A new structural variation on the methanesulfonylphenyl class of selective cyclooxygenase-2 inhibitors

By inserting an oxygen link between the 3-fluorophenyl and the lactone ring of 5,5-dimethyl-3-(3-fluorophenyl)-4-(4-methanesulfonylphenyl)-2(5H)-furanone 1 (DFU), analogs with enhanced in vitro COX-2 inhibitory potency as well as in vivo potency in models of inflammation were obtained. By inserting...

Full description

Saved in:
Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 1999-11, Vol.9 (22), p.3181-3186
Main Authors: Li, Chun-Sing, Black, W.Cameron, Brideau, Christine, Chi Chung Chan, Charleson, Stella, Cromlish, Wanda A., Claveau, David, Gauthier, Jacques Yves, Gordon, Robert, Greig, Gillian, Grimm, Erich, Guay, Jocelyne, Lau, Cheuk K., Riendeau, Denis, Thérien, Michel, Visco, Denise M., Wong, Elizabeth, Lijing Xu, Prasit, Petpiboon
Format: Article
Language:English
Subjects:
Animals
Anti-Inflammatory Agents, Non-Steroidal - chemistry
Anti-Inflammatory Agents, Non-Steroidal - pharmacology
Biological and medical sciences
Bones, joints and connective tissue. Antiinflammatory agents
CHO Cells
Cricetinae
Cyclooxygenase 2
Cyclooxygenase 2 Inhibitors
Cyclooxygenase Inhibitors - chemistry
Cyclooxygenase Inhibitors - pharmacokinetics
Cyclooxygenase Inhibitors - pharmacology
Furans - chemistry
Furans - pharmacokinetics
Furans - pharmacology
Isoenzymes - drug effects
Medical sciences
Pharmacology. Drug treatments
Prostaglandin-Endoperoxide Synthases - drug effects
Rats
Structure-Activity Relationship
Citations: Items that this one cites
Items that cite this one
Online Access:Get full text
Tags: Add Tag
No Tags, Be the first to tag this record!
Description
Summary:By inserting an oxygen link between the 3-fluorophenyl and the lactone ring of 5,5-dimethyl-3-(3-fluorophenyl)-4-(4-methanesulfonylphenyl)-2(5H)-furanone 1 (DFU), analogs with enhanced in vitro COX-2 inhibitory potency as well as in vivo potency in models of inflammation were obtained. By inserting an oxygen link between the aryl group and the lactone ring, analogs with enhanced COX-2 and antiinflammatory activity could be obtained.
ISSN:0960-894X
1464-3405
DOI:10.1016/S0960-894X(99)00559-4