Alkyl substituted piperidine derivatives and their use as monoamine neurotransmitter re-uptake inhibitors
This invention relates to novel alkyl substituted piperidine derivatives useful as monoamine neurotransmitter re-uptake inhibitors. In other aspects the invention relates to the use of these compounds in a method for therapy and to pharmaceutical compositions comprising the compounds of the invention.
1. A piperidine derivative of the Formula I:
any of its stereoisomers or any mixture of its stereoisomers, or a pharmaceutically acceptable salt thereof,
wherein
R a represents hydrogen;
X represents —NR c —;
wherein R c represents hydrogen or alkyl;
R b represents a phenyl group,
wherein said phenyl group is substituted with two or more substituents independently selected from the group consisting of:
halo, trifluoromethyl, trifluoromethoxy, cyano, and alkoxy;
wherein each of R 2 , R 2′ , R 6 and R 6′ represents an alkyl; and
each of R 3 , R 3′ , R 5 , and R 5′ represents hydrogen.
2. The chemical compound of claim 1 , any of its stereoisomers or any mixture of its stereoisomers, or a pharmaceutically acceptable salt thereof, wherein the phenyl group of R b is optionally substituted twice with halo.
3. The chemical compound of claim 1 , which is
(3,4-Dichloro-phenyl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine;
(4-Chloro-3-trifluoromethylphenyl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine;
(3-Chloro-4-fluorophenyl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine;
(2-Chloro-5-fluorophenyl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine;
(4-Chloro-3-methoxyphenyl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine;
(2,4-Dichloro-phenyl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine;
(2,5-Dichloro-phenyl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine;
(2,3,5-Dichloro-phenyl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine;
(2,3-Dimethoxy-phenyl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine;
(3,4-Dichloro-phenyl)-methyl-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine
(4-Bromo-2,3-fluoro-phenyl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine;
(4-Chloro-2-fluoro-phenyl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine;
(2-Bromo-4-chloro-5-methoxyphenyl)-(2,2,6,6-tetramethyl-piperidin-4-yl)-amine;
or a pharmaceutically acceptable salt thereof.
4. A pharmaceutical composition comprising:
a therapeutically effective amount of the compound of claim 1 , any of its stereoisomers or any mixture of its stereoisomers, or a pharmaceutically acceptable salt thereof; and
at least one pharmaceutically acceptable carrier, excipient or diluent.