Synthesis and pharmacological evaluation of derivatives structurally related to nimesulide

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

Research output: Contribution to journalArticle

27 Citations (Scopus)

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related to the antiinflammatory and antihistaminic agent nimesulide (I), in which the p-nitrophenyl moiety has been replaced by pyridine (1a-c) and pyridine N-oxide (2a-c).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

Fingerprint

nimesulide
Bronchoconstriction
Hypotension
Anti-Inflammatory Agents
Pharmacology
Derivatives
3-chloro-4,4-dimethyl-2-oxazolidinone
pyridine N-oxide
pyridine

Keywords

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

ASJC Scopus subject areas

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

Cite this

Synthesis and pharmacological evaluation of derivatives structurally related to nimesulide. / Cignarella, G.; Vianello, P.; Berti, F.; Rossoni, G.

In: European Journal of Medicinal Chemistry, Vol. 31, No. 5, 1996, p. 359-364.

Research output: Contribution to journalArticle

Cignarella, G. ; Vianello, P. ; Berti, F. ; Rossoni, G. / Synthesis and pharmacological evaluation of derivatives structurally related to nimesulide. In: European Journal of Medicinal Chemistry. 1996 ; Vol. 31, No. 5. pp. 359-364.
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