CN110963963A - Pyridine amide compound and sterilization application thereof - Google Patents

Pyridine amide compound and sterilization application thereof Download PDF

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CN110963963A
CN110963963A CN201811146463.3A CN201811146463A CN110963963A CN 110963963 A CN110963963 A CN 110963963A CN 201811146463 A CN201811146463 A CN 201811146463A CN 110963963 A CN110963963 A CN 110963963A
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halo
radical
alkyl
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alkoxy
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刘鹏飞
刘玉猛
兰杰
叶艳明
孙芹
关爱莹
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Shenyang Sinochem Agrochemicals R&D Co Ltd
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    • C—CHEMISTRY; METALLURGY
    • C07—ORGANIC CHEMISTRY
    • C07D—HETEROCYCLIC COMPOUNDS
    • C07D213/00—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members
    • C07D213/02—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members
    • C07D213/04—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom
    • C07D213/60—Heterocyclic compounds containing six-membered rings, not condensed with other rings, with one nitrogen atom as the only ring hetero atom and three or more double bonds between ring members or between ring members and non-ring members having three double bonds between ring members or between ring members and non-ring members having no bond between the ring nitrogen atom and a non-ring member or having only hydrogen or carbon atoms directly attached to the ring nitrogen atom with hetero atoms or with carbon atoms having three bonds to hetero atoms with at the most one bond to halogen, e.g. ester or nitrile radicals, directly attached to ring carbon atoms
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    • C07D213/82—Amides; Imides in position 3
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    • A01—AGRICULTURE; FORESTRY; ANIMAL HUSBANDRY; HUNTING; TRAPPING; FISHING
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    • A01N43/00—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds
    • A01N43/34—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom
    • A01N43/40—Biocides, pest repellants or attractants, or plant growth regulators containing heterocyclic compounds having rings with one nitrogen atom as the only ring hetero atom six-membered rings

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Abstract

The invention discloses a pyridine amide compound and a sterilization application thereof, wherein the pyridine amide compound is shown as a general formula I:

Description

Pyridine amide compound and sterilization application thereof
Technical Field
The invention belongs to the field of bactericides. Relates to a pyridine amide compound and application thereof.
Background
Since fungicides are resistant to diseases after a period of use, there is a continuing need to invent new and improved compounds and compositions with bactericidal activity.
WO2017042142A1 reports that the following pyridine amide compound CK1 (the number in the patent is I-17) has the control effect of more than 70% on radish leaf spot, cucumber gray mold, wheat brown rust, barley net blotch, wheat leaf spot, melon powdery mildew, bean rust and soybean rust at the dose of 100 ppm.
Figure BDA0001816891380000011
In the prior art, the pyridine amide compounds with the structure shown as the general formula I are not reported.
Disclosure of Invention
The invention aims to provide a pyrazole amide compound with novel structure and better bactericidal activity, which can be applied to the prevention and treatment of diseases in agriculture, forestry or sanitation.
In order to achieve the purpose, the technical scheme of the invention is as follows:
a pyridine amide compound is shown as a general formula I:
Figure BDA0001816891380000012
in the formula:
r is selected from CF2H or CF3；
A is selected from O or S;
R1selected from hydrogen, halogen, cyano, nitro, hydroxy, amino, carboxyl, C1-C12Alkyl, halo C1-C12Alkyl radical, C1-C12Alkoxy, halo C1-C12Alkoxy radical, C3-C12Cycloalkyl radical, C1-C12Alkylamino, halogeno C1-C12Alkylamino radical, di (C)1-C12Alkyl) amino, halo-di (C)1-C12Alkyl) amino, C1-C12Alkylthio, halo C1-C12Alkylthio radical, C2-C12Alkenyl radical, C2-C12Alkynyl, C2-C12Alkenyloxy, halogeno C2-C12Alkenyloxy radical, C2-C12Alkynyloxy, halo C2-C12Alkynyloxy, alkynyloxy,C1-C12Alkylsulfonyl, halo C1-C12Alkylsulfonyl radical, C1-C12Alkylcarbonyl, halo C1-C12Alkylcarbonyl group, C1-C12Alkoxycarbonyl, halo C1-C12Alkoxycarbonyl group, C1-C12Alkoxy radical C1-C12Alkyl, halo C1-C12Alkoxy radical C1-C12Alkyl radical, C1-C12Alkylthio group C1-C12Alkyl, halo C1-C12Alkylthio group C1-C12Alkyl radical, C1-C12Alkoxycarbonyl radical C1-C12Alkyl, halo C1-C12Alkoxycarbonyl radical C1-C12Alkyl radical, C1-C12Alkylthio carbonyl group C1-C12Alkyl, halo C1-C12Alkylthio carbonyl group C1-C12Alkyl radical, C1-C12Alkylcarbonyloxy, halo C1-C12Alkylcarbonyloxy, C1-C12Alkoxycarbonyloxy, halo C1-C12Alkoxycarbonyloxy, C1-C12Alkylsulfonyloxy, halo C1-C12Alkylsulfonyloxy, C1-C12Alkoxy radical C1-C12Alkoxy or halo C1-C12Alkoxy radical C1-C12An alkoxy group;
m is selected from 1, 2, 3 and 4;
R2selected from halogen, cyano, nitro, hydroxy, amino, carboxyl, C1-C12Alkyl, halo C1-C12Alkyl radical, C1-C12Alkoxy, halo C1-C12Alkoxy radical, C3-C12Cycloalkyl radical, C1-C12Alkylamino, halogeno C1-C12Alkylamino radical, di (C)1-C12Alkyl) amino, halo-di (C)1-C12Alkyl) amino, C1-C12Alkylthio, halo C1-C12Alkylthio radical, C2-C12Alkenyl radical, C2-C12Alkynyl, C2-C12Alkenyloxy, halogeno C2-C12Alkenyloxy radical, C2-C12Alkynyloxy, halo C2-C12Alkynyloxy, C1-C12Alkylsulfonyl, halo C1-C12Alkylsulfonyl radical, C1-C12Alkylcarbonyl, halo C1-C12Alkylcarbonyl group, C1-C12Alkoxycarbonyl, halo C1-C12Alkoxycarbonyl group, C1-C12Alkoxy radical C1-C12Alkyl, halo C1-C12Alkoxy radical C1-C12Alkyl radical, C1-C12Alkylthio group C1-C12Alkyl, halo C1-C12Alkylthio group C1-C12Alkyl radical, C1-C12Alkoxycarbonyl radical C1-C12Alkyl, halo C1-C12Alkoxycarbonyl radical C1-C12Alkyl radical, C1-C12Alkylthio carbonyl group C1-C12Alkyl, halo C1-C12Alkylthio carbonyl group C1-C12Alkyl radical, C1-C12Alkylcarbonyloxy, halo C1-C12Alkylcarbonyloxy, C1-C12Alkoxycarbonyloxy, halo C1-C12Alkoxycarbonyloxy, C1-C12Alkylsulfonyloxy, halo C1-C12Alkylsulfonyloxy, C1-C12Alkoxy radical C1-C12Alkoxy or halo C1-C12Alkoxy radical C1-C12An alkoxy group;
R3selected from halogen C1-C12Alkyl, halo C1-C12Alkoxy, halo C3-C12Cycloalkyl or halo C1-C12Alkoxy radical C1-C12An alkyl group.
Preferably in the compounds of the formula I
R is selected fromCF2H or CF3；
A is selected from O or S;
R1selected from hydrogen, halogen, C1-C8Alkyl or halo C1-C6An alkyl group; m is selected from 1, 2, 3 and 4;
R2selected from halogen or halogeno C1-C8An alkyl group;
R3selected from halogen C1-C8An alkyl group.
Further preferred is that in formula I
R is selected from CF2H or CF3；
A is selected from O or S;
R1selected from hydrogen, halogen or C1-C4An alkyl group; m is selected from 1, 2, 3 and 4;
R2selected from halogen or fluoro C1-C4An alkyl group;
R3selected from fluoro C1-C4An alkyl group.
Still more preferably, in formula I
R is selected from CF2H or CF3；
X is selected from O or S;
R1selected from hydrogen, fluoro, chloro, methyl, ethyl or isopropyl; m is selected from 1, 2, 3 and 4;
R2selected from fluoro, chloro, bromo, iodo, difluoromethyl or trifluoromethyl;
R3selected from trifluoromethyl, 2,2,2, -trifluoroethyl, pentafluoroethyl, heptafluoropropyl, 1,1,1,3,3, 3-hexafluoroisopropyl or heptafluoroisopropyl.
More preferably in the formula I
R is selected from CF2H or CF3；
X is selected from O or S;
R1selected from hydrogen, fluoro or methyl; m is selected from 1, 2, 3 and 4;
R2selected from fluorine, chlorine, bromine, iodine or trifluoromethyl;
R3selected from trifluoromethyl or heptafluoroisopropyl.
The application of the compound of the general formula I in preparing bactericidal drugs in agriculture or other fields.
A sterilization composition contains the compound shown in the general formula I as an active component and a carrier acceptable in agriculture, forestry or hygiene, wherein the weight content of the compound shown in the general formula I as the active component in the composition is 1-99%.
A method of controlling a disease by applying an effective amount of the composition to a medium in which the disease or its growth is to be controlled, in the range of from 10 grams per hectare to 1000 grams per hectare.
The general or preferred radical definitions or explanations listed above can also be combined with one another as desired, i.e. including combinations within the individual ranges and preferred ranges. The definitions apply both to the end products and correspondingly to the precursors and intermediates. Furthermore, some definitions may not apply.
The compounds of the general formula I according to the invention can be prepared by the following processes, in which the radicals are as defined above, unless otherwise indicated.
Figure BDA0001816891380000031
Reacting the compound of the general formula II with the compound of the general formula III in a suitable solvent in the presence of a suitable base at the temperature of-10 ℃ to the boiling point for 0.5-48 hours to obtain a target compound I-a with the A being O in the general formula I, and reacting the target compound I-a with the A being S in the general formula I in the presence of a suitable sulfurizing reagent and a suitable base in a suitable solvent for a certain time to obtain a target compound I-b with the A being S in the general formula I.
Suitable solvents used in the above reaction processes may be the same or different and are selected from dichloromethane, chloroform, carbon tetrachloride, hexane, benzene, toluene, ethyl acetate, acetonitrile, tetrahydrofuran, dioxane, N-dimethylformamide, dimethylsulfoxide, etc.
Suitable sulphurizing agents are selected from elemental sulphur, H2S、Na2S、NaHS、B2S3、(AlEt2)2S、(NH4)2S、P2S5Lawson's reagent or supported onVulcanizing agents on polymers, and the like.
Suitable bases for use in the various steps of the above reaction include hydrogen compounds of alkali metals such as lithium, sodium or potassium such as sodium hydride, hydroxides of alkali metals such as lithium, sodium or potassium such as sodium hydroxide, carbonates of alkali metals such as sodium carbonate, organic bases such as triethylamine, sodium tert-butoxide and the like, which may be the same or different.
The compounds of formula II can be prepared with reference to the following references: WO2015197530A 2.
The compounds of formula III may be prepared by reference to the following references: WO2015058444A 1.
Compared with the known pyridine amide compounds, the pyrazole amide compounds have unexpectedly high bactericidal activity. Therefore, the invention also comprises the use of the compounds of the general formula I for controlling diseases.
The invention also comprises a bactericidal composition which takes the compound in the general formula I as an active component. The weight percentage of the compound of the general formula I as an active component in the bactericidal composition is between 1 and 99 percent. The bactericidal composition also comprises a carrier which is acceptable in agriculture, forestry and sanitation.
The compositions of the present invention may be administered in the form of a formulation. The compounds of formula I are dissolved or dispersed as active ingredients in carriers or formulated so as to be more easily dispersed for use as fungicides. For example: these chemicals can be formulated as wettable powders or emulsifiable concentrates. In these compositions, at least one liquid or solid carrier is added, and when necessary, a suitable surfactant may be added.
The technical scheme of the invention also comprises a method for preventing and treating diseases, which comprises the following steps: the bactericidal composition is applied to the diseases or the growth medium thereof. Preferably, an effective amount of 10 to 1000 grams per hectare is generally selected, with an effective amount of 20 to 500 grams per hectare being preferred.
For certain applications, for example in agriculture, one or more other insecticides, fungicides, herbicides, plant growth regulators or fertilizers and the like may be added to the fungicidal compositions of the present invention, thereby providing additional advantages and effects.
It should be understood that various changes and modifications may be made within the scope of the present invention as defined by the claims.
The invention has the advantages that: the compound has novel structure and outstanding activity, and especially has obvious control effect on wheat powdery mildew and cucumber downy mildew.
Detailed Description
The following synthetic examples, biological test results, are provided to further illustrate the invention, but are not meant to limit the invention.
Synthesis examples
Example 1 preparation of compound 3:
Figure BDA0001816891380000041
to a reaction flask were added o- (2-chloro-4-trifluoromethylphenoxy) aniline (452 mg, 1.57 mmol, synthetic method refer to WO2015058444a1), triethylamine (159 mg, 1.57 mmol) and 10 ml of dichloromethane, and 10 ml of a dichloromethane solution of 2-difluoromethyl-3-pyridinecarboxylic acid chloride (329 mg, 1.57 mmol, synthetic method refer to WO2015197530a2) was added dropwise with stirring at room temperature. After the dripping is finished, the reaction is carried out at room temperature, and the reaction is finished after 3 hours. The reaction mixture was poured into 30 ml of water, and the organic layer was washed with a saturated aqueous sodium bicarbonate solution and a saturated brine, dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by column chromatography (eluent: ethyl acetate: petroleum ether ═ 1: 2) to give 568 mg of compound 3 as a white solid, m.p. 133-.
Other compounds of general formula I according to the invention can be synthesized according to the methods described above, see table 1.
Table 1 lists the structure and physical properties of some of the compounds of formula I.
Figure BDA0001816891380000042
Note: (R)1) The benzene ring of m is substituted by N to be 1 position, O to be 2 position, and then 3-6 positions are sequentially formed.
Table 1 structural and physical properties of some compounds of formula I
Figure BDA0001816891380000043
Figure BDA0001816891380000051
Partially Compound and CK1 in Table 11H NMR(600MHz,CDCl3) The data are as follows:
compound 3: 8.78(dd,1H),8.56(d,1H),8.28(s,1H),8.02(d,1H),7.73(t,1H),7.53(dd,1H),7.50(dd,1H), 7.30-7.24 (m,1H),7.15(td,1H),7.09(d,1H),6.95(t,1H),6.86(dd, 1H).
Compound 4: 8.82(d,1H),8.53(dd,1H), 8.01-7.93 (m,2H),7.74(d,1H),7.61(dd,1H),7.51(dd,1H), 7.32-7.23 (m,1H),7.15(td,1H),7.10(d,1H),6.84(dd, 1H).
Compound 5: 8.75(d,1H),8.38(d,1H),8.17(s,1H),7.99(d,1H),7.73(s,1H), 7.54-7.48 (m,2H),7.07(d,2H),6.94(t,1H),6.67(s,1H),2.31(s, 3H).
Examples of biological Activity assays
EXAMPLE 3 measurement of fungicidal Activity
The compounds of the present invention were tested for various plant diseases. The method of testing is as follows:
(1) in vitro bactericidal activity assay
The measurement method is as follows: the high-throughput screening method is adopted, i.e. a compound sample to be detected is dissolved by using a proper solvent (the type of the solvent is acetone, methanol, DMF, and the like, and is selected according to the dissolving capacity of the solvent on the sample), and a liquid to be detected with the required concentration is prepared. Under an ultraclean working environment, adding a solution to be detected into micropores of a 96-hole culture plate, adding a pathogen propagule suspension into the micropore, and placing the treated culture plate in a constant-temperature incubator for culture. And (4) after 24 hours, carrying out investigation, visually observing the germination or growth condition of the pathogen propagules during the investigation, and evaluating the bacteriostatic activity of the compound according to the germination or growth condition of the control treatment.
The results of the in vitro bacteriostatic activity (expressed as inhibition) test of some compounds are as follows:
inhibition rate against rice blast germs:
at the dosage of 8.3ppm, the inhibition rate of the compounds 3, 4 and the like on the rice blast is more than 80 percent;
(2) living body protecting Activity assay
The measurement method is as follows: the living potted plant determination method is adopted, i.e. a sample of the compound to be tested is dissolved by a small amount of solvent (the type of the solvent is acetone, methanol, DMF, etc., and is selected according to the dissolving capacity of the solvent to the sample, and the volume ratio of the solvent amount to the liquid spraying amount is equal to or less than 0.05), and diluted by water containing 0.1 percent of Tween 80 to prepare the liquid to be tested with the required concentration. The solution to be tested is sprayed on diseased host plants (the host plants are standard potted seedlings cultured in a greenhouse) on a crop sprayer, and disease inoculation is carried out after 24 hours. According to the characteristics of diseases, inoculating the disease plants needing temperature and moisture control culture, then culturing in an artificial climate chamber, transferring into a greenhouse for culture after the diseases are infected, and directly inoculating and culturing the disease plants without moisture control culture in the greenhouse. The compound disease control effect evaluation is carried out after the control is sufficiently ill (usually, one week). The results were examined with reference to the American society for Plant Diseases, A Manual of Association, expressed as 100-0, with "100" representing no disease and "0" representing the most severe degree of disease.
The results of the in vivo protective activity test of some compounds are as follows:
in vivo protective activity against cucumber downy mildew:
under the dosage of 400ppm, the control effect of the compounds such as the compound 3 on cucumber downy mildew is more than 80 percent;
in vivo protective activity against wheat powdery mildew:
under the dosage of 400ppm, the control effect of the compounds such as the compounds 3, 4, 5 and the like on wheat powdery mildew is more than 80 percent.
According to the method, the compound 3 and a known compound CK1 (self-made, the number of which is I-17 in WO2017042142A 1) are selected to carry out parallel measurement on the activity of controlling cucumber downy mildew. The test results are shown in Table 2.
The above to obtain the compound CK11H NMR(600MHz,CDCl3) The data are as follows: 8.79(dd,1H),8.55(d,1H),8.36(s,1H),8.04(d,1H),7.54(dd,1H),7.48(d,1H),7.24(dd,1H),7.20(t,1H), 7.12-7.07 (m,1H),7.01(t,1H),7.00(s,1H),6.74(dd, 1H).
Table 2: comparison of the Effect of some of the compounds of the present invention on the control of cucumber downy mildew with the known Compound CK1
Figure BDA0001816891380000061
According to the method, the compound 3 and a known compound CK1 (self-made, the number of which is I-17 in WO2017042142A 1) are selected to carry out parallel determination on the activity of preventing and treating wheat powdery mildew. The test results are shown in Table 3.
Table 3: comparison of the Effect of part of the present Compound with that of the known Compound CK1 on the prevention of wheat powdery mildew
Figure BDA0001816891380000062
Note: "-" represents no test.

Claims (8)

1. A pyridine amide compound is shown as a general formula I:
Figure FDA0001816891370000011
in the formula:
r is selected from CF2H or CF3；
A is selected from O or S;
R1selected from hydrogen, halogen, cyano, nitro, hydroxy, amino, carboxyl, C1-C12Alkyl, halo C1-C12Alkyl radical, C1-C12Alkoxy, halo C1-C12Alkoxy radical, C3-C12Cycloalkyl radical, C1-C12Alkylamino, halogeno C1-C12Alkylamino radical, di (C)1-C12Alkyl) amino, halo-di (C)1-C12Alkyl) amino, C1-C12Alkylthio, halo C1-C12Alkylthio radical, C2-C12Alkenyl radical, C2-C12Alkynyl, C2-C12Alkenyloxy, halogeno C2-C12Alkenyloxy radical, C2-C12Alkynyloxy, halo C2-C12Alkynyloxy, C1-C12Alkylsulfonyl, halo C1-C12Alkylsulfonyl radical, C1-C12Alkylcarbonyl, halo C1-C12Alkylcarbonyl group, C1-C12Alkoxycarbonyl, halo C1-C12Alkoxycarbonyl group, C1-C12Alkoxy radical C1-C12Alkyl, halo C1-C12Alkoxy radical C1-C12Alkyl radical, C1-C12Alkylthio group C1-C12Alkyl, halo C1-C12Alkylthio group C1-C12Alkyl radical, C1-C12Alkoxycarbonyl radical C1-C12Alkyl, halo C1-C12Alkoxycarbonyl radical C1-C12Alkyl radical, C1-C12Alkylthio carbonyl group C1-C12Alkyl, halo C1-C12Alkylthio carbonyl group C1-C12Alkyl radical, C1-C12Alkylcarbonyloxy, halo C1-C12Alkylcarbonyloxy, C1-C12Alkoxycarbonyloxy, halo C1-C12Alkoxycarbonyloxy, C1-C12Alkylsulfonyloxy, halo C1-C12Alkylsulfonyloxy, C1-C12Alkoxy radical C1-C12Alkoxy or halo C1-C12Alkoxy radical C1-C12An alkoxy group;
m is selected from 1, 2, 3 and 4;
R2selected from halogen, cyano, nitro, hydroxy, amino, carboxyl, C1-C12Alkyl, halo C1-C12Alkyl radical, C1-C12Alkoxy, halo C1-C12Alkoxy radical, C3-C12Cycloalkyl radical, C1-C12Alkylamino, halogeno C1-C12Alkylamino radical, di (C)1-C12Alkyl) amino, halo-di (C)1-C12Alkyl) amino, C1-C12Alkylthio, halo C1-C12Alkylthio radical, C2-C12Alkenyl radical, C2-C12Alkynyl, C2-C12Alkenyloxy, halogeno C2-C12Alkenyloxy radical, C2-C12Alkynyloxy, halo C2-C12Alkynyloxy, C1-C12Alkylsulfonyl, halo C1-C12Alkylsulfonyl radical, C1-C12Alkylcarbonyl, halo C1-C12Alkylcarbonyl group, C1-C12Alkoxycarbonyl, halo C1-C12Alkoxycarbonyl group, C1-C12Alkoxy radical C1-C12Alkyl, halo C1-C12Alkoxy radical C1-C12Alkyl radical, C1-C12Alkylthio group C1-C12Alkyl, halo C1-C12Alkylthio group C1-C12Alkyl radical, C1-C12Alkoxycarbonyl radical C1-C12Alkyl, halo C1-C12Alkoxycarbonyl radical C1-C12Alkyl radical, C1-C12Alkylthio carbonyl group C1-C12Alkyl, halo C1-C12Alkylthio carbonyl group C1-C12Alkyl radical, C1-C12Alkylcarbonyloxy, halo C1-C12Alkylcarbonyloxy, C1-C12Alkoxycarbonyloxy, halo C1-C12Alkoxycarbonyloxy, C1-C12Alkylsulfonyloxy, halo C1-C12Alkylsulfonyloxy, C1-C12Alkoxy radical C1-C12Alkoxy or halo C1-C12Alkoxy radical C1-C12An alkoxy group;
R3selected from halogen C1-C12Alkyl, halo C1-C12Alkoxy, halo C3-C12Cycloalkyl or halo C1-C12Alkoxy radical C1-C12An alkyl group.
2. The picolinamide compound according to claim 1, wherein: in the compound of the general formula I
R is selected from CF2H or CF3；
A is selected from O or S;
R1selected from hydrogen, halogen, C1-C8Alkyl or halo C1-C6An alkyl group; m is selected from 1, 2, 3 and 4;
R2selected from halogen or halogeno C1-C8An alkyl group;
R3selected from halogen C1-C8An alkyl group.
3. The picolinamide compound according to claim 2, wherein: in the general formula I
R is selected from CF2H or CF3；
A is selected from O or S;
R1selected from hydrogen, halogen or C1-C4An alkyl group; m is selected from 1, 2, 3 and 4;
R2selected from halogen or fluoro C1-C4An alkyl group;
R3selected from fluoro C1-C4An alkyl group.
4. The picolinamide compound according to claim 3, wherein: in the general formula I
R is selected from CF2H or CF3；
X is selected from O or S;
R1selected from hydrogen, fluoro, chloro, methyl, ethyl or isopropyl; m is selected from 1, 2, 3 and 4;
R2selected from fluoro, chloro, bromo, iodo, difluoromethyl or trifluoromethyl;
R3selected from trifluoromethyl, 2,2,2, -trifluoroethyl, pentafluoroethyl, heptafluoropropyl, 1,1,1,3,3, 3-hexafluoroisopropyl or heptafluoroisopropyl.
5. The picolinamide compound according to claim 4, wherein: in the general formula I
R is selected from CF2H or CF3；
X is selected from O or S;
R1selected from hydrogen, fluoro or methyl; m is selected from 1, 2, 3 and 4;
R2selected from fluorine, chlorine, bromine, iodine or trifluoromethyl;
R3selected from trifluoromethyl or heptafluoroisopropyl.
6. Use of a compound of general formula I according to claim 1 for the preparation of a bactericidal medicament in agriculture or in other fields.
7. A fungicidal composition comprising a compound of the general formula I as claimed in claim 1 as an active ingredient and an agriculturally, forestry or hygienically acceptable carrier, wherein the weight content of the compound of the general formula I as the active ingredient in the composition is 1 to 99%.
8. A method of controlling disease, comprising: applying an effective dose of 10 to 1000 grams per hectare of the composition of claim 7 to a medium in which the disease or its growth is to be controlled.
CN201811146463.3A 2018-09-29 2018-09-29 Pyridine amide compound and sterilization application thereof Pending CN110963963A (en)

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