Use of 3-(4-fluorophenyl)prop-2-ynenitrile in the control of plant nematodes

Abstract

The application discloses application of 3-(4-fluorophenyl) prop-2-yne carbonitrile in prevention and treatment of plant root knot nematodes and belongs to the technical field of plant root knot nematode prevention and treatment. 50 It is found for the first time that 3-(4-fluorophenyl) prop-2-yne carbonitrile has significant insecticidal activity on southern root knot nematodes, the LC 3.109 μg / mL of 3-(4-fluorophenyl) prop-2-yne carbonitrile on southern root knot nematodes is 72 h, the average mortality reaches 92.5% when the application concentration is 48 μg / mL, and the 3-(4-fluorophenyl) prop-2-yne carbonitrile can be used as a novel and effective drug for plant root knot nematode prevention and treatment.

Description

TECHNICAL FIELD

[0001] The application belongs to the technical field of plant root-knot nematode control, and particularly relates to application of 3-(4-fluorophenyl)prop-2-yne carbonitrile in control of plant root-knot nematodes. BACKGROUND

[0002] As a microorganism parasitizing on plant roots, root-knot nematode can seriously damage plant roots, hinder normal absorption of nutrients and water by plants, cause plant growth retardation, leaf yellowing, and even whole plant death, and further cause great reduction in crop yield and quality; due to small size, fast reproduction speed, and strong concealment of root-knot nematode, and no obvious symptoms in the early stage of host plant infection, root-knot nematode control work is difficult to effectively carry out; in addition, root-knot nematode can interact with other pathogens to form a disease complex, further aggravating the harm to plants.

[0003] At present, root-knot nematode disease control faces many challenges, due to high concealment of the disease process and environmental differences in different regions, different sensitivities of root-knot nematodes to chemicals, which significantly increase the difficulty of control; traditional chemical nematicides were the main means for controlling root-knot nematodes, however, due to high toxicity, potential carcinogenic risk and serious environmental pollution, traditional chemical nematicides have been gradually banned or limited; therefore, developing new nematicides with high efficiency, low toxicity and environmental friendliness has become a key problem to be solved in the current agricultural field, which has important significance for effectively dealing with the severe challenges brought by root-knot nematodes and meeting the green and sustainable development of modern agriculture. SUMMARY

[0004] In order to overcome the problems existing in the prior art, the first object of the present application is to provide application of 3-(4-fluorophenyl)prop-2-yne carbonitrile in control of plant root-knot nematodes, and the second object is to provide an insecticide for controlling plant root-knot nematodes.

[0005] The first object of the present application is achieved by the application of 3-(4-fluorophenyl)prop-2-yne carbonitrile in control of plant root-knot nematodes, and the structural formula of 3-(4-fluorophenyl)prop-2-yne carbonitrile is shown as formula I:

[0006] I;

[0007] The root-knot nematode is southern root-knot nematode, and the LC 50 of 3-(4-fluorophenyl)prop-2-yne carbonitrile on southern root-knot nematode at 72h is 3.109 μg / mL.

[0008] The second object of the present application is achieved by the insecticide for controlling plant root-knot nematodes, which takes 3-(4-fluorophenyl)prop-2-yne carbonitrile as the main active ingredient or one of the active ingredients.

[0009] The 3-(4-fluorophenyl)prop-2-yne carbonitrile is from MCE (MedChem Express) company, and the present application first discovers that the 3-(4-fluorophenyl)prop-2-yne carbonitrile has significant insecticidal activity on the southern root-knot nematode, the LC 50 is 3.109 μg / mL, the average mortality reaches 92.5% when the concentration is 48 μg / mL, it is suitable for application when the southern root-knot nematode is in the second instar larva stage, and can be used as a new and effective drug selection for the prevention and treatment of plant root-knot nematode. BRIEF DESCRIPTION OF DRAWINGS

[0010] Figure 1 is the structural formula of the 3-(4-fluorophenyl)prop-2-yne carbonitrile;

[0011] Figure 2 is the calculation result of the toxicity determination of the 3-(4-fluorophenyl)prop-2-yne carbonitrile on the southern root-knot nematode in test example 1. DETAILED DESCRIPTION

[0012] The present application is described in detail below in combination with test examples, embodiments and drawings, but is not limited by any of the test example results; any transformation or improvement based on the technical teaching of the present application is within the protection scope of the present application.

[0013] The application of the 3-(4-fluorophenyl)prop-2-yne carbonitrile in the prevention and treatment of plant root-knot nematode, the structural formula of the 3-(4-fluorophenyl)prop-2-yne carbonitrile is shown as formula I:

[0014] I;

[0015] The root-knot nematode is the southern root-knot nematode, the LC 50 of the 3-(4-fluorophenyl)prop-2-yne carbonitrile on the southern root-knot nematode is 3.109 μg / mL.

[0016] The insecticide for preventing and treating plant root-knot nematode takes the 3-(4-fluorophenyl)prop-2-yne carbonitrile as the main active ingredient or one of the active ingredients.

[0017] Further, the insecticide is applied when the root-knot nematode develops to the second instar larva.

[0018] Further, the application method of the insecticide is root irrigation.

[0019] Further, the dosage form of the insecticide is water agent, water emulsion, wettable powder, soluble powder, soluble granule, suspension agent, tablet or effervescent granule.

[0020] The 3-(4-fluorophenyl)prop-2-yne nitrile is derived from a 50K Diversity Library of drug-like diversity compound library developed by MCE (MedChem Express) Company, more than 90% of the compounds in the compound library are new compounds, the Library ID of the 3-(4-fluorophenyl)prop-2-yne nitrile in the library is 175C-D8, the CAS Number is 575433-43-1, and the relative molecular mass is 145.1332; the nematocidal activity of the 3-(4-fluorophenyl)prop-2-yne nitrile is tested as follows:

[0021] Test Example 3-(4-fluorophenyl)prop-2-yne nitrile nematocidal activity test

[0022] 1. Prepare southern root-knot nematode test samples

[0023] Collect tomato roots infected with southern root-knot nematodes, wash the tomato roots with clean water, use tweezers to pick up the yellowish-white egg capsules in the plant root system, place them in a culture dish containing sterile water, and incubate in a 28°C constant temperature incubator for 24h. Collect the hatched southern root-knot nematodes J2 (second instar larvae) as southern root-knot nematode test samples.

[0024] 2. Test agent preparation

[0025] 2-1, dissolve 3-(4-fluorophenyl)prop-2-yne nitrile in 99.5% DMSO to prepare 3-(4-fluorophenyl)prop-2-yne nitrile test solutions with final concentrations of 0.3 μg / mL, 0.75 μg / mL, 1.5 μg / mL, 3 μg / mL, 6 μg / mL, 12 μg / mL, 24 μg / mL, and 48 μg / mL;

[0026] 2-2, use 99.5% DMSO as the control group agent.

[0027] 3. Test process

[0028] 3-1, test group: take 100 μL of test agent solution of different concentrations and inject into 20-hole plates, respectively, add 100 southern root-knot nematode test samples to each well, incubate at 28°C for 72h, then use an optical microscope to check and calculate the number of root-knot nematode deaths in each well;

[0029] 3-2, control group: take 100 μL of control group agent and inject into 20-hole plates, add 100 southern root-knot nematode test samples to the wells, incubate at 28°C for 72h, then use an optical microscope to check and calculate the number of southern root-knot nematode deaths in the wells;

[0030] Root-knot nematode death identification method: add 1-5 drops of 5wt% NaCl solution in the hole of the treatment plate, observe after 2 minutes; trunk stiffness, needle stimulation no response is dead insect, trunk curl or writhing is alive insect; mortality calculation formula as follows:

[0031] Mortality = (number of dead nematodes / (number of dead nematodes + number of surviving nematodes)) x 100%;

[0032] The test group is repeated three times, and the average mortality is obtained by taking the average of the three times.

[0033] 4、Test results

[0034] 4-1, The control group found no death in the hole of the southern root-knot nematode test sample at 72h, i.e. the mortality rate was 0%.

[0035] 4-2, According to the survival of the southern root-knot nematode test sample in each hole of the test group, based on the concentration of the test solution, the average mortality under each concentration, the 3-(4-fluorophenyl) prop-2-ynitrile nematocidal activity curve is drawn (see Figure 2 ); Figure 2 It is shown that the LC 50 of 3-(4-fluorophenyl) prop-2-ynitrile to southern root-knot nematode is 3.109 μg / mL at 72h, and the average mortality of southern root-knot nematode at 72h is 92.5% when the effective concentration of 3-(4-fluorophenyl) prop-2-ynitrile in the pesticide is 48 μg / mL.

[0036] According to the test results, 3-(4-fluorophenyl) prop-2-ynitrile has significant insecticidal activity against southern root-knot nematode and can be used for the prevention and control of plant root-knot nematode. When the effective concentration of 3-(4-fluorophenyl) prop-2-ynitrile in the pesticide is ≥48 μg / mL, an ideal killing effect can be obtained.

[0037] The following embodiments are to prepare insecticides for preventing and controlling plant root-knot nematodes

[0038] Example 1

[0039] The effective concentration of 3-(4-fluorophenyl) prop-2-ynitrile in the insecticide is 48 μg / mL with 3% ethanol aqueous solution as the solvent.

[0040] Example 2

[0041] The effective concentration of 3-(4-fluorophenyl) prop-2-ynitrile in the insecticide is 50 μg / mL with 2% ethanol aqueous solution as the solvent.

[0042] Example 3

[0043] The effective concentration of 3-(4-fluorophenyl) prop-2-ynitrile in the insecticide is 49 μg / mL with 4% ethanol aqueous solution as the solvent.

Claims

1. The application of 3-(4-fluorophenyl)prop-2-acetylonitrile in the control of plant root-knot nematodes, characterized in that, The structural formula of the 3-(4-fluorophenyl)prop-2-acetylonitrile is shown in Formula I: I； The plant root-knot nematode mentioned was *Nyctaginus spp.*, and the LC-MS concentration of 3-(4-fluorophenyl)prop-2-acetylenol against *Nyctaginus spp.* was determined by 3-(4-fluorophenyl)prop-2-acetylenol at 72 h. 50 It was 3.109 μg / mL.

2. An insecticide for controlling plant root-knot nematodes, characterized in that, The insecticide uses 3-(4-fluorophenyl)prop-2-acetylonitrile as the main active ingredient as described in claim 1, and the formulation of the insecticide is an aqueous solution, an emulsion, a wettable powder, a soluble powder, a soluble granule, a suspension, a tablet, or an effervescent granule.

3. The insecticide according to claim 2, characterized in that, The insecticide is applied when the root-knot nematode has developed into a second-instar larva.

4. The insecticide according to claim 2 or 3, characterized in that, The insecticide is applied by root irrigation.

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