Composition containing thiazolidinone acaricide and application thereof
By combining thiazolidinone compounds such as trifluoroethylphenyl sulfide with insecticides or plant extracts, synergistic insecticide and acaricide compositions are formed, solving the problems of low control efficiency and increased insecticide resistance in existing technologies, and achieving efficient and environmentally friendly pest control.
Patent Information
- Application Number
- CN202511836462.1
- Authority / Receiving Office
- CN · China
- Patent Type
- Applications(China)
- Current Assignee / Owner
- Filing Date
- 2025-12-08
- Publication Date
- 2026-03-13
AI Technical Summary
Existing insecticide and acaricide compositions are difficult to achieve efficient control, and long-term use leads to increased pest resistance, high costs, and serious environmental pollution.
Thiazolidinone compounds of trifluoroethyl phenyl sulfide are compounded with insecticides or plant extracts in a specific ratio to form synergistic insecticide and acaricide compositions.
It significantly improves control efficacy, expands the control spectrum, reduces dosage, delays pest resistance development, reduces environmental pollution, and lowers costs.
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Abstract
Description
Technical Field
[0001] This invention relates to the field of pesticide compositions, and more specifically to a composition of a thiazolidinone acaricide containing trifluoroethylphenyl sulfide and its application. Background Technology
[0002] The compound of formula (I) and its preparation method have been disclosed in patent CN119528843A. This compound belongs to the novel trifluoroethane sulfoxide (sulfoxide) class of thiazolidinone acaricides. It has significant characteristics such as novel structure and excellent acaricidal activity. It shows good control effect on all growth stages of mites and has broad market application prospects.
[0003] In pest control practices, long-term use of single-active insecticides can easily lead to pesticide resistance in pests, resulting in decreased control efficacy, increased pesticide dosage, and other problems. This not only drives up control costs and exacerbates environmental pollution but also significantly increases the risk of pesticide residues in agricultural products. By combining two active ingredients in a specific ratio to create a mixed insecticide and acaricide, control efficacy can typically be improved, the dosage of the active ingredient reduced, and costs lowered, while simultaneously delaying the development of pesticide resistance in pests. However, the choice of which two substances to combine is not arbitrary, and whether it can achieve synergistic effects and broaden the control spectrum is highly uncertain. If a combination can improve efficacy, reduce costs, and increase efficiency, it has excellent market prospects; therefore, such synergistic combinations have always been a goal pursued by the industry.
[0004] Existing insecticide and acaricide compositions have varying focuses, making it difficult to achieve highly effective control. Therefore, there is an urgent need to develop novel active compound compositions with synergistic effects. Summary of the Invention
[0005] The purpose of this invention is to overcome the technical problem of low pest / mite control efficiency in the prior art, and to provide a composition of a thiazolidinone acaricide based on trifluoroethyl phenyl sulfide. This composition has the advantages of improving control efficacy, broadening the control spectrum, and effectively delaying the development of pesticide resistance in pests.
[0006] Compounds of formula (I) can be used to control a variety of pests, especially agricultural mites, which have outstanding control effects. In particular, these compounds have good control effects on a variety of mites and pests, such as carmine spider mite, citrus pterocaryon, citrus rust mite, two-spotted spider mite, hawthorn spider mite, apple spider mite, gall mite, flour mite, and nematodes.
[0007] The inventors of this invention, through research on the mixing of compounds of formula (I) with existing insecticides, acaricides or fungicides, unexpectedly discovered that when compounds of formula (I) and active compounds of group (II) are used in combination, especially in a certain proportion, they have a more superior effect in the control of pests, mites or diseases, thus proposing this invention.
[0008] A first aspect of the present invention provides a composition comprising a compound of formula (I) and an active compound of group (II).
[0009] Wherein, the compounds of formula (I) are selected from the following compounds,
[0010]
[0011] The compounds in group (II) are selected from
[0012] (a) Insecticide group (IRAC classification group) (15), (19), (30), or
[0013] (b) Plant-derived compounds.
[0014] Furthermore, the compositions of the present invention preferably comprise synergistically effective amounts of compounds of formula (I) and compounds of group (II). Group (II) consists of the following:
[0015] (a) Insecticide group (IRAC (Insecticide Resistance Action Committee) mode of action classification group; also known as "IRAC classification group") (15), (19), (35), and
[0016] (b) Plant-derived compounds.
[0017] Therefore, at least one active compound of group (II) is selected from (a) or (b). Groups (a) and (b) are further defined as follows:
[0018] (a) Insecticide group (IRAC classification group):
[0019] (15) Chitin biosynthesis inhibitors, type O, such as (II-1) bistrifluron, (II-2) chlofluazuron, (II-3) diflubenzuron, (II-4) flucycloxuron, (II-5) flufenoxuron, (II-6) lufenuron, (II-7) hexaflumuron, (II-8) novaluron, (II-9) noviflumuron, (II-10) teflubenzuron, and (II-11) triflumuron, wherein the compounds mentioned above are preferred.
[0020] (19) Octopus amine receptor agonists, formamidines, such as (II-12) amitraz and (II-13) semiamitraz, wherein the compounds mentioned above are preferred.
[0021] (35) Other active compounds selected from (II-14) bromopropylate, (II-15) fluazinam, (II-16) dicofol, (II-17) aramite, (II-18) quinomethionate, (II-19) trifluralin, (II-20) benzylpyridinium, (II-21) stearamide coumarin, (II-22) flufenoxuron, (II-23) sodium rosinate, (II-24) mineral oil, (II-25) vadescana, with the compounds mentioned above being preferred.
[0022] (b) Plant-derived compounds, such as (II-26) carvacrol, (II-27) d-limonene, (II-28) eucalyptol, (II-29) azadirachtin, (II-30) clematis extract, (II-31) veratrum rhizome extract, (II-32) matrine, wherein the compounds mentioned above are preferred.
[0023] The compositions of the present invention more preferably comprise synergistically effective amounts of compounds of formula (I) and compounds of group (II). Group II consists of the following substances:
[0024] (a) Insecticide group (IRAC classification group):
[0025] (19) Octopus amine receptor agonist, (II-12) Amitraz;
[0026] (35) Other active compounds, (II-15) fluazinam, (II-16) trifluorometholone, (II-24) mineral oil;
[0027] (b) Plant extracts, (II-26) carvacrol, (II-27) d-limonene, (II-28) eucalyptol, (II-31) veratrum rhizome extract, (II-32) matrine.
[0028] The synergistic effect is particularly significant when the active compounds in the compositions of the present invention are present in a certain weight ratio. However, the weight ratio of the active compounds in the active compound compositions can vary over a relatively wide range. Generally, the compositions of the present invention comprise active compounds (I) and group (II) of active compounds having the following preferred and more preferred mixing ratios, wherein the active compounds of group (II) are selected from the pyrethroid group (15), (19) or plant extracts or other types of compounds.
[0029] The weight ratio between the compound of formula (I) and the active compound of group (II) is 1:99 to 99:1.
[0030] According to some embodiments of the present invention, the weight ratio of the compound of formula (I) to the active compound of group (II) is 1:99 to 99:1, for example 1:1, 1:2, 1:2.5, 1:4, 1:5, 1:6, 1:8, 1:10, 1:20, 1:30, 1:40, 1:50, 1:60, 1:70, 1:80, 1:90, 1:99, 99:1, 90:1, 85:1, 80:1, 70:1, 60:1, 50:1, 40:1, 30:1, 20:1, 10:1, 8:1, 6:1, 5:1, 4:1, 2.5:1, 2:1 or any value between the above values.
[0031] Preferred mixing ratios: 99:1 to 1:99, such as 50:1 to 1:50, or 20:1 to 1:20, or 10:1 to 1:20.
[0032] More preferred mixing ratios: 50:1 to 1:50, such as 50:1 to 1:15, or 1:15 to 50:1, or 20:1 to 1:15, or 15:1 to 1:20, or 15:1 to 1:15, or 10:1 to 1:10, or 5:1 to 1:5, or 5:1 to 1:10, or 5:1 to 1:20.
[0033] Table 1 provides particularly preferred mixing ratios for certain specific compositions of compounds of formula (I) and group (II). Therefore, at the various mixing ratios shown, the individual active compound compositions of the mixed pair of compounds of formula (I) and group (II) shown are preferred embodiments of the present invention.
[0034] Table 1
[0035]
[0036] The mixing ratio is based on a weight ratio. This ratio should be understood as the ratio of the active compound of formula (I) to the active compound of group (II).
[0037] The weight ratio of the compound of formula (I) to (II-27) d-limonene and (II-28) eucalyptol is 10:1 to 1:20.
[0038] The compound of formula (I) is in a weight ratio of 5:1 to 1:20 with (II-12) amitraz, (II-16) trifluralin, (II-24) mineral oil, (II-31) veratrum rhizome extract and (II-32) matrine.
[0039] The weight ratio of the compound of formula (I) to (II-26) carvacrol is 10:1 to 1:10;
[0040] The weight ratio of the compound of formula (I) to (II-15) fluoropyridinium is 5:1 to 1:10.
[0041] According to some preferred embodiments of the present invention, the compound of formula (I) is a compound with the structure shown in formula I-332.
[0042]
[0043] Surprisingly, the insecticidal and / or arachnid / miticidal and / or nematode-killing and / or antimicrobial and / or fungicidal and / or plant-enhancing and / or yield-increasing effects of the active compound compositions of the present invention are significantly higher than the sum of the effects of the individual active ingredients. Unexpected, genuine synergistic effects exist, rather than merely complementary / additive effects.
[0044] A second aspect of the present invention provides the use of the compositions described in the first aspect for the control of pests (especially mites) or diseases. The pests and diseases are as described above.
[0045] In this invention, the combination of active compounds (I) and active compounds (II) in the composition is suitable for controlling a variety of important agricultural and forestry pests and mites; the combination of active compounds (I) and active compounds (II) in the composition is suitable for controlling a variety of harmful bacteria, especially a variety of fungal diseases, bacterial diseases, nematode diseases, viral diseases, and a variety of storage diseases of cereals, vegetables, fruit trees, ornamental plants, lawns and tropical crops.
[0046] Specifically suitable for controlling a variety of important agricultural pests such as armyworms, beet armyworms, cotton bollworms, cutworms, cabbage armyworms, apple leafrollers, rice leaf rollers, corn borers, rice stem borers, diamondback moths, cabbage caterpillars, fall webworms, tent caterpillars, gypsy moths, migratory locusts, underground pests, leaf miners, leaf miners, aphids, leafhoppers, scale insects of flowers, potato beetles, flea beetles, thrips, mirid bugs, carmine spider mites, hawthorn spider mites, citrus spider mites, citrus rust mites, apple spider mites, two-spotted spider mites, gall mites, and flour mites, as well as urban pests such as termites, cockroaches, ants, flies, and mosquitoes. It can be used on fruit trees such as apples, pears, citrus, and lychees; cereals such as wheat and rice; legumes such as soybeans and kidney beans; cotton; vegetables such as cabbage, cauliflower, Chinese cabbage, rapeseed, tomatoes, and peppers; and flowers. When used to control urban pests, it can be used in homes, various public places, offices, as well as on trees and embankments infested with termites.
[0047] According to some embodiments of the present invention, the composition is used to control pests, mites or diseases by applying it directly or indirectly to the pests, mites or fungi or their growth medium at an effective dose of 10 to 5000 grams per hectare.
[0048] In this invention, there is no particular limitation on whether the method is direct or indirect, as long as it can achieve the purpose of preventing and controlling pests, mites, or diseases. For example, the direct method may include directly contacting the composition of this invention with insects, mites, or fungi; the indirect method may include treating the place where insects, mites, or fungi grow or appear with the composition of this invention or treating their food chain containing the composition of this invention.
[0049] The compositions of the present invention can be provided in the form of finished formulations. For example, they can be formulated as emulsifiable concentrates, suspensions, water-dispersible granules, water emulsions, microemulsions, soluble liquids, wettable powders, oil suspensions, etc., as needed.
[0050] The cumulative weight percentage content of active components I and II in the composition of the present invention is between 0.5% and 95%, preferably between 1% and 85%.
[0051] The content of the active ingredient in the composition of the present invention depends on the dosage when used alone, as well as on the mixing ratio and the degree of synergistic effect. The optimal range of the active ingredient content may vary depending on the formulation type of the composition.
[0052] The formulations of the present invention can be prepared by conventional processing methods, such as mixing the active substance with a liquid carrier (solvent) or a solid carrier, and then adding one or more adjuvants (e.g., emulsifiers, dispersants, wetting agents, binders, stabilizers, and defoamers). Preferably, in the present invention, the composition contains at least one carrier and at least one surfactant. Preferably, in all the foregoing cases, it should be ensured that the active components in the compositions of the present invention are uniformly distributed.
[0053] In this invention, the emulsifiable concentrate typically contains 10-75% active ingredient, 2-20% emulsifier, 0-20% other additives (e.g., stabilizers, penetrants, corrosion inhibitors, etc.) and solvent by weight percentage, and may also contain co-solvent if necessary.
[0054] In this invention, the suspending agent is typically milled to obtain a stable, non-depositing, flowable product. By weight percentage, the suspending agent typically contains 5-50% active ingredient, 5-15% dispersant, 0.1-10% wetting agent, 4-10% antifreeze, 0-10% other additives (e.g., defoamers, preservatives, stabilizers, penetrants, and thickeners), and the balance being a liquid carrier.
[0055] In this invention, the water-dispersible granules are typically formulated as 10-100 international standard sieve mesh (1.676-0.152 mm) particles, which can be prepared by extrusion, impregnation, or spray granulation methods. By weight percentage, the water-dispersible granules typically contain 0.5-80% active ingredient and 5-20% adjuvants (e.g., dispersants, wetting agents, disintegrants, and binders), with the balance being an inert carrier.
[0056] In this invention, the wettable powder typically contains 10-85% active ingredient by weight, 3-10% dispersant in addition to a solid inert carrier, and may also contain 0-10% wetting agent and / or other additives (e.g., penetrants or stabilizers).
[0057] In this invention, the water-in-oil emulsion is formed by mixing the active ingredient, organic solvent, and surfactant to form an oil phase; water and antifreeze are then mixed together to form a homogeneous and transparent aqueous phase. The oil phase is sheared at high speed using a high-shear emulsifier, while the aqueous phase is slowly added to the oil phase simultaneously. By weight percentage, the water-in-oil emulsion typically contains 1-60% active ingredient, 5-20% surfactant, 2-10% antifreeze, and the balance being water.
[0058] In this invention, the microemulsion is a homogeneous, transparent liquid formed by mixing the active ingredient, organic solvent, emulsifier, and water together. By weight percentage, the microemulsion typically contains 1-50% active ingredient, 10-40% emulsifier, 40-60% organic solvent, and the balance being water.
[0059] In this invention, the soluble liquid is a homogeneous, transparent liquid formed by mixing the active ingredient, organic solvent, and surfactant together. By weight percentage, the soluble liquid typically contains 1-50% active ingredient, 6-20% surfactant, and the balance being organic solvent.
[0060] In this invention, the oil suspension is produced by adding the active component, surfactant, and oil-based carrier to a sand mill and milling until the particle size meets the requirements. By weight percentage, the oil suspension typically contains 2-60% active component, 6-20% surfactant, and the remainder oil-based carrier.
[0061] In this invention, aqueous dispersions and emulsions (e.g., compositions obtained by diluting the emulsifiable concentrate, wettable powder, or concentrate of this invention with water) are also within the scope of this invention. The emulsions described above (including the aforementioned forms) may be water-in-oil or oil-in-water, and may have a thick, paste-like consistency.
[0062] Compared with the prior art, the present invention has the following significant advantages:
[0063] 1. Significant synergistic effect: Within a certain ratio range, the active compound composition of the present invention has a significantly higher insecticidal and acaricidal effect than the sum of the effects of each single active ingredient compound, exhibiting a significant synergistic effect, which can effectively improve the control effect of pests and better address the problem of pest control.
[0064] 2. Reduced usage costs and environmental impact: Due to the synergistic effect of the composition, the dosage used in practical applications is significantly lower than that of individual compounds. This not only reduces the cost of pesticide use and alleviates the economic burden on farmers, but also reduces pesticide pollution of soil, water, air, and other environments, lowers the risk of pesticide residues in agricultural products, and is conducive to the protection of the ecological environment and the improvement of agricultural product quality and safety.
[0065] 3. Delaying the development of pesticide resistance in pests: The active ingredients in the composition of this invention have different mechanisms of action for killing insects and mites, and there is no problem of cross-resistance. When used for pest control, it can kill pests from different target sites, effectively delaying the occurrence and development of pesticide resistance, extending the service life of pesticides, and providing a guarantee for long-term and effective pest control. Detailed Implementation
[0066] 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.
[0067] Indoor bioactivity assay
[0068] Example 1: Indoor bioactivity assay of a composition containing compound I against female adult Tetranychus carmine.
[0069] Test basis: The test was conducted in accordance with the agricultural industry standard NY / T 1154.6-2006 "Guidelines for Indoor Bioassay Tests of Pesticides. Insecticides. Part 6: Insecticide Activity Test. Immersion Method".
[0070] Test subject: Adult female Tetranychus cinnabarinus.
[0071] 1.1 Test method for adult female Tetranychus cinnabarinus
[0072] Select broad bean seedlings with uniform growth, choosing thick and tender leaves. Cut them into two-leaf-one-stem shapes, then cut one leaf to create a one-leaf-one-stem shape. Insert each leaf into a 5mL sample bottle filled with water, collecting approximately 30 female adult mites from each leaf. Accurately weigh each test agent, dissolve it in a small amount of DMSO to prepare a 10000 mg / L stock solution. Serially dilute the stock solution to obtain the test solution. After the mites have stabilized on the leaves, immerse them in the prepared solution for 5-10 seconds. Absorb excess solution with filter paper and allow to air dry. Each treatment is repeated three times, with a blank control group using an equal proportion of DMSO and Tween solution. The experimental targets are then cultured in an artificial climate chamber (24-26 ℃, L:D = 16h:8h, RH 60%). After 72 hours, check and record the mortality of the female adult mites.
[0073] 1.2 Experimental Design
[0074] Table 2. Experimental design for mixing Formula I-332 with amitraz (female adult mites)
[0075]
[0076] Table 3 Experimental design for mixing Formula I-332 with carvacrol (female adult mites)
[0077]
[0078] Table 4 Experimental design for mixing Formula I-332 with d-limonene (female adult mites)
[0079]
[0080] Table 5 Experimental design for mixing Formula I-332 with eucalyptus oil (female adult mites)
[0081]
[0082] Table 6. Experimental design for mixing Formula I-332 with Veratrum nigrum rhizome extract (female adult mites)
[0083]
[0084] Table 7 Experimental design for mixing Formula I-332 with matrine (female adult mites)
[0085]
[0086] Table 8. Experimental design for mixing Formula I-332 with fluazinam (female adult mites)
[0087]
[0088] Table 9. Experimental design for mixing Formula I-332 with trifluralin (female adult mites)
[0089]
[0090] Table 10 Experimental Design of Formula I-332 Mixed with Mineral Oil (Female Adult Mites)
[0091]
[0092] 1.3 Data Statistics and Analysis
[0093] The number of live insects and the total number of insects in each treatment were counted, and the mortality rate and corrected mortality rate for each treatment were calculated.
[0094] Mortality rate (%) = [(Pre-treatment insect population - Post-treatment live insect population) / Pre-treatment insect population] × 100%
[0095] Corrected mortality rate (%) = [(treatment mortality rate - control mortality rate) / (1 - control mortality rate)] × 100%
[0096] If the mortality rate in the blank control group is less than 5%, no adjustment is required.
[0097] Use formulas edited in Excel to perform data analysis and statistics to calculate LC. 50 The toxicity index was calculated using the Sun Yunpei method (Sun et al., 1960), and the co-toxicity coefficient was also calculated.
[0098] The co-toxicity coefficient (CTC) calculation method of Sun Yunpei (Sun et al., 1960) is used to evaluate the effect of drug mixtures. A CTC ≥ 120 indicates synergistic effects, a CTC ≤ 80 indicates antagonism, and 80 < CTC < 120 indicates additive effects. The co-toxicity coefficient (CTC) is calculated using formulas (1), (2), and (3):
[0099] ┈┈┈┈┈┈┈┈┈┈┈┈┈(1)
[0100] In the formula:
[0101] ATI – The measured toxicity index of the mixture;
[0102] S-----EC50 of the standard reagent, in milligrams per liter (mg / L);
[0103] M-----EC50 of the mixture, in milligrams per liter (mg / L).
[0104] ┈┈┈┈┈┈┈┈┈┈┈┈(2)
[0105] In the formula:
[0106] TTI ----- Theoretical toxicity index of the mixture;
[0107] TIA – Toxicity Index of Agent A;
[0108] PA-----Percentage content of agent A in the mixture, expressed as percentage (%);
[0109] TIB—Toxicity index of drug B;
[0110] PB-----Percentage content of agent B in the mixture, expressed as percentage (%).
[0111] ┈┈┈┈┈┈┈┈┈┈ (3)
[0112] In the formula:
[0113] CTC ----- Cotoxicity Coefficient
[0114] ATI (Actual Toxicity Index of Mixed Agents)
[0115] TTI - Theoretical Toxicity Index of Mixtures
[0116] 1.4 Test Results
[0117] Table 11 Results of indoor activity assays of Formula I-332 and amitraz against adult female Tetranychus carmine.
[0118]
[0119] The results of the combined toxicity assay of Formula I-332 and amitraz in different ratios against adult female Tetranychus cinnabarinus showed that Formula I-332 had the following LC50 value against adult female Tetranychus cinnabarinus: 50 The value was 0.1917 mg / L, and the LC50 value of amitraz against adult female Tetranychus carmine was... 50 The value was 3.5823 mg / L. Formula I-332 and amitraz had a synergistic effect on adult female Tetranychus carmine in the range of 5:1 to 1:20 (Table 11).
[0120] Table 12 Results of indoor activity assays of Formula I-332 and carvacrol against female adult spider mite (Tetranychus carmine).
[0121]
[0122] The results of the combined toxicity assay of Formula I-332 and carvacrol at different ratios against adult female Tetranychus cinnabarin showed that Formula I-332 had the following LC50 value against adult female Tetranychus cinnabarin: 50 The value was 0.2129 mg / L, indicating that carvacrol had an LC50 value against adult female Tetranychus cinnabarin. 50 The value was 2.2684 mg / L. Formula I-332 and carvacrol had a synergistic effect on adult female Tetranychus carmine in the range of 10:1 to 1:10 (Table 12).
[0123] Table 13 Results of indoor activity assays of Formula I-332 and d-limonene against Tetranychus carmine (adult female mites).
[0124]
[0125] The results of the combined toxicity assay of Formula I-332 and d-limonene in different ratios against adult female Tetranychus cinnabarinus showed that Formula I-332 had an LC50-like effect on adult female Tetranychus cinnabarinus. 50 The LC50 value of d-limonene against adult female Tetranychus carmine was 0.2410 mg / L. 50 The value was 31.6169 mg / L. Formula I-332 and d-limonene had a synergistic effect on adult female Tetranychus carmine in the range of 10:1 to 1:20 (Table 13).
[0126] Table 14 Results of indoor activity assays of Formula I-332 and eucalyptol against female adult spider mites.
[0127]
[0128] The results of the combined toxicity assay of Formula I-332 and eucalyptol at different ratios against adult female Tetranychus cinnabarinus showed that Formula I-332 had the following LC50-95% toxicity against adult female Tetranychus cinnabarinus: 50 The value was 0.1893 mg / L, indicating that eucalyptol had an LC50 value against adult female Tetranychus cinnabarin. 50 The value was 0.3050 mg / L. Formula I-332 and eucalyptol had a synergistic effect on adult female Tetranychus cinnabarinus in the range of 10:1 to 1:20 (Table 14).
[0129] Table 15 Results of indoor activity assays of Formula I-332 and Veratrum nigrum rhizome extract against Tetranychus cinnabarinus (female adult mite).
[0130]
[0131] The results of the combined toxicity assay of Formula I-332 and Veratrum nigrum rhizome extract against adult female Tetranychus cinnabarinus showed that Formula I-332 had the following LC50-95% toxicity against adult female Tetranychus cinnabarinus: 50 The value was 0.1903 mg / L, indicating that the LC50 concentration of Veratrum nigrum rhizome extract against adult female Tetranychus cinnabarinus was [value missing]. 50 The value was 5.5070 mg / L. Formula I-332 and Veratrum nigrum rhizome extract had a synergistic effect on adult female Tetranychus cinnabarinus in the range of 5:1 to 1:20 (Table 15).
[0132] Table 16 Results of indoor activity assays of Formula I-332 and matrine against female adult spider mite (Tetranychus cinnabarinus).
[0133]
[0134] The combined toxicity assay results of Formula I-332 and matrine in different ratios against adult female Tetranychus cinnabarin showed that Formula I-332 had the following LC50 value against adult female Tetranychus cinnabarin: 50 The value was 0.1834 mg / L, and the LC50 value of matrine against adult female Tetranychus cinnabarin was [missing value]. 50 The value was 13.5458 mg / L. Formula I-332 and matrine had a synergistic effect on adult female Tetranychus cinnabarinus in the range of 5:1 to 1:20 (Table 16).
[0135] Table 17 Results of indoor activity assays of Formula I-332 and fluazinam against adult female Tetranychus carmine.
[0136]
[0137] The results of the combined toxicity assay of Formula I-332 and fluazinam at different ratios against adult female Tetranychus cinnabarinus showed that Formula I-332 had the following LC50 value against adult female Tetranychus cinnabarinus: 50 The LC50 value for fluazinam against adult female Tetranychus carmine was 0.1535 mg / L. 50 The value was 50.4805 mg / L. Formula I-332 and fluazinam had a synergistic effect on adult female Tetranychus carmine in the range of 5:1 to 1:10 (Table 17).
[0138] Table 18 Results of indoor activity assays of Formula I-332 and trifluralin against adult female Tetranychus carmine.
[0139]
[0140] The results of the combined toxicity assay of Formula I-332 and trifluralin at different ratios against adult female Tetranychus carmine showed that Formula I-332 had the following LC50-95% toxicity against adult female Tetranychus carmine: 50 The value was 0.1782 mg / L, indicating that trifluralin had an LC50 value against adult female Tetranychus carmine. 50 The value was 0.8591 mg / L. Formula I-332 and trifluralin had a synergistic effect on adult female Tetranychus carmine in the range of 5:1 to 1:20 (Table 18).
[0141] Table 19 Results of indoor activity assays of Formula I-332 and mineral oil against female adult spider mites.
[0142]
[0143] The combined toxicity assay results of Formula I-332 with different ratios of mineral oil against adult female Tetranychus cinnabarinus showed that Formula I-332 had the following LC50 value against adult female Tetranychus cinnabarinus: 50 The value was 0.2209 mg / L, and the LC50 of mineral oil against adult female Tetranychus cinnabarinus was... 50The value was 102.3021 mg / L. Formula I-332 and mineral oil had a synergistic effect on adult female Tetranychus cinnabarinus in the range of 5:1 to 1:20 (Table 19).
[0144] The results of the above indoor experiments clearly show that the compound of Formula I, combined with amitraz, carvacrol, d-limonene, eucalyptol, veratrum rhizome extract, matrine, fluazinam, trifluralin, and mineral oil, exhibits excellent control effects against common crop mites under appropriate mass ratios, with a significant synergistic effect. Future field applications can reduce pesticide usage and slow the development of mite resistance. This composition can address the problems of high resistance, poor efficacy, and high dosage in the acaricide market, and has significant market application prospects.
[0145] The composition provided by this invention has the advantages of synergistic effect and broadened control spectrum. It can be used to control a variety of pests (especially mites) and plant diseases caused by a variety of fungi, bacteria, nematodes and viruses. It is particularly used to control plant diseases caused by plant mites such as Carmine Spider Mite, Citrus Paronychia, Two-spotted Spider Mite, Apple Paronychia, and Broad Mite.
[0146] The above description is only a preferred embodiment of the present invention and is not intended to limit the present invention. Any modifications, equivalent substitutions, improvements, etc., made within the spirit and principles of the present invention should be included within the scope of protection of the present invention.
Claims
1. A composition containing a thiazolidinone acaricide, characterized in that, A compound comprising one of formula (I) and an active compound comprising group (II), Wherein, the compounds of formula (I) are selected from the following compounds, The active compounds in group (II) are selected from (a) insecticide group (IRAC classification group) (15), (19) and (35), or (b) Plant-derived compounds, in, (a) The insecticide group (IRAC classification group) (15), (19) and (35) are: (15) Chitin biosynthesis inhibitors, type O, (II-1) bistrifluron, (II-2) chlofluazuron, (II-3) diflubenzuron, (II-4) flucycloxuron, (II-5) flufenoxuron, (II-6) lufenuron, (II-7) hexaflumuron, (II-8) novaluron, (II-9) noviflumuron, (II-10) teflubenzuron and (II-11) triflumuron; (19) Octopus amine receptor agonists, formamidins, (II-12) amitraz, (II-13) semiamidins; (35) Other active compounds, (II-14) bromopropylate, (II-15) fluazinam, (II-16) dicofol, (II-17) aramite, (II-18) quinomethionate, (II-19) trifluralin, (II-20) benzylpyridinium, (II-21) stearamide coumarin, (II-22) flufenoxuron, (II-23) sodium pinoresinate, (II-24) mineral oil, (II-25) vadescana; (b) Plant-derived compounds are: (II-26) Carvacrol, (II-27) d-Limonene, (II-28) Eucalyptol, (II-29) Azadirachtin, (II-30) Boletus extract, (II-31) Veratrum rhizome extract, (II-32) Matrine; The weight ratio between the compound of formula (I) and the active compound of group (II) is 1:99 to 99:
1.
2. The composition according to claim 1, characterized in that, The compounds in group (II) are selected from (a) insecticide group (IRAC classification group) (19), (35), or (b) Plant-derived compounds, in, (a) Insecticide group (IRAC classification group) (19), (35) are: (19) Octopus amine receptor agonist, (II-12) Amitraz; (35) Other active compounds, (II-15) fluazinam, (II-16) trifluorometholone, (II-24) mineral oil; (b) Plant-derived compounds are: (II-26) Carvacrol, (II-27) d-Limonene, (II-28) Eucalyptol, (II-31) Veratrum rhizome extract, (II-32) Matrine.
3. The composition according to claim 2, characterized in that, The weight ratio between the compound of formula (I) and the active compound of group (II) is 10:1 to 1:
20.
4. The composition according to claim 2, characterized in that, The weight ratio of the compound of formula (I) to (II-27) d-limonene and (II-28) eucalyptol is 10:1 to 1:
20. The compound of formula (I) is in a weight ratio of 5:1 to 1:20 with (II-12) amitraz, (II-16) trifluralin, (II-24) mineral oil, (II-31) veratrum rhizome extract and (II-32) matrine. The weight ratio of the compound of formula (I) to (II-26) carvacrol is 10:1 to 1:10; The weight ratio of the compound of formula (I) to (II-15) fluoropyridinium is 5:1 to 1:
10.
5. The composition according to claim 4, characterized in that, The compound of formula (I) is formula I-332.
6. The application of an insecticidal and acaricidal composition according to claim 1, characterized in that, The composition is used in the preparation of insecticides and acaricides for controlling agricultural pests or urban sanitary pests.
7. The application of the insecticidal and acaricidal composition according to claim 6, characterized in that, Apply the composition at an effective dosage of 100-1000 grams per hectare to the pests that need to be controlled or to the medium in which they grow.
8. An insecticide and acaricide formulation, characterized in that, The composition of claim 1 is used as the active ingredient and is mixed with a carrier and any one of the adjuvants to prepare a formulation.
Citation Information
Patent Citations
Preparation and application of substituted benzimino thiazolidone derivative
CN119528843A