New piperazine and piperidine compounds

Details New piperazine and piperidine compounds New piperazine and piperidine compounds

C - Chemistry, Metallurgy

07

D

C07D 413/14 (2006.01) A61K 31/428 (2006.01) A61K 31/4439 (2006.01) A61K 31/445 (2006.01) A61P 25/00 (2006.01) A61P 25/16 (2006.01) A61P 25/22 (2006.01) A61P 25/24 (2006.01) A61P 25/30 (2006.01) C07D 263/58 (2006.01) C07D 277/62 (2006.01) C07D 413/04 (2006.01) C07D 413/12 (2006.01)

Patent

CA 2405971

The invention relates to a group of novel piperazine and piperidine derivatives of the formula wherein Y is hydrogen, halogen, alkyl (1-3C), or CN, CF3, OCF3, SCF3, alkoxy(1-3C), amino or mono- or dialkyl(1-3C) substituted amino or hydroxy, X is O, S, SO or SO2, ---Z represents -C, = C or -N, R1 and R2 independently represent hydrogen or alkyl (1-3C), Q is benzyl or 2-, 3- or 4-pyridylmethyl, wich groups may be substited with one or more more substituents from the group halogen, nitro, cyano, amino, mono- or di (1- 3C)alkylamino, (1-3C) alkoxy, CF3, OCF3, SCF3, (1-4C)-alkyl, (1-3C)alkylsulfonyl or hydroxy,and salts and prodrugs thereof. It has been found that these compounds have interesting pharmacological properties due to a combination of (partial) agonism towards the members of the dopamine D2-receptor subfamily and affinity for relevant serotonin and/or noradrenergic receptors.

La présente invention concerne un groupe de nouveaux dérivés de pipérazine et pipéridine selon la formule (I). Dans cette dernière, Y est hydrogène, halogène, alkyle (1-3C), ou CN, CF3, OCF3, SCF3, alcoxy(1-3C), amino ou hydroxy sybstitué en amino ou mono- ou dialkyle(1-3C),- X est O, S, SO ou SO2,- ---Z represente -C, = C ou -N,- R1 et R2 représente indépendamment hydrogène ou alkyle (1-3C),- Q représente benzyle ou 2-, 3- ou 4-pyridylméthyle, lesquels groupes peuvent être substitués par un ou plusieurs substituants provenant du groupe halogène, nitro, cyano, amino, mono- or di (1-3C)alkylamino, (1-3C) alkoxy, CF3, OCF3, SCF3, (1-4C)-alkyle, (1-3C)alkylsulfonyl ou hydroxy. L'invention traite également des sels et des promédicaments de ces composés. On a observé que ces composés présentaient des propriétés pharmacologiques intéressantes en raison de la combinaison d'un agonisme (partiel) envers les membres de la sous-famille du récepteur D2 de la dopamine et de l'affinité pour les récepteurs noradrénergiques et/ou de la sérotonine correspondants.

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