[Unexpected anti-inflammatory activity of rigid structures derived from antihypertensive 6-arylpyridazinones. III. Synthesis and activity of 7-fluoro- and 5-keto-5H-indeno(1,2-c)pyridozines].
5H-Indeno[1,2-c]pyridazine (Ia) and its 3-oxo- and 4,4a-dihydro-3-oxo derivatives, already known to have antiinflammatory activity, were subjected to 7-fluoro substitution or to oxidation of the 5-methylene to a carbonyl group. The pharmacological evaluation of the resulting compounds indicated that the antiinflammatory activity disappeared in the fluoro derivatives, while it was still present in the 5-keto derivatives (I e), (II c). Moreover, the analgesic-antipyretic component of (I e) proved to be strongly enhanced compared with that of (I a).
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis*; D000959:Antihypertensive Agents; D055598:Chemical Phenomena; D002621:Chemistry; D008297:Male; D051379:Mice; D011724:Pyridazines / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D011919:Rats, Inbred Strains
D000893:Anti-Inflammatory Agents; D000959:Antihypertensive Agents; D011724:Pyridazines
Inattesa attività antiinflammatoria di strutture rigide derivate da 6-arilpiridazinoni antipertensivi. Nota III--Sintesi e attività di 7-fluoro e 5-cheto-5H-indeno[1,2-c)piridazine.