Synthesis and antiinflammatory activity of some 1,2,3- and 1,2,4-triazolepropionic acids.
All possible "nonadjacent" phenyltriazolepropionic acids were synthesized and tested for antiinflammatory activity. Two of the isomers displayed activity approximately equal to phenylbutazone: the 4-phenyl-1,2,3,-triazole-2-propionic acid (7) and its reverse counterpart, 2-phenyl-1,2,3-triazole-4-propionic acid (6). The other five isomers were inactive. Since these seven acids are geometrically congruent and possess similar lipophilic characters, antiinflammatory activity must depend on some property that is a function of how the carbon and nitrogen atoms are arranged in the triazole ring.
D000818:Animals; D000893:Anti-Inflammatory Agents / Q000138:chemical synthesis*; D001169:Arthritis, Experimental / Q000503:physiopathology; D008297:Male; D010996:Pleural Effusion / Q000503:physiopathology; D011422:Propionates / Q000138:chemical synthesis* / Q000494:pharmacology; D051381:Rats; D013329:Structure-Activity Relationship; D014230:Triazoles / Q000138:chemical synthesis* / Q000494:pharmacology
D000893:Anti-Inflammatory Agents; D011422:Propionates; D014230:Triazoles