US 9,809,580 B2
Carboxylic acid compound, method for preparation thereof, and use thereof
Yueheng Jiang, Shanghai (CN)
Assigned to InventisBio Shanghai Ltd., Shanghai (CN)
Appl. No. 15/501,387
Filed by INVENTISBIO SHANGHAI LTD., Shanghai (CN)
PCT Filed Aug. 11, 2015, PCT No. PCT/CN2015/086605
§ 371(c)(1), (2) Date Feb. 2, 2017,
PCT Pub. No. WO2016/023460, PCT Pub. Date Feb. 18, 2016.
Claims priority of application No. 2014 1 0398333 (CN), filed on Aug. 13, 2014.
Prior Publication US 2017/0233376 A1, Aug. 17, 2017
Int. Cl. C07D 405/10 (2006.01); C07D 213/70 (2006.01); C07C 323/63 (2006.01); C07D 213/74 (2006.01); C07D 213/68 (2006.01); C07D 401/04 (2006.01); C07D 213/57 (2006.01); C07B 59/00 (2006.01)
CPC C07D 405/10 (2013.01) [C07B 59/002 (2013.01); C07C 323/63 (2013.01); C07D 213/57 (2013.01); C07D 213/68 (2013.01); C07D 213/70 (2013.01); C07D 213/74 (2013.01); C07D 401/04 (2013.01); C07B 2200/05 (2013.01); C07C 2601/02 (2017.05)] 20 Claims
 
1. A carboxylic acid compound of Chemical Formula Ia or Ib or Chemical Formula IIa or IIb, or a pharmaceutically acceptable salt, or solvate thereof,

OG Complex Work Unit Drawing
wherein,
Y, W and Z are each independently C or N;
A is S or O;
Q is substituted or unsubstituted ethylene, propylene,

OG Complex Work Unit Drawing
or phenylene, wherein substituent is methyl, ethyl, propyl, —CD3, cyclopropyl, cyclobutyl, cyclopentyl, cyclopropylidene, cyclobutylidene, cyclopentylidene or fluorine;
M is H, Na, K, Ca or C1-4 alkyl;
R1, R2 and R3 are each independently hydrogen or halogen;
Ra and Rb are each independently hydrogen, C1-6 alkyl or bond to each other to form a substituted or unsubstituted C6-10 aromatic ring structure, wherein the substituent in the substituted C6-10 aromatic ring structure is halogen, C1-3 alkyl or C1-3 alkoxy;
Rc is —CN, carboxyl, hydroxyl-substituted or unsubstituted C1-6 alkyl, hydroxyl-substituted or unsubstituted C3-6 cycloalkyl, hydroxyl-substituted or unsubstituted 3- to 6-membered heterocycloalkyl containing 1 to 3 heteroatom(s) selected from O, S and N.