Derivatives of 2-bromo-6beta-fluoropregna-1,4-diene-3,20-dione and their antiinflammatory activity.
As part of a systematic study of the effects of chemical modifications on the antiinflammatory activity of 17,21-bis(acetyloxy)-2-bromo-6beta,9-difluoro-11beta-hydroxypregna-1,4-diene-3,20-dione (halopredone acetate, Topicon), a new potent antiinflammatory, a series of derivatives of 2-bromo-6beta-fluoropregna-1,4-diene-3,20-dione was prepared for pharmacological screening. Different synthetic approaches are described. All the synthesized compounds had topical antiinflammatory activity, with no side effects, but were lower in activity than halopredone acetate. Most of them showed topical antiinflammatory activity comparable to that of fluocinolone acetonide. Only two of the synthesized compounds were found to have systemic anti-inflammatory activity comparable to that of betamethasone.
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis*; D001835:Body Weight / Q000187:drug effects; D002384:Catalysis; D055598:Chemical Phenomena; D002621:Chemistry; D009904:Optical Rotation; D009929:Organ Size / Q000187:drug effects; D011277:Pregnanediones / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats
D000893:Anti-Inflammatory Agents; D011277:Pregnanediones