Application of 5-(4-chlorphenyl)-2, 3-dimethyl-3-(pyridine-3-yl) isoxazoline

By using pyramidazole as a fungicide, the problem of the lack of effectiveness in preventing and treating plant verticillium wilt by the prior art has been solved, and effective prevention and treatment of cotton verticillium wilt and other verticillium wilt is achieved, and the environment and plants are safe.

CN120203059APending Publication Date: 2025-06-27SHENYANG SINOCHEM AGROCHEMICALS R&D CO LTD +1
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Patent Information

Application Number
CN202311818234.2
Authority / Receiving Office
CN · China
Patent Type
Applications(China)
Current Assignee / Owner
Filing Date
2023-12-27
Publication Date
2025-06-27

AI Technical Summary

Technical Problem

Existing fungicides are not ideal in preventing and treating plant verinary wilt, especially the control of cotton verinary wilt is difficult to meet the needs of agricultural production.

Method used

5-(4-chlorophenyl)-2,3-dimethyl-3-(pyridin-3-yl)isoxazoline (pyridinoxazole) is used as a bactericide and is applied by spraying, drip irrigation, rinsing, seed mixing, seed coating, toxic soil method, etc., especially before or early stages of the disease.

Benefits of technology

The oxazole has extremely high bactericidal activity on the dysfunction of Dalissin. It significantly prevents and treats cotton verticillium and other verticillium wilt on live potted seedlings, and is safe for plants and has a low dose of use, reducing the impact on the environment.

✦ Generated by Eureka AI based on patent content.

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Abstract

A bactericide SYP-Z048 is used for preventing and treating plant verticillium wilt and is applied according to a common method before plant infection or at the early stage of plant infection in a common pesticide formulation, and the use concentration of the bactericide SYP-Z048 in a plant planting area is 0.5-40000mg / L. The bactericide is safe to plants, and seed treatment or stem and leaf spraying has no influence on plant growth; the disease prevention effect is obvious, and the yield is obviously increased; the dosage is low, the influence degree on the environment is small, and the agricultural cost is obviously reduced.
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Description

Technical Field

[0001] The present invention belongs to the field of agricultural fungicides, and particularly relates to the application of 5-(4-chlorophenyl)-2,3-dimethyl-3-(pyridin-3-yl)isoxazoline in controlling plant verticillium wilt. Background Art

[0002] Plant verticillium wilt is a relatively serious disease, and its pathogens are mainly Verticillium dahliae and Verticillium alboatrum, belonging to Dematiaceae, Moniliaceae, Verticillium genus of Deuteromycotina. Its hosts are very extensive and can infect cotton, tomato, eggplant, green pepper, melon, okra, Chinese cabbage, radish, soybean, chrysanthemum, rose, etc.

[0003] In China, cotton verticillium wilt and verticillium wilt of some fruit and vegetable crops have a greater impact on agricultural production, especially cotton verticillium wilt caused by Verticillium dahliae is more serious. Cotton verticillium wilt is the "number one disease" of cotton, with a wide range of transmission routes. Multiple media such as cotton seeds, diseased residues, soil, fertilizer water, and farm tools can spread it. The damage is serious. In the light case, the leaves turn yellow and lose green, the flower buds and bolls fall off, and the yield is severely reduced. In the heavy case, the whole plant dies in patches, resulting in no yield. The currently registered fungicides for controlling verticillium wilt are only Bacillus subtilis, oligochitosan, ethyl garlicin, and chloropicrin. Because their field efficacy performances are not ideal, this disease is called the "cancer" of cotton.

[0004] At present, it is reported that picoxystrobin can effectively control the occurrence and damage of plant diseases such as sclerotinia rot, gray mold, leaf mold, Alternaria leaf spot, scab, brown spot, and head blight. Its structural formula is as follows:

[0005]

[0006] After consulting a considerable amount of information, there are no literature reports on the use of the fungicide picoxystrobin for controlling plant verticillium wilt, nor are there any products and usage methods of the fungicide picoxystrobin applied to control plant verticillium wilt.

[0007] In order to meet the needs of agricultural production, further expand the use range of the fungicide picoxystrobin, and solve the problems in agricultural production, the inventors of the present invention have been committed to the research on the activity and application technology of the fungicide picoxystrobin. Summary of the Invention

[0008] The purpose of the present invention is a fungicide for controlling plant verticillium wilt and its application.

[0009] To achieve the above purpose, the technical solution adopted by the present invention is:

[0010] Application of 5-(4-chlorophenyl)-2,3-dimethyl-3-(pyridin-3-yl)isoxazoline in controlling plant verticillium wilt.

[0011] The 5-(4-chlorophenyl)-2,3-dimethyl-3-(pyridin-3-yl)isoxazoline is picoxystrobin, and its structural formula is

[0012]

[0013] Application of picoxystrobin in controlling plant verticillium wilt caused by Verticillium dahliae and Verticillium albo-atrum.

[0014] The picoxystrobin is applied before the plant is infected or in the initial stage of infection.

[0015] The picoxystrobin is a picoxystrobin compound or a preparation containing picoxystrobin; wherein, the content of picoxystrobin during application is 0.5 - 40000 mg / L, preferably 4 - 16 mg / L.

[0016] The preparation containing picoxystrobin is an aqueous or oily suspension, oil dispersant, seed coating agent, microcapsule agent, solid preparation, wettable powder, granule.

[0017] The above-mentioned recorded preparations can be obtained by the preparation methods recorded in the literature.

[0018] The picoxystrobin of the present invention can be applied by ordinary methods such as spraying, drip irrigation, flushing, seed dressing, seed coating, poison soil method, etc., and the suitable application period is before the plant is infected or in the initial stage of infection.

[0019] The advantages of the present invention are as follows:

[0020] The fungicide picoxystrobin of the present invention is particularly suitable for controlling the following plant diseases: verticillium wilt of solanaceous plants, verticillium wilt of cucurbitaceous plants, verticillium wilt of malvaceous plants, verticillium wilt of cruciferous plants, verticillium wilt of leguminous plants, verticillium wilt of compositae plants, verticillium wilt of rosaceous plants, etc. At the same time, it can be seen from the effect data that under in vitro conditions, picoxystrobin has extremely high bactericidal activity against Verticillium dahliae; on living potted seedlings, picoxystrobin has excellent control effects on cotton verticillium wilt, eggplant verticillium wilt, etc.

[0021] At the same time, the fungicide of the present invention is safe for plants, and seed treatment or foliar spraying has no impact on plant growth; the disease prevention effect is remarkable, and the yield increase is obvious; the dosage is low, reducing the impact on the environment, and significantly reducing the agricultural cost. Specific embodiments

[0022] The following specific examples are used to illustrate the present invention in detail, but the present invention is by no means limited to these examples. All percentages in the formulations are weight percentages.

[0023] In the following examples, the active ingredient is picoxystrobin, CAS: 847749-37-5; or the formulation can be purchased commercially or prepared according to the following description.

[0024] Formulation Preparation and Biological Activity Examples

[0025] 1. Preparation of Emulsifiable Concentrate

[0026] According to the formulation requirements, add the solvent, active ingredient, and emulsifier respectively, mix evenly, and dissolve by heating in a hot water bath if necessary to obtain a transparent emulsifiable concentrate.

[0027] Example 1 (25% Emulsifiable Concentrate)

[0028] Picoxystrobin 25%, Nongru 507 # 8%, Nongru OX-635 3%, Nongru MOA-3 2%, methanol 10%, xylene to make up 100%.

[0029] 2. Preparation of Emulsion in Water

[0030] Mix the active ingredient, solvent, emulsifier, and co-emulsifier together to dissolve into a homogeneous oil phase. Mix water, antifreeze, etc. together to form a homogeneous water phase. Under high-speed stirring, add the water phase to the oil phase or the oil phase to the water phase to form an emulsion in water with good dispersion.

[0031] Example 2 (25% Emulsion in Water)

[0032] Picoxystrobin 25%, polyvinyl alcohol 0.8%, alkyl aryl formaldehyde resin polyoxyethylene ether 8.5%, alkyl-diethylene glycol ether-sulfonate 2.5%, tetradecanol 0.5%, Nongru 2201 13%, Nongru MOA-3 5.8%, dimethylformamide 10%, ethylene glycol 5%, water to make up 100%.

[0033] 3. Preparation of Water Dispersible Granules

[0034] Mix and pulverize the active ingredient, powdery carrier, wetting and spreading agent, binder, etc., then add water to knead, and add it to a granulator equipped with a certain specification sieve to granulate. Then dry and screen (according to the sieve range) to obtain granular products.

[0035] Example 3 (10% Water Dispersible Granules)

[0036] Picoxystrobin 10%, methylnaphthalenesulfonate formaldehyde condensate 12%, polyvinylpyrrolidone 2%, sodium dodecyl sulfate 10%, soluble starch 15%, gypsum to make up 100%.

[0037] 4. Preparation of Suspension Concentrate

[0038] According to the formulation requirements, using water as the medium, add the technical material, dispersant, suspending agent, antifreeze agent, etc. into the sand mill kettle, grind them finely to prepare a suspension concentrate.

[0039] Example 4 (25% suspension concentrate)

[0040] 25% of boscalidoxazole, 5% of sodium naphthalene sulfonate formaldehyde condensate, 0.08% of xanthan gum, 0.1% of silica white, 4.0% of agricultural emulsifier 0201B, 4% of ethylene glycol, a little defoamer, and water to make up to 100%.

[0041] 5. Preparation of seed coating agent

[0042] According to the formulation requirements, using water as the medium, add the technical material, dispersant, suspending agent, warning color, film-forming agent, antifreeze agent, etc. into the sand mill kettle, grind them finely to prepare a suspension seed coating agent.

[0043] Example 5 (5% suspension seed coating agent)

[0044] 5% of boscalidoxazole, 5% of sodium naphthalene sulfonate formaldehyde condensate, 0.08% of xanthan gum, 0.1% of silica white, 4.0% of agricultural emulsifier 0201B, 4% of ethylene glycol, 4 - 5% of basic fuchsin, 3 - 4% of polyvinyl alcohol, 0.1 - 1% of preservative, a little defoamer, and water to make up to 100%.

[0045] 6. Antibacterial activity in vitro

[0046] Determine the antibacterial activity of 83.5% boscalidoxazole technical material, 95% ethychlozate technical material, 80% mancozeb wettable powder, 95% diethofencarb technical material, 96% boscalid technical material, 91% sodium dichloroisocyanurate technical material, 50% copper hydroxide wettable powder, 5% oligosaccharins aqueous solution and 100 billion spores / gram bacillus subtilis wettable powder against Verticillium dahliae in the laboratory by the growth rate method. The culture medium is PDA medium. Inoculate the pathogenic bacteria 2 hours after treatment and culture under the condition of 26°C without light. Investigate the colony diameter 10 days later.

[0047]

[0048] Example 6 (Antibacterial activity in vitro)

[0049]

[0050] Note: The antibacterial activity of bacillus subtilis is determined by the plate smearing method.

[0051] 7. Control effect on living potted seedlings I (direct seeding and watering)

[0052] In the greenhouse, the selected cotton seeds (Chuangyoumian 168) were sown in nutrient pots with a diameter of 7 cm, and inoculated with pathogenic bacteria (Verticillium dahliae that had grown on PDA medium for 15 days, with a mycelial cake diameter of 1 cm) together with the seeds. After covering the soil with soil, sufficient water was poured, and then the liquid medicine (50 ml / pot) was irrigated. The liquid medicine concentrations of 25% picoxystrobin emulsifiable concentrate, 30% ethyllicin emulsifiable concentrate, 80% mancozeb wettable powder, and 5% oligosaccharin aqueous solution were all 16 mg / L, 8 mg / L, 4 mg / L, 2 mg / L, 1 mg / L, and water was set as the control. Each treatment had 10 replicates. After 90 days of cultivation, the number of diseased plants and the number of effective cotton bolls were investigated, and the control effect of the medicament was calculated based on the incidence rate, and the yield increase rate of the medicament was calculated based on the number of bolls.

[0053]

[0054]

[0055]

[0056] Example 7 (Control effect of direct seeding and irrigation)

[0057]

[0058] Example 7-1 (Yield increase effect of direct seeding and irrigation)

[0059]

[0060] 8. Control effect of live potted seedlings II (transplanting and irrigation)

[0061] In the greenhouse, eggplant seedlings at the 4-leaf stage (Shandong Dahongpao) with uniform growth were transplanted into nutrient pots with a diameter of 12 cm, and inoculated with pathogenic bacteria (Verticillium dahliae that had grown on PDA medium for 15 days, with a mycelial cake diameter of 1 cm). After sufficient water was poured, the liquid medicine (120 ml / pot) was irrigated. The liquid medicine concentrations of 25% picoxystrobin emulsifiable concentrate, 30% ethyllicin emulsifiable concentrate, 80% mancozeb wettable powder, and 5% oligosaccharin aqueous solution were all 16 mg / L, 8 mg / L, 4 mg / L, 2 mg / L, 1 mg / L, and water was set as the control. Each treatment had 5 replicates. After 30 days of cultivation, the number of diseased plants was investigated, and the control effect of the medicament was calculated based on the incidence rate.

[0062]

[0063]

[0064] Example 8 (Control effect of transplanting and irrigation)

[0065]

[0066] 9. Control Effect of Live Potted Seedlings III (Seed Treatment)

[0067] Weigh the samples of 25% pyrimethanil oxazole emulsifiable concentrate, 30% ethyllicin emulsifiable concentrate, 80% mancozeb wettable powder, and 5% oligosaccharin aqueous solution respectively, and then prepare the liquid medicines with concentrations of 40,000 mg / L, 20,000 mg / L, 10,000 mg / L, and 5,000 mg / L after adding water. Then mix the selected cotton seeds (Chuangyoumian 168) with the liquid medicines (liquid medicine:seed ratio = 1:50), and then dry them naturally. Set the clear water as the control. Sow the treated cotton seeds in the nutrient pots with a diameter of 7 cm in the greenhouse, and inoculate the pathogenic bacteria (Verticillium dahliae that has grown on the PDA medium for 15 days, with the diameter of the fungus cake being 1 cm) together with the seeds. After covering the soil, water thoroughly. Each treatment has 10 replicates. After culturing for 70 days, investigate the number of diseased plants, and calculate the control effect of the medicament based on the incidence rate.

[0068]

[0069]

[0070] Example 9 (Control Effect of Seed Treatment)

[0071]

Claims

1. Application of 5-(4-chlorophenyl)-2,3-dimethyl-3-(pyridin-3-yl)isoxazoline in controlling plant Verticillium wilt.

2. The application according to claim 1, wherein: The 5-(4-chlorophenyl)-2,3-dimethyl-3-(pyridin-3-yl)isoxazoline is picoxystrobin, and its structural formula is 3. The application according to claim 1 or 2, characterized in that: Application of picoxystrobin in controlling plant Verticillium wilt caused by Verticillium dahliae and Verticillium albo-atrum.

4. The application according to claim 3, wherein: The picoxystrobin is applied before the plant is infected or at the initial stage of infection.

5. The application according to any one of claims 1-4, characterized in that: The picoxystrobin is a picoxystrobin compound or a preparation containing picoxystrobin; wherein, the content of picoxystrobin is 0.5 - 40000 mg / L when applied.