4,5-diaryloxazole inhibitors of cyclooxygenase-2 (COX-2)

John J. Talley, Stephen R. Bertenshaw, David L. Brown, Jeffery S. Carter, Mathew J. Graneto, Carol M. Koboldt, Jaime L. Masferrer, Bryan H. Norman, D. Joseph Rogier, Ben S. Zweifel, Karen Seibert

Research output: Contribution to journalReview articlepeer-review

31 Scopus citations

Abstract

A series of methysulfonyl or sulfonamido substituted 4,5-diaryloxazole were prepared and evaluated for their ability to inhibit the inducible form of cyclooxygenase (COX-2) in vitro and in vivo. Several unique substitution patterns were identified that led to potent and selective inhibitors of COX- 2. In general, 2-trifluoromethly-4,5-diaryloxazoles substituted with a methylsulfonyl or sulfonamido group were particularly potent inhibitors. One of the more potent compounds with a selectivity for COX-2 of about 800 fold was 4b (SC-299). SC-299, a highly fluorescent molecule, may be useful for spectroscopic studies on preferential inhibitor binding to COX-2.

Original languageEnglish
Pages (from-to)199-208
Number of pages10
JournalMedicinal Research Reviews
Volume19
Issue number3
DOIs
StatePublished - 1999

Keywords

  • Anti-inflammatory
  • COX-2
  • COX-2 inhibitors
  • Cyclooxygenase-2
  • Diaryloxazole
  • Inflammation

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