HCV NS3 PTOTEASE INHIBITORS Russian patent published in 2012 - IPC C07D498/08 C07D498/18 A61K31/40 A61K31/12 

FIELD: medicine.

SUBSTANCE: invention relates to macrocyclic compounds of formula (I), which can be used as inhibitors of NS3 protease of hepatitis C virus (HCV), to their synthesis and their application for treatment or prevention of HCV infection. Compound of formula (I) and its pharmaceutically acceptable salt, in which is selected from group, consisting of group of cycles, whose value is given in i.1 of the formula, with being substituted with from 0 to 4 substituents, selected from W, R⁵ or oxo; with said substituents W and R⁵ being located on one or more ring atoms, selected from C and N; R¹ is selected from group, consisting of -CO₂R¹⁰ and -CONR¹⁰SO₂R⁶; R² is selected from group, consisting of C₁-C₆ alkyl and C₃-C₆ alkenyl; R³ is selected from group, consisting of H, C₁-C₈ alkyl and C₃-C₈ cycloalkyl; R⁵ is selected from group, consisting of H, halogen atoms, -OH, C₁-C₆ alkoxy, C₁-C₆ alkyl, -CN, -CF₃, -OCF₃, -C(O)OH, -C(O)CH₃, C₁-C₆halogenalkyl, phenyl, naphthyl and -O-phenyl; R⁶ is selected from group, consisting of C₃-C₆ cycloalkyl and said R⁶ are substituted with from 0 to 2 independently selected substituents W; Y is selected from group, consisting of -C(O)-, -OC(O)-, -C(O)N(D)L- and -LN(D)C(O)-, where D is selected from group, consisting of H and C₁-C₆ alkyl, is selected from group, consisting of direct bond, groups -G-(C₁-C₆ alkylene)- and (C₁-C₆ alkylene)-G-, where said G stands for -O-, said alkylene and alkenylene are substituted with from 0 to 4 substituents E, independently selected from group, consisting of C₁-C₆ alkyl, and said D and E can together form 3-6-membered ring, containing from 0 to 3 N atoms; Z is selected from group, consisting of -C(O)- and direct bond; M is selected from group, consisting of C₁-C₁₂ alkylene and C₂-C₁₂ alkenylenes, and said M is substituted with from 0 to 2 substituents R^A, independently selected from group, consisting of C₁-C₆ alkyl, =CH₂, and 2 adjacent substituents R⁷¹ can together with atoms, which they are bound to, form 3-6-membered ring, containing from 0 to 3 heteroatoms, selected from group, consisting of N and O; X is selected from group, consisting of -O-, -CH₂O-, -NHC(O)O-, -CH₂NHC(O)O-, -C≡CCH₂O-, -C(O)O-, -(CH₂)₃O-, -OC(O)NH-, (CH₂)₂C(O)NH-, -C(O)NH- and direct bond; each W is independently selected from group, consisting of halogen atoms, -OR¹⁰, C₁-C₆ alkyl, -CN, -CF₃, -CO₂R¹⁰, C₁-C₆ halogenalkyl, phenyl and naphthyl; and each R¹⁰ is independently selected from group, consisting of H and C₁-C₆alkyl.

EFFECT: method improvement.

19 cl, 138 ex