US 11,932,652 B2
Pyrrolidinyl urea derivatives and application thereof in TrkA-related diseases
Yang Zhang, Shanghai (CN); Wentao Wu, Shanghai (CN); Zhixiang Li, Shanghai (CN); Jian Qin, Shanghai (CN); Jie Li, Shanghai (CN); Zhen Gong, Shanghai (CN); Jian Li, Shanghai (CN); and Shuhui Chen, Shanghai (CN)
Assigned to ZHANGZHOU PIEN TZE HUANG PHARMACEUTICAL CO., LTD., Fujian (CN)
Appl. No. 17/259,811
Filed by ZHANGZHOU PIEN TZE HUANG PHARMACEUTICAL CO., LTD., Fujian (CN)
PCT Filed Jul. 11, 2019, PCT No. PCT/CN2019/095576
§ 371(c)(1), (2) Date Jan. 12, 2021,
PCT Pub. No. WO2020/011227, PCT Pub. Date Jan. 16, 2020.
Claims priority of application No. 201810761702.X (CN), filed on Jul. 12, 2018; and application No. 201811307582.2 (CN), filed on Nov. 5, 2018.
Prior Publication US 2021/0147436 A1, May 20, 2021
This patent is subject to a terminal disclaimer.
Int. Cl. C07D 491/048 (2006.01); C07D 403/14 (2006.01); C07D 471/04 (2006.01); C07D 487/04 (2006.01)
CPC C07D 491/048 (2013.01) [C07D 403/14 (2013.01); C07D 471/04 (2013.01); C07D 487/04 (2013.01)] 20 Claims
 
1. A compound represented by formula (I) and formula (II), a stereoisomer thereof or a pharmaceutically acceptable salt thereof,

OG Complex Work Unit Chemistry
wherein,
custom character is selected from a single bond and a double bond;
T is selected from N and C;
E is selected from 0, NR4 and CR5R6;
R1 is selected from C1-6 alkyl optionally substituted by 1, 2 or 3 Ra;
each of R2 is independently selected from H, F, Cl, Br, I, OH and NH2;
R3 is selected from C1-3 alkyl optionally substituted by 1, 2 or 3 Rb;
R4 is selected from H, and C1-6 alkyl optionally substituted by 1, 2 or 3 Rc;
each of R5 and R6 is independently selected from H, F, Cl, Br, I, OH, NH2, CN, COOH, and C1-3 alkyl optionally substituted by 1, 2 or 3 Rd;
ring A is selected from 5-6 membered heteroaryl;
ring B is selected from 4-6 membered heterocycloalkyl optionally substituted by 1, 2 or 3 Re;
m is selected from 1, 2 and 3;
each of Ra, Rb, Rc, Rd and Re is independently selected from F, Cl, Br, I, OH, NH2, CN, COOH, C1-3 alkyl and C1-3 alkoxy, wherein the C1-3 alkyl and C1-3 alkoxy are optionally substituted by 1, 2 or 3 R;
R is selected from F, Cl, Br, I, OH and NH2;
each of the 4-6 membered heterocycloalkyl and the 5-6 membered heteroaryl contains 1, 2, 3 or 4 heteroatoms or heteroatom groups independently selected from —NH—, —O—, —S— and N.