Arylcyclohexanedione derivative or salt thereof, pest control agent containing said compound, and method for using same

Patent metadata

Field	Value
Publication number	US-2025072422-A1
Application number	US-202218725652-A
Country	US
Kind code	A1
Filing date	Dec 26, 2022
Priority date	Dec 28, 2021
Publication date	Mar 6, 2025
Grant date	—

Abstract

The invention provides compounds represented by the formula (1)wherein X and Y are oxygen atoms or sulfur atoms, Z is a hydroxyl group or the like, R1 and R2 are alkyl groups and the like, R4 and R5 are alkyl groups and the like, R3 and R6 are hydrogen atoms and the like, R7 is a substituted phenyl group or the like, and Q is an aryl group or the like, or salts thereof, pest control agents containing the compounds as active ingredients, and methods for use thereof.

First claim

1 . A compound represented by the formula (1)

wherein
R 1 and R 2 are each
(a1) a hydrogen atom; (a2) a (C 1 -C 6 )alkyl group; (a3) a (C 2 -C 6 )alkenyl group; (a4) a (C 2 -C 6 )alkynyl group; (a5) a (C 3 -C 6 )cycloalkyl group; (a6) a (C 1 -C 6 )alkoxy group; (a7) a halo(C 1 -C 6 )alkyl group; (a8) a (C 1 -C 6 )alkylcarbonyl group; (a9) a (C 1 -C 6 )alkoxycarbonyl group; (a10) a substituted (C 1 -C 6 )alkyl group having, on a chain, 1 to 3 substituents each independently selected from a cyano group, an amino group, a (C 1 -C 6 )alkoxy group, a (C 1 -C 6 )alkylamino group, a (C 1 -C 6 )alkylcarbonylamino group, a (C 1 -C 6 )alkoxycarbonylamino group and a (C 3 -C 6 )cycloalkyl group; (a1 l) a phenyl group; (a12) a substituted phenyl group having, on a ring, 1 to 3 substituents each independently selected from the group consisting of a halogen atom, a (C 1 -C 6 )alkyl group and a (C 1 -C 6 )alkoxy group; (a13) a phenyl(C 1 -C 6 )alkyl group; or (a14) a substituted phenyl(C 1 -C 6 )alkyl group having, on a ring, 1 to 3 substituents each independently selected from the group consisting of a halogen atom, a (C 1 -C 6 )alkyl group and a (C 1 -C 6 )alkoxy group,
R 1 and R 2 are optionally bonded to each other to form a 3- to 7-membered ring,
R 3 is
(b1) a hydrogen atom; (b2) a (C 1 -C 6 )alkyl group; or (b3) a phenyl group,
R 4 and R 5 are the same or different, and each is
(c1) a hydrogen atom; (c2) a (C 1 -C 6 )alkyl group; (c3) a (C 1 -C 6 )alkoxy(C 1 -C 6 )alkyl group; or (c4) a phenyl group,
when R 4 is a (C 1 -C 6 )alkyl group or a (C 1 -C 6 )alkoxy(C 1 -C 6 )alkyl group, R 4 is optionally bonded to Q to form a ring,
R 1 and R 2 are the same or different and are not hydrogen atoms at the same time, provided that when R 4 and Q are bonded to form a ring, then R 1 and R 2 are optionally hydrogen atoms at the same time,
R 6 is
(d1) a hydrogen atom; (d2) a (C 1 -C 6 )alkyl group; (d3) a (C 3 -C 6 )cycloalkyl group; (d4) a (C 1 -C 6 )alkoxy group; or (d5) a (C 1 -C 6 )alkylcarbonyl group,
R 7 is
(e1) a (C 1 -C 6 )alkyl group; (e2) a (C 2 -C 6 )alkenyl group; (e3) a (C 2 -C 6 )alkynyl group; (e4) a (C 3 -C 6 )cycloalkyl group; (e5) a halo(C 1 -C 6 )alkyl group; (e6) a halo(C 2 -C 6 )alkenyl group; (e7) a halo(C 2 -C 6 )alkynyl group; (e8) a substituted (C 1 -C 6 )alkyl group having 1 to 3 substituents each independently selected from the group consisting of a cyano group, a (C 3 -C 6 )cycloalkyl group, a (C 1 -C 6 )alkoxy group, a (C 1 -C 6 )alkylthio group, a halo(C 3 -C 6 )cycloalkyl group, a halo(C 1 -C 6 )alkoxy group, a halo(C 1 -C 6 )alkylthio group, a carboxamido group, a phenylcarbonyl group and a di(C 1 -C 6 )alkylamino group; (e9) a substituted (C 3 -C 6 )cycloalkyl group having, on a ring, 1 to 3 substituents each independently selected from the group consisting of a cyano group, a (C 3 -C 6 )cycloalkyl group, a (C 1 -C 6 )alkoxy group, a (C 1 -C 6 )alkylthio group, a (C 1 -C 6 )alkyl group, a halo(C 3 -C 6 )cycloalkyl group, a halo(C 1 -C 6 )alkoxy group, a halo(C 1 -C 6 )alkylthio group and a carboxamido group; (e10) a (C 1 -C 6 )alkylsulfonyl group; (e11) an N—(C 1 -C 6 )alkylaminosulfonyl group; (e12) a phenylcarbonylamino group; (e13) a substituted phenylcarbonylamino group having, on a ring, 1 to 3 substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 )alkyl group, a (C 1 -C 6 )alkoxy group, a (C 3 -C 6 )cycloalkyl group, a (C 1 -C 6 )alkylthio group, a (C 1 -C 6 )alkylsulfinyl group, a (C 1 -C 6 )alkylsulfonyl group, a halo(C 1 -C 6 )alkyl group and a halo(C 1 -C 6 )alkoxy group; (e14) a piperidinyl group; (e15) a substituted piperidinyl group having, on a ring, 1 to 3 substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 )alkyl group, a (C 1 -C 6 )alkoxy group, a (C 3 -C 6 )cycloalkyl group, a (C 1 -C 6 )alkylthio group, a (C 1 -C 6 )alkylsulfinyl group, a (C 1 -C 6 )alkylsulfonyl group, a halo(C 1 -C 6 )alkyl group, a halo(C 1 -C 6 )alkoxy group, a (C 1 -C 6 )alkoxycarbonyl group and a phenyl(C 1 -C 6 )alkoxycarbonyl group; (e16) a morpholinyl group; (e17) a substituted morpholinyl group having, on a ring, 1 to 3 substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 )alkyl group, a (C 1 -C 6 )alkoxy group, a (C 3 -C 6 )cycloalkyl group, a (C 1 -C 6 )alkylthio group, a (C 1 -C 6 )alkylsulfinyl group, a (C 1 -C 6 )alkylsulfonyl group, a halo(C 1 -C 6 )alkyl group and a halo(C 1 -C 6 )alkoxy group; (e18) a phenyl group; (e19) a substituted phenyl group having, on a ring, 1 to 5 substituents each independently selected from the group consisting of (a) a halogen atom, (b) a cyano group, (c) a nitro group, (d) an amino group, (e) a hydroxyl group, (e) a carboxyl group, (g) a (C 1 -C 6 )alkyl group, (h) a (C 1 -C 6 )alkoxy group, (i) a (C 3 -C 6 )cycloalkyl group, (j) a (C 1 -C 6 )alkylthio group, (k) a (C 1 -C 6 )alkylsulfinyl group, (l) a (C 1 -C 6 )alkylsulfonyl group, (m) a halo(C 1 -C 6 )alkyl group, (n) a halo(C 1 -C 6 )alkoxy group, (o) a halo(C 3 -C 6 )cycloalkyl group, (p) a halo(C 1 -C 6 )alkylthio group, (q) a halo(C 1 -C 6 )alkylsulfinyl group, (r) a halo(C 1 -C 6 )alkylsulfonyl group, (s) a (C 1 -C 6 )alkoxycarbonyl group, (t) a (C 1 -C 6 )alkylcarbonylamino group, (u) a halo(C 1 -C 6 )alkylcarbonylamino group, (v) a (C 1 -C 6 )alkylsulfonylamino group, (w) a halo(C 1 -C 6 )alkylsulfonylamino group, (x) an N,N-di(C 1 -C 6 )alkylcarboxamido group, (y) an N-halo(C 1 -C 6 )alkylcarboxamido group, (z) pyrazolyl group, (aa) a phenoxy group, (ab) a phenyl group, and (ac) a substituted phenyl group having, on a ring, 1 to 5 substituents each independently selected from the group consisting of a halogen atom, a cyano group, a (C 1 -C 6 )alkyl group, a (C 1 -C 6 )alkoxy group, a (C 3 -C 6 )cycloalkyl group, a (C 1 -C 6 )alkylthio group, a (C 1 -C 6 )alkylsulfinyl group, a (C 1 -C 6 )alkylsulfonyl group, a halo(C 1 -C 6 )alkyl group and a halo(C 1 -C 6 )alkoxy group, or (ad) a methylenedioxy group formed by two adjacent substituents together and optionally substituted by 1 or 2 substituents selected from the group consisting of a halogen atom, a phenyl group and a (C 1 -C 6 )alkyl group, provided that an atom adjacent to a bonding atom in the pyrazolyl group is not substituted by the (C 1 -C 6 )alkylsulfonyl group or the halo(C 1 -C 6 )alkylsulfonyl group; (e20) a pyridyl group; (e21) a substituted pyridyl group having, on a ring, 1 to 4 substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group, a (C 1 -C 6 )alkyl group, a (C 1 -C 6 )alkoxy group, a (C 3 -C 6 )cycloalkyl group, a (C 1 -C 6 )alkylthio group, a (C 1 -C 6 )alkylsulfinyl group, a (C 1 -C 6 )alkylsulfonyl group, a halo(C 1 -C 6 )alkyl group, a halo(C 1 -C 6 )alkoxy group, a halo(C 1 -C 6 )alkylthio group, a halo(C 1 -C 6 )alkylsulfinyl group and a halo(C 1 -C 6 )alkylsulfonyl group; (e22) an N-oxo-pyridyl group; (e23) a substituted N-oxo-pyridyl group having, on a ring, 1 to 3 substituents each independently selected from the group consisting of a halogen atom, a cyano group, a nitro group, a (C 1 -C 6 )alkyl group, a (C 1 -C 6 )alkoxy group, a (C 3 -C 6 )cycloalkyl group, a (C 1 -C 6 )alkylthio group, a (C 1 -C 6 )alkylsulfinyl group, a (C 1 -C 6 )alkylsulfonyl group, a halo(C 1 -C 6 )alkyl group, a halo(C 1 -C 6 )alkoxy group, a halo(C 1 -C 6 )alkylthio group, a halo(C 1 -C 6 )alkylsulfinyl group and a halo(C 1 -C 6 )alkylsulfonyl group; (e24) a pyridazinyl group; (e25) a substituted pyridazinyl group having, on a ring, 1 to 3 substituents each independently selected from the group consisting of a

Assignees

• Adeka Corp
• Nihon Nohyaku Co Ltd

Inventors

• Hara Kenji
• Sugihara Kousuke
• Masuda Tsuyoshi
• Fujii Kazuki
• Fukatsu Kosuke

Classifications

• A01N43/50

  1,3-Diazoles; Hydrogenated 1,3-diazoles · CPC title

• A01N37/42

  containing within the same carbon skeleton a carboxylic group or a thio analogue, or a derivative thereof, and a carbon atom having only two bonds to hetero atoms with at the most one bond to halogen, e.g. keto-carboxylic acids · CPC title

• A01P7/04

  Insecticides · CPC title

• A01N47/02

  the carbon atom having no bond to a nitrogen atom · CPC title

• A01N43/56

  1,2-Diazoles; Hydrogenated 1,2-diazoles · CPC title