Arylalkylpiperazine compounds as antioxidants

C - Chemistry – Metallurgy – 07 – D

Patent

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Details

C07D 295/096 (2006.01) A61K 31/495 (2006.01) C07D 209/14 (2006.01) C07D 213/38 (2006.01) C07D 295/084 (2006.01) C07D 295/185 (2006.01) C07D 295/192 (2006.01) C07D 307/81 (2006.01) C07D 311/58 (2006.01) C07D 311/72 (2006.01) C07D 317/58 (2006.01) C07D 319/20 (2006.01) C07D 333/28 (2006.01) C07D 333/54 (2006.01) C07D 405/12 (2006.01) C07D 407/12 (2006.01) C07D 409/12 (2006.01)

Patent

CA 2253566

Arylalkylpiperazine compounds (1) wherein B is aryl or optionally substituted aryl; R1 is hydroxy; R2 and R3 are the same or different and are independently selected from hydrogen or C1-3 alkyl; m is 0, 1 or 2; D is a linking chain of atoms which may be optionally substituted and which contains from 1 to 8 atoms in the chain; E is a phenolic antioxidant group or a corresponding amino derivative thereof wherein the phenolic hydroxyl is replaced by amino, are disclosed. The compounds have both free radical scavenging activity and block excitatory amino acid activity. Some compounds of the present invention also display an affinity for voltage-sensitive sodium channels.

L'invention porte sur des composés d'arylalkylpipérazine de formule (1) dans laquelle: B est aryle ou aryle facultativement substitué; R¿1? est hydroxy; R¿2? et R¿3? sont identiques ou différents et choisis indépendamment parmi H ou alkyle C¿1-3?; m est 0, 1 ou 2; D est une chaîne d'atomes de liaison éventuellement facultativement substituée et qui contient de un à huit atomes; E est un groupe phénolique antioxydant ou l'un de ses dérivés amino correspondants dans lequel l'hydroxyle phénolique est remplacé par amino. Ces composés présentent à la fois une activité d'absorption de radicaux libres, et de blocage de l'activité des acides aminés excitateurs. Certains de ces composés présentent également une affinité pour les canaux sodiques sensibles aux tensions électriques.

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