Polar substitutions in the benzenesulfonamide ring of celecoxib afford a potent 1,5-diarylpyrazole class of COX-2 inhibitors

Sunil K Singh; P Ganapati Reddy; K Srinivasa Rao; Braj B Lohray; P Misra; Shaikh A Rajjak; Yeleswarapu K Rao; A Venkateswarlu

doi:10.1016/j.bmcl.2003.10.027

Polar substitutions in the benzenesulfonamide ring of celecoxib afford a potent 1,5-diarylpyrazole class of COX-2 inhibitors

Bioorg Med Chem Lett. 2004 Jan 19;14(2):499-504. doi: 10.1016/j.bmcl.2003.10.027.

Authors

Sunil K Singh¹, P Ganapati Reddy, K Srinivasa Rao, Braj B Lohray, P Misra, Shaikh A Rajjak, Yeleswarapu K Rao, A Venkateswarlu

Affiliation

¹ Discovery Chemistry, Discovery Research-Dr. Reddy's Laboratories Ltd, Bollaram Road, 500 049, Miyapur, Hyderabad, India. sunilkkumarsingh@drreddys.com

PMID: 14698190
DOI: 10.1016/j.bmcl.2003.10.027

Abstract

Several chemical modifications in the N(1)-benzenesulfonamide ring of celecoxib are presented. The series with a hydroxymethyl group adjacent to the sulfonamide was found to be the most potent modification that yielded many compounds selectively active against COX-2 enzyme in vitro.

MeSH terms

Benzenesulfonamides
Celecoxib
Cyclooxygenase Inhibitors / chemistry*
Pyrazoles / chemistry*
Sulfonamides / chemistry*

Substances

Cyclooxygenase Inhibitors
Pyrazoles
Sulfonamides
Celecoxib