Tricyclic ibogaine analogs, their preparation and their use...

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 495/04 (2006.01) A61K 31/55 (2006.01) C07D 471/22 (2006.01) C07D 491/048 (2006.01)

Patent

CA 2238524

The present invention provides a series of ibogaine analogs of formula (I) wherein: R1 is S or O; R2 is H, (C1-C4)alkyl, (C1-C4)alkoxy, OH, CN, CONH2, halo, oxazolyl, (C1-C4)alkylS, or (C1-C2)trifluoroalkyl; R3 is a phenyl group optionally substituted at the 2'- or 3'-position of the phenyl ring with halo, N(R)2, wherein each R is H or (C1-C4)alkyl; or NO2; and R4 is (C3- C6)cycloalkyl(C1-C4)alkyl, (C3-C6)cycloalkyl or (C1-C4)alkyl, optionally containing 1-2 double bonds, and the pharmaceutically acceptable salts thereof, useful to treat cocaine addiction and the use of other addictive substances.

Série d'analogues d'ibogaïne de formule (I) dans laquelle R¿1? est S ou O; R¿2? est H, alkyle (C¿1?-C¿4?), alcoxy (C¿1?-C¿4?), OH, CN, CONH¿2?, halo, oxazolyle, alkyls (C¿1?-C¿4?) ou trifluoroalkyle (C¿1?-C¿2?); R¿3? est un groupe phényle éventuellement substitué en position 2' ou 3' du cycle phényle avec halo, N(R)¿2?, chaque R étant H ou alkyle (C¿1?-C¿4?); ou NO¿2?; et R¿4? est cycloalkyle (C¿3?-C¿6?)-alkyle (C¿1?-C¿4?), cycloalkyle (C¿3?-C¿6?) ou alkyle (C¿1?-C¿4?), contenant éventuellement 1 ou 2 liaisons doubles, ainsi que sels pharmaceutiquement acceptables desdits analogues, utiles pour traiter la dépendance à la cocaïne et l'utilisation d'autres substances créant l'accoutumance.

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