Patent ID: 6342511
Filing Date: 2002-01-29
Classification: A61P,C07D

Abstract:
A compound selected from the group consisting of all racemic, enantiomeric ad diastereoisomeric forms of a compound of the formula wherein Ar is selected from the group consisting of monocyclic, carbocyclic and heterocyclic aryl of 5 to 6 ring members or of condensed rings unsubstituted or substituted with at least one member of the group consisting of a) alkyl, alkenyl, alkynyl, alkoxy, alkylthio, haloalkyl and hydroxyalkyl of up to 6 carbon atoms and b) halogen, â€”OH, â€”CN, â€”NO2, â€”NH2 mono and dialkylamino of 1 to 6 alkyl carbon atoms, carboxy, salified carboxy and carboxy esterified with an alkanol of 1 to 6 carbon atoms, R1 and R2 are individually hydrogen or alkyl of up to 6 carbon atoms unsubstituted or substituted with at least one member of the group consisting of â€”OH, â€”CN, â€”NO2, carboxy, salified carboxy and carboxy esterified with an alkanol of 1 to 6 carbon atoms or R1 and R2 together with the nitrogen to which they are attached form n is an integer from 0 to 2, R3, Râ€²3 and R4 are individually selected from the group consisting of a) hydrogen, halogen, â€”OH, â€”CN, â€”NO2, carboxy, salified carboxy, carboxy esterified with an alkanol of 1 to 6 carbon atoms and b) alkyl, alkenyl, alkynyl, alkoxy, alkylthio, haloalkyl and hydroxyalkyl of up to 6 carbon atoms, and one of X, Y and Z is sulfur or oxygen and the other two are methylene with the exception of the compounds when R3, Râ€²3 and R4 are all hydrogen, 1) Ar is phenyl or 2-thienyl, R1 and R2 with the nitrogen form pyrrolidino and one of X, Y and Z is oxygen, or 2) R1 and R2 with the nitrogen form piperidino, Ar is phenyl, thienyl or benzothienyl, Y is sulfur and X and Z are methylene, 3) R1 and R with the nitrogen form piperidino, Y is oxygen, X and Z are methylene and Ar is selected from the group consisting of phenyl, methoxyphenyl, benzothienyl and 2-thienyl, 4) R1 and R2 with the nitrogen form piperidino, Ar is phenyl, methoxyphenyl or 2-thienyl, one of X or Z is oxygen and the other and Y are methylene, 5) R1 and R2 with the nitrogen form piperidino, Ar is phenyl or 2-thienyl, one of X and Z is sulfur and the other and Y are methylene, 6) R1 and R2 with nitrogen form pyrrolidino, Ar is 2-thienyl, one of X or Z is sulfur and the other and Y are methylene, 7) R1 and R2 with the nitrogen form ethylamino or pyrrolidino, Ar is phenyl, Y is sulfur and X and Z are methylene or 8) â€”N-[1-(2-thienyl)-cyclohexan-1-yl]-3-hydroxymethyl-piperidine, â€”N-[1-(2-thienyl)-cyclohexan-1-yl]-4-hydroxy-3-methyl piperidine, â€”N-[1-(2-benzothiophenyl)-cyclohexan-1-yl]-4-hydroxy-3-methyl piperidine, â€”N-[1-(2-thienyl)-cyclohexan-1-yl]-3-methyl-piperidine, â€”N-ethyl-1-(2-thienyl)-cyclohexylamine, or â€”N-[1-(2-furyl)-cyclohexan-1-yl] piperidine, and their non-toxic, pharmaceutically acceptable salts with bases and acids.