CYCLOPENTANE COMPOUNDS Russian patent published in 2023 - IPC C07D401/08 C07D211/56 A61K31/451 A61K31/454 A61K31/4545 A61P13/12 

FIELD: organic chemistry; pharmacology.

SUBSTANCE: cyclopentane compounds that inhibit canonical channels with a transient receptor potential TRPC6 and TRPC3. A compound of formula I is disclosed, wherein: X is a) O and R¹ is a 6-membered aromatic or heteroaromatic ring selected from phenyl, pyridyl, pyrimidyl, pyrazinyl or pyridazyl, where R¹ is optionally substituted with one or two Y substituents independently selected from F, Cl, Br, CN, OH, OS_1-3alkyl, C_1-3alkyl or cyclopropyl; or b) NR² and where N, R¹ and R² together form a 5-membered aromatic heterocycle which is optionally substituted with one or two Y substituents which are CN; R³ is independently selected from F, Cl, methyl, methoxy or hydroxy; R⁴ is independently selected from F or Cl attached to C2, C4 or C5 of the piperidine ring; and the integers a and b are independently selected from 0, 1, or 2; or a pharmaceutically acceptable salt thereof. A specific compound (3R,5R)-5-fluoro-1-((1R,2R,4S)-4-(4-fluorophenyl)-2-(1H-1,2,4-triazol-1-yl) cyclopentyl)piperidine-3-amine, crystalline form (3R,5R)-5-fluoro-1-((1R,2R,4S)-4-(4-fluorophenyl)-2-(1H-1,2,4- triazol-1-yl)cyclopentyl)piperidin-3-amine, a pharmaceutical composition having the activity of inhibitors of TRPC6 (channel with transient receptor potential 6) and TRPC3 (channel with transient receptor potential 3), based on the disclosed compound. Moreover, a method for inhibiting TRPC6 and/or TRPC3 in a subject in need and a method for obtaining a compound of formula I is described.

EFFECT: provision of effective inhibition of canonical channels with a transient receptor potential of TRPC6 and TRPC3.

21 cl, 1 dwg, 3 tbl, 32 ex