[1,8]NAPHTHYRIDINE DERIVATIVES, USEFUL AS INHIBITORS OF HCV VIRUS REPLICATION Russian patent published in 2012 - IPC C07D471/04 A61K31/4375 A61P31/14 

FIELD: chemistry.

SUBSTANCE: invention relates to novel derivatives of [1,8]naphthyridine, described by formula I(a), where Z represents -NR⁴¹-; A represents phenyl; each R¹⁰, R¹⁷, R³¹, R³³, R³⁵ and R⁴¹ in each case is independently selected from group, consisting of hydrogen, C₁-C₆alkyl, C₁-C₆haligenalkyl, phenyl, C₃-C₆cycloalkyl, -L_s-O-R_s, -L_s-C(O)R_s, -L_s-C(O)OR_s and L_E-Q-L_E-(morpholine); X is selected from group, consisting of bond, -L_s-O-, -L_s-S- and -L_s-C(O)N(R_s)-; R²² is selected from group, consisting of halogen, C₁-C₆alkyl, phenyl, and phenyl C₁-C₂alkyl, and, optionally, is substituted with one R²⁶, where R²⁶ in each case is independently selected from group, consisting of halogen, hydroxy, nitro, C₁-C₆alkyl, -L_s-OSO₂R_s; Y is selected from group, consisting of bond, -L_s-O-, -L_s-S(O)-, -Ls-C(O)N(R¹⁵) - and -L_s-S-, where R¹⁵ represents hydrogen; R⁵⁰ represents -L¹-A¹, where A¹ is selected from group, consisting of C₁-C₆alkyl and phenyl and L¹ is selected from group, consisting of bond and C_1-4alkylene, where A¹ is optionally substituted with from one to three R³⁰, and R³⁰ in each case is independently selected from group, consisting of halogen, hydroxy, amino, azido, C₁-C₆alkyl, -L_s-O-R_s, -L_s-C(O)OR_s, -L_S-N(R_SR_S), -L_s-C(=NR_s)R_S', -L_s-C(O)N(R_sR_sO, -L_s-N(R_s)C(O)R_s', -L_E-Q-L_E'- (phenyl or naphthyl) and -L_E-Q-L_E'-(M₅-M₆heterocyclyl, which represents pyridine, pyrazine, pyrrolodine, furan, thiophene, piperidine); L_s in each case is independently selected from group, consisting of bond and C_1-4alkylene; each R_S and R_s' in each case is independently selected from group, consisting of hydrogen, C₁-C₆alkyl, C₃-₆alkenyl, C_1-6alkoxy, C_1-6alkoxyC₁-C₆alkyl and C_1-6alkoxycarbonylC₁-C₆alkyl; each L_E and L_E' in each case is independently selected from group, consisting of bond, C_1-4alkylene, -C_1-4alkylene-NC(O)-C_1-4alkylene-; Q in each case is independently selected from group, consisting of bond, -O-, -N(R_s)C(O)-, -C(O)N(R_s)- and -O-SO₂-; each R¹⁷ and R³⁰ in each case is optionally independently substituted with from one to three substituent(s), selected from group, consisting of halogen and hydroxy; and each heterocyclyl group in -L_E-Q-L_E'-(M₅-M₆heterocyclyl) in each case is optionally independently substituted with at least one or two substituents, selected from group, consisting of hydrogen, hydroxy, C₁-C₆alkyl, C_1-6alkoxy, C_1-6alkoxycarbonyl, phenyloxy and phenylC_1-6alkoxycarbonyl, or to their pharmaceutically acceptable salts. Invention also relates to compounds of formula II(a), pharmaceutical composition based on claimed compounds, application of claimed compounds, method of inhibition of HCV virus replication, method of treating HCV infection.

EFFECT: obtained are novel derivatives, useful in treatment of HCV infection.