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US 12,156,523 B2Granted
Plant disease control agent
AssigneeMmag Co., Ltd.
InventorsShinzo Kagabu, Kentaro Yamamoto, Ikuya Ohno, Hirotaka Nagata, Yukiko Takiguchi, Kenji Umemura, Masaaki Mitomi
Life of this patent
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Abstract
A plant disease control agent which contains a compound represented by formula (1) as an active ingredient.
Claims20
A plant disease control agent comprising a compound of formula (1) as an active ingredient,
- wherein:
- X1 and X4 are fluorine atoms;
- X2 and X3 are independently a hydrogen atom or a fluorine atom;
- and
- Xa is formula (2), (3) or (5),
- wherein the asterisk character “***” indicates the binding site to the carbon atom in the pyridine ring in the formula (1),
- if X4 is formula (2):
- J is an oxygen atom;
- A is selected from the group consisting of:
- a phenylcarbonyl group which may be substituted with one to four groups selected from the group consisting of groups belonging to Group D, a benzyl group, a phenyl group, and a phenoxy group,
- a phenyl group which may be substituted with one to five groups selected from the group consisting of groups belonging to Group D, a phenoxy group, and a benzyl group,
- a 5, 6, 7, 8-tetrahydronaphthyl group,
- and a group of formula (2A):
- wherein X1, X2, X3 and X4 are as defined in formula (1);
- indicates the binding site to Q;
- and
- when A is formula (2A), Q is selected from the group consisting of:
- a divalent group of formula:
- —NH—(CH2)n—NH—,
- a divalent group of formula:—O—CH2—CH═CH—CH2—O—,
- a 1,3-phenylenediamino group, and
- a 1,4-phenylenediamino group,
- n is an integer of 2 to 8;
- when A is not formula (2A), Q is selected from the group consisting of:
- an oxygen atom,
- a sulfur atom,
- a divalent group of formula:—NH—, and
- a divalent group of formula:—N(CH3)—;
- if Xa is formula (3):
- Aa is selected from the group consisting of:
- a piperidin-1-yl group,
- a morpholin-4-yl group,
- an indolin-1-yl group, and
- a benzoisothiazol-3 (2H)-one-1,1-dioxide-2-yl group,
- if Xa is formula (5):
- m is an integer of 1 to 3, and
- Z is selected from the group consisting of:
- a hydrogen atom,
- a halogen atom, and
- a methyl group,
- and
- Group D consists of:
- halogen atoms,
- a hydroxyl group,
- an amino group,
- a methylthio group,
- C1-4 alkyl groups which may be substituted with one to three halogen atoms,
- C1-4 alkyloxy groups which may be substituted with one to three halogen atoms,
- C1-4 alkylcarbonyl groups,
- a methoxycarbonyl group,
- an ethoxycarbonyl group,
- a benzylaminocarbonyl group;
- an acetoxy group;
- and
- a cyano group,
- with a proviso that 2-(2,3,5,6-tetrafluoro-4-pyridinecarboxamide)-4-chloro-5-aminophenol and N-(3-chloro-4-fluorophenyl)-2,6-difluoroisonicotinamide are excluded.
53 more elements
A compound of formula (1):
- wherein:
- X1 and X4 are fluorine atoms;
- X2 and X3 are independently a hydrogen atom or a fluorine atom;
- and
- Xa is formula (2), (3) or (5),
- wherein the asterisk character “***” indicates the binding site to the carbon atom in the pyridine ring in the formula (1),
- if Xa is formula (2):
- J is an oxygen atom;
- A is selected from the group consisting of:
- a phenylcarbonyl group which may be substituted with one to four groups selected from the group consisting of groups belonging to Group D, a benzyl group, a phenyl group, and a phenoxy group,
- a phenyl group which may be substituted with one to five groups selected from the group consisting of groups belonging to Group D, a phenoxy group, and a benzyl group,
- a 5, 6, 7, 8-tetrahydronaphthyl group, and
- a group of formula (2A):
- wherein X1, X2, X3 and X4 are as defined in formula (1);
- indicates the binding site to Q;
- and
- when A is formula (2A), Q is selected from the group consisting of:
- a divalent group of formula:—NH—(CH2)n—NH—,
- a divalent group of formula:—O—CH2—CH═CH—CH2—O—,
- a 1,3-phenylenediamino group, and
- a 1,4-phenylenediamino group,
- n is an integer of 2 to 8;
- and
- when A is not formula (2A), Q is selected from the group consisting of:
- an oxygen atom,
- a sulfur atom,
- a divalent group of formula:—NH—, and
- a divalent group of formula:—N(CH3)—;
- if Xa is formula (3):
- Aa is selected from the group consisting of:
- a piperidin-1-yl group,
- a morpholin-4-yl group, an indolin-1-yl group, and
- a benzoisothiazol-3 (2H)-one-1,1-dioxide-2-yl group;
- if Xa is formula (5):
- m is an integer of 1 to 3,
- Z is selected from the group consisting of:
- a hydrogen atom,
- a halogen atom, and
- a methyl group;
- Group D consists of:
- halogen atoms,
- a hydroxyl group,
- an amino group,
- a methylthio group,
- C1-4 alkyl groups which may be substituted with one to three halogen atoms,
- C1-4 alkyloxy groups which may be substituted with one to three halogen atoms,
- C1-4 alkylcarbonyl groups,
- a methoxycarbonyl group,
- an ethoxycarbonyl group,
- a benzylaminocarbonyl group,
- an acetoxy group,
- and
- a cyano group
- with the provisos, that if Xa is formula (2), J is an oxygen atom, and Q is —NH—, then A is not 3-chloro-4-fluorophenyl, and
- 2-(2,3,5,6-tetrafluoro-4-pyridinecarboxamide)-4-chloro-5-aminophenol is excluded.
52 more elements
A method for controlling plant disease, comprising:
- applying a plant disease control agent to a plant body or a seed, or applying the plant disease control agent to a cultivation bed,
- wherein the plant disease control agent comprises a compound of formula (1) as an active ingredient,
- wherein:
- X1 and X4 are fluorine atoms;
- X2 and X3 are independently a hydrogen atom or a fluorine atom;
- and
- Xa is formula (2), (3) or (5),
- wherein the asterisk character “***” indicates the binding site to the carbon atom in the pyridine ring in the formula (1),
- if Xa is formula (2):
- J is an oxygen atom;
- A is selected from the group consisting of:
- a phenylcarbonyl group which may be substituted with one to four groups selected from the group consisting of groups belonging to Group D, a benzyl group, a phenyl group, and a phenoxy group,
- a phenyl group which may be substituted with one to five groups selected from the group consisting of groups belonging to Group D, a phenoxy group;
- and a benzyl group,
- a 5, 6, 7, 8-tetrahydronaphthyl group, and
- a group of formula (2A):
- wherein X1, X2, X3 and X4 are as defined in formula (1);
- indicates the binding site to Q;
- and
- when A is formula (2A), Q is selected from the group consisting of:
- a divalent group of formula:—NH—(CH2)n—NH—;
- a divalent group of formula:—O—CH2—CH═—CH2—O—,
- a 1,3-phenylenediamino group, and
- a 1,4-phenylenediamino group,
- n is an integer of 2 to 8;
- when A is not formula (2A), Q is selected from the group consisting of:
- an oxygen atom,
- a sulfur atom,
- a divalent group of formula:—NH—, and
- a divalent group of formula:—N(CH3)—;
- if X4 is formula (3):
- Aa is selected from the group consisting of:
- a piperidin-1-yl group;
- a morpholin-4-yl group,
- an indolin-1-yl group, and
- a benzoisothiazol-3 (2H)-one-1,1-dioxide-2-yl group;
- if Xa is formula (5):
- m is an integer of 1 to 3, and
- Z is selected from the group consisting of:
- a hydrogen atom,
- a halogen atom, and
- a methyl group;
- Group D consists of:
- halogen atoms,
- a hydroxyl group,
- an amino group,
- a methylthio group,
- C1-4 alkyl groups which may be substituted with one to three halogen atoms,
- C1-4 alkyloxy groups which may be substituted with one to three halogen atoms,
- C1-4 alkylcarbonyl groups,
- a methoxycarbonyl group,
- an ethoxycarbonyl group,
- a benzylaminocarbonyl group,
- an acetoxy group,
- a nitro group, and
- a cyano group.
53 more elements
A method for controlling plant disease, comprising:
- applying a compound of formula (1) to a plant body or a seed, or applying the compound to a cultivation bed,
- wherein:
- X1 and X4 are fluorine atoms;
- X2 and X3 are independently a hydrogen atom or a fluorine atom;
- and
- Xa is formula (2), (3) or (5),
- wherein the asterisk character “***” indicates the binding site to the carbon atom in the pyridine ring in the formula (1),
- if X4 is formula (2):
- J is an oxygen atom;
- A is selected from the group consisting of:
- a phenylcarbonyl group which may be substituted with one to four groups selected from the group consisting of groups belonging to Group D, a benzyl group, a phenyl group, and a phenoxy group,
- a phenyl group which may be substituted with one to five groups selected from the group consisting of groups belonging to Group D, a phenoxy group, and a benzyl group,
- a 5, 6, 7, 8-tetrahydronaphthyl group, and
- a group of formula (2A);
- wherein X1, X2, X3 and X4 are as defined in formula (1);
- indicates the binding site to Q;
- and
- when A is formula (2A), Q is selected from the group consisting of:
- a divalent group of formula:—NH—(CH2)n—NH—,
- a divalent group of formula:—O—CH2—CH═CH—CH2—O—,
- a 1,3-phenylenediamino group, and
- a 1,4-phenylenediamino group,
- n is an integer of 2 to 8;
- and
- when A is not formula (2A), Q is selected from the group consisting of:
- an oxygen atom,
- a sulfur atom,
- a divalent group of formula:—NH—, and
- a divalent group of formula:—N(CH3)—;
- if Xa is formula (3):
- Aa is selected from the group consisting of:
- sa piperidin-1-yl group,
- a morpholin-4-yl group, an indolin-1-yl group, and
- a benzoisothiazol-3 (2H)-one-1,1-dioxide-2-yl group;
- if Xa is formula (5):
- m is an integer of 1 to 3,
- Z is selected from the group consisting of:
- a hydrogen atom,
- a halogen atom, and
- a methyl group;
- Group D consists of:
- halogen atoms,
- a hydroxyl group,
- an amino group,
- a methylthio group,
- C1-4 alkyl groups which may be substituted with one to three halogen atoms,
- C1-4 alkyloxy groups which may be substituted with one to three halogen atoms,
- C1-4 alkylcarbonyl groups,
- a methoxycarbonyl group,
- an ethoxycarbonyl group,
- a benzylaminocarbonyl group,
- an acetoxy group,
- a nitro group, and
- a cyano group,
- with the provisos that if Xa is formula (2), J is an oxygen atom, and Q is —NH—, then A is not 3-chloro-4-fluorophenyl.
52 more elements
Dependencies are inferred from the claim text.