Search

JP-2026075084-A - Pyrazole compounds and pest control agents

JP2026075084AJP 2026075084 AJP2026075084 AJP 2026075084AJP-2026075084-A

Abstract

[Problem] To provide a novel fungicide, particularly a fungicide for agricultural and horticultural use. [Solution] Formula (1): The present invention provides a pyrazole compound or a salt thereof represented by the formula [wherein G represents G-1, G1 represents C1 to C6 haloalkyl, T represents an oxygen atom, RX represents C1 to C6 alkyl, RY represents a hydrogen atom, R1 represents a hydrogen atom, R2 represents a hydrogen atom, R3 represents a hydrogen atom, W represents -O- or -N( RW )-, RW represents a hydrogen atom, Z represents Z-1, Z1 represents C1 to C6 alkyl, m5 and n5 represent integers 0, 1, 2, 3, 4 or 5, and p represents a structure represented by an integer 0 or 1.]. [Selection Diagram] None

Inventors

  • 河合 賢太郎
  • 齋藤 克哉
  • 中村 有優
  • 能登 健吉
  • 梶 基浩
  • 大谷 征史

Assignees

  • 日産化学株式会社

Dates

Publication Date
20260507
Application Date
20251021
Priority Date
20241021

Claims (14)

  1. Formula (1): [In the formula, G represents G-1, G-1 represents the structure shown in the following structural formula, G1 represents a hydroxy, nitro, cyano, halogen atom, C1 - C6 alkyl, C3 - C10 cycloalkyl, C1 - C6 haloalkyl, C2 - C6 alkenyl, C1 - C6 alkoxy, C1 - C6 haloalkoxy, C1 - C6 alkylthio, C1 - C6 alkylsulfinyl, C1 - C6 alkylsulfonyl, or di( C1 - C6 alkyl)amino. In relation to G1 , when m5 represents an integer of 2, 3, 4, or 5, each G1 may be the same as or different from one another. T represents an oxygen atom, W represents -O- or -N(R W )-, R X represents C1 - C6 alkyl, R n -substituted C1 - C6 alkyl, C3 - C10 cycloalkyl, C1 - C6 haloalkyl, benzyl, R X -1, R X -2, R X -3, or R X -4. R X -1 to R X -4 represent structures represented by the following structural formulas: X1 represents a halogen atom, a C1 - C6 alkyl group, a C1 - C6 haloalkyl group, or a C1 - C6 alkoxy group. In relation to X1 , if u5 represents an integer of 2, 3, 4, or 5, then each X1 may be the same as or different from one another. In relation to X1 , if u4 represents an integer of 2, 3, or 4, then each X1 may be the same as or different from each other. R n represents hydroxy, cyano, C3 - C10 cycloalkyl, C1 - C6 alkoxy, C1 - C6 alkoxycarbonyl, C1 - C6 alkylaminocarbonyl, or di( C1 - C6 alkylaminocarbonyl). R and Y represent a hydrogen atom, a halogen atom, or a C1 - C6 alkyl group. R1 represents a hydrogen atom, a C1 - C6 alkyl group, or a C1 - C6 alkyl group substituted with Ri . R W is a hydrogen atom, C1 - C6 alkyl, C1 - C6 haloalkyl, Ra - substituted C1 - C6 alkyl, C2 - C6 alkenyl, C1 - C6 alkylcarbonyl, C1-C6 haloalkylcarbonyl, Ra -substituted C1 - C6 alkylcarbonyl, C2 - C6 alkenylcarbonyl, Ra -substituted C2 - C6 alkenylcarbonyl, C3 - C10 cycloalkylcarbonyl, C1 - C6 alkoxycarbonyl, C1 - C6 haloalkoxycarbonyl, Ra -substituted C1 - C6 alkoxycarbonyl, C2 - C6 alkenyloxycarbonyl, C1 -C6 alkylaminocarbonyl , di( C1 - C6 alkyl)aminocarbonyl, C1 - C Represents 6 alkylaminothiocarbonyl, di( C1 - C6 alkyl)aminothiocarbonyl, C1 - C6 alkylsulfonyl, -C(O)OR d , -C(O)C(O)Re e , -C(O)SR f , -C(O)R g , Q-1 to Q-53 or Q-54, R2 represents a hydrogen atom, a C1 - C6 alkyl group, a C1 - C6 haloalkyl group, or a C1 - C6 alkyl group substituted with Rh . R3 represents a hydrogen atom, a C1 - C6 alkyl group, or a C1 - C6 haloalkyl group. Ra represents hydroxy, cyano, C3 - C10 cycloalkyl, C1 - C6 alkoxy, C1- C6 alkylthio, C1 - C6 alkylsulfinyl, C1 - C6 alkylsulfonyl, di( C1 - C6 alkyl)amino, C1 -C6 alkylcarbonyl, C1 - C6 alkoxycarbonyl, tri ( C1 - C6 alkyl)silyl, -C(N=OR b )R c , Q-1 to Q-53 or Q-54. R b represents C1 - C6 alkyl, Rc represents C1 - C6 alkyl, R d represents the structure shown in the following structural formula, R and D represent a halogen atom, nitro, or C1 - C6 alkyl. In relation to R D , if t5 represents an integer of 2, 3, 4, or 5, then each R D may be the same as or different from each other. Re represents a C1 - C6 alkyl or C1 - C6 alkoxy, R f represents C1 - C6 alkyl, R g represents Q-1 to Q-53 or Q-54, Rh represents cyano or C1 - C6 alkoxy, Ri represents cyano or C1 - C6 alkoxy, Z represents Z-1 to Z-49 or Z-50, Z-1 to Z-50 represent structures that are represented by the following structural formulas, Furthermore, the substitution position of Z1 indicates that it is substituted on the aromatic rings Z-1 to Z-50. Z1 represents a hydroxy, carboxy, amino, nitro, cyano, halogen atom, C1 - C6 alkyl, C3 - C10 cycloalkyl, C1 - C6 haloalkyl, C2 - C6 alkenyl, C1- C6 alkoxy, C1 - C6 haloalkoxy, C1 - C6 alkylthio, C1 - C6 haloalkylthio, C1 -C6 alkylsulfinyl, C1 - C6 alkylsulfonyl, C1 - C6 alkylcarbonyl, C1 - C6 alkoxycarbonyl, -OR j , -NHC(O)R k , -C(O)NHR m , -C(=NOR)R', -C(=NOH) NH2 , E-1 to E-54 or E-55. In relation to Z1 , when n2 represents an integer of 2, each Z1 may be the same as or different from each other. In relation to Z1 , if n3 represents an integer of 2 or 3, then each Z1 may be the same as or different from each other. In relation to Z1 , when n4 represents an integer of 2, 3, or 4, each Z1 may be the same as or different from each other. In relation to Z1 , if n5 represents an integer of 2, 3, 4, or 5, then each Z1 may be the same as or different from one another. In relation to Z1 , if n6 represents an integer of 2, 3, 4, 5, or 6, then each Z1 may be the same as or different from one another. In relation to Z1 , if n7 represents an integer of 2, 3, 4, 5, 6, or 7, then each Z1 may be the same as or different from one another. Z2 represents C1 - C6 alkyl, phenyl, or pyridine-2-yl. R represents a hydrogen atom or a C1 - C6 alkyl group. R' represents a hydrogen atom or a C1 - C6 alkyl group. Rj represents C2 - C6 alkenyl, C2 - C6 alkynyl, C1-C6 alkyl , C1 - C6 alkylcarbonyl, C1 - C6 alkoxycarbonyl, C1 - C6 alkylaminocarbonyl, E- 1 to E-54 or E-55 substituted with R4 . R4 represents cyano, C1 - C6 alkoxy, C3 - C10 cycloalkyl, C1 - C6 alkylcarbonyl, C1 - C6 alkoxycarbonyl, di( C1 - C6 alkyl)aminocarbonyl, E-1 to E-54 or E-55. R k represents C1 - C6 alkyl, C3 - C10 cycloalkyl, C1-C6 haloalkyl, C1 - C6 alkyl substituted with R5 , C1 - C6 alkoxy, C2 - C6 alkenyloxy, C1 - C6 alkylamino, di( C1 - C6 alkyl)amino, benzyloxy, E- 1 to E- 54 or E-55. R5 represents cyano, C1 - C6 alkoxy, E-1-E-53, or E-54. R m represents C1 - C6 alkyl, C3 - C10 cycloalkyl, C2 - C6 alkenyl, C1 - C6 alkoxy, benzyl, E-1-E-54, or E-55. E-1 to E-55 represent structures represented by the following structural formulas, Z a represents a halogen atom, cyano, C1 - C6 alkyl, C1-C6 alkyl substituted with R6 , C3 - C10 cycloalkyl, C1 - C6 haloalkyl, C1 - C6 alkoxy, C1 - C6 haloalkoxy, C1 - C6 alkylcarbonyl, C1-C6 alkoxycarbonyl , phenyl, S- 1 -S-5 or S- 6 . In relation to Z a , if v5 represents an integer of 2, 3, 4, or 5, then each Z a may be the same as or different from each other. In relation to Z a , if v4 represents an integer of 2, 3, or 4, then each Z a may be the same as or different from each other. In relation to Z a , if v3 represents an integer of 2 or 3, then each Z a may be the same as or different from each other. In relation to Z a , if v2 represents an integer of 2, then each Z a may be the same as or different from each other. R 6 represents hydroxy, C1 - C6 alkoxy, or C1 - C6 alkoxycarbonyl. Zb represents C1 to C6 alkyl, S-1 to S-6 represent structures represented by the following structural formulas, Q-1 to Q-54 represent structures that are represented by the following structural formulas, Z c represents a halogen atom, cyano, C1 - C6 alkyl, C1 - C6 haloalkyl, C1 - C6 alkoxy, C1 - C6 haloalkoxy, C1 - C6 alkylcarbonyl, or C1 - C6 alkoxycarbonyl. In relation to Z c , if w5 represents an integer of 2, 3, 4, or 5, then each Z c may be the same as or different from each other. In relation to Z c , if w4 represents an integer of 2, 3, or 4, then each Z c may be the same as or different from each other. In relation to Z c , if w3 represents an integer of 2 or 3, then each Z c may be the same as or different from each other. In relation to Z c , if w2 represents an integer of 2, then each Z c may be the same as or different from each other. Zd represents C1 to C6 alkyl, m5 represents an integer of 0, 1, 2, 3, 4, or 5. n² represents an integer of 0, 1, or 2. n3 represents an integer of 0, 1, 2, or 3. n4 represents an integer of 0, 1, 2, 3, or 4. n5 represents an integer of 0, 1, 2, 3, 4, or 5. n6 represents an integer of 0, 1, 2, 3, 4, 5, or 6. n7 represents an integer of 0, 1, 2, 3, 4, 5, 6, or 7. u4 represents an integer of 0, 1, 2, 3, or 4. u5 represents an integer of 0, 1, 2, 3, 4, or 5. t5 represents an integer of 0, 1, 2, 3, 4, or 5. p represents an integer of 0 or 1, v1 represents an integer of 0 or 1, v2 represents an integer of 0, 1, or 2. v3 represents an integer of 0, 1, 2, or 3. v4 represents an integer of 0, 1, 2, 3, or 4. v5 represents an integer of 0, 1, 2, 3, 4, or 5. w1 represents an integer of 0 or 1, w2 represents an integer of 0, 1, or 2. w3 represents an integer of 0, 1, 2, or 3. w4 represents an integer of 0, 1, 2, 3, or 4. w5 represents an integer of 0, 1, 2, 3, 4, or 5. A pyrazole compound represented by or a salt thereof.
  2. G1 represents a halogen atom, C1 - C6 alkyl, C3 - C6 cycloalkyl, C1- C6 haloalkyl, C2 - C6 alkenyl, C1 - C6 alkoxy, C1 - C6 haloalkoxy, C1 - C6 alkylthio, C1 - C6 alkylsulfinyl, C1 - C6 alkylsulfonyl, or di( C1 - C6 alkyl)amino. RX represents C1 - C6 alkyl, RX -1, RX -2, RX -3, or RX -4. R and Y represent hydrogen atoms or halogen atoms. R W is a hydrogen atom, C1 - C6 alkyl, C1 - C6 haloalkyl, Ra - substituted C1 - C6 alkyl, C2 - C6 alkenyl, C1 - C6 alkylcarbonyl, C1-C6 haloalkylcarbonyl, Ra -substituted C1 - C6 alkylcarbonyl, C2 - C6 alkenylcarbonyl, Ra -substituted C2 - C6 alkenylcarbonyl, C3 - C10 cycloalkylcarbonyl, C1 - C6 alkoxycarbonyl, C1 - C6 haloalkoxycarbonyl, Ra -substituted C1 - C6 alkoxycarbonyl, C2 - C6 alkenyloxycarbonyl, C1 -C6 alkylaminocarbonyl , di( C1 - C6 alkyl)aminocarbonyl, C1 - C Represents 6 alkylaminothiocarbonyl, C1 - C6 alkylsulfonyl, -C(O)OR d , -C(O)C(O)Re e , -C(O)SR f , -C(O)R g , or Q-1. R2 represents a hydrogen atom, a C1 - C6 alkyl group, or a C1 - C6 alkyl group substituted with Rh . R3 represents a hydrogen atom, Ra represents hydroxy, cyano, C3 - C10 cycloalkyl, C1 - C6 alkoxy, C1 - C6 alkylsulfonyl, di( C1 - C6 alkyl)amino, C1 - C6 alkylcarbonyl, C1 - C6 alkoxycarbonyl, tri( C1 - C6 alkyl)silyl, -C(N=OR b )R c or Q-1. R D represents a halogen atom or nitro, Re represents C1 - C6 alkoxy, R g represents Q-1, Q-2, Q-3, Q-4, or Q-11. Rh represents C1 - C6 alkoxy, Ri represents cyano, Z is Z-1, Z-2, Z-3, Z-4, Z-6, Z-8, Z-9, Z-17, Z-19, Z-25, Z-27 , represents Z-28, Z-34, Z-44, Z-45, Z-46, Z-47, Z-48, Z-49 or Z-50, When W is -O-, Z1 represents a hydroxy, carboxy, amino, nitro, cyano, halogen atom, C1 - C6 alkyl, C1 - C6 haloalkyl, C2- C6 alkenyl, C1 - C6 alkoxy, C1- C6 haloalkoxy, C1 - C6 alkylthio, C1 - C6 alkylcarbonyl, C1 - C6 alkoxycarbonyl, -OR j , -NHC (O)R k , -C(O)NHR m , -C(=NOR)R', -C(=NOH) NH2 , E-1-E-4, E-13, E-14, E-25, E-28, E-37, E-38, E-41, or E-55. When W is -N(R W )-, Z1 represents a hydroxy, carboxy, nitro, cyano, halogen atom, C1 - C6 alkyl, C3 - C10 cycloalkyl, C1 -C6 haloalkyl, C1 - C6 alkoxy, C1- C6 haloalkoxy, C1-C6 alkylthio, C1-C6 haloalkylthio, C1-C6 alkoxycarbonyl , -OR j or E - 1 . R represents C1 - C6 alkyl, R' represents C1 - C6 alkyl, Rj represents a C2 - C6 alkenyl, a C2 - C6 alkynyl, a C1 - C6 alkyl C1 - C6 alkoxycarbonyl or E-1 substituted with R4 . R4 represents C1 - C6 alkoxy, C3 - C10 cycloalkyl, E-1, E-2, or E-3. R5 represents C1 - C6 alkoxy, R m represents C1 - C6 alkyl, C3 - C10 cycloalkyl, C2 - C6 alkenyl, C1 - C6 alkoxy, benzyl, E-1, or E-28. Z a represents a halogen atom, C1 - C6 alkyl, C1 - C6 alkyl substituted with R6 , C3 - C10 cycloalkyl, C1 - C6 haloalkyl, C1 - C6 alkoxy, C1 - C6 alkoxycarbonyl, phenyl, S-1, S-4, or S-6. m5 represents an integer of 0, 1, or 2. n3 represents an integer of 0 or 1. n4 represents an integer of 1 or 2, n5 represents an integer of 0, 1, 2, or 3. n6 represents an integer of 0, n7 represents an integer of 0 or 1. u4 represents an integer of 0, u5 represents an integer of 0, t5 represents an integer of 1, v2 represents an integer of 1, v3 represents an integer of 0, v4 represents an integer of 0 or 1. v5 represents an integer of 0 or 1. w4 represents an integer of 0, w5 represents an integer of 0, the pyrazole compound or salt thereof according to claim 1.
  3. R1 represents a hydrogen atom, R W is a C1 - C6 alkyl, C1 - C6 haloalkyl, Ra -substituted C1 - C6 alkyl, C2 - C6 alkenyl, C1 - C6 alkylcarbonyl, C1- C6 haloalkylcarbonyl, Ra -substituted C1 -C6 alkylcarbonyl, C2 - C6 alkenylcarbonyl, Ra - substituted C2- C6 alkenylcarbonyl, C3 - C10 cycloalkylcarbonyl, C1 - C6 alkoxycarbonyl, C1 - C6 haloalkoxycarbonyl, Ra -substituted C1 - C6 alkoxycarbonyl, C2 - C6 alkenyloxycarbonyl, C1 - C6 alkylaminocarbonyl, di( C1 - C6 alkyl )aminocarbonyl or C1 -C Represents 6 alkylaminothiocarbonyl, When W is -O-, Z1 represents a hydroxy, carboxy, amino, nitro, cyano, halogen atom, C1 - C6 alkyl, C1 - C6 haloalkyl, C2- C6 alkenyl, C1 - C6 alkoxy, C1- C6 haloalkoxy, C1 - C6 alkylthio, C1 - C6 alkylcarbonyl, C1- C6 alkoxycarbonyl, -OR j , -C (=NOH)NH2, E - 1 -E-4, E-13, E-14, E-25, E-28, E-37, E-38, E-41, or E-55. When W is -N(R W )-, Z1 represents a hydroxy, carboxy, nitro, cyano, halogen atom, C1 - C6 alkyl, C3 - C10 cycloalkyl, C1 -C6 haloalkyl, C1 - C6 alkoxy, C1- C6 haloalkoxy, C1-C6 alkylthio, C1-C6 haloalkylthio, C1-C6 alkoxycarbonyl , -OR j or E - 1 . R j represents a C2 - C6 alkenyl, a C2 - C6 alkynyl, a C1 - C6 alkyl or E-1 substituted with R 4 . The pyrazole compound or salt thereof according to claim 2, wherein p represents an integer of 1.
  4. W represents -O-, the pyrazole compound or salt thereof according to claim 1.
  5. G1 represents a halogen atom, C1 - C6 alkyl, C1 - C6 haloalkyl, C1 - C6 alkoxy, C1 - C6 haloalkoxy, C1 - C6 alkylthio, C1 - C6 alkylsulfinyl, C1 - C6 alkylsulfonyl, or di( C1 - C6 alkyl)amino. RX represents C1 - C6 alkyl, RX -1, RX -2, or RX -3. R and Y represent hydrogen atoms or halogen atoms. R1 represents a hydrogen atom, R2 represents a hydrogen atom or a C1 - C6 alkyl group. R3 represents a hydrogen atom, Z is Z-1, Z-2, Z-3, Z-4, Z-6, Z-8, Z-9, Z-17, Z-19, Z-25, Z-27 , represents Z-28, Z-34, Z-44, Z-45, Z-46, Z-47, Z-48, Z-49 or Z-50, Z1 represents a hydroxy, carboxy, amino, nitro, cyano, halogen atom, C1 - C6 alkyl, C1 - C6 haloalkyl, C2 - C6 alkenyl, C1 - C6 alkoxy, C1 - C6 haloalkoxy, C1 -C6 alkylthio, C1- C6 alkylcarbonyl, C1 - C6 alkoxycarbonyl, -OR j , -NHC(O ) R k , -C(O)NHR m , -C(=NOR)R', -C(=NOH) NH2 , E-1-E-4, E-13, E-14, E-25, E-28, E-37, E-38, E-41, or E-55. R represents C1 - C6 alkyl, R' represents C1 - C6 alkyl, R j represents a C2 - C6 alkenyl, a C2 - C6 alkynyl, a C1 - C6 alkyl or E-1 substituted with R 4 . R4 represents C1 - C6 alkoxy, C3 - C10 cycloalkyl, E-1, E-2, or E-3. R k represents C3 - C10 cycloalkyl, C1 - C6 haloalkyl, C1 - C6 alkyl substituted with R5 , C1 - C6 alkoxy, E-1, E-2, or E-3. R5 represents C1 - C6 alkoxy, R m represents C1 - C6 alkyl, C3 - C10 cycloalkyl, C2 - C6 alkenyl, C1 - C6 alkoxy, benzyl, E-1, or E-28. Z a represents a halogen atom, C1 - C6 alkyl, C1 - C6 alkyl substituted with R6 , C3 - C10 cycloalkyl, C1 - C6 haloalkyl, C1 - C6 alkoxy, C1 - C6 alkoxycarbonyl, phenyl, S-1, S-4, or S-6. m5 represents an integer of 0, 1, or 2. n² represents an integer of 0 or 1. n3 represents an integer of 0 or 1. n4 represents an integer of 1 or 2, n5 represents an integer of 0, 1, or 2. n6 represents an integer of 0, n7 represents an integer of 0 or 1. u4 represents an integer of 0, u5 represents an integer of 0, v2 represents an integer of 1, v3 represents an integer of 0, v4 represents an integer of 0 or 1. v5 represents an integer of 0 or 1, the pyrazole compound or salt thereof according to claim 4.
  6. Z1 represents a hydroxy, carboxy, amino, nitro, cyano, halogen atom, C1 - C6 alkyl, C1 - C6 haloalkyl, C2 - C6 alkenyl, C1 - C6 alkoxy, C1 - C6 haloalkoxy, C1 - C6 alkylcarbonyl, C1 - C6 alkoxycarbonyl, -OR j , -C(=NOH) NH2 , E-1-E-4, E-13, E-14, E-25, E-28, E-37, E-38, E-41, or E-55. The pyrazole compound or salt thereof according to claim 5, wherein p represents an integer of 1.
  7. The pyrazole compound or salt thereof according to claim 1, wherein W represents -N(R W )-.
  8. G1 represents a halogen atom, C1 - C6 alkyl, C3 - C6 cycloalkyl, C1- C6 haloalkyl, C2 - C6 alkenyl, C1 - C6 alkoxy, C1 - C6 haloalkoxy, C1 - C6 alkylthio, C1 - C6 alkylsulfinyl, C1 - C6 alkylsulfonyl, or di( C1 - C6 alkyl)amino. RX represents C1 - C6 alkyl, RX -1, RX -2, RX -3, or RX -4. R and Y represent hydrogen atoms or halogen atoms. R W is a hydrogen atom, C1 - C6 alkyl, C1 - C6 haloalkyl, Ra - substituted C1 - C6 alkyl, C2 - C6 alkenyl, C1 - C6 alkylcarbonyl, C1-C6 haloalkylcarbonyl, Ra -substituted C1 - C6 alkylcarbonyl, C2 - C6 alkenylcarbonyl, Ra -substituted C2 - C6 alkenylcarbonyl, C3 - C10 cycloalkylcarbonyl, C1 - C6 alkoxycarbonyl, C1 - C6 haloalkoxycarbonyl, Ra -substituted C1 - C6 alkoxycarbonyl, C2 - C6 alkenyloxycarbonyl, C1 -C6 alkylaminocarbonyl , di( C1 - C6 alkyl)aminocarbonyl, C1 - C Represents 6 alkylaminothiocarbonyl, C1 - C6 alkylsulfonyl, -C(O)OR d , -C(O)C(O)Re e , -C(O)SR f , -C(O)R g , or Q-1. R2 represents a hydrogen atom, a C1 - C6 alkyl group, or a C1 - C6 alkyl group substituted with Rh . R3 represents a hydrogen atom, Ra represents hydroxy, cyano, C3 - C10 cycloalkyl, C1 - C6 alkoxy, C1 - C6 alkylsulfonyl, di( C1 - C6 alkyl)amino, C1 - C6 alkylcarbonyl, C1 - C6 alkoxycarbonyl, tri( C1 - C6 alkyl)silyl, -C(N=OR b )R c or Q-1. R D represents a halogen atom or nitro, Re represents C1 - C6 alkoxy, R g represents Q-1, Q-2, Q-3, Q-4, or Q-11. Rh represents C1 - C6 alkoxy, Ri represents cyano, Z represents Z-1, Z-4, Z-8, Z-9, Z-17, Z-19 or Z-27, Z1 represents a hydroxy, carboxy, nitro, cyano, halogen atom, C1 - C6 alkyl, C3 - C10 cycloalkyl, C1 - C6 haloalkyl, C1 - C6 alkoxy, C1 - C6 haloalkoxy, C1 - C6 alkylthio, C1 - C6 haloalkylthio, C1 - C6 alkoxycarbonyl, -OR j or E-1. Z2 represents C1 to C6 alkyl, Rj represents a C1 - C6 alkyl or C1 - C6 alkoxycarbonyl substituted with R4 . R 4 represents E-2, Z a represents a C1 - C6 alkyl or C1 - C6 haloalkyl, m5 represents an integer of 0, 1, or 2. n² represents an integer of 0 or 2. n3 represents an integer of 1, n4 represents an integer of 1, n5 represents an integer of 1, 2, or 3. u4 represents an integer of 0, u5 represents an integer of 0, t5 represents an integer of 1, v4 represents the integer 1, v5 represents an integer of 0, w4 represents an integer of 0, w5 represents an integer of 0, the pyrazole compound or salt thereof according to claim 7.
  9. R1 represents a hydrogen atom, R W is a C1 - C6 alkyl, C1 - C6 haloalkyl, Ra -substituted C1 - C6 alkyl, C2 - C6 alkenyl, C1 - C6 alkylcarbonyl, C1- C6 haloalkylcarbonyl, Ra -substituted C1 -C6 alkylcarbonyl, C2 - C6 alkenylcarbonyl, Ra - substituted C2- C6 alkenylcarbonyl, C3 - C10 cycloalkylcarbonyl, C1 - C6 alkoxycarbonyl, C1 - C6 haloalkoxycarbonyl, Ra -substituted C1 - C6 alkoxycarbonyl, C2 - C6 alkenyloxycarbonyl, C1 - C6 alkylaminocarbonyl, di( C1 - C6 alkyl )aminocarbonyl or C1 -C Represents 6 alkylaminothiocarbonyl, The pyrazole compound or salt thereof according to claim 8, wherein p represents an integer of 1.
  10. A pesticide containing one or more pyrazole compounds and salts thereof selected from any one of claims 1 to 9 as an active ingredient.
  11. A bactericidal agent containing one or more pyrazole compounds and salts thereof selected from any one of claims 1 to 9 as an active ingredient.
  12. A fungicide for agricultural and horticultural use, containing one or more pyrazole compounds and their salts selected from any one of claims 1 to 9 as an active ingredient.
  13. An antifungal agent containing one or more pyrazole compounds and salts thereof selected from any one of claims 1 to 9 as an active ingredient.
  14. An internal parasite control agent containing one or more pyrazole compounds and salts thereof selected from any one of claims 1 to 9 as an active ingredient.

Description

This invention relates to novel pyrazole compounds and their salts, as well as pest control agents containing these compounds and their salts as active ingredients. Patent documents 1 to 3 disclose certain pyrazole compounds, but they do not disclose any pyrazole compounds according to the present invention. Furthermore, while Patent Documents 4 and 5 disclose that certain pyrazole compounds are useful as bactericides, they do not disclose any pyrazole compounds related to the present invention. International Publication No. 2002/085860International Publication No. 2006/132197European Patent Application Publication No. 289879International Publication No. 2009/028280International Publication No. 1996/038419 The present invention will be described in detail below. The compounds of this invention may have E- and Z-isomers depending on the type of substituent; however, this invention encompasses mixtures containing these E- and Z-isomers, or E- and Z-isomers, in any proportion. Furthermore, while the compounds of the present invention may contain optically active forms due to the presence of one or more chiral carbon atoms or chiral sulfur atoms, the present invention encompasses all optically active forms or racemic mixtures. Furthermore, while the compounds of the present invention may have tautomers depending on the type of substituent, the present invention encompasses all tautomers or mixtures of tautomers containing any proportion. Furthermore, while the compounds of the present invention may exist as one or more rotational isomers due to limited bond rotation caused by steric hindrance between substituents, the present invention encompasses all rotational isomers or mixtures of diastereomers containing them in any proportion. Next, specific examples of each substituent shown in this specification are given below. Here, n- means normal, i- means iso, s- means secondary, tert- means tertiary, and Ph means phenyl. In this specification, "halogen atoms" include fluorine atoms, chlorine atoms, bromine atoms, and iodine atoms. Furthermore, the term "halo" in this specification also refers to these halogen atoms. In this specification, the notation "C a to C b alkyl" refers to a linear or branched saturated hydrocarbon group having a to b carbon atoms. Specific examples include methyl, ethyl, n-propyl, i-propyl, n-butyl, i-butyl, s-butyl, tert-butyl, n-pentyl, 1,1-dimethylpropyl, and n-hexyl, each selected within the specified range of carbon atoms. In this specification, the notation "C a to C b haloalkyl" refers to a linear or branched saturated hydrocarbon group having a to b carbon atoms, in which hydrogen atoms bonded to carbon atoms are optionally substituted by halogen atoms. In this case, if two or more halogen atoms are substituted, these halogen atoms may be identical or different from each other. Specific examples include fluoromethyl, chloromethyl, bromomethyl, iodomethyl, difluoromethyl, dichloromethyl, trifluoromethyl, chlorodifluoromethyl, trichloromethyl, bromodifluoromethyl, 1-fluoroethyl, 2-fluoroethyl, 2-chloroethyl, 2-bromoethyl, 2,2-difluoroethyl, 2,2,2-trifluoroethyl, 2-chloro-2,2-difluoroethyl, and 2,2,2-trichloroethyl, which are selected within the specified range of carbon atoms. In this specification, the notation "C a to C b alkenyl" refers to an unsaturated hydrocarbon having a to b carbon atoms in a linear or branched chain and containing one or more double bonds in the molecule. Specific examples include vinyl, 1-propenyl, 2-propenyl (hereinafter also referred to as allyl), 1-methylethenyl, 2-butenyl, 2-methyl-2-propenyl, 3-methyl-2-butenyl, 1,1-dimethyl-2-propenyl, etc., each selected within the specified range of carbon atoms. In this specification, the notation "C a to C b alkynyl" refers to an unsaturated hydrocarbon having a to b carbon atoms in a linear or branched chain and containing one or more triple bonds within the molecule. Specific examples include ethynyl, propargyl, 2-butynyl, 3-butynyl, 1-pentynyl, and 1-hexynyl, each selected within the specified range of carbon atoms. In this specification, the notation "C a to C b alkoxy" represents an alkyl-O- having a to b carbon atoms, as described above. Specific examples include methoxy, ethoxy, n-propyloxy, i-propyloxy, n-butyloxy, i-butyloxy, s-butyloxy, tert-butyloxy, 2-ethylhexyloxy, etc., each selected within the specified range of carbon atoms. In this specification, the notation "C a to C b haloalkoxy" represents a haloalkyl-O- having a number of carbon atoms from a to b, and specific examples include difluoromethoxy, trifluoromethoxy, chlorodifluoromethoxy, bromodifluoromethoxy, 2-fluoroethoxy, 2-chloroethoxy, 2,2,2-trifluoroethoxy, 1,1,2,2-tetrafluoroethoxy, 2-chloro-1,1,2-trifluoroethoxy, 1,1,2,3,3,3-hexafluoropropyloxy, and the like, which are selected within the specified range of carbon atoms. In this specification, the notation "C a to C b alkenyloxy" represents an alkenyl-O- having a number of carbon atoms fr