title: N-acylated sulfonamide sodium salt: a prodrug of choice for the bifunctional 2-hydroxymethyl-4-(5-phenyl-3-trifluoromethyl-pyrazol-1-yl) benzenesulfonamide class of COX-2 inhibitors.
abstract: Synthesis and biological evaluation of possible prodrugs of COX-2 inhibitors involving sulfonamide and hydroxymethyl groups of 2-hydroxymethyl-4-(5-phenyl-3-trifluoromethyl-pyrazol-1-yl) benzenesulfonamides are described. Out of many options, the sodium salt of N-propionyl sulfonamide demonstrated much improved pharmacological profiles and physicochemical properties suitable for oral as well as parenteral administration.
authors.affiliation: Discovery Chemistry, Discovery Research-Dr. Reddy's Laboratories Ltd, Bollaram Road, Miyapur, Hyderabad 500 049, India. sunilkumarsingh@drreddys.com
authors.forename: Sunil Kumar
authors.initials: SK
authors.lastname: Singh
authors.forename: Saibaba
authors.initials: S
authors.lastname: Vobbalareddy
authors.forename: Srinivasa Rao
authors.initials: SR
authors.lastname: Kalleda
authors.forename: Seshagiri Rao
authors.initials: SR
authors.lastname: Casturi
authors.forename: Ramesh
authors.initials: R
authors.lastname: Mullangi
authors.forename: Rajagopalan
authors.initials: R
authors.lastname: Ramanujam
authors.forename: Koteswar Rao
authors.initials: KR
authors.lastname: Yeleswarapu
authors.forename: Javed
authors.initials: J
authors.lastname: Iqbal
mesh_terms: D000215:Acylation; D000818:Animals; D019540:Area Under Curve; D001682:Biological Availability; D051546:Cyclooxygenase 2 / Q000187:drug effects*; D016861:Cyclooxygenase Inhibitors / Q000737:chemistry / Q000493:pharmacokinetics / Q000494:pharmacology*; D011355:Prodrugs / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D013449:Sulfonamides / Q000737:chemistry / Q000493:pharmacokinetics / Q000494:pharmacology*
chemical_list: D016861:Cyclooxygenase Inhibitors; D011355:Prodrugs; D013449:Sulfonamides; D051546:Cyclooxygenase 2