SUBSTITUTED 1-(2-THIENYL)CYCLOHEXYLAMINES AND RELATED-COMPOUNDS AS POTENTIAL NMDA ANTAGONISTS

Reactions of bisulfite addition compounds prepared in situ from cycloh exanone or 3,4,5,6-tetrahydro-2H-thiopyran-3-one with potassium cyanid e and corresponding amines resulted with high yields in amino nitriles type of V acid VI. These compounds were subjected to reactions with 2 -thienylmagnesium bromide and in the case of the amino nitriles Vc and Vf with 5-bromo-2-thienylmagnesium bromide. Only in the case of compo und Vf, a by-product X was isolated in addition to the desired 1-[1-(5 -bromo-2-thienyl)-1-cydohexyl]piperidine (VIIf). Compound VIIf was use d for the synthesis of the carboxylic acid XI. The compounds prepared were tested by some methods of biochemical and behavioural pharmacolog y.