6-PHENYL-1H-IMIDAZO[4,5-c]PYRIDINE-4-CARBONITRILE DERIVATIVES AS CATEPSIN K AND S INHIBITORS Russian patent published in 2010 - IPC C07D471/04 C07D519/00 A61K31/437 A61P19/00 

FIELD: chemistry.

SUBSTANCE: present invention relates to 6-phenyl-1H-imidazo[4,5-c]pyridine-4-carbonitrile derivatives of general formula , where R is an optional ortho- or meta-substitute selected from halogen and (C_1-4)alkyloxy; R₁ is halogen or CF₃; R₂ is H, (C_1-4)alkyloxy or halogen; R₃ is H or (CH₂)_n-NR₅R₆; R₄ is H or (C_1-6)alkyl, optionally substituted COOR₇ or NR₈R₉; R₅ and R₆ independently denote H, (C_3-8)cycloalkyl, quinuclidin-3-yl, (C_2-6)alkenyl or (C_1-6)alkyl, optionally substituted mono-substituted with CF₃, (C_3-8)cycloalkyl, (C₆)aryl, a 5- or 6-member heteroaryl group, OH, (C_1-6)alkyloxy, (C_6-10)aryloxy, CONR₁₁R₁₂, NR₁₃R₁₄ or NR₁₃SO₂(C_1-4)alkyl; or R₅ and R₆ together with a nitrogen atom to which they are bonded form a 4-8-member saturated heterocyclic ring which also contains 1 heteroatom selected from O, SO₂ and NR₁₅, where the ring is optionally mono-substituted or di-substituted with oxo, (C_1-4)alkyl, (C_3-8)cycloalkyl, NR₁₆R₁₇ or CONR₁₈R₁₉; R₇ is H or (C_1-4)alkyl; R₈ and R₉ independently denote H, (C_1-4)alkyl (optionally substituted di(C_1-4)alkylamino) or (C_3-8)cycloalkyl; or R₈ and R₉ together with a nitrogen atom with which they are bonded form a 4-8-member saturated heterocyclic ring which also contains one heteroatom which is O; R₁₁ and R₁₂ independently denote H or (C_1-4)alkyl; R₁₃ and R₁₄ independently denote H or (C_1-4)alkyl; R₁₅ is H, (C_1-4)alkyl (optionally mono-substituted OH, (C_1-4)alkyloxy or di(C_1-4)alkylamino), phenyl, pyridyl or COR₂₀; R₁₆ and R₁₇ denote (C_1-4)alkyl; or R₁₆ and R₁₇ together with a nitrogen atom with which they are bonded from a 4-8-member saturated heterocyclic ring; R₁₈ and R₁₉ denote H; R₂₀ is (C_1-4)alkyl, (C_3-8)cycloalkyl or furyl; and n equals 0 or 1; or its pharmaceutically acceptable salt. The invention also relates to use of formula I compounds to prepare a medicinal agent and to a pharmaceutical composition based on formula I compound.

EFFECT: novel derivatives have catepsin S and K inhibitory activity.

9 cl, 20 ex