Page 1 1254 Journal 01 Medicinal Chemistr3, 1978, Vol. 21, No. 12

1254 Journal

01 Medicinal Chemistr3, 1978, Vol. 21, No. 12

Buckler ct al

Synthesis and Antiinflammatory Activity of Some 1,2,3- and 1,2,4-Triazolepropionic Acids Robert T. Buckler,* Harold E. Hartzler, Elva Kurchacova, Gust Nichols, and Barrie M. Phillips' Miles Laboratories, Inc., Elkhart, Indiana 46514. Receitied November 7, 1977 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-l,2,3-triazole-2-propionic acid (7) and its reverse counterpart, 2-pheny1-1,2,3-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.

Some time ago, we found that certain substituted ( 5 phenyl-2-tetrazoly1)propionicacids I possessed high levels

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