New 3-amino-1H-indazole derivatives useful as tau protein phosphorylation inhibitors e.g. for treating neurodegenerative diseases, stroke, obesity, diabetes, hypertension, atherosclerosis and cancer

摘要

3-Amino-1H-indazole derivatives (I) are new. 3-Amino-1H-indazole derivatives of formula (I) and their isomers, tautomers and salts are new. R3 = 1-6C alkyl, aryl, aryl(1-6C)alkyl, heteroaryl, heteroaryl(1-6C)alkyl, 1-10C cycloalkyl-fused aryl, 1-10C cycloalkyl-fused heteroaryl, heterocyclyl, heterocycloalkyl, cycloalkyl, adamantyl, polycycloalkyl, alkenyl, alkynyl, CONR1R2, CSNR1R2, COOR1, SO2R1, C(NH)R1 or C(NH)NHR1 (all optionally substituted by at least one halo, CN, NO2, NH2, OH, OR1, COOH, COOR1, OCOR1, NR1R2, NHCOR1, CONR1R2, SR1, SOR1, SO2R1, NHSO2R1, SO2NR1R2, CSNR1R2, NHCSR1, OSO2R1, SO3R1, aryl, heteroaryl, heterocyclyl, CHO, CF3, SCF3, OCF3 or 1-6C alkyl); R5, R6 = halo, CN, NO2, NH2, OH, OR1, COOH, COOR1, OCOR1, NR1R2, NHCOR1, CONR1R2, SR1, SOR1, SO2R1, NHSO2R1, SO2NR1R2, CSNR1R2, NHCSR1, OSO2R1, SO3R1, CF3, OCF3, 1-6C alkyl, aryl, aryl(1-6C)alkyl, heteroaryl, heteroaryl(1-6C)alkyl, heterocyclyl, cycloalkyl, alkenyl, alkynyl, adamantyl or polycycloalkyl (all optionally substituted by at least one halo, CN, NO2, NH2, OH, OR1, COOH, COOR1, OCOR1, NR1R2, NHCOR1, CONR1R2, SR1, SOR1, SO2R1, NHSO2R1, SO2NR1R2, CSNR1R2, NHCSR1, OSO2R1, SO3R1, aryl, heteroaryl, heterocyclyl, CHO, CF3, SCF3, OCF3 or 1-6C alkyl); R1, R2 = H, 106C alkyl, aryl, alkenyl, alkynyl or heteroaryl (all optionally substituted by at least one halo, 1-6C alkyl, 1-6C alkoxy, CN, NO2, NH2, OH, COOH, alkoxycarbonyl, CONH2, CHO, CF3 or OCF3, or R1 + R2 = 5- or 6-membered ring, provided that R5 and/or R6 is optionally substituted aryl when R3 is 6-membered N-heteroaryl, thiazolyl, imidazolyl or oxazolyl. Independent claims are also included for: (1) preparation of (I), and (2) 3-amino-5-phenyl-6-chloro-1-(2-trimethylsilyloxyethoxymethyl)-indazole, N-(5-phenyl-6-chloro-1-(2-trimethylsilyloxyethoxymethyl)-3-indazolyl)-butanamide, N-(5-bromo-6-chloro-1-(2-trimethylsilyloxyethoxymethyl)-3-indazolyl)-butanamide and N-(6-chloro-1-(2-trimethylsilyloxyethoxymethyl)-3-indazolyl)-butanamide as intermediates.