Selective COX-2 inhibitors. Part 1: Synthesis and biological evaluation of phenylazobenzenesulfonamides

Wei Jern Tsai, Young Ji Shiao, Shwu Jiuan Lin, Wen Fei Chiou, Lie Chwen Lin, Tsang Hsiung Yang, Che Ming Teng, Tain Shung Wu, Li Ming Yang

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43 Citations (Scopus)


A series of phenylazobenzenesulfonamide derivatives were designed and synthesized for the evaluation as selective cyclooxygenase-2 (COX-2) inhibitors in a cellular assay using human whole blood (HWB) and an enzymatic assay using purified ovine enzymes. Extensive structure-activity relationships (SAR) were studied within this series, and several of selective COX-2 inhibitors have been identified. Among them, compound 8, 4-(4-amino-2-methylsulfanyl-phenylazo)benzenesulfonamide, showed a potent inhibitory activity to the cyclooxygenase enzymes (IC50's for COX-1: 23.28 μM; COX-2: 2.04 μM), being active but less COX-2 selective than celecoxib.

Original languageEnglish
Pages (from-to)4440-4443
Number of pages4
JournalBioorganic and Medicinal Chemistry Letters
Issue number17
Publication statusPublished - Sep 1 2006



  • Anti-inflammatory
  • Isosterism
  • Phenylazobenzenesulfonamide
  • Resveratrol
  • SAR
  • Selective COX-2 inhibitors

ASJC Scopus subject areas

  • Biochemistry
  • Molecular Biology
  • Organic Chemistry
  • Drug Discovery
  • Pharmaceutical Science

Cite this

Tsai, W. J., Shiao, Y. J., Lin, S. J., Chiou, W. F., Lin, L. C., Yang, T. H., Teng, C. M., Wu, T. S., & Yang, L. M. (2006). Selective COX-2 inhibitors. Part 1: Synthesis and biological evaluation of phenylazobenzenesulfonamides. Bioorganic and Medicinal Chemistry Letters, 16(17), 4440-4443.