer, the technical solutions in the embodiments of the present invention will be clearly and completely described below. Obviously, the described embodiments are only some embodiments of the present invention, 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. Unless otherwise expressly stated, throughout the specification and claims, the term "comprising" or its variations such as "including" or "comprising of," etc., will be understood to include the stated components or steps, without excluding the presence of other substances or steps.

[0016] Those skilled in the art will understand that the present invention can be practiced even without certain specific details. In some embodiments, materials, methods, and means well known to those skilled in the art are not described in detail in order to highlight the spirit of the invention.

[0017] Furthermore, to better illustrate the present invention, numerous specific details are provided in the following detailed embodiments.

[0018] Those skilled in the art will understand that the present invention can be practiced even if certain specific details are not disclosed. In some embodiments, materials, methods, and means well known to those skilled in the art are not described in detail in order to highlight the spirit of the invention.

[0019] The present invention first provides a composition with isoxaflutole and lambda-cyhalothrin as active ingredients, wherein the weight ratio of isoxaflutole and lambda-cyhalothrin is 1:1-50.

[0020] In a preferred embodiment, the weight ratio of isoxazoline to cyhalothrin in the composition is 1:1-30.

[0021] In a preferred embodiment, the weight ratio of isoxazoline and lambda-cyhalothrin in the composition is 1:1-10.

[0022] Preferably, the composition further comprises an auxiliary component, wherein the auxiliary component is present in an amount of 10-90 parts by weight relative to 1 part by weight of the active ingredient. More preferably, the auxiliary component is present in an amount of 15-80 parts by weight relative to 1 part by weight of the active ingredient.

[0023] Preferably, the auxiliary components of the present invention include at least one of emulsifier, wetting agent, dispersant, thickener, antifreeze, preservative, wall material, film-forming agent, color paste, defoamer, water, organic solvent, disintegrant, binder, and solid inert carrier.

[0024] Preferably, the dosage form of the composition of the present invention can be one of the following: suspension concentrate, emulsifiable concentrate, dispersible oil suspension, microemulsion, water emulsion, microcapsule suspension, microcapsule suspension suspension, soluble concentrate, dispersible liquid, wettable powder, water-dispersible granules, or seed treatment agent.

[0025] The present invention also provides the application of the above-described composition in the control of plant pests. Preferably, the pest is the diamondback moth or flea beetle.

[0026] Unless otherwise specified, the instruments, reagents, and materials used in the following embodiments are all conventional instruments, reagents, and materials already available in the prior art and can be obtained through legitimate commercial channels. Unless otherwise specified, the experimental methods and detection methods used in the following embodiments are all conventional experimental methods and detection methods already available in the prior art.

[0027] All percentages in the formulations of this invention are by weight. The processing techniques for various dosage forms of the compositions of this invention are existing technologies and may vary depending on different circumstances.

[0028] The present invention will be further described below with reference to the embodiments.

[0029] Example 1

[0030] 22% Isoxazolidinone·High-efficiency cyhalothrin suspension concentrate (1:1)

[0031] Isoxazolidinone 11 wt%, lambda-cyhalothrin 11 wt%, polycarboxylate 3 wt%, naphthalenesulfonate 3 wt%, block polyether 1 wt%, xanthan gum 0.2 wt%, Kathon 0.2 wt%, magnesium aluminum silicate 0.5 wt%, silicone defoamer 0.5 wt%, propylene glycol 5 wt%, water added to 100 wt%.

[0032] Example 2

[0033] 51% Isoxazolidinone·High-efficiency cyhalothrin water-dispersible granules (1:50)

[0034] Isoxazolidinone 1 wt%, lambda-cyhalothrin 50 wt%, polycarboxylate 6 wt%, lignin sulfonate 8 wt%, sodium dodecyl sulfate 2 wt%, corn starch to 100 wt%.

[0035] Example 3

[0036] 25% isoxaflutole·high-efficiency cyhalothrin microcapsule suspension (1:1.5)

[0037] 10 wt% isoxaflutole, 15 wt% lambda-cyhalothrin, 20 wt% 200# solvent oil, 2 wt% isophorone isocyanate, 2 wt% calcium dodecylbenzenesulfonate, 0.3 wt% isophorone diamine, 3 wt% lignin sulfonate, 0.15 wt% xanthan gum, 0.15 wt% Kathon, 0.3 wt% silicone defoamer, 5 wt% ethylene glycol, and water added to 100 wt%.

[0038] Example 4

[0039] 22% Isoxazolidinone·High-efficiency Cyfluthrin Dispersible Oil Suspension Concentrate (1:10)

[0040] Isoxazolidin 2 by weight, lambda-cyhalothrin 20 by weight, castor oil polyoxyethylene ether 15 by weight, calcium dodecylbenzenesulfonate 7 by weight, block polyether 2 by weight, bentonite 2 by weight, and corn oil added to 100 by weight.

[0041] Example 5

[0042] 21% Isoxazolidinone·High-efficiency cyhalothrin suspension seed coating agent (1:20)

[0043] Isoxazolidinone 1 wt%, lambda-cyhalothrin 20 wt%, polycarboxylate 3 wt%, naphthalenesulfonate 3 wt%, color paste 12 wt%, film-forming agent 5 wt%, xanthan gum 0.2 wt%, Kathon 0.2 wt%, magnesium aluminum silicate 0.3 wt%, silicone defoamer 0.3 wt%, propylene glycol 5 wt%, water added to 100 wt%.

[0044] Comparative Example 1

[0045] 22% Isoxazolamide Suspension

[0046] Isoxazolidinamide 22% by weight, polycarboxylate 3% by weight, naphthalenesulfonate 3% by weight, xanthan gum 0.2% by weight, Kathon 0.2% by weight, magnesium aluminum silicate 0.5% by weight, silicone defoamer 0.3% by weight, propylene glycol 5% by weight, water added to 100% by weight.

[0047] Comparative Example 2

[0048] 22% High-efficiency cyhalothrin suspension concentrate

[0049] The ingredients are: 22% by weight of high-efficiency cyhalothrin, 4% by weight of polycarboxylate, 3% by weight of block polyether, 2% by weight of naphthalene sulfonate, 0.2% by weight of xanthan gum, 0.2% by weight of Kathon, 0.5% by weight of magnesium aluminum silicate, 0.3% by weight of silicone defoamer, 5% by weight of propylene glycol, and water added to 100% by weight.

[0050] Comparative Example 3

[0051] 52% Isoxazolidinone·High-efficiency Cyfluthrin Water Dispersible Granules (1:51)

[0052] Isoxazolidin 1 wt%, lambda-cyhalothrin 5 wt%, polycarboxylate 3 wt%, lignin sulfonate 3 wt%, alkylnaphthalene sulfonate 1 wt%, corn starch added to 100 wt%.

[0053] Comparative Example 4

[0054] 3.8% Isoxazolidinone·High-efficiency cyhalothrin EC (1:0.9)

[0055] Isoxazolidin 2% by weight, lambda-cyhalothrin 1.8% by weight, N,N-dimethyldecylamide 20% by weight, cyclohexanone 20% by weight, calcium dodecylbenzenesulfonate 8% by weight, alkylphenol polyether 10% by weight, 200# solvent oil to 100% by weight.

[0056] Test Example 1

[0057] The combined toxicity of isoxaflutole and lambda-cyhalothrin against diamondback moth and flea beetles.

[0058] This invention employs a method combining indoor toxicity testing and field trials. First, indoor toxicity testing is used to determine the co-toxicity coefficient (CTC) of two agents mixed in a certain ratio. A CTC < 80 indicates an antagonistic effect, a CTC > 120 indicates a synergistic effect, and a CTC between 80 and 120 indicates an additive effect. Based on this, field trials are then conducted.

[0059] Experimental Method: The leaf immersion method was used. Leaf discs were immersed in the solution for 10 seconds, then removed, air-dried, and placed in an insect rearing box. Test larvae were then introduced and reared at 25℃. Each treatment was repeated four times, with 20 test larvae per repeat. A blank control was also included. The number of dead larvae was checked after 48 hours, and the mortality rate and corrected mortality rate were calculated. The toxicity regression equation was derived, and the LC50 value was calculated. If the control mortality rate was >20%, the experiment was considered invalid. The calculation formula is as follows:

[0060]

[0061]

[0062] The standard agent is a drug with a relatively small LC50 value, and its toxicity index TI is 100.

[0063]

[0064]

[0065] The theoretical toxicity index of the mixture is TI = TI A ×P A+TI B ×P B

[0066]

[0067] In the formula: P A P B These represent the proportions of active ingredients A and B in the composition.

[0068] A is isoxaflutole, and B is lambda-cyhalothrin.

[0069] The tested pests were diamondback moth and flea beetle, collected from laboratory cultures.

[0070] Reagent preparation: Dissolve the original drug in DMF to prepare a 10000 mg / L stock solution. Based on the preliminary test, dilute the stock solution with a 0.1% Tween 80 aqueous solution. Set up 5 different concentrations for each treatment for later use.

[0071] Experimental replication: 20 second-instar nymphs were treated with each concentration, divided into 4 replicates, with an aqueous solution containing 0.1% Tween 80 as a control. Leaf immersion treatment was used.

[0072] The experiment was conducted according to NY / T 1154.14-2008 "Indoor Biochemical Testing Guidelines for Pesticides - Part 14: Leaf Dipping Method".

[0073] Chemical treatment: Following the experimental guidelines, cabbage leaves were cut off and immersed in different concentrations of pesticide solution for 10 seconds each. After removal and drying, the leaves were placed in 12cm diameter petri dishes lined with moisturizing filter paper for cultivation. Second-instar nymphs were introduced, with 20 nymphs per treatment, and each treatment was replicated 4 times. Forty-eight hours after treatment, the number of dead nymphs on each leaf was checked.

[0074] Data statistics and analysis: No correction is needed if the mortality rate of the blank control is less than 5%; if the mortality rate of the blank control is 5%-20%, the mortality rate needs to be corrected; if the mortality rate of the blank control is more than 20%, the experiment needs to be repeated.

[0075] Experimental results: see Table 1 and Table 2

[0076] Table 1. Toxicity test results of the combination of isoxaflutole and lambda-cyhalothrin on diamondback moth.

[0077]

[0078] Table 2. Toxicity test results of isoxaflutole combined with lambda-cyhalothrin on flea beetles.

[0079]

[0080] As can be seen from Table 1-2, when isoxaflutole and lambda-cyhalothrin are mixed in a ratio of 1:1 to 50 (by mass), the co-toxicity coefficient (CTC) is greater than 120 (especially at 1:1.5), showing a synergistic effect on diamondback moth and flea beetle. Therefore, it can be seen that the combination of isoxaflutole and lambda-cyhalothrin is reasonable and feasible.

[0081] Test Example 2

[0082] Combined toxicity of isoxaflutole and lambda-cyhalothrin against German cockroaches

[0083] Experimental Method: The test insecticide was prepared into a stock solution of a certain concentration using acetone. The stock solution was diluted with acetone to a series of concentrations. Preliminary experiments were conducted to determine the concentration range of the insecticide; the mortality rate was less than 20% at the lowest concentration and greater than 80% at the highest concentration. The test insects were anesthetized with carbon dioxide or ether. 1 μL of the insecticide solution was dripped onto the thoracic ventral plate between the coxae of the 2nd and 3rd pairs of legs of male adults using a micro-drip device. A control group was prepared by dripping the corresponding solvent. 100 insects were treated per test. The treated insects were transferred to a clean container and provided with water and food. The number of deaths was recorded after 24 hours. The mortality rate and corrected mortality rate were calculated, and the toxicity regression equation and LC50 value were calculated. If the control mortality rate was >20%, the test was considered invalid. The calculation formula is as follows:

[0084]

[0085]

[0086] The standard agent is a drug with a relatively small LC50 value, and its toxicity index TI is 100.

[0087]

[0088]

[0089] The theoretical toxicity index of a mixture is TI = TIA × PA + TIB × PB.

[0090]

[0091] In the formula: PA and PB are the proportions of active ingredients A and B in the composition, respectively.

[0092] A is isoxaflutole, and B is lambda-cyhalothrin.

[0093] The tested pest was the German cockroach, collected from laboratory culture.

[0094] Drug preparation: Dissolve the original drug in acetone to prepare a 10000 mg / L stock solution. Based on the preliminary test, dilute the stock solution with acetone again. Set up 5 different concentrations for each treatment for later use.

[0095] Experimental replication: 100 adult German cockroaches were treated with each concentration, with acetone as a control.

[0096] The test was conducted according to the spot method in the diagnostic dosage method of GB / T26352—2010 "Bioassay of German Cockroaches".

[0097] Chemical treatment: Following the assay method, German cockroaches were paralyzed with ether. 1 μL of insecticide solution was applied dropwise to the thoracic ventral plastron between the coxae of the second and third pairs of legs of male adults using a micro-drip device. A control group was prepared by applying the corresponding solvent. 100 insects were treated per assay. The treated insects were transferred to clean containers and provided with water and food. The number of deaths was recorded after 24 hours.

[0098] Data statistics and analysis: No correction is needed if the mortality rate of the blank control is less than 5%; if the mortality rate of the blank control is 5%-20%, the mortality rate needs to be corrected; if the mortality rate of the blank control is more than 20%, the experiment needs to be repeated.

[0099] Experimental results: See Table 3

[0100] Table 3. Toxicity test results of the combination of isoxaflutole and lambda-cyhalothrin on German cockroaches.

[0101]

[0102] As shown in Table 3, when isoxaflutole and lambda-cyhalothrin are mixed in a ratio of 1:1 to 50 (by mass), the co-toxicity coefficient (CTC) is not greater than 120, indicating an additive effect on German cockroaches.

[0103] Test Example 3

[0104] The field control efficacy of a mixture of isoxaflutole and lambda-cyhalothrin against diamondback moth.

[0105] Experimental subjects and crops: cabbage and diamondback moth.

[0106] Experimental environment: The experiment was conducted in Nanchang City, Jiangxi Province, using the same level of fertilizer and water management.

[0107] Test basis: NY / T 17980.13-2000 "Guidelines for Field Efficacy Tests of Pesticides (I): Control of Lepidoptera Larvae in Cruciferous Vegetables by Insecticides".

[0108] Experimental method: Apply pesticide once when there are an average of 3-5 pre-3rd instar larvae per plant during the diamondback moth outbreak period. Each treatment is repeated 4 times.

[0109] Investigation method: Investigate the initial insect population before pesticide application, and investigate the number of diamondback moth survivings 1, 3, 7 and 10 days after pesticide application.

[0110] Calculation formulas and data analysis:

[0111] The formula for calculating the prevention and control effect is as follows:

[0112]

[0113] In the formula:

[0114] PT: Prevention and control efficacy, %;

[0115] PT0: Number of live insects in the pesticide-treated area before application, in heads;

[0116] PT1: Number of live insects in the pesticide-treated area after application, in heads;

[0117] CK0: Number of live insects in the blank control area before application of the pesticide, in heads;

[0118] CK1: Number of live insects in the blank control area after application of the drug, in heads.

[0119] The calculation result is rounded to two decimal places.

[0120] Table 4. Field efficacy of isoxaflutole combined with lambda-cyhalothrin for controlling diamondback moth in cabbage.

[0121]

[0122] The experimental results show that, compared with Examples 1-5 and Comparative Examples 1 and 2, the combined effect of isoxaflutole and lambda-cyhalothrin is higher than that of isoxaflutole and lambda-cyhalothrin alone, especially the 25% isoxaflutole·lambda-cyhalothrin microcapsule suspension (1:1.5) which has the best effect. Comparative with Examples 1-5 and Comparative Examples 3 and 4, the mixing ratio of isoxaflutole and lambda-cyhalothrin at 1:1 to 50 (mass ratio) shows that the control efficacy and duration of action are significantly higher than those at ratios of 1:51 and 1:0.9.

[0123] In summary, this invention employs a compound composition of two active ingredients, isoxaflutole and lambda-cyhalothrin, which exhibits a synergistic effect. Compared to single-agent formulations, the insecticidal composition of this invention has advantages such as a unique mechanism of action, low dosage, rapid onset of action, long-lasting effect, and environmental friendliness. Therefore, the research and promotion of this invention has significant social implications and will generate substantial economic benefits.

Claims

1. An insecticidal composition, characterized in that: The effective active ingredients are isoxaflutole and lambda-cyhalothrin; wherein the weight ratio of isoxaflutole to lambda-cyhalothrin is 1:1-50.

2. The composition according to claim 1, characterized in that: The weight ratio of isoxaflutole to lambda-cyhalothrin is 1:1-30.

3. The composition according to claim 2, characterized in that: The weight ratio of isoxaflutole to lambda-cyhalothrin is 1:1-10.

4. The composition according to any one of claims 1-3, characterized in that, The composition further includes an auxiliary component, wherein the content of the auxiliary component is 10-90 parts by weight relative to 1 part by weight of the active ingredient.

5. The composition according to claim 4, characterized in that, The content of the auxiliary ingredient is 15-80 parts by weight relative to 1 part by weight of the active ingredient.

6. The composition according to claim 5, characterized in that, The auxiliary components include at least one of emulsifier, wetting agent, dispersant, thickener, antifreeze, preservative, wall material, film-forming agent, color paste, defoamer, water, organic solvent, disintegrant, binder, and solid inert carrier.

7. The composition according to claim 6, characterized in that, The formulation of the composition is one of the following: suspension concentrate, emulsifiable concentrate, dispersible oil suspension, microemulsion, water emulsion, microcapsule suspension, microcapsule suspension, soluble concentrate, dispersible liquid, wettable powder, water-dispersible granules, or seed treatment agent.

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

9. The application according to claim 8, characterized in that, The pests mentioned are diamondback moths or flea beetles.

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