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US 11,149,027 B2Granted
Heterocyclic compound
AssigneeSumitomo Chemical Company, Limited
InventorsKohei Orimoto, Takamasa Tanabe, Ryota Maehata, Yuji Nakajima
Life of this patent
Estimating the term…
Abstract
Provided is a compound of formula (I) or an N-oxide thereof, wherein Het1 represents Het1-1, Het1-2, Het1-3, Het1-4 or Het1-5, and the remaining variable groups are as defined in the specification. The compound of formula (I) or N-oxide compound thereof has an excellent control effect against arthropod pests.
Claims17
A compound represented by formula (I):
- wherein,
- Het1 represents Het1-1, Het1-2, Het1-3, or Het1-4:
- R1 represents OR4, OS(O)2R4, S(O)mR4, NR5S(O)2R4, a cyano group, a C1-C4 chain hydrocarbon group having one or more halogen atoms, or a halogen atom,
- R4 represents a C1-C4 chain hydrocarbon group having one or more halogen atoms,
- R5 represents a hydrogen atom, or a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms,
- X1 represents NR30, an oxygen atom, or a sulfur atom,
- X2 represents a nitrogen atom or CR31,
- X3 represents a nitrogen atom or CR32,
- X4 represents a nitrogen atom or CR33,
- R30, R31, R32, and R33 each independently represents a hydrogen atom, a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C3-C6 alicyclic hydrocarbon group optionally having one or more halogen atoms, or a halogen atom,
- A1 represents a nitrogen atom or CR9,
- A combination of A2, A3, and A4 represents
- a combination in which A2 is CR6, A3 is CR7, and A4 is CR8,
- a combination in which A2 is a nitrogen atom, A3 is CR7, and A4 is CR8,
- a combination in which A2 is CR6, A3 is a nitrogen atom, and A4 is CR8, or
- a combination in which A2 is CR6, A3 is CR7, and A4 is a nitrogen atom,
- R9 represents a hydrogen atom or a halogen atom,
- R6, R7, and R8 each independently represents a hydrogen atom, a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a nitro group, OR18, NR18R19, a cyano group, or a halogen atom,
- n represents 0, 1, or 2,
- R2 represents a cyclopropyl group, a cyclopropylmethyl group, or a C1-C6 alkyl group optionally having one or more halogen atoms,
- q represents 0, 1, 2, or 3,
- R3 represents a C1-C6 chain hydrocarbon group optionally having one or more substituents selected from Group B;
- a phenyl group optionally having one or more substituents selected from Group D;
- a 5 or 6 membered aromatic heterocyclic group optionally having one or more substituents selected from Group D;
- a nitro group;
- OR12;
- NR11R12;
- NR11aR12a;
- NR24NR11R12;
- NR24OR11;
- NR11C(O)R13;
- NR24NR11C(O)R13;
- NR11C(O)OR14;
- NR24NR11C(O)OR14;
- NR11C(O)NR15R16;
- NRR24NR11C(O)NR15R16;
- N═CHNR15R16;
- N═S(O)xR15R16;
- S(O)yR15;
- C(O)OR17;
- C(O)NR11R12;
- a cyano group;
- or a halogen atom, and when q is 2 or 3, two or more R3 may be identical to or different from each other,
- R11, R17, R18, R19, and R24 each independently represents a hydrogen atom, or a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms,
- R12 represents a hydrogen atom, S(O)2R23, a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, or a C1-C6 alkyl group having one substituent selected from Group F,
- R23 represents a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, or a phenyl group optionally having one or more substituents selected from Group D,
- R11a and R12a are taken together with the nitrogen atom to which they are attached to form a 3-7 membered nonaromatic heterocyclic group optionally having one or more substituents selected from Group E, wherein the 3-7 membered nonaromatic heterocycle represents an aziridine ring, an azetidine ring, a pyrrolidine ring, an imidazoline ring, an imidazolidine ring, a piperidine ring, a tetrahydropyrimidine ring, a hexahydropyrimidine ring, a piperazine ring, an azepane ring, an oxazolidine ring, an isoxazolidine ring, a 1,3-oxazinane ring, a morpholine ring, a 1,4-oxazepane ring, a thiazolidine ring, an isothiazolidine ring, a 1,3-thiadinane ring, a thiomorpholine ring, or a 1,4-thiazepane ring,
- R13 represents a hydrogen atom, a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C3-C7 cycloalkyl group optionally having one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally having one or more halogen atoms, a phenyl group optionally having one or more substituents selected from Group D, or a 5 or 6 membered aromatic heterocyclic group optionally having one or more substituents selected from Group D,
- R14 represents a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C3-C7 cycloalkyl group optionally having one or more halogen atoms, a (C3-C6 cycloalkyl)C1-C3 alkyl group optionally having one or more halogen atoms, or a phenyl C1-C3 alkyl group wherein the phenyl moiety in the phenyl C1-C3 alkyl group may optionally have one or more substituents selected from Group D,
- R15 and R16 each independently represents a C1-C6 alkyl group optionally having one or more halogen atoms,
- m represents 0, 1, or 2,
- x represents 0 or 1,
- y represents 0, 1, or 2,
- wherein Group B consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, a C3-C6 alkenyloxy group optionally having one or more halogen atoms, a C3-C6 alkynyloxy group optionally having one or more halogen atoms, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, a C3-C6 cycloalkyl group optionally having one or more halogen atoms, a cyano group, a hydroxy group, and a halogen atom,
- wherein Group C consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C3-C6 alkenyloxy group optionally having one or more halogen atoms, a C3-C6 alkynyloxy group optionally having one or more halogen atoms, and a halogen atom,
- wherein Group D consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a hydroxy group, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C3-C6 alkenyloxy group optionally having one or more halogen atoms, a C3-C6 alkynyloxy group optionally having one or more halogen atoms, a sulfanyl group, a C1-C6 alkylsulfanyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfinyl group optionally having one or more halogen atoms, a C1-C6 alkylsulfonyl group optionally having one or more halogen atoms, an amino group, NHR21, NR21R22, C(O)R21, OC(O)R21, C(O)OR21, a cyano group, a nitro group, and a halogen atom, wherein R21 and R22 each independently represents a C1-C6 alkyl group optionally having one or more halogen atoms,
- wherein Group E consists of a C1-C6 chain hydrocarbon group optionally having one or more halogen atoms, a C1-C6 alkoxy group optionally having one or more halogen atoms, a C3-C6 alkenyloxy group optionally having one or more halogen atoms, a C3-C6 alkynyloxy group optionally having one or more halogen atoms, a halogen atom, an oxo group, a hydroxy group, a cyano group, and a nitro group, and
- wherein Group F consists of a C1-C6 alkoxy group optionally having one or more halogen atoms, an amino group, NHR21, NR21R22, a cyano group, a phenyl group optionally having one or more substituents selected from Group D, a 5 or 6 membered aromatic heterocyclic group optionally having one or more substituents selected from Group D, a C3-C7 cycloalkyl group optionally having one or more halogen atoms, and a 3-7 membered nonaromatic heterocyclic group optionally having one or more substituents selected from Group C wherein the 3-7 membered nonaromatic heterocycle represents an aziridine ring, an azetidine ring, a pyrrolidine ring, an imidazoline ring, an imidazolidine ring, a piperidine ring, a tetrahydropyrimidine ring, a hexahydropyrimidine ring, a piperazine ring, an azepane ring, an oxazolidine ring, an isoxazolidine ring, a 1,3-oxazinane ring, a morpholine ring, a 1,4-oxazepane ring, a thiazolidine ring, an isothiazolidine ring, a 1,3-thiadinane ring, a thiomorpholine ring, or a 1,4-thiazepane ring, or its N-oxide compound.
55 more elements
Dependencies are inferred from the claim text.