Back to results
US 2021/0267202 A1Published application
Pyridone compounds and agricultural and horticultural fungicides containing the same as active ingredients
AssigneeMitsui Chemicals Agro, Inc.
InventorsHideki UMETANI, Shun OKAYA, Ryohei NAITO, Takeshi FUKUMOTO
Life of this patent
Estimating the term…
Abstract
An object of the present invention is to provide compounds represented by the formula (1) or salts thereof that are effective as agricultural and horticultural fungicides.
Claims8
A compound represented by the formula (1), or a salt thereof:
- wherein R1 represents
- a hydroxy group,
- a cyano group,
- a C1-C6 alkyl group optionally substituted with substituent(s) A,
- a C1-C6 haloalkyl group,
- a C3-C8 cycloalkyl group optionally substituted with substituent(s) A,
- a C2-C6 alkenyl group optionally substituted with substituent(s) A,
- a C2-C6 haloalkenyl group,
- a C2-C6 alkynyl group optionally substituted with substituent(s) A,
- a C2-C6 haloalkynyl group,
- a C1-C6 alkoxy group optionally substituted with substituent(s) A,
- a C1-C6 haloalkoxy group,
- a C3-C8 cycloalkoxy group optionally substituted with substituent(s) A,
- a C2-C6 alkenyloxy group optionally substituted with substituent(s) A,
- a C2-C6 haloalkenyloxy group
- a C3-C6 alkynyloxy group optionally substituted with substituent(s) A,
- a C3-C6 haloalkynyloxy group,
- an aralkyloxy group optionally substituted with 0 to 5 substituent(s) A, or
- RaRbN— (wherein Ra and Rb are independent of one another and each represent a hydrogen atom, a C1-C6 alkyl group optionally substituted with substituent(s) B, a C1-C6 haloalkyl group, or a C3-C8 cycloalkyl group, or Ra and Rb are taken together with the nitrogen atom to which they are bonded to form an aziridinyl group, an azetidinyl group, a pyrrolidinyl group, a piperidinyl group, a morpholyl group, a homopiperidinyl group, or an azocanyl group);
- R2, R3 and R4 are independent of one another and each represent
- a hydrogen atom,
- a halogen atom,
- a hydroxy group,
- a cyano group,
- a nitro group,
- a C1-C6 alkyl group optionally substituted with substituent(s) C,
- a C1-C6 haloalkyl group,
- a C3-C8 cycloalkyl group optionally substituted with substituent(s) C,
- a C2-C6 alkenyl group optionally substituted with substituent(s) C,
- a C2-C6 haloalkenyl group,
- a C2-C6 alkynyl group optionally substituted with substituent(s) C,
- a C2-C6 haloalkynyl group,
- a C1-C6 alkoxy group optionally substituted with substituent(s) C,
- a C1-C6 haloalkoxy group,
- a C3-C8 cycloalkoxy group optionally substituted with substituent(s) C,
- a C2-C6 alkenyloxy group optionally substituted with substituent(s) C
- a C2-C6 haloalkenyloxy group,
- a C3-C6 alkynyloxy group optionally substituted with substituent(s) C,
- a C3-C6 haloalkynyloxy group,
- RdC(═O)— (wherein Rd represents a hydrogen atom, a C1-C6 alkyl group optionally substituted with substituent(s) B, a C1-C6 haloalkyl group, a C3-C8 cycloalkyl group, a C1-C6 alkoxy group, a C1-C6 haloalkoxy group, a C3-C8 cycloalkoxy group, or RaRbN— (wherein Ra and Rb are the same as defined hereinabove)),
- RdC(═O)O— (wherein Rd is the same as defined hereinabove),
- Rc-L- (wherein Re represents a C1-C6 alkyl group or a C1-C6 haloalkyl group, and L represents S, SO, or SO2),
- Rc-SO2—O— (wherein Re is the same as defined hereinabove),
- RaRbN— (wherein Ra and Rb are the same as defined hereinabove), or
- ReC(═O)N(Rf)- (wherein Re represents a hydrogen atom, a C1-C6 alkyl group optionally substituted with substituent(s) B, a C1-C6 haloalkyl group, a C3-C8 cycloalkyl group, a C1-C6 alkoxy group, a C1-C6 haloalkoxy group, a C3-C8 cycloalkoxy group, or RaRbN— (wherein Ra and Rb are the same as defined hereinabove), and Rf represents a hydrogen atom, a C1-C6 alkyl group optionally substituted with substituent(s) B, a C1-C6 haloalkyl group, or a C3-C8 cycloalkyl group);
- R5 represents
- a hydrogen atom,
- a halogen atom,
- a cyano group,
- a nitro group,
- a C1-C6 alkyl group optionally substituted with substituent(s) A,
- a C1-C6 haloalkyl group,
- a C3-C8 cycloalkyl group optionally substituted with substituent(s) A,
- a C2-C6 alkenyl group optionally substituted with substituent(s) A,
- a C2-C6 haloalkenyl group,
- a C2-C6 alkynyl group optionally substituted with substituent(s) A,
- a C2-C6 haloalkynyl group,
- a C1-C6 alkoxy group optionally substituted with substituent(s) A,
- a C1-C6 haloalkoxy group,
- a C3-C8 cycloalkoxy group optionally substituted with substituent(s) A,
- a C2-C6 alkenyloxy group optionally substituted with substituent(s) A,
- a C2-C6 haloalkenyloxy group,
- a C3-C6 alkynyloxy group optionally substituted with substituent(s) A,
- a C3-C6 haloalkynyloxy group,
- Rc-L- (wherein Rc and L are the same as defined hereinabove),
- RaRbN— (wherein Ra and Rb are the same as defined hereinabove), or
- RgC(═O)— (wherein Rg represents a hydrogen atom, a hydroxy group, a C1-C6 alkyl group optionally substituted with substituent(s) B, a C1-C6 haloalkyl group, a C3-C8 cycloalkyl group, a C1-C6 alkoxy group, a C1-C6 haloalkoxy group, a C3-C8 cycloalkoxy group, or RaRbN— (wherein Ra and Rb are the same as defined hereinabove));
- X represents an oxygen atom or a sulfur atom;
- Y represents R8-C or a nitrogen atom;
- Z represents R9-C or a nitrogen atom;
- R6, R7, R8 and R9 are independent of one another and each represent
- a hydrogen atom,
- a halogen atom,
- a hydroxy group,
- a cyano group,
- a nitro group,
- a C1-C6 alkyl group optionally substituted with substituent(s) C,
- a C1-C6 haloalkyl group,
- a C3-C8 cycloalkyl group optionally substituted with substituent(s) C,
- a C2-C6 alkenyl group optionally substituted with substituent(s) C,
- a C2-C6 haloalkenyl group
- a C2-C6 alkynyl group optionally substituted with substituent(s) C,
- a C2-C6 haloalkynyl group,
- a C1-C6 alkoxy group optionally substituted with substituent(s) C,
- a C1-C6 haloalkoxy group,
- a C3-C8 cycloalkoxy group optionally substituted with substituent(s) C,
- a C2-C6 alkenyloxy group optionally substituted with substituent(s) C,
- a C2-C6 haloalkenyloxy group,
- a C3-C6 alkynyloxy group optionally substituted with substituent(s) C,
- a C3-C6 haloalkynyloxy group,
- RdC(═O)— (wherein Rd is the same as defined hereinabove),
- RdC(═O)O— (wherein Rd is the same as defined hereinabove),
- Rc-L- (wherein Rc and L are the same as defined hereinabove),
- RaRbN— (wherein Ra and Rb are the same as defined hereinabove), or
- ReC(═O)N(Rf)- (wherein Re and Rf are the same as defined hereinabove), or
- R6 and R7 are taken together to form a C2-C6 alkylene group, and, R8 and R9 represent those as defined hereinabove;
- the bond with a broken line represents a double bond or a single bond;
- and
- the substituent(s) A is at least one selected from the group consisting of a hydroxy group, a cyano group, a C3-C8 cycloalkyl group, a C1-C6 alkoxy group, a C1-C6 haloalkoxy group, a C3-C8 cycloalkoxy group, RaRbN— (wherein Ra and Rb are the same as defined hereinabove) and Rc-L- (wherein Re and L are the same as defined hereinabove);
- the substituent(s) B is at least one selected from the group consisting of a cyano group, a C1-C6 alkoxy group, a C1-C6 haloalkoxy group and a C3-C8 cycloalkoxy group;
- and
- the substituent(s) C is at least one selected from the group consisting of a hydroxy group, a cyano group, a C3-C8 cycloalkyl group, a C1-C6 alkoxy group, a C1-C6 haloalkoxy group, a C3-C8 cycloalkoxy group, a C2-C6 alkoxyalkoxy group, RaRbN— (wherein Ra and Rb are the same as defined hereinabove), Rc-L- (wherein Rc and L are the same as defined hereinabove), RdC(═O)— (wherein Rd is the same as defined hereinabove) and a 3 to 6-membered ring group containing 1 to 2 oxygen atoms.
99 more elements
A compound represented by the formula (2), or a salt thereof:
- wherein
- R2, R3 and R4 are independent of one another and each represent
- a hydrogen atom,
- a halogen atom,
- a hydroxy group,
- a cyano group,
- a nitro group,
- a C1-C6 alkyl group optionally substituted with substituent(s) C,
- a C1-C6 haloalkyl group,
- a C3-C8 cycloalkyl group optionally substituted with substituent(s) C,
- a C2-C6 alkenyl group optionally substituted with substituent(s) C,
- a C2-C6 haloalkenyl group,
- a C2-C6 alkynyl group optionally substituted with substituent(s) C,
- a C2-C6 haloalkynyl group,
- a C1-C6 alkoxy group optionally substituted with substituent(s) C,
- a C1-C6 haloalkoxy group,
- a C3-C8 cycloalkoxy group optionally substituted with substituent(s) C,
- a C2-C6 alkenyloxy group optionally substituted with substituent(s) C,
- a C2-C6 haloalkenyloxy group,
- a C3-C6 alkynyloxy group optionally substituted with substituent(s) C,
- a C3-C6 haloalkynyloxy group,
- RdC(═O)— (wherein Rd represents a hydrogen atom, a C1-C6 alkyl group optionally substituted with substituent(s) B, a C1-C6 haloalkyl group, a C3-C8 cycloalkyl group, a C1-C6 alkoxy group, a C1-C6 haloalkoxy group, a C3-C8 cycloalkoxy group, or RaRbN— (wherein Ra and Rb are independent of one another and each represent a hydrogen atom, a C1-C6 alkyl group optionally substituted with substituent(s) B, a C1-C6 haloalkyl group, or a C3-C8 cycloalkyl group, or Ra and Rb are taken together with the nitrogen atom to which they are bonded to form an aziridinyl group, an azetidinyl group, a pyrrolidinyl group, a piperidinyl group, a morpholyl group, a homopiperidinyl group, or an azocanyl group)),
- RdC(═O)O— (wherein Rd is the same as defined hereinabove),
- Rc-L- (wherein Rc represents a C1-C6 alkyl group or a C1-C6 haloalkyl group, and L represents S, SO, or SO2),
- Rc-SO2—O— (wherein Rc is the same as defined hereinabove),
- RaRbN— (wherein Ra and Rb are the same as defined hereinabove), or
- ReC(═O)N(Rf)- (wherein Re represents a hydrogen atom, a C1-C6 alkyl group optionally substituted with substituent(s) B, a C1-C6 haloalkyl group, a C3-C8 cycloalkyl group, a C1-C6 alkoxy group, a C1-C6 haloalkoxy group, a C3-C8 cycloalkoxy group, or RaRbN— (wherein Ra and Rb are the same as defined hereinabove), and Rf represents a hydrogen atom, a C1-C6 alkyl group optionally substituted with substituent(s) B, a C1-C6 haloalkyl group, or a C3-C8 cycloalkyl group);
- R5 represents
- a hydrogen atom,
- a halogen atom,
- a cyano group,
- a nitro group,
- a C1-C6 alkyl group optionally substituted with substituent(s) A,
- a C1-C6 haloalkyl group,
- a C3-C8 cycloalkyl group optionally substituted with substituent(s) A,
- a C2-C6 alkenyl group optionally substituted with substituent(s) A,
- a C2-C6 haloalkenyl group,
- a C2-C6 alkynyl group optionally substituted with substituent(s) A,
- a C2-C6 haloalkynyl group,
- a C1-C6 alkoxy group optionally substituted with substituent(s) A,
- a C1-C6 haloalkoxy group,
- a C3-C8 cycloalkoxy group optionally substituted with substituent(s) A,
- a C2-C6 alkenyloxy group optionally substituted with substituent(s) A,
- a C2-C6 haloalkenyloxy group,
- a C3-C6 alkynyloxy group optionally substituted with substituent(s) A,
- a C3-C6 haloalkynyloxy group,
- Rc-L- (wherein Rc and L are the same as defined hereinabove),
- RaRbN— (wherein Ra and Rb are the same as defined hereinabove), or
- RgC(═O)— (wherein Rg represents a hydrogen atom, a hydroxy group, a C1-C6 alkyl group optionally substituted with substituent(s) B, a C1-C6 haloalkyl group, a C3-C8 cycloalkyl group, a C1-C6 alkoxy group, a C1-C6 haloalkoxy group, a C3-C8 cycloalkoxy group, or RaRbN— (wherein Ra and Rb are the same as defined hereinabove));
- X represents an oxygen atom or a sulfur atom;
- Y represents R8-C or a nitrogen atom;
- Z represents R9-C or a nitrogen atom;
- R6, R7, R8 and R9 are independent of one another and each represent
- a hydrogen atom,
- a halogen atom,
- a hydroxy group,
- a cyano group,
- a nitro group,
- a C1-C6 alkyl group optionally substituted with substituent(s) C,
- a C1-C6 haloalkyl group,
- a C3-C8 cycloalkyl group optionally substituted with substituent(s) C,
- a C2-C6 alkenyl group optionally substituted with substituent(s) C,
- a C2-C6 haloalkenyl group,
- a C2-C6 alkynyl group optionally substituted with substituent(s) C,
- a C2-C6 haloalkynyl group,
- a C1-C6 alkoxy group optionally substituted with substituent(s) C,
- a C1-C6 haloalkoxy group,
- a C3-C8 cycloalkoxy group optionally substituted with substituent(s) C,
- a C2-C6 alkenyloxy group optionally substituted with substituent(s) C,
- a C2-C6 haloalkenyloxy group,
- a C3-C6 alkynyloxy group optionally substituted with substituent(s) C,
- a C3-C6 haloalkynyloxy group,
- RdC(═O)— (wherein Rd is the same as defined hereinabove),
- RdC(═O)O— (wherein Rd is the same as defined hereinabove),
- Rc-L- (wherein Rc and L are the same as defined hereinabove),
- RaRbN— (wherein Ra and Rb are the same as defined hereinabove), or
- ReC(═O)N(Rf)- (wherein Re and Rf are the same as defined hereinabove), or
- R6 and R7 are taken together to form a C2-C6 alkylene group, and, R8 and R9 represent those as defined hereinabove;
- and
- the substituent(s) A is at least one selected from the group consisting of a hydroxy group, a cyano group, a C3-C8 cycloalkyl group, a C1-C6 alkoxy group, a C1-C6 haloalkoxy group, a C3-C8 cycloalkoxy group, RaRbN— (wherein Ra and Rb are the same as defined hereinabove) and Rc-L- (wherein Re and L are the same as defined hereinabove);
- the substituent(s) B is at least one selected from the group consisting of a cyano group, a C1-C6 alkoxy group, a C1-C6 haloalkoxy group and a C3-C8 cycloalkoxy group;
- and
- the substituent(s) C is at least one selected from the group consisting of a hydroxy group, a cyano group, a C3-C8 cycloalkyl group, a C1-C6 alkoxy group, a C1-C6 haloalkoxy group, a C3-C8 cycloalkoxy group, a C2-C6 alkoxyalkoxy group, RaRbN— (wherein Ra and Rb are the same as defined hereinabove), Rc-L- (wherein Rc and L are the same as defined hereinabove), RdC(═O)— (wherein Rd is the same as defined hereinabove) and a 3 to 6-membered ring group containing 1 to 2 oxygen atoms.
80 more elements
Dependencies are inferred from the claim text.