DERIVATIVES AND INTERMEDIATE COMPOUNDS OF N-ADAMANTYLMETHYL AS PHARMACEUTICAL COMPOSITIONS AND METHODS FOR THEIR PREPARING Russian patent published in 2007 - IPC C07D213/56 C07D213/81 C07D213/82 A61K31/44 A61K31/455 

FIELD: organic chemistry, medicine, pharmacy.

SUBSTANCE: invention relates to derivatives and intermediate compounds of N-adamantylmethyl that possess antagonistic activity with respect to P2X₇ receptors and used in preparing a drug for its using in treatment of rheumatic arthritis and respiratory ways obstructive disease. Compounds have formula (I): wherein m means 1, 2 or 3; each R¹ represents hydrogen atom; A represents -C(O)NH or -NHC(O); Ar represents group of the formulae (II) (III) or (IV) wherein one radical among R² and R³ represents halogen atom or (C₁-C₆)-alkyl and another radical among R² and R³ represents hydrogen atom; R⁴ represents group of the formula (V) wherein X represents oxygen or sulfur atom or group: >N-R⁸; n means 0 or 1; R⁵ represents (C₁-C₅)-alkyl group that can be possibly substituted with at least one substitute chosen from hydroxyl; each R⁶ and R⁷ represents independently hydrogen atom, (C₁-C₆)-alkyl (possibly substituted with at least one substitute chosen from hydroxyl and di-(C₁-C₄)-alkylamino-group that is possibly substituted with at least one hydroxyl group) or (C₃-C₈)-cycloalkyl (possibly substituted with at least one substitute chosen from hydroxyl); R⁸ represents hydrogen atom or (C₁-C₅)-alkyl group that can be possibly substituted with at least one substitute chosen from hydroxyl under condition that: (a) when n means 0 then A represents -NHC(O); (b) when n means 1, X represents oxygen atom and a represents -C(O)NH then R⁶ and R⁷ are not hydrogen atom simultaneously or both are not unsubstituted (C₁-C₆)-alkyl simultaneously, or when one of R⁶ and R⁷ represents hydrogen atom then another radical among R⁶ and R⁷ is not unsubstituted (C₁-C₆)-alkyl, and (c) when n means 1, X represents oxygen, sulfur atom or >NH and A represents -NHC(O) then R⁶ and R⁷ both are not hydrogen atom simultaneously or both are not unsubstituted (C₁-C₆)-alkyl simultaneously, or when one among R⁶ and R⁷ represents hydrogen atom then another among R and R⁷ is not unsubstituted (C₁-C)-alkyl or -CH₂CH₂OH; or its pharmaceutically acceptable salt or solvate. Also, invention relates to methods (variants) for synthesis of compounds of the formula (I), pharmaceutical composition, pharmaceutical composition containing compound of the formula (I), method for its preparing, using compound of the formula (I) and methods for treatment of arthritis, osteoarthritis or respiratory ways obstructive disease.

EFFECT: valuable medicinal properties of compounds and pharmaceutical composition, improved method of synthesis of compounds.

30 cl, 36 ex