COGNITIVE ABILITY REDUCTION INHIBITORS Russian patent published in 2016 - IPC C07C217/62 C07D295/04 C07C213/08 A61K31/137 A61K31/445 A61P25/28 

FIELD: chemistry.

SUBSTANCE: invention relates to novel compounds of formula I or pharmaceutically acceptable salts thereof, which possess properties of binding Abeta-oligomers with respect to nerve cells in patients. In formula I

;

R¹ is (A1); R² and R³, each represents H; R⁴ and R⁵, each independently selected from OH and C_1-6alkoxy group; R⁶ represents H; R⁷ represents H, C_1-6alkyl, C_1-6halogenalkyl or C_3-7cycloalkyl; R⁸ is C_1-6alkyl, C_1-6halogenalkyl or C_3-7cycloalkyl; R⁹ represents H or C_1-6alkyl; R¹⁰ represents H, C_1-6alkyl, C_1-6halogenalkyl or C_3-7cycloalkyl; R¹¹ represents H; R¹² and R¹³, each represents H; R¹⁴ is selected from halogen and C_1-6halogenalkyl; R¹⁵ and R¹⁶, each represents H. Preferable compounds are 4-(3-(4-chlorobenzylamino)butyl)-2-methoxyphenol or 4-(3-(4-(trifluoromethyl)benzylamino)butyl)-2-methoxyphenol. Said compounds are obtained by reacting a ketone of formula X with an amine of formula XI

;

under reductive amination conditions with separation of corresponding compounds. Output of products is 80-95 wt%. Ginger oil containing a ketone of formula X can be used as a starting compound.

EFFECT: compounds can be useful in treating cognitive abilities, for example in Alzheimer's disease.

18 cl, 4 dwg, 8 ex