Synthesis and antiinflammatory activity of 6,11-dihydro-11-oxodibenzo[b,e]thiepinalkanoic acids and related compounds.
Acetic acid derivatives of tricyclic systems, such as 6,11-dihydro-11-oxodibenzo[b,e]thiepin, 4,10-dihydro-4-oxo-thieno[2,3-c][1]benzothiepin, dibenzo[b,f]thiepin, dibenz[b,f]oxepin, etc., were synthesized and assayed for antiinflammatory activity. One of the compounds, 6,11-dihydro-11-oxodibenzo[b,e]thiepin-3-acetic acid (52), was chosen for evaluation in man on the basis of high antiinflammatory activity in both short- and long-term animal assays and a low gastric irritation liability in rats and dogs.
D000085:Acetates / Q000138:chemical synthesis / Q000494:pharmacology; D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis*; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis; D001169:Arthritis, Experimental / Q000503:physiopathology; D002351:Carrageenan; D055598:Chemical Phenomena; D002621:Chemistry; D003988:Dibenzothiepins / Q000138:chemical synthesis* / Q000494:pharmacology; D004285:Dogs; D004487:Edema / Q000503:physiopathology; D005260:Female; D003368:Gossypium; D006099:Granuloma / Q000503:physiopathology; D008297:Male; D051379:Mice; D011809:Quinones / Q000037:antagonists & inhibitors; D051381:Rats; D013276:Stomach Ulcer / Q000139:chemically induced; D013329:Structure-Activity Relationship
D000085:Acetates; D000893:Anti-Inflammatory Agents; D000894:Anti-Inflammatory Agents, Non-Steroidal; D003988:Dibenzothiepins; D011809:Quinones; D002351:Carrageenan