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.
D000700:Analgesics / Q000138:chemical synthesis* / Q000633:toxicity; D000818:Animals; D006358:Hot Temperature; D007211:Indoles / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D007928:Lethal Dose 50; D051379:Mice; D011804:Quinolines / Q000138:chemical synthesis* / Q000494:pharmacology / Q000633:toxicity; D011930:Reaction Time / Q000187:drug effects; D013237:Stereoisomerism; D013329:Structure-Activity Relationship
D000700:Analgesics; D007211:Indoles; D011804:Quinolines