US 12,479,794 B2
Acetophenone oxime compound and application thereof
Lingyun Wu, Shanghai (CN); Lele Zhao, Shanghai (CN); Xinming Du, Shanghai (CN); Xu You, Shanghai (CN); and Shuhui Chen, Shanghai (CN)
Assigned to Medshine Discovery Inc., Jiangsu (CN)
Appl. No. 18/022,194
Filed by Medshine Discovery Inc., Jiangsu (CN)
PCT Filed Aug. 16, 2021, PCT No. PCT/CN2021/112753
§ 371(c)(1), (2) Date Feb. 20, 2023,
PCT Pub. No. WO2022/037525, PCT Pub. Date Feb. 24, 2022.
Claims priority of application No. 202010847864.2 (CN), filed on Aug. 20, 2020; application No. 202110109311.1 (CN), filed on Jan. 26, 2021; and application No. 202110123369.1 (CN), filed on Jan. 28, 2021.
Prior Publication US 2023/0295076 A1, Sep. 21, 2023
Int. Cl. C07C 251/50 (2006.01); A61P 9/10 (2006.01)
CPC C07C 251/50 (2013.01) [A61P 9/10 (2018.01)] 15 Claims
OG exemplary drawing
 
1. A compound represented by formula (II) or a pharmaceutically acceptable salt thereof,

OG Complex Work Unit Chemistry
wherein
the structural moiety

OG Complex Work Unit Chemistry
 is selected from

OG Complex Work Unit Chemistry
m is selected from 1 and 2;
T1 is selected from CR5 and N;
R1 and R2 are each independently selected from H, -L1-NRa-L2-COOH, -L1-NRa-L2-cyclopropyl, -azetidinyl-COOH and -piperidyl-COOH, wherein the -L1-NRa-L2-COOH, -L1-NRa-L2-cyclopropyl, -azetidinyl-COOH and -piperidyl-COOH are optionally substituted with 1, 2 or 3 Rb;
L1 is selected from a single bond or CH2;
L2 is C1-3 alkyl;
R3 and R5 are each independently selected from H, F, Cl, Br, CN and C1-3 alkyl, wherein the C1-3 alkyl is optionally substituted with 1, 2 or 3 Rc;
R4 is selected from —O—C1-6 alkyl, —O—C1-3 alkyl-cyclopropyl, —O—C3-6 cycloalkyl and C3-6 cycloalkyl, wherein the C1-3 alkyl, C1-6 alkyl and C3-6 cycloalkyl are optionally substituted with 1, 2 or 3 Rd;
R6 is selected from H and —NRa—C1-3 alkyl-COOH, wherein the —NRa—C1-3 alkyl-COOH is optionally substituted with 1, 2 or 3 Re;
Ra is selected from H and CH3;
Rb is selected from H, F, Cl, Br, I and COOH;
Rc and Rd are each independently selected from H, F, Cl, Br and I;
Re is each independently selected from H, F, Cl, Br and I.