Synthesis and biological evaluations of N-(substituted benzoylamino)-5-carbethoxymethyl-1,2,3,6-tetrahydropyridines as potential anti-inflammatory and hyperglycemic agents.

Several novel N-(substituted benzoylamino)-5-carbethoxymethyl-1,2,3,6-tetra hydropyridines 6 were synthesized via sodium borohydride reduction of the c orresponding N-(substituted benzoylimino)-3-carbethoxymethyl pyridinium yli des 5 in absolute ethanol. The anti-inflammatory activities were determined using the carrageenan-induced rat paw edema assay and hyperglycemic effect s were measured by determining the rat blood glucose levels after the admin istration of these compounds. The results indicated that the analog, N-(4'- methylbenzoylamino)-5-carbethoxymethyl-1,2,3,6-tetrahydropyridine, 6d exhib ited the most active effect when its antiinflammatory activity was compared to the reference compound, Indomethacin. The compound, N-(benzoylamino)-5- carbethoxymethyl-1,2, 6a and its analogs 6c, 6d and 6f showed significant h yperglycemic activity when compared to their own control groups.