CN116349684A - Fungicidal composition containing sterol biosynthesis inhibitor bactericide and application thereof - Google Patents

Fungicidal composition containing sterol biosynthesis inhibitor bactericide and application thereof Download PDF

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CN116349684A
CN116349684A CN202111614424.3A CN202111614424A CN116349684A CN 116349684 A CN116349684 A CN 116349684A CN 202111614424 A CN202111614424 A CN 202111614424A CN 116349684 A CN116349684 A CN 116349684A
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alkyl
methyl
acid
general formula
active component
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兰杰
李志念
杨吉春
单忠刚
孙芹
孙庚�
李轲轲
王斌
刘长令
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Jiangsu Yangnong Chemical Co Ltd
Shenyang Sinochem Agrochemicals R&D Co Ltd
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Jiangsu Yangnong Chemical Co Ltd
Shenyang Sinochem Agrochemicals R&D Co Ltd
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    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/64—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with three nitrogen atoms as the only ring hetero atoms
    • A01N43/647—Triazoles; Hydrogenated triazoles
    • A01N43/653—1,2,4-Triazoles; Hydrogenated 1,2,4-triazoles
    • A—HUMAN NECESSITIES
    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
    • A01N—PRESERVATION OF BODIES OF HUMANS OR ANIMALS OR PLANTS OR PARTS THEREOF; BIOCIDES, e.g. AS DISINFECTANTS, AS PESTICIDES OR AS HERBICIDES; PEST REPELLANTS OR ATTRACTANTS; PLANT GROWTH REGULATORS
    • A01N55/00—Biocides, pest repellants or attractants, or plant growth regulators, containing organic compounds containing elements other than carbon, hydrogen, halogen, oxygen, nitrogen and sulfur

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  • Life Sciences & Earth Sciences (AREA)
  • Agronomy & Crop Science (AREA)
  • Pest Control & Pesticides (AREA)
  • Plant Pathology (AREA)
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  • Engineering & Computer Science (AREA)
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  • General Health & Medical Sciences (AREA)
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  • Agricultural Chemicals And Associated Chemicals (AREA)

Abstract

The invention belongs to the field of agricultural bactericides, and in particular relates to a fungicidal composition and application thereof. The composition comprises A, B two active components, wherein the weight ratio of the active component A to the active component B is 1:99-99:1; the active component A is selected from compounds shown in the following general formula I and salts thereof, and the active component B is selected from sterol biosynthesis inhibitor bactericides. The fungicidal compositions according to the invention are particularly suitable for controlling a wide variety of phytopathogenic fungal diseases, such as powdery mildew, cladosporium cucumerinum, rust disease, leaf mold, sheath blight or damping off.

Description

Fungicidal composition containing sterol biosynthesis inhibitor bactericide and application thereof
Technical Field
The invention belongs to the field of agricultural bactericides, and in particular relates to a fungicidal composition containing substituted triazolinone ether compounds and sterol biosynthesis inhibitor bactericides and application thereof.
Background
Patent CN 102336744B discloses a compound containing substituted triazolinone ether and its use, wherein the compound shown in the following general formula I is reported to have good activity against various fungal diseases.
Figure BDA0003436278970000011
The sterol biosynthesis inhibitor bactericide influences the formation of fungal cell walls by blocking the biosynthesis of fungal ergosterol, and has good control effect on most fungal diseases which damage crop growth. Most of sterol biosynthesis inhibitor bactericides have the active characteristics of high efficiency, long acting, strong systemic property and the like, but have single action mechanism and action site, are frequently used for a long time, and part of varieties lose the original high efficiency due to resistance, so that the control effect on some diseases is obviously reduced.
The research and the application of the composition can effectively delay the generation of drug resistance of pathogens, improve the drug effect and prolong the life cycle of the medicament. The mixing of the bactericides and the mixing of the bactericides with other medicines depends on the action mechanism of the medicines, systemic conductivity, complementarity of control objects, antagonism after the medicines are mixed, and the like, and the effects after the medicines are mixed are various, so that ideal results can be presented, and negative effects can be presented.
Disclosure of Invention
The invention aims to provide a fungicidal synergistic composition containing a substituted triazolinone ether compound and a sterol biosynthesis inhibitor bactericide and application thereof, so as to delay the generation of drug resistance of pathogenic bacteria and prolong the service life of the medicament.
In order to achieve the above purpose, the invention adopts the following technical scheme:
a fungicidal composition comprising A, B two active components, wherein the weight ratio of active component A to active component B is 1:99-99:1;
the active component A is a compound shown in a general formula I or a salt thereof.
Figure BDA0003436278970000021
Wherein:
q is selected from Q1 or Q2 as shown below:
Figure BDA0003436278970000022
w is selected from O;
R 1 selected from methyl;
when Q is selected from Q1: r is R 2 Selected from hydrogen, halogen, cyano, nitro, CH 2 CN, C1-C6 alkyl, halogenated C1-C6 alkyl or C3-C6 cycloalkyl, R 3 Selected from hydrogen, C1-C6 alkyl or halogenated C1-C6 alkyl;
when Q is selected from Q2: r is R 2 Selected from halogen, C1-C6 alkyl, halogenated C1-C6 alkyl or C3-C6 cycloalkyl, R 3 Selected from C1-C6 alkyl or halogenated C1-C6 alkyl;
R 4 selected from halogen, cyano, nitro, hydroxy, C1-C4 alkyl, halogenated C1-C3 alkyl, C1-C3 alkoxy, halogenated C1-C3 alkoxy, C1-C3 alkylthio, C1-C3 alkylPhenylsulfonyl, phenyl or phenyloxy, unsubstituted or substituted with 1 to 5 groups independently selected from chloro, bromo, fluoro, nitro, cyano, trifluoromethyl, C1-C3 alkyl, C1-C3 alkoxy or halo C1-C3 alkoxy; n=0-5;
R 5 、R 6 and may be the same or different and are each selected from hydrogen, halogen, nitro, cyano, C1-C6 alkyl, halogenated C1-C6 alkyl, C1-C6 alkoxy, halogenated C1-C6 alkoxy, C1-C6 alkylthio, C1-C6 alkylsulfonyl, phenyl, pyridyl, furyl, thienyl or thiazolyl, which are unsubstituted or substituted with 1 to 5 groups independently selected from halogen, cyano, nitro, CO2 (C1-C4 alkyl), C1-C6 alkyl, halogenated C1-C6 alkyl, C1-C6 alkoxy, halogenated C1-C6 alkoxy, C1-C6 alkylthio or C1-C6 alkylsulfonyl;
y is selected from halogen, OR 7 、SR 7 、SOR 7 、SO 2 R 7 Or NHR 7 The method comprises the steps of carrying out a first treatment on the surface of the Wherein R is 7 Selected from hydrogen or C1-C4 alkyl;
the active component B is selected from tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, myclobutanil B5, prothioconazole B6, metconazole B7, penconazole B8, triazolone B9, hexaconazole B10, flusilazole B11, high-efficiency diniconazole B12, diniconazole B13, triadimenol B14, cyproconazole B15, fluquinconazole B16, flutriafol B17, tetraconazole B18, imazalil B19, penconazole B20, ipconazole B21, triticonazole B22, bitertanol B23, epoxiconazole B24, imazalil B25, high-efficiency imazalil B26, epoxiconazole B27, triflumizole B28, epoxiconazole B29, pyribenzoxim B30, chlorpyrimol B31, fenbuconazole B32, fenpropidin B33, morpholine B34, amiloride B35, flupyrimol B36, fluquinconazole B37 or prochloraz B38.
Preferably, the active component A is selected from compounds represented by the general formula I or salts thereof.
In the general formula:
q is selected from Q1 or Q2 as shown below:
w is selected from O;
R 1 selected from methyl groups；
When Q is selected from Q1: r is R 2 Selected from hydrogen, fluorine, chlorine, bromine or C1-C4 alkyl, R 3 Selected from hydrogen or C1-C6 alkyl;
when Q is selected from Q2: r is R 2 Selected from C1-C4 alkyl, R 3 Selected from C1-C6 alkyl;
R 4 selected from halogen, cyano, nitro, C1-C4 alkyl, halogenated C1-C3 alkyl, C1-C3 alkoxy, halogenated C1-C3 alkoxy or C1-C3 alkylsulfonyl;
n＝0-3；
R 5 、R 6 which may be the same or different, are each selected from hydrogen, chlorine, bromine, fluorine, nitro, cyano, C1-C4 alkyl, halogenated C1-C4 alkyl, C1-C4 alkoxy or halogenated C1-C4 alkoxy;
y is selected from Cl, OR 7 Or SR (S.J) 7 The method comprises the steps of carrying out a first treatment on the surface of the Wherein R is 7 Selected from C1-C4 alkyl;
the salt of the compound shown in the general formula I is the salt formed by the compound shown in the general formula I and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methanesulfonic acid, p-toluenesulfonic acid, benzoic acid, phthalic acid, maleic acid and fumaric acid;
the active component B is selected from one or more of tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, myclobutanil B5, prothioconazole B6, metconazole B7, penconazole B8, triazolone B9, hexaconazole B10, flusilazole B11, high-efficiency diniconazole B12, diniconazole B13, triadimenol B14, cyproconazole B15, fluquinconazole B16, flutriafol B17, tetraconazole B18, imibenconazole B19, penconazole B20, ipconazole B21, triticonazole B22, bitertanol B23, epoxiconazole B27, myclobutanil B28, penconazole B31, fenbuconazole B32, fenbuconazole B35, fluben-pyrimidol B36, fluxaconazole B37, ipfentrifluconazole B38 and prochloraz B39;
A. the weight ratio of the two active components is 1:50-50:1.
Further preferably, the active component A is selected from the group consisting of compounds of formula I or salts thereof.
In the general formula:
q is selected from Q1 or Q2;
w is selected from O;
R 1 selected from methyl;
when Q is selected from Q1: r is R 2 Selected from hydrogen or methyl, R 3 Selected from hydrogen, methyl or ethyl;
when Q is selected from Q2: r is R 2 Selected from methyl, R 3 Selected from methyl;
R 4 selected from halogen, cyano, nitro, methyl, ethyl, isopropyl, t-butyl, CF 3 、CH 3 O or CF 3 O；
n＝0-3；
R 5 、R 6 May be the same or different and are each selected from hydrogen, chlorine, bromine, fluorine or C1-C4 alkyl;
y is selected from Cl, CH 3 O or CH 3 S；
The salt of the compound shown in the general formula I is the salt formed by the compound shown in the general formula I and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methanesulfonic acid, p-toluenesulfonic acid and benzoic acid;
the active component B is selected from one or more of tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, myclobutanil B5, prothioconazole B6, metconazole B7, penconazole B8, triazolone B9, hexaconazole B10, flusilazole B11, high-efficiency diniconazole B12, cyproconazole B15, fluquinconazole B16, flutriafol B17, tetraconazole B18, penconazole B20, ipconazole B21, triticonazole B22, epoxiconazole B27, myclobutanil B28, chlorpyrimidol B31, fenbuconazole B32, amibenclamide B35, fluconazole B37, ipfentrifluconazole B and prochloraz B39;
the weight ratio of the A, B active components is 1:20-20:1.
Still further preferably, the active ingredient a is selected from the group consisting of compounds of formula I or salts thereof.
In the general formula:
q is selected from Q2;
w is selected from O;
R 1 selected from methyl;
R 2 selected from methyl, R 3 Selected from methyl;
R 4 selected from fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, isopropyl, tert-butyl, CF 3 、CH 3 O or CF 3 O；
n=0, 1, 2 or 3;
R 5 、R 6 may be the same or different and are each selected from hydrogen, chlorine, bromine, fluorine, methyl, ethyl or isopropyl;
y is selected from Cl or CH 3 O；
The salt of the compound shown in the general formula I is a salt formed by the compound shown in the general formula I and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid and acetic acid;
the active component B is selected from one or more of tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, myclobutanil B5, prothioconazole B6, metconazole B7, penconazole B8, triazolone B9, hexaconazole B10, flusilazole B11, high-efficiency diniconazole B12, cyproconazole B15, fluquinconazole B16, flutriafol B17, tetraconazole B18, penconazole B20, ipconazole B21, triticonazole B22, epoxiconazole B27, fenbuconazole B32, fenbuconazole B35, triflumizole B37 and ipfentrifluconazole B;
the weight ratio of the A, B active components is 1:10-10:1.
Still further preferably, the active ingredient a is selected from the group consisting of compounds of formula I or salts thereof.
In the general formula:
q is selected from Q2; w is selected from O; r is R 1 Selected from methyl; r is R 2 Selected from methyl, R 3 Selected from methyl; n=0; r is R 5 、R 6 Are all selected from hydrogen; y is selected from CH 3 O)；
Or Q is selected from Q2; w is selected from O; r is R 1 Selected from methyl; r is R 2 Selected from methyl, R 3 Selected from methyl; r is R 4 Selected from fluorine; n=1; r is R 5 、R 6 Are all selected from hydrogen; y is selected from CH 3 O)；
Or Q is selected from Q2; w is selected from O; r is R 1 Selected from methyl; r is R 2 Selected from methyl, R 3 Selected from methyl; r is R 4 Selected from chlorine; n=1; r is R 5 、R 6 Are all selected from hydrogen; y is selected from CH 3 O)；
The salt of the compound shown in the general formula I is a salt formed by the compound shown in the general formula I, hydrochloric acid and sulfuric acid;
the active component B is selected from one or more of tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, prothioconazole B6, metconazole B7, penconazole B8, hexaconazole B10, flusilazole B11, tetraconazole B18, ipconazole B21, and triticonazole B22 and ipfentrifluconazole B38;
the weight ratio of the A, B active components is 1:4-4:1.
Use of a fungicidal composition for the preparation of a medicament for controlling phytopathogenic fungal diseases.
The plant pathogenic fungus disease is plant powdery mildew, rust disease, scab, banded sclerotial blight, black nevus or damping off.
The composition of the present invention is used at a concentration of 5 to 500mg/L (active ingredient content, the same applies hereinafter) in the crop planting area, preferably 50 to 200mg/L, depending on the occurrence degree of crop diseases.
The composition of the invention comprises an active component A and at least one active component B which are prepared in advance or prepared on the site of use according to the proper proportion provided by the invention or the two components are used separately and sequentially.
The composition is suitable for the prevention and treatment of fungi diseases of trees (apples, rubber, pears, oranges, haws, chinese chestnut, peppers, medlar, mangoes, papaya and the like), vines (grapes), melons (tomatoes, eggplants, peppers, cucumbers, melons, white melons, watermelons, pumpkins, balsam pears, luffa, chayote, cucurbits, zucchini, carrots, lettuce and potatoes), beans (soybeans, peas, kidney beans and cowpeas), cereals (wheat, rice and corn), shallots and garlic (onions, garlic and onions), flowers and lawns, seed treatment, fruit preservation and other applications.
The fungicidal compositions according to the invention are particularly suitable for controlling the following plant diseases: powdery mildew of grape, powdery mildew of tomato, powdery mildew of eggplant, powdery mildew of capsicum powdery mildew of cucumber, powdery mildew of melon, powdery mildew of white gourd powdery mildew of grape, tomato, eggplant, pepper, cucumber, melon, white gourd powdery mildew of watermelon, pumpkin, bitter gourd, luffa, chayote, cucurbita pepo, and the like pumpkin powdery mildew, carrot powdery mildew, lettuce powdery mildew, soybean powdery mildew, pea powdery mildew, kidney bean powdery mildew, cowpea powdery mildew, potato black nevus disease, wheat rust, wheat sheath blight, wheat powdery mildew, wheat scab, rice sheath blight, corn rust, onion rust, rose powdery mildew, chrysanthemum powdery mildew, turf grass rust, damping off of various plants and the like.
The invention has the advantages that
The invention combines the active component A and the active component B according to different proportions, thereby effectively improving the disease control effect. After scientific calculation by adopting a professional formula, the observed efficacy values of the experimental proportions of the composition are higher than the calculated efficacy values, the synergistic effect is obvious, the generation of drug resistance of pathogenic bacteria is delayed, and the service life of the medicament is prolonged.
Detailed Description
The synergistic effect of the compositions of the present invention on harmful fungi is further illustrated by the following examples, but the invention is by no means limited thereto. Wherein the active components are the active component A and the sterol biosynthesis inhibitor fungicide B in the fungicidal composition; and the preparation of the active component A is described in patent CN 102336744B.
The test method and the evaluation method are as follows:
the active samples to be tested are respectively an active component A, an active component B, and a composition of the active component A and the active component B.
The active component A is an active component A1 or an active component A2; wherein A2 is a salt formed by the compound A1 and sulfuric acid.
The active component A is a compound A1 shown in a general formula I (taking the compound as an example):
Figure BDA0003436278970000061
in the general formula:
q is selected from Q2 shown below:
Figure BDA0003436278970000062
w is selected from O; r is R 1 Selected from methyl; r is R 2 Selected from methyl, R 3 Selected from methyl; n=0; r is R 5 、R 6 Are all selected from hydrogen; y is selected from CH 3 O); namely, the compound A1.
The active component A2 is a salt formed by the compound A1 and sulfuric acid;
the active components B are tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, prothioconazole B6, metconazole B7, flusilazole B11 and tetraconazole B18.
The composition to be tested is a composition which is composed of an active component A1, tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, prothioconazole B6, metconazole B7, flusilazole B11 and tetraconazole B18 respectively; or a composition consisting of an active component A2, tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, prothioconazole B6, metconazole B7, flusilazole B11 and tetraconazole B18.
The specific mode is as follows:
dissolving the above active components or compositions with acetone or water (the volume ratio of acetone to spray amount is equal to or less than 0.05), diluting with water containing 0.1% Tween 80, and preparing into desired concentration solution to be tested, and mixing the solutions to be tested according to a set proportion. And spraying the liquid to be detected on the disease host plants on a crop sprayer, and inoculating the disease after 24 hours. According to the disease characteristics, the disease plants which need to be subjected to temperature control and moisture preservation culture are inoculated and then placed in a climatic chamber for culture, and after the infection of the disease is completed, the plants are transferred into a greenhouse for culture. After the control is sufficiently ill, the percentage of leaf area of the pathogen-infected crop is determined and calculated using the Abbot formula to obtain the observed efficacy (W):
W＝(1-α/β)×100
wherein:
alpha: percent fungal infestation of the treated crop;
beta: percent fungal infestation of untreated (control) crops;
efficacy of "0" means that the level of infestation of the treated crop is the same as the level of infestation of the untreated control crop; efficacy of "100" means that the treated crop was not infested.
The expected efficacy (calculated efficacy) of the composition was determined using the Colby formula (see r.s. Colby, weeds, 1967, 15, 20-22) and compared to the observed efficacy.
E＝X+Y–XY/100
Wherein:
e: the expected efficacy (calculated efficacy in the tables below) when using the compositions of active components a and B at concentrations a and B, expressed as% of untreated control;
x: efficacy of active ingredient a at a concentration a was used, expressed as% of untreated control;
y: the efficacy of active ingredient B at a concentration B was used, expressed as% of untreated control.
When the observed efficacy value is greater than the calculated efficacy value, the composition is indicated to have a synergistic effect; when the observed efficacy value is equal to the calculated efficacy value, the composition is indicated to be additive; when the observed efficacy value is less than the calculated efficacy value, the composition is indicated to be antagonistic.
Example 1 test for controlling wheat powdery mildew
The seedling of wheat in the two-leaf stage of pot plant of Liaochun 15 is sprayed with water solution of each active component or composition, the concentration of the active component is shown in the following table, and after 24 hr, wheat powdery mildew spores are shaken off on wheat leaves and cultured in a greenhouse for 7 days, and the development degree of germ infection on the leaves is measured.
The activity data of each individual active component and the composition of the invention for preventing and treating wheat powdery mildew are shown in tables 1 and 2.
The results show that the observed efficacy values of the compositions are all greater than the calculated efficacy values, and that the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 1 Activity of the individual active ingredients
Figure BDA0003436278970000071
Figure BDA0003436278970000081
TABLE 2 Activity of the compositions of the invention
Figure BDA0003436278970000082
Figure BDA0003436278970000091
Example 2 test for controlling wheat rust
The potted two-leaf wheat seedlings of the variety Liaochun 15 were sprayed with an aqueous solution of each active ingredient or composition (the concentrations of the active ingredients are shown in the following table), inoculated with a wheat rust spore suspension after 24 hours, and cultured in a greenhouse for 7 days, and the extent of development of pathogen infection on the leaves was determined.
The activity data of each individual active ingredient and the composition of the invention for controlling wheat rust are shown in tables 3 and 4.
The results show that the observed efficacy values of the compositions are all greater than the calculated efficacy values, and that the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 3 Activity of the individual active ingredients
Figure BDA0003436278970000092
4 Activity of the inventive composition
Figure BDA0003436278970000101
Figure BDA0003436278970000111
Example 3 test for controlling powdery mildew of cucumber
The two-leaf stage cucumber seedlings of the variety Xintaimi thorns are sprayed with an aqueous solution (the concentration is shown in the table below) of each active component or composition, after 24 hours, the cucumber powdery mildew spore suspension is inoculated on cucumber leaves and cultivated in a greenhouse, and after 15 days, the development degree of pathogen infection on the leaves is measured.
The activity data of each individual active ingredient and the composition of the invention for controlling powdery mildew of cucumber are shown in tables 5 and 6.
The results show that the observed efficacy values of the compositions are all greater than the calculated efficacy values, and that the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 5 Activity of the individual active ingredients
Figure BDA0003436278970000112
TABLE 6 Activity of the compositions of the invention
Figure BDA0003436278970000113
Figure BDA0003436278970000121
Example 4 test for controlling corn rust
The two-leaf stage potted corn seedlings with the variety "golden glutinous" are sprayed with aqueous solutions of the active components or compositions (the concentrations are shown in the table below), after 24 hours, corn leaf blades are inoculated with a corn rust spore suspension, and are cultivated in a climatic chamber, after the infection of the disease is completed, the seedlings are transferred into a greenhouse for cultivation, and after 12 days, the development degree of the infection of bacteria on the leaves is measured.
The activity data for corn rust for each individual active ingredient and the compositions of the present invention are shown in tables 7 and 8.
The results show that the observed efficacy values of the compositions are all greater than the calculated efficacy values, and that the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 7 Activity of the individual active ingredients
Figure BDA0003436278970000122
Figure BDA0003436278970000131
TABLE 8 Activity of the compositions of the invention
Figure BDA0003436278970000132
EXAMPLE 5 test for controlling soybean rust
Potted soybean seedlings (variety: liao beans 10) which grow neatly and consistently are selected, 2 true leaves are reserved at the growing points, the seedlings are subjected to spray treatment by using an aqueous solution of each active component or composition (the concentration is shown in the table below), soybean rust spore suspensions are inoculated after 24 hours, the seedlings are cultured in a climatic chamber, after the infection of diseases is completed, the seedlings are transferred into a greenhouse for culture, and the development degree of pathogen infection on the leaves is measured after 10 days.
The results of the activity data for each individual active ingredient and the compositions of the present invention for controlling soybean rust are shown in tables 9 and 10.
The results show that the observed efficacy values of the compositions are all greater than the calculated efficacy values, and that the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 9 Activity of the individual active ingredients
Figure BDA0003436278970000141
TABLE 10 Activity of the compositions of the invention
Figure BDA0003436278970000142
Figure BDA0003436278970000151
Example 6 test for controlling sheath blight of rice
Selecting rice potted seedlings (variety: liaoxing No. 2) which grow neatly and consistently, spraying with aqueous solutions of each active component or composition (the concentrations are shown in the following table), inoculating for 24 hours by a method of inoculating by a fungus block method, inoculating to the base of the rice seedlings, culturing in a greenhouse, and measuring the development degree of pathogen infection on leaf sheaths after 5 days.
The results of the activity data for controlling rice sheath blight disease of each individual active ingredient and the composition of the present invention are shown in tables 11 and 12.
The results show that the observed efficacy values of the compositions are all greater than the calculated efficacy values, and that the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 11 Activity of the individual active ingredients
Figure BDA0003436278970000152
TABLE 12 Activity of the compositions of the invention
Figure BDA0003436278970000161
Figure BDA0003436278970000171
Example 7 test for controlling wheat scab
Potted corn seedlings (variety: golden glutinous) which grow neatly and consistently are selected, sprayed with an aqueous solution (concentrations of each active ingredient or composition are as described in the following table), inoculated with a scab spore suspension after 24 hours, and cultured in a climatic chamber for 4 days, and the extent of development of pathogen infestation on the leaves is determined.
The results of the activity data for the control of wheat scab for each individual active ingredient and the compositions of the invention are shown in tables 13 and 14.
The results show that the observed efficacy values of the compositions are all greater than the calculated efficacy values, and that the compositions exhibit a synergistic effect over the range of the tested formulation.
TABLE 13 Activity of individual active Components
Figure BDA0003436278970000172
TABLE 14 Activity of the compositions of the invention
Figure BDA0003436278970000181
Figure BDA0003436278970000191

Claims (7)

1. A fungicidal composition comprising a sterol biosynthesis inhibitor fungicide, characterized in that: the composition comprises A, B two active components, wherein the weight ratio of the active component A to the active component B is 1:99-99:1;
the active component A is a compound shown in a general formula I or a salt thereof;
Figure FDA0003436278960000011
in the general formula:
q is selected from Q1 or Q2 as shown below:
Figure FDA0003436278960000012
w is selected from O;
R 1 selected from methyl;
when Q is selected from Q1: r is R 2 Selected from hydrogen, halogen, cyano, nitro, CH 2 CN, C1-C6 alkyl, halogenated C1-C6 alkyl or C3-C6 cycloalkyl, R 3 Selected from hydrogen, C1-C6 alkyl or halogenated C1-C6 alkyl;
when Q is selected from Q2: r is R 2 Selected from halogen, C1-C6 alkyl, halogenated C1-C6 alkyl or C3-C6 cycloalkyl, R 3 Selected from C1-C6 alkyl or halogenated C1-C6 alkyl;
R 4 selected from halogen, cyano, nitro, hydroxy, C1-C4 alkyl, halo C1-C3 alkyl, C1-C3 alkoxy, halo C1-C3 alkoxy, C1-C3 alkylthio, C1-C3 alkylsulfonyl, phenyl or phenoxy, unsubstituted or substituted with 1 to 5 groups independently selected from chloro, bromo, fluoro, nitro, cyano, trifluoromethyl, C1-C3 alkyl, C1-C3 alkoxy or halo C1-C3 alkoxy; n=0-5;
R 5 、R 6 and may be the same or different and are each selected from hydrogen, halogen, nitro, cyano, C1-C6 alkyl, halogenated C1-C6 alkyl, C1-C6 alkoxy, halogenated C1-C6 alkoxy, C1-C6 alkylthio, C1-C6 alkylsulfonyl, phenyl, pyridyl, furyl, thienyl or thiazolyl, which are unsubstituted or substituted with 1 to 5 groups independently selected from halogen, cyano, nitro, CO2 (C1-C4 alkyl), C1-C6 alkyl, halogenated C1-C6 alkyl, C1-C6 alkoxy, halogenated C1-C6 alkoxy, C1-C6 alkylthio or C1-C6 alkylsulfonyl;
y is selected from halogen, OR 7 、SR 7 、SOR 7 、SO 2 R 7 Or NHR 7 The method comprises the steps of carrying out a first treatment on the surface of the Wherein R is 7 Selected from hydrogen or C1-C4 alkyl;
the active component B is selected from tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, myclobutanil B5, prothioconazole B6, metconazole B7, penconazole B8, triazolone B9, hexaconazole B10, flusilazole B11, high-efficiency diniconazole B12, diniconazole B13, triadimenol B14, cyproconazole B15, fluquinconazole B16, flutriafol B17, tetraconazole B18, imazalil B19, penconazole B20, ipconazole B21, triticonazole B22, bitertanol B23, epoxiconazole B24, imazalil B25, high-efficiency imazalil B26, epoxiconazole B27, triflumizole B28, epoxiconazole B29, pyribenzoxim B30, chlorpyrimol B31, fenbuconazole B32, fenpropidin B33, morpholine B34, amiloride B35, flupyrimol B36, fluquinconazole B37 or prochloraz B38.
2. A fungicidal composition according to claim 1, characterized in that: the active component A is selected from compounds shown in a general formula I or salts thereof;
in the general formula:
q is selected from Q1 or Q2 as shown below:
w is selected from O;
R 1 selected from methyl;
when Q is selected from Q1: r is R 2 Selected from hydrogen, fluorine, chlorine, bromine or C1-C4 alkyl, R 3 Selected from hydrogen or C1-C6 alkyl;
when Q is selected from Q2: r is R 2 Selected from C1-C4 alkyl, R 3 Selected from C1-C6 alkyl;
R 4 selected from halogen, cyano, nitro, C1-C4 alkyl, halogenated C1-C3 alkyl, C1-C3 alkoxy, halogenated C1-C3 alkoxy or C1-C3 alkylsulfonyl;
n＝0-3；
R 5 、R 6 which may be the same or different, are each selected from hydrogen, chlorine, bromine, fluorine, nitro, cyano, C1-C4 alkyl, halogenated C1-C4 alkyl, C1-C4 alkoxy or halogenated C1-C4 alkoxy;
y is selected from Cl, OR 7 Or SR (S.J) 7 The method comprises the steps of carrying out a first treatment on the surface of the Wherein R is 7 Selected from C1-C4 alkyl;
the salt of the compound shown in the general formula I is the salt formed by the compound shown in the general formula I and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methanesulfonic acid, p-toluenesulfonic acid, benzoic acid, phthalic acid, maleic acid and fumaric acid;
the active component B is selected from one or more of tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, myclobutanil B5, prothioconazole B6, metconazole B7, penconazole B8, triazolone B9, hexaconazole B10, flusilazole B11, high-efficiency diniconazole B12, diniconazole B13, triadimenol B14, cyproconazole B15, fluquinconazole B16, flutriafol B17, tetraconazole B18, imibenconazole B19, penconazole B20, ipconazole B21, triticonazole B22, bitertanol B23, epoxiconazole B27, myclobutanil B28, penconazole B31, fenbuconazole B32, fenbuconazole B35, fluben-pyrimidol B36, fluxaconazole B37, ipfentrifluconazole B38 and prochloraz B39;
A. the weight ratio of the two active components is 1:50-50:1.
3. A fungicidal composition according to claim 2, characterized in that: the active component A is selected from compounds shown in a general formula I or salts thereof;
in the general formula:
q is selected from Q1 or Q2;
w is selected from O;
R 1 selected from methyl;
when Q is selected from Q1: r is R 2 Selected from hydrogen or methyl, R 3 Selected from hydrogen, methyl or ethyl;
when Q is selected from Q2: r is R 2 Selected from methyl, R 3 Selected from methyl;
R 4 selected from halogen, cyano, nitro, methyl, ethyl, isopropyl, t-butyl, CF 3 、CH 3 O or CF 3 O；
n＝0-3；
R 5 、R 6 May be the same or different and are each selected from hydrogen, chlorine, bromine, fluorine or C1-C4 alkyl;
y is selected from Cl, CH 3 O or CH 3 S；
The salt of the compound shown in the general formula I is the salt formed by the compound shown in the general formula I and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid, acetic acid, trifluoroacetic acid, oxalic acid, methanesulfonic acid, p-toluenesulfonic acid and benzoic acid;
the active component B is selected from one or more of tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, myclobutanil B5, prothioconazole B6, metconazole B7, penconazole B8, triazolone B9, hexaconazole B10, flusilazole B11, high-efficiency diniconazole B12, cyproconazole B15, fluquinconazole B16, flutriafol B17, tetraconazole B18, penconazole B20, ipconazole B21, triticonazole B22, epoxiconazole B27, myclobutanil B28, chlorpyrimidol B31, fenbuconazole B32, amibenclamide B35, fluconazole B37, ipfentrifluconazole B and prochloraz B39;
the weight ratio of the A, B active components is 1:20-20:1.
4. A fungicidal composition according to claim 2, characterized in that: the active component A is selected from compounds shown in a general formula I or salts thereof;
in the general formula:
q is selected from Q2;
w is selected from O;
R 1 selected from methyl;
R 2 selected from methyl, R 3 Selected from methyl;
R 4 selected from fluorine, chlorine, bromine, cyano, nitro, methyl, ethyl, isopropyl, tert-butyl, CF 3 、CH 3 O or CF 3 O；
n=0, 1, 2 or 3;
R 5 、R 6 may be the same or different and are each selected from hydrogen, chlorine, bromine, fluorine, methyl, ethyl or isopropyl;
y is selected from Cl or CH 3 O；
The salt of the compound shown in the general formula I is a salt formed by the compound shown in the general formula I and hydrochloric acid, sulfuric acid, phosphoric acid, formic acid and acetic acid;
the active component B is selected from one or more of tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, myclobutanil B5, prothioconazole B6, metconazole B7, penconazole B8, triazolone B9, hexaconazole B10, flusilazole B11, high-efficiency diniconazole B12, cyproconazole B15, fluquinconazole B16, flutriafol B17, tetraconazole B18, penconazole B20, ipconazole B21, triticonazole B22, epoxiconazole B27, fenbuconazole B32, fenbuconazole B35, triflumizole B37 and ipfentrifluconazole B;
the weight ratio of the A, B active components is 1:10-10:1.
5. The fungicidal composition of claim 4, wherein: the active component A is selected from compounds shown in a general formula I or salts thereof;
in the general formula:
q is selected from Q2; w is selected from O; r is R 1 Selected from methyl; r is R 2 Selected from methyl, R 3 Selected from methyl; n=0; r is R 5 、R 6 Are all selected from hydrogen; y is selected from CH 3 O)；
Or Q is selected from Q2; w is selected from O; r is R 1 Selected from methyl; r is R 2 Selected from methyl, R 3 Selected from methyl; r is R 4 Selected from fluorine; n=1; r is R 5 、R 6 Are all selected from hydrogen; y is selected from CH 3 O)；
Or Q is selected from Q2; w is selected from O; r is R 1 Selected from methyl; r is R 2 Selected from methyl, R 3 Selected from methyl; r is R 4 Selected from chlorine; n=1; r is R 5 、R 6 Are all selected from hydrogen; y is selected from CH 3 O)；
The salt of the compound shown in the general formula I is a salt formed by the compound shown in the general formula I, hydrochloric acid and sulfuric acid;
the active component B is selected from one or more of tebuconazole B1, propiconazole B2, difenoconazole B3, epoxiconazole B4, prothioconazole B6, metconazole B7, penconazole B8, hexaconazole B10, flusilazole B11, tetraconazole B18, ipconazole B21, and triticonazole B22 and ipfentrifluconazole B38;
the weight ratio of the A, B active components is 1:4-4:1.
6. Use of a fungicidal composition characterized in that: the fungicidal composition is used for preparing medicines for preventing and treating plant pathogenic fungi diseases.
7. The use of a fungicidal composition according to claim 6, wherein: the plant pathogenic fungus disease is plant powdery mildew, rust disease, scab, banded sclerotial blight, black nevus or damping off.
CN202111614424.3A 2021-12-27 2021-12-27 Fungicidal composition containing sterol biosynthesis inhibitor bactericide and application thereof Withdrawn CN116349684A (en)

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* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2011395A1 (en) * 2007-07-03 2009-01-07 Bayer CropScience AG Active compound combinations
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CN102336742A (en) * 2010-07-20 2012-02-01 中国中化股份有限公司 Substituted triazolinone ether compounds and application thereof
CN102336743A (en) * 2010-07-20 2012-02-01 中国中化股份有限公司 Triazoline ketone ether-substituted compound and application thereof
WO2013136275A1 (en) * 2012-03-15 2013-09-19 Isagro S.P.A. Synergistic compositions having a fungicidal activity and use thereof
CN111316987A (en) * 2018-12-14 2020-06-23 沈阳中化农药化工研发有限公司 Fungicidal composition and application thereof

Patent Citations (6)

* Cited by examiner, † Cited by third party
Publication number Priority date Publication date Assignee Title
EP2011395A1 (en) * 2007-07-03 2009-01-07 Bayer CropScience AG Active compound combinations
CN102336744A (en) * 2010-07-20 2012-02-01 中国中化股份有限公司 Substituted triazoline ether ketone class compound and application thereof as bactericide as well as insecticide and acaricide
CN102336742A (en) * 2010-07-20 2012-02-01 中国中化股份有限公司 Substituted triazolinone ether compounds and application thereof
CN102336743A (en) * 2010-07-20 2012-02-01 中国中化股份有限公司 Triazoline ketone ether-substituted compound and application thereof
WO2013136275A1 (en) * 2012-03-15 2013-09-19 Isagro S.P.A. Synergistic compositions having a fungicidal activity and use thereof
CN111316987A (en) * 2018-12-14 2020-06-23 沈阳中化农药化工研发有限公司 Fungicidal composition and application thereof

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