US 12,447,151 B2
Alkyne derivative, preparation method for same, and uses thereof
Hejun Lv, Shanghai (CN); Yutao Ma, Shanghai (CN); Haibo Qiu, Shanghai (CN); Wenwen Zhao, Shanghai (CN); Taishan Hu, Shanghai (CN); and Lei Chen, Zhejiang (CN)
Assigned to HIS PHARMACEUTICAL CO., LTD., Zhejiang (CN); and SHANGHAI ARYL PHARMTECH CO., LTD., Shanghai (CN)
Appl. No. 17/625,103
Filed by ZHEJIANG HISUN PHARMACEUTICAL CO., LTD., Zhejiang (CN); and SHANGHAI ARYL PHARMTECH CO., LTD., Shanghai (CN)
PCT Filed Jul. 6, 2020, PCT No. PCT/CN2020/100376
§ 371(c)(1), (2) Date Jan. 6, 2022,
PCT Pub. No. WO2021/004421, PCT Pub. Date Jan. 14, 2021.
Claims priority of application No. 201910608212.0 (CN), filed on Jul. 8, 2019.
Prior Publication US 2022/0257602 A1, Aug. 18, 2022
Int. Cl. A61K 31/519 (2006.01); A61K 45/06 (2006.01); A61P 9/00 (2006.01); A61P 11/00 (2006.01); A61P 11/06 (2006.01); A61P 29/00 (2006.01); A61P 35/02 (2006.01); A61P 37/00 (2006.01); C07D 487/04 (2006.01)
CPC A61K 31/519 (2013.01) [A61K 45/06 (2013.01); A61P 9/00 (2018.01); A61P 11/00 (2018.01); A61P 11/06 (2018.01); A61P 29/00 (2018.01); A61P 35/02 (2018.01); A61P 37/00 (2018.01); C07D 487/04 (2013.01)] 9 Claims
 
1. The compound of formula (I) or a stereoisomer, a tautomer or a pharmaceutically acceptable salt thereof:

OG Complex Work Unit Chemistry
wherein:
X is selected from CH or N;
R1 is selected from cycloalkyl or heterocyclyl, wherein said cycloalkyl or heterocyclyl is optionally further substituted by one or more substituents selected from hydroxyl, halogen, nitro, cyano, alkyl, alkoxy, cycloalkyl, heterocyclyl, aryl, heteroaryl or —NR5R6;
R2 and R3 are each independently selected from hydrogen atom, alkyl, alkoxy, cyano or halogen, wherein the alkyl or alkoxy is optionally further substituted with one or more halogens;
R4 is the same or different, each independently selected from hydrogen atom, alkyl, alkoxy, cyano or halogen, wherein the alkyl or alkoxy is optionally further substituted with one or more halogens;
R5 and R6 are each independently selected from hydrogen atom, alkyl or cycloalkyl, wherein the alkyl or cycloalkyl is optionally further substituted by one or more substituents selected from hydroxyl, halogen, cyano, alkyl, alkoxy, cycloalkyl or heterocyclyl; and
m is 0, 1, 2, 3, 4, or 5.