Nitrogen-containing heterocyclic compound having an oxime group, agricultural or horticultural herbicide comprising the compound, and method for using the compound or the herbicide

Patent metadata

Field	Value
Publication number	US-2025331521-A1
Application number	US-202318859850-A
Country	US
Kind code	A1
Filing date	Apr 27, 2023
Priority date	Apr 28, 2022
Publication date	Oct 30, 2025
Grant date	—

Abstract

The problem to be solved is to provide a novel herbicide having both high safety for crops and excellent herbicidal activity against weeds in order to resolve the food crisis that is anticipated to come in the near future due to global population growth.
The problem is solved by the compound represented by the following general formula (1):

or a salt thereof, an agricultural or horticultural herbicide comprising the compound or the salt thereof as an active ingredient, and a method for using the herbicide.

First claim

1 . A compound represented by the general formula (1):

wherein
Q represents a group represented by the following Q1, Q2, Q3, Q4, Q5, Q6, Q7, Q8, Q9, Q10, Q11, Q12, Q13, Q14, Q15, Q16, Q17, or Q18:

wherein
R 1 represents

(a1) a halogen 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 halo (C 1 -C 6 ) alkyl group;
(a7) a halo (C 2 -C 6 ) alkenyl group;
(a8) a halo (C 2 -C 6 ) alkynyl group;
(a9) a halo (C 3 -C 6 ) cycloalkyl group;
(a10) a dioxolanyl group;
(a11) a dioxanyl group;
(a12) a dioxepanyl group;
(a13) a dihydropyranyl group;
(a14) a tetrahydropyranyl group;
(a15) a tetrahydrothiopyranyl group;
(a16) a piperidinyl group;
(a17) a substituted piperidinyl group having 1 to 3 substituents on the ring, each independently selected from the group consisting of a (C 1 -C 6 ) alkyl group, a (C 1 -C 6 ) alkylcarbonyl group, and a (C 1 -C 6 ) alkoxycarbonyl group;
(a18) a thienyl group;
(a19) a substituted thienyl group having 1 to 3 substituents on the ring, each independently selected from a set Y of substituents;
(a20) a thiazolyl group;
(a21) a substituted thiazolyl group having 1 or 2 substituents on the ring, each independently selected from the set Y of substituents;
(a22) a thiadiazolyl group;
(a23) a substituted thiadiazolyl group having one substituent on the ring, selected from the set Y of substituents;
(a24) a pyrazolyl group;
(a25) a substituted pyrazolyl group having 1 to 3 substituents on the ring, each independently selected from the set Y of substituents;
(a26) a phenyl group;
(a27) a substituted phenyl group having 1 to 5 substituents on the ring, each independently selected from the set Y of substituents;
(a28) a pyridyl group;
(a29) a substituted pyridyl group having 1 to 4 substituents on the ring, each independently selected from the set Y of substituents;
(a30) a pyridazinyl group;
(a31) a substituted pyridazinyl group having 1 to 3 substituents on the ring, each independently selected from the set Y of substituents;
(a32) a pyrimidinyl group;
(a33) a substituted pyrimidinyl group having 1 to 3 substituents on the ring, each independently selected from the set Y of substituents;
(a34) a pyrazinyl group;
(a35) a substituted pyrazinyl group having 1 to 3 substituents on the ring, each independently selected from the set Y of substituents;
(a36) an amino group;
(a37) a carboxyl group;
(a38) a (C 1 -C 6 ) alkoxy group;
(a39) a halo (C 1 -C 6 ) alkoxy group;
(a40) a (C 1 -C 6 ) alkylsulfanyl group;
(a41) a (C 1 -C 6 ) alkylsulfinyl group;
(a42) a (C 1 -C 6 ) alkylsulfonyl group;
(a43) a (C 3 -C 6 ) cycloalkenyl group;
(a44) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkyl group;
(a45) a (C 1 -C 6 ) alkylsulfanyl (C 1 -C 6 ) alkyl group;
(a46) a (C 1 -C 6 ) alkylsulfinyl (C 1 -C 6 ) alkyl group;
(a47) a (C 1 -C 6 ) alkylsulfonyl (C 1 -C 6 ) alkyl group;
(a48) a (C 1 -C 6 ) alkylcarbonyl group;
(a49) a (C 1 -C 6 ) alkoxycarbonyl group;
(a50) a halo (C 1 -C 6 ) alkylcarbonyl group;
(a51) a halo (C 1 -C 6 ) alkoxycarbonyl group;
(a52) a phenylcarbonyl group;
(a53) a substituted phenylcarbonyl group having 1 to 5 substituents on the ring, each independently selected from the set Y of substituents;
(a54) a phenylaminocarbonyl group;
(a55) a substituted phenylaminocarbonyl group having 1 to 5 substituents on the ring, each independently selected from the set Y of substituents;
(a56) a benzhydrylidene amino group;
(a57) an oxopyrrolidinyl group;
(a58) an oxopyridyl group;
(a59) a substituted dioxolanyl group having 1 to 4 substituents on the ring, each independently selected from the group consisting of a halogen atom and a (C 1 -C 6 ) alkyl group;
(a60) a substituted dioxanyl group having 1 to 4 substituents on the ring, each independently selected from the group consisting of a halogen atom and a (C 1 -C 6 ) alkyl group;
(a61) a furanyl group;
(a62) a substituted furanyl group having 1 to 3 substituents on the ring, each independently selected from the set Y of substituents;
(a63) an isothiazolyl group;
(a64) a substituted isothiazolyl group having 1 or 2 substituents on the ring, each independently selected from the set Y of substituents;
(a65) an oxazolyl group;
(a66) a substituted oxazolyl group having 1 or 2 substituents on the ring, each independently selected from the set Y of substituents;
(a67) an isoxazolyl group;
(a68) a substituted isoxazolyl group having 1 or 2 substituents on the ring, each independently selected from the set Y of substituents;
(a69) a quinolinyl group;
(a70) a substituted quinolinyl group having 1 to 6 substituents on the ring, each independently selected from the set Y of substituents;
(a71) a benzothienyl group;
(a72) a substituted benzothienyl group having 1 to 5 substituents on the ring, each independently selected from the set Y of substituents;
(a73) a phenoxy group;
(a74) a substituted phenoxy group having 1 to 5 substituents on the ring, each independently selected from the set Y of substituents;
(a75) a phenyl (C 1 -C 6 ) alkyl group;
(a76) a substituted phenyl (C 1 -C 6 ) alkyl group having 1 to 5 substituents on the ring, each independently selected from the set Y of substituents;
(a77) a phenyl (C 1 -C 6 ) alkoxy group;
(a78) a substituted phenyl (C 1 -C 6 ) alkoxy group having 1 to 5 substituents on the ring, each independently selected from the set Y of substituents;
(a79) a (C 1 -C 6 ) alkylamino group;
(a80) a halo (C 1 -C 6 ) alkoxycarbonylamino group;
(a81) an oxazolidinonyl group;
(a82) a (C 1 -C 6 ) alkoxy (C 1 -C 6 ) alkoxy group;
(a83) a tetrahydrofuranyl (C 1 -C 6 ) alkoxy group; or
(a84) a (C 3 -C 6 ) cycloalkyl (C 1 -C 6 ) alkoxy group,
R 2 represents

(b1) a hydrogen atom;
(b2) a halogen atom; or
(b3) a (C 1 -C 6 ) alkyl group,
R 2a represents

(b1′) a hydrogen atom; or
(b2′) a (C 1 -C 6 ) alkyl group,
R 3 represents

(c1) a hydrogen atom;
(c2) a halogen atom;
(c3) a hydroxy group;
(c4) a (C 1 -C 6 ) alkyl group;
(c5) a (C 2 -C 6 ) alkenyl group;
(c6) a (C 2 -C 6 ) alkynyl group;
(c7) a (C 3 -C 6 ) cycloalkyl group;
(c8) a halo (C 1 -C 6 ) alkyl group;
(c9) a halo (C 2 -C 6 ) alkenyl group;
(c10) a halo (C 2 -C 6 ) alkynyl group;
(c11) a halo (C 3 -C 6 ) cycloalkyl group;
(c12) a (C 1 -C 6 ) alkoxy group;
(c13) a (C 1 -C 6 ) alkylsulfanyl group;
(c14) a (C 1 -C 6 ) alkylsulfinyl group;
(c15) a (C 1 -C 6 ) alkylsulfonyl group;
(c16) a halo (C 1 -C 6 ) alkoxy group;
(c17) a halo (C 1 -C 6 ) alkylsulfanyl group;
(c18) a halo (C 1 -C 6 )

Assignees

• Nihon Nohyaku Co Ltd

Inventors

• Inoue Hayato
• Sano Yusuke
• Morita Tomoya
• HIRAIDE Yuto
• Matsumoto Seitaro
• Suda Yusuke

Classifications

• C07D417/14

  containing three or more hetero rings · CPC title

• C07D417/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07D413/14

  containing three or more hetero rings · CPC title

• C07D413/04

  directly linked by a ring-member-to-ring-member bond · CPC title

• C07D409/14

  containing three or more hetero rings · CPC title