Hydrogenated benzo[f]quinolines and benz[e]indoles as analgetics. 1

A series of octahydrobenzo[f]quinolines(IIIa) and hexahydro-1H-benz[e]indoles(IIIb), rigid structures related to 3-phenylpiperidine and pyrrolidine analgetics, has been synthesized. Structure-activity relationships were investigated by varying the structural parameters including a change in the stereochemistry of the ring junction. Several of the resulting compounds had analgetic activity on the order of meperidine.