New modulators of dopamine neurotransmission

Details New modulators of dopamine neurotransmission New modulators of dopamine neurotransmission

C - Chemistry, Metallurgy

07

D

C07D 211/24 (2006.01) A61K 31/451 (2006.01) A61K 31/495 (2006.01) A61P 25/00 (2006.01) C07D 295/096 (2006.01)

Patent

CA 2394602

New 3-substituted 4-(phenyl-N-alkyl)-piperazine and 4-(phenyl-N-alkyl)-- piperidine compounds of Formula (1), wherein X N, CH, or C, however X may only be C when the compound comprises a double bond at the dotted line; R1 is OSO2CF3, OSO2CH3, SOR3, SO2R3, COR3, NO2, or CONHR3 and when X is CH or C R1 may also be CF3, CN, F, Cl, Br, or I; R2 is a C1-C4 alkyl, an allyl, CH2SCH3, CH2CH2OCH3, CH2CH2CH2F, CH2CF3, 3,3,3-trifluoropropyl, 4,4,4- trifluorobutyl, or -(CH2) - R4; R3 is a C1-C3 alkyl, CF3, or N(R2)2; R4 is a C3-C6 cycloalkyl, 2-tetrahydrofurane or 3-tetra- hydrofurane, as well as pharmaceutically acceptable salts thereof are disclosed. Also pharmaceutical compositions comprising the above compounds and methods wherein the above compounds are used for treatment of disorders in the central nervous system are disclosed.

La présente invention concerne de nouveaux composés 3-substitués 4-(phényl-N-alkyl)-pipérazine et 4-(phényl-N-alkyl)-pipéridine représentés par la formule (1). Dans cette formule X set sélectionné dans le groupe constitué de N, CH, ou C, alors que X ne peut être que C lorsque ce composé comprend une double liaison au niveau de la ligne pointillée; R1 est OSO2CF3, OSO2CH3, SOR3, SO2R3, COR3, NO2, ou CONHR3 et lorsque X est CH ou C R1 peut aussi être CF3, CN, F, C1, Br, ou I; R2 est un C1-C4 alkyle, un allyle, CH2SCH3, CH2CH2OCH3, CH2CH2CH2F, CH2CF3, 3,3,3-trifluoropropyle, 4,4,4- trifluorobutyle, ou - (CH2) - R4; R3 est un C1-C3 alkyle, CF3, ou N(R2)2; R4 est un C3-C6 cycloalkyle, 2-tétrahydrofurane ou 3-tétra-hydrofurane, ainsi que des sels pharmaceutiquement acceptables de ceux-ci. Cette invention concerne aussi des compositions pharmaceutiques comprenant les composés susmentionnés et des techniques dans lesquelles ces composés sont utilisés pour le traitement de troubles du système nerveux central.

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