US 12,279,617 B2
Agricultural and horticultural chemical agent containing new imidazopyridine-2-carboxamide derivative as active ingredient
Katsuaki Oyama, Tokorozawa (JP); Kohei Ojima, Tsukubamirai (JP); Koichi Araki, Ushiku (JP); Saki Morishita, Oyama (JP); and Toshiki Fukuchi, Machida (JP)
Assigned to AGRO-KANESHO CO., LTD., Tokyo (JP)
Appl. No. 17/618,285
Filed by AGRO-KANESHO CO., LTD., Minato-ku (JP)
PCT Filed Jun. 12, 2020, PCT No. PCT/JP2020/023192
§ 371(c)(1), (2) Date Dec. 10, 2021,
PCT Pub. No. WO2020/251013, PCT Pub. Date Dec. 17, 2020.
Claims priority of application No. 2019-110238 (JP), filed on Jun. 13, 2019.
Prior Publication US 2022/0330550 A1, Oct. 20, 2022
Int. Cl. A01N 43/90 (2006.01); A01P 7/02 (2006.01); C07D 471/04 (2006.01)
CPC A01N 43/90 (2013.01) [A01P 7/02 (2021.08); C07D 471/04 (2013.01)] 20 Claims
 
1. An imidazopyridine-2-carboxamide derivative represented by a following formula (1), or its N-oxide or salt:

OG Complex Work Unit Chemistry
wherein: R1 represents a C1-6 alkyl group or a C1-6 haloalkyl group;
R2 represents a hydrogen atom, a C1-6 alkyl group, or a C1-6 haloalkyl group;
X represents an oxygen atom, a sulfur atom, or —SO2—;
A1, A2, A3, A4, and A5 each independently represents a nitrogen atom or C—R3, wherein two of A1, A2, A3, A4, and A5 are not nitrogen atoms at the same time, and at least one of A1, A2, A3, A4, and A5 is C—R3;
R3s are the same or different from each other, and each R3 represents a hydrogen atom, a halogen atom, a C1-6 alkyl group, a C1-6 haloalkyl group, a C3-8 cycloalkyl group, a C1-6 alkoxy group, a C3-6 alkenyloxy group, a C3-6 alkynyloxy group, a C1-6 haloalkoxy group, a C3-6 haloalkenyloxy group, a C3-6 haloalkynyloxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group, a C1-6 alkylsulfonyl group, a C1-6 haloalkylthio group, a C1-6 haloalkylsulfinyl group, a C1-6 haloalkylsulfonyl group, a nitro group, a cyano group, a phenyl group optionally substituted with one to four R5s, a phenoxy group optionally substituted with one to four R6s, or a triazolyl group substituted with one or two R7s, or when two R3s are substituted on adjacent two carbon atoms, the two R3s optionally form a saturated or unsaturated 5- or 6-membered ring together with the adjacent two carbon atoms to which the R3s are respectively bound, and
R5, R6, and R7 each independently represents a halogen atom, a C1-6 alkyl group, a C1-6 haloalkyl group, a C3-8 cycloalkyl group, a C1-6 alkoxy group, a C1-6 haloalkoxy group, a C1-6 alkylthio group, a C1-6 alkylsulfinyl group, a C1-6 alkylsulfonyl group, a C1-6 haloalkylthio group, a C1-6 haloalkylsulfinyl group, or a C1-6 haloalkylsulfonyl group;
R4s are the same or different from each other and each represents a hydrogen atom, a halogen atom, a C1-6 alkyl group, a C1-6 haloalkyl group, a C3-8 cycloalkyl group, a C1-6 alkoxy group, a nitro group, or a cyano group;
n represents an integer of 0 to 2; and
m represents an integer of 0 to 4.