Fenbufen, a new anti-inflammatory analgesic: synthesis and structure-activity relationships of analogs.
One hundred analogs of fenbufen were prepared and tested using the carrageenan, polyarthritis, and UV erythema anti-inflammatory tests and the 2-phenyl-1,4-benzoquinone writhing and inflamed paw pressure analgesic tests. Only three retained the same full spectrum of activity as fenbufen: dl-4-(4-biphenylyl)-4-hydroxybutyric acid, dl-4-(4-biphenylyl)-1,4-butanediol, and 4-biphenylacetic acid. Fenbufen had the same spectrum of activity as aspirin, phenylbutazone, and indomethacin in the five tests. In addition, dose-response derived potencies show fenbufen more potent than aspirin and at least as potent as phenylbutazone in all five tests. Two related compounds were generally similar.
D000818:Animals; D000894:Anti-Inflammatory Agents, Non-Steroidal / Q000138:chemical synthesis*; D001169:Arthritis, Experimental / Q000503:physiopathology; D001241:Aspirin / Q000494:pharmacology; D001713:Biphenyl Compounds / Q000138:chemical synthesis* / Q000494:pharmacology; D004890:Erythema / Q000503:physiopathology; D006168:Guinea Pigs; D007249:Inflammation / Q000503:physiopathology; D008722:Methods; D051379:Mice; D010654:Phenylbutyrates; D011422:Propionates / Q000138:chemical synthesis* / Q000494:pharmacology; D011809:Quinones / Q000037:antagonists & inhibitors; D051381:Rats; D013329:Structure-Activity Relationship
D000894:Anti-Inflammatory Agents, Non-Steroidal; D001713:Biphenyl Compounds; D010654:Phenylbutyrates; D011422:Propionates; D011809:Quinones; C010725:fenbufen; D001241:Aspirin