Synthesis and activity of sulfonamide-substituted 4,5-diaryl thiazoles as selective cyclooxygenase-2 inhibitors

J S Carter; S Kramer; J J Talley; T Penning; P Collins; M J Graneto; K Seibert; C M Koboldt; J Masferrer; B Zweifel

doi:10.1016/s0960-894x(99)00157-2

Synthesis and activity of sulfonamide-substituted 4,5-diaryl thiazoles as selective cyclooxygenase-2 inhibitors

Bioorg Med Chem Lett. 1999 Apr 19;9(8):1171-4. doi: 10.1016/s0960-894x(99)00157-2.

Authors

J S Carter¹, S Kramer, J J Talley, T Penning, P Collins, M J Graneto, K Seibert, C M Koboldt, J Masferrer, B Zweifel

Affiliation

¹ G.D. Searle-Monsanto, St. Louis, MO 63198, USA.

PMID: 10328307
DOI: 10.1016/s0960-894x(99)00157-2

Abstract

A series of sulfonamide-substituted 4,5-diarylthiazoles was prepared via three synthetic routes as selective COX-2 inhibitors. Recently in the synthesis of selective COX-2 inhibitors we have discovered that the sulfonamide moiety is a suitable replacement for the methylsulfonyl moiety yielding compounds with activity both in vitro and in vivo.

MeSH terms

Animals
Cyclooxygenase 2
Cyclooxygenase 2 Inhibitors
Cyclooxygenase Inhibitors / chemical synthesis
Humans
Isoenzymes / drug effects*
Membrane Proteins
Models, Chemical
Prostaglandin-Endoperoxide Synthases / drug effects*
Rats
Sulfonamides / chemistry*
Thiazoles / chemical synthesis*

Substances

Cyclooxygenase 2 Inhibitors
Cyclooxygenase Inhibitors
Isoenzymes
Membrane Proteins
Sulfonamides
Thiazoles
Cyclooxygenase 2
PTGS2 protein, human
Prostaglandin-Endoperoxide Synthases