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METHOD OF CONTROLLING SOYBEAN RUST FUNGUS THAT IS RESISTANT TO Qo INHIBITORS

A rust fungus and soybean technology, applied in the field of soybean rust fungus, can solve the problems of reduced affinity between fungicides and target enzymes, etc.

Pending Publication Date: 2021-03-16
SUMITOMO CHEM CO LTD
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  • Summary
  • Abstract
  • Description
  • Claims
  • Application Information

AI Technical Summary

Problems solved by technology

[0004] It is known that in the case of phytopathogenic fungi, the main reason for the acquisition of resistance is that the gene of the phytopathogenic fungus encoding the target enzyme of the fungicide is mutated so that the amino acid in the target enzyme of the fungicide is partially substituted, and the fungicide and Reduced affinity for the target enzyme

Method used

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  • METHOD OF CONTROLLING SOYBEAN RUST FUNGUS THAT IS RESISTANT TO Qo INHIBITORS
  • METHOD OF CONTROLLING SOYBEAN RUST FUNGUS THAT IS RESISTANT TO Qo INHIBITORS
  • METHOD OF CONTROLLING SOYBEAN RUST FUNGUS THAT IS RESISTANT TO Qo INHIBITORS

Examples

Experimental program
Comparison scheme
Effect test

Embodiment

[0554] The present invention will be described more specifically by showing production examples, preparation examples, and test examples below, but the present invention is not limited to these examples.

[0555] In this specification, Me means methyl, Et means ethyl, Pr means propyl, i-Pr means isopropyl, Bu means butyl, i-Bu means isobutyl, t-Bu means t-butyl, Pen means Pentyl, Hex represents hexyl, c-Pr represents cyclopropyl, c-Bu represents cyclobutyl, c-Pen represents cyclopentyl, c-Hex represents cyclohexyl, Ph represents phenyl. When Ph has a substituent, the substituent and the substituent site are put together before the symbol. For example, 3,4-Me 2 -Ph represents 3,4-dimethylphenyl.

[0556] Production examples of the present compound and the compound of the present invention are shown.

[0557] Reference manufacturing example 1

[0558] (3Z)-2-(5-bromo-2-methylphenoxy)-3-methoxymethyl acrylate (hereinafter referred to as intermediate) produced by the method de...

manufacture example 1

[0573] 0.50g of intermediate 1, 0.27g of 2-methylphenylboronic acid, [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II) dichloromethane adduct 0.11 g. A mixture of 0.85 g of tripotassium phosphate, 15 mL of dimethoxyethane and 1 mL of water was stirred at 80° C. for 5 hours. After cooling the obtained mixture to room temperature, it was filtered. The filtrate was dried over anhydrous magnesium sulfate, and concentrated under reduced pressure. The obtained residue was subjected to silica gel column chromatography (ethyl acetate:hexane=1:4) to obtain 0.42 g of the present compound 52 represented by the following formula.

[0574] [chemical formula 22]

[0575]

[0576] The present compound 52: 1 H-NMR (CDCl 3 )δ:7.28(1H,s),7.25-7.17(5H,m),6.87(1H,dd),6.69(1H,d),3.85(3H,s),3.70(3H,s),2.40(3H ,s),2.23(3H,s).

manufacture example 1-1

[0578] The compounds produced based on Production Example 1 and their physical properties are shown below.

[0579] In the compound shown in formula (1d), R 34 , R 35 , R 36 , R 37 , R 38 , R 39 and L is a compound of any combination described in [Table 1],

[0580] [chemical formula 23]

[0581]

[0582] [Table 1]

[0583] The compound R 34

R 35

R 36

R 37

R 38

R 39

L 53 F H H H H Me O 54 Cl H H H H Me O 55 H Cl H H H Me O 56 H H Cl H H Me O 57 H H H H H Cl O 58 F F H H H Me O 59 F H F H H Me O 60 F H H F H Me O 61 F H H H F Me O 62 F F F H H Me O 63 H F F F H Me O 87 H OPh H H H Me O

[0584] The present compound 53: 1 H-NMR (CDCl 3 )δ: 7.41-7.35 (1H, m), 7.33 (1H, s), 7.31-7.07 (5H, m), 6.93-6.91 (1H, m), 3.87 (3H, s), 3.71 (3H, s) , 2.40(3H,s).

[0585] The present compound 54: 1...

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PUM

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Abstract

A method is provided which, by applying a compound represented by formula (1) or an N-oxide or agriculturally acceptable salt thereof, controls soybean rust fungus having an amino acid substitution ofF129L in the mitochondrial cytochrome b protein (in the formula, Q represents a group represented by Q1, Q2, Q3, Q4 or Q5 (. represents the binding site to the benzene group), X represents an oxygenatom or NH; L represents CH2, anoxygen atom or NCH3;E represents a C6-C10 aryl group, etc.; R1 represents a C1-C3 chain hydrocarbon groupe, a cyclopropyl group, etc.; R2 represents a C1-C3 chain hydrocarbon group, a cyclopropyl group, etc.; R3 represents a C1-C3 alkoxy group or a C1-C3 chain hydrocarbon group; and n represents 0, 1, 2 or 3).

Description

Technical field [0001] This patent application claims priority and benefits under the Paris Convention based on Japanese Patent Application No. 2018-143528 (filed on July 31, 2018). All contents described in the above application are incorporated into this specification by reference. [0002] The present invention relates to a method for controlling soybean rust fungi having an amino acid substitution of F129L in mitochondrial cytochrome b protein. Background technique [0003] The spread of phytopathogenic fungi with acquired traits showing resistance to agricultural fungicides has become a serious problem. Under such circumstances, FRAC (Fungicide Resistance Action Committee) was established as an organization to provide guidelines for suppressing and delaying the acquisition of resistance to existing agricultural fungicides and the spread of bacteria that have acquired resistance; Fungicide Resistance Action Committee). Various information on phytopathogenic fungi showi...

Claims

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Application Information

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Patent Type & Authority Applications(China)
IPC IPC(8): A01N37/36A01N37/50A01N43/10A01N43/12A01N43/40A01N43/56A01N43/647A01N55/10A01P3/00C07C69/54C07C69/618C07D231/12
CPCA01N37/50A01N43/56A01N43/40C07D231/12C07D249/12C07D213/61C07D333/16C07D273/01C07D333/56C07D213/84C07D213/64A01N47/24A01N43/16A01N43/88C07C69/736C07C2601/02A01N37/12A01N43/647
Inventor 松崎雄一飞田英克玉岛博人仙波优子
Owner SUMITOMO CHEM CO LTD
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