A prodrug approach to COX-2 inhibitors with methylsulfone

Bioorganic & Medicinal Chemistry Letters
2004.0

Abstract

2,2-dimethyl-4-phenyl-5-[4-(methylsulfinyl)phenyl]-3(2H)furanone derivatives, 3 and 6, were shown to be effectively transformed in vivo into the corresponding methylsulfone derivatives 1 and 4, when orally administered to rats. Pharmacological implications for use of sulfoxide analogues 3 and 6 are discussed as prodrugs to potent selective COX-2 inhibitors 1 and 4.

Knowledge Graph

Similar Paper

A prodrug approach to COX-2 inhibitors with methylsulfone
Bioorganic & Medicinal Chemistry Letters 2004.0
2,2-Dimethyl-4,5-diaryl-3(2 H )furanone derivatives as selective cyclo-oxygenase-2 inhibitors
Bioorganic & Medicinal Chemistry Letters 2001.0
Discovery of a potent and selective COX-2 inhibitor in the alkoxy lactone series with optimized metabolic profile
Bioorganic & Medicinal Chemistry Letters 2002.0
In Vitro Structure−Activity Relationship and in Vivo Studies for a Novel Class of Cyclooxygenase-2 Inhibitors:  5-Aryl-2,2-dialkyl-4-phenyl-3(2H)furanone Derivatives
Journal of Medicinal Chemistry 2004.0
A new structural variation on the methanesulfonylphenyl class of selective cyclooxygenase-2 inhibitors
Bioorganic & Medicinal Chemistry Letters 1999.0
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
Bioorganic & Medicinal Chemistry Letters 2006.0
Synthesis and Biological Evaluation of 3,4-Diaryloxazolones:  A New Class of Orally Active Cyclooxygenase-2 Inhibitors
Journal of Medicinal Chemistry 2000.0
Synthesis, Anti-Inflammatory Activity, and in Vitro Antitumor Effect of a Novel Class of Cyclooxygenase Inhibitors: 4-(Aryloyl)phenyl Methyl Sulfones
Journal of Medicinal Chemistry 2010.0
Synthesis of 2,3-diaryl-1,3-thiazolidine-4-one derivatives as selective cyclooxygenase (COX-2) inhibitors
Bioorganic & Medicinal Chemistry Letters 2007.0
SAR in the alkoxy lactone series: the discovery of DFP, a potent and orally active COX-2 inhibitor
Bioorganic & Medicinal Chemistry Letters 1999.0