Synthesis and pharmacological evaluation of derivatives structurally related to nimesulide

G. Cignarella, P. Vianello, F. Berti, G. Rossoni

Research output: Contribution to journalArticle

Abstract

The present work reports the synthesis of a series of compounds structurally related to the antiinflammatory and antihistaminic agent nimesulide (I), in which the p-nitrophenyl moiety has been replaced by pyridine (1a-c) and pyridine N-oxide (2a-c). In addition, two compounds (3a, 4a) have been synthesized in which the p-nitio group of I was substituted by a cyano and a 1H-tetrazol5-yl group, respectively. Representative 1a and 2a were also modified by replacing the methanesulfonamido group with an acetamido group (5a, 6a). The pharmacological evaluation of compounds 1-6 in comparison to I, indicates that such modifications are detrimental to the activity. Moreover 3a and 4a caused bronchoconstriction and hypotension, thus behaving as histaminic-like rather then anti-histaminic agents.

Original languageEnglish
Pages (from-to)359-364
Number of pages6
JournalEuropean Journal of Medicinal Chemistry
Volume31
Issue number5
DOIs
Publication statusPublished - 1996

Keywords

  • Antiinflammatory-antihistaminic activity
  • N-pyridinyl analogue
  • Nimesulide

ASJC Scopus subject areas

  • Molecular Medicine
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Fingerprint Dive into the research topics of 'Synthesis and pharmacological evaluation of derivatives structurally related to nimesulide'. Together they form a unique fingerprint.

Cite this