Synthesis and structure-activity relationships of antiinflammatory 1-methyl-2-(4- X-benzoyl)imidazole-5-acetic acids

• Published in: European journal of medicinal chemistry Vol. 29; no. 5; pp. 381 - 388
• Main Authors: Caliendo, G, Cirino, G, Greco, G, Novellino, E, Perissutti, E, Pinto, A, Santagada, V, Silipo, C, Sorrentino, L
• Format: Journal Article
• Language: English
• Published: ISSY-LES-MOULINEAUX Elsevier Masson SAS 1994; Elsevier
• Subjects: analgesic-antiinflammatory activity; Chemistry; Chemistry, Medicinal; cyclooxygenase; Exact sciences and technology; Heterocyclic compounds; Heterocyclic compounds with several n hetero atoms in the same ring, in separated rings or in fused rings; imidazole; Life Sciences & Biomedicine; Organic chemistry; Pharmacology & Pharmacy; Preparations and properties; SAR; Science & Technology; cyclooxygenase; analgesic-antiinflammatory activity; imidazole; SAR; ANALGESIC-ANTIINFLAMMATORY ACTIVITY; IMIDAZOLE; CYCLOOXYGENASE; Non steroidal antiinflammatory agent; Imidazole derivatives; In vivo; Vertebrata; Five membered ring; Mammalia; Analgesic; Rat; Structure activity relation; Nitrogen heterocycle; Rodentia
• ISSN: 0223-5234; 1768-3254
• DOI: 10.1016/0223-5234(94)90063-9

A set of 1-methyl-2-(4- X-benzoyl)imidazole-5-acetic acids that are structurally related to tolmetin and zomepirac were synthesized and biologically evaluated for their antiinflammatory activity. The results of in vivo tests and enzymatic assays showed that some of the investigated compounds are characterized by an analgesic-antiinflammatory profile similar or better than that of tolmetin. Preliminary structure-activity relationships suggest that activity is promoted by electron-releasing substituents in the para-position of the benzoyl moiety.