Tertiary alkyl functionalized piperazine derivatives

Details Tertiary alkyl functionalized piperazine derivatives Tertiary alkyl functionalized piperazine derivatives

C - Chemistry, Metallurgy

07

D

260/263, 260/266

C07D 295/15 (2006.01) C07D 239/42 (2006.01) C07D 295/088 (2006.01) C07D 295/13 (2006.01) C07D 295/145 (2006.01) C07D 401/04 (2006.01) C07D 403/04 (2006.01)

Patent

CA 2015033

Compounds of the formula: (see formula I) in which R1 is alkyl; R2 and R3 are alkyl or taken together they are polymethylene, R2 and R3 complete a 5-norbornen-2-yl moiety; X is -CO2-, -OCO-, -OCO2, - N(R7)CO-, -NHNHCO-, -ON(R7)CO-, -CON(R7)-, -N(R7)CO2-, -OCON(R7)-, or -N(R7)CON(R8)-, wherein R7 and R8 are, independently, hydrogen, alkyl, phenyl, benzyl, substituted phenyl or substituted benzyl in which the substituents are halo, alkyl, alkoxy, cyano, nitro or perhalomethyl; R4 is hydrogen or alkyl; R5 is hydrogen, alkyl, hydroxyalkyl, phenyl, benzyl, substituted phenyl or substituted benzyl in which the substituents are hydroxy, halo, alkyl, alkoxy, trifluoromethyl, nitro, cyano, carbalkoxy, carboxamido, amino, alkylamino or dialkylamino; R6 is phenyl, benzyl, 2-, 3-, or 4-pyridinyl, 2-pyrimidinyl or 2-pyrazinyl, any of which may be substituted by one or more hydroxy, halo, alkyl, alkoxy, perhalomethyl, nitro, cyano, carbalkoxy, carboxamido, amino, alkylamino or dialkylamino; n is one of the integers 0, 1, 2, 3, 4 or 5; or a pharmaceutically acceptable salt thereof, with the proviso that when X is -CON(R7)- and R7 is alkyl, R6 is other than 2-pyrimidinyl and when X is -CO2- and R1, R2 and R3 are methyl and n is 1, R6 is other than 3, 5-di(trifluoromethyl) phenyl, are antidepressant and/or anxiolytic agents.

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