BENZIMIDAZOLE DERIVATIVES AS MODULATORS OF RETINOID-RELATED ORPHAN RECEPTOR GAMMA (RORγ) AND THEIR PHARMACEUTICAL USE Russian patent published in 2023 - IPC C07D235/06 C07D235/10 C07D235/12 C07D235/14 C07D235/16 C07D401/04 C07D409/04 C07D413/12 A61K31/4184 A61K31/422 A61K31/454 A61K31/5377 A61P1/04 A61P3/10 A61P5/14 A61P11/00 A61P13/12 A61P17/00 A61P19/00 A61P21/00 A61P25/00 A61P27/00 A61P29/00 A61P35/00 A61P37/02 

FIELD: pharmaceutical chemistry.

SUBSTANCE: group of inventions relates to pharmaceutical chemistry and includes benzimidazole derivatives of the formula (I), their production methods, intermediate compounds of formulas (IA), (IC), (ID), a pharmaceutical composition, an inhibition method, and the use. In the formula (I), ring A is selected from a group consisting of phenyl, piperidinyl, and thienyl; R₁, R₂, and R₃, each independently, is selected from a group consisting of a hydrogen atom, halogen, and C_1-6 alkyl; R₄, in each case, is independently selected from a group consisting of a hydrogen atom, halogen, C_1-6 alkyl, C_1-6 halogenalkyl, C_1-6 alkoxy, C_1-6 halogenalkoxy, cyano, and -NR₁₁R₁₂, while the specified C_1-6 alkoxy is possibly substituted with C_1-6 alkoxy groups in a number from one to three; R_5a is hydrogen; R_5b is selected from a group consisting of a hydrogen atom, C_1-6 alkyl, hydroxy, C_1-6 hydroxyalkyl, -(CH₂)_xNR₁₀COR₉, -NR₁₀COCH₂OR₈, -(CH₂)_xC(O)OR₈, -(CH₂)_xCONR₁₁R₁₂, and -(CH₂)_xNR₁₁R₁₂, while the specified C_1-6 alkyl is possibly substituted with one morpholinyl; or R_5a and R_5b together form R₆ is selected from a group consisting of C_1-6 alkyl, C_1-6 halogenalkyl, and -NR₁₁R₁₂, while the specified C_1-6 alkyl is possibly substituted with groups in a number from one to three, selected from a group consisting of C_1-6 alkoxy and 3-6-element cycloalkyl; R₇, in each case, is independently a hydrogen or halogen atom; R₈ is selected from a group consisting of a hydrogen atom and C_1-6 alkyl; R₉ is selected from a group consisting of C_1-6 alkyl and 5-element heteroaryl containing two heteroatoms, which are N and O, while the specified C_1-6 alkyl and 5-element heteroaryl, each, is possibly substituted with C_1-6 alkyl groups in a number from one to three; R₁₀ is a hydrogen atom; R₁₁ and R₁₂, each independently, are selected from a group consisting of a hydrogen atom, C_1-6 alkyl, and 3-6-element cycloalkyl; n, s, x are equal to 0, 1, 2, 3, or 4.

EFFECT: benzimidazole derivatives of the formula (I) as inhibitors of a retinoid-related orphan receptor gamma (RORγ).

18 cl, 1 tbl, 173 ex