COMPOUNDS OF 1-CYANO-PYRROLIDINES AS USP30 INHIBITORS Russian patent published in 2020 - IPC C07D403/12 C07D403/14 C07D401/12 C07D401/14 C07D413/14 C07D413/12 C07D417/12 C07D417/14 C07D471/04 C07D207/14 A61K31/40 A61P35/00 

FIELD: chemistry.

SUBSTANCE: invention relates to a compound of formula (II)

tautomers thereof or pharmaceutically acceptable salts thereof, where m equals 0 or 1; if m is equal to 1, then Z is -C(R⁶)(R⁷)-; each of R¹, R², R³, R⁴, R⁵, R⁶, R⁷ and R⁸ independently represents a hydrogen atom or C₁-C₃ alkyl, which is optionally substituted with C₁-C₃ alkoxy; R⁹ represents a hydrogen atom, a fluorine atom, hydroxyl, C₁-C₆ alkyl, C₁-C₃ alkoxy group or 3–8-member cycloalkyl ring, or R⁹ together with R¹⁰ forms 5-membered monocyclic saturated heterocyclic ring containing one heteroatom which is nitrogen; R¹⁰ is a hydrogen atom or C₁-C₆ alkyl, which is optionally substituted with C₁-C₃ alkoxy, or R¹⁰ together with R⁹ forms 5-member monocyclic saturated heterocyclic ring containing one heteroatom, which is nitrogen, or R¹⁰ together with R¹¹ forms 5–6 membered monocyclic saturated heterocyclic ring containing two heteroatoms, both of which are nitrogen; Y is a covalent bond, -N(R¹¹)- or C₁-C₃ alkylene; R¹¹ represents a hydrogen atom or together with R¹⁰ forms 5–6 membered monocyclic saturated heterocyclic ring containing two heteroatoms, both of which are nitrogen; R¹² is a substituted monocyclic, optionally substituted bicyclic or optionally substituted tricyclic 3–14-member heteroaryl, heterocyclic or cycloalkyl ring, where each of said heteroaryl and heterocyclyl rings contains 1 or 2 heteroatoms independently selected from nitrogen, oxygen and sulfur; where R¹², when substituted, is substituted with one or more groups -Q¹-(R¹³)_p, where: p is equal to 0 or 1 (values of remaining radicals are presented in pp. 1, 5, 8 of formula); and methods of producing inhibitors of deubiquitinating enzymes (DUB).

EFFECT: compounds of 1-cyano-pyrrolidines as inhibitors of USP30.

24 cl, 1 dwg, 12 tbl, 250 ex