Design and synthesis of (E)-1,1,2-triarylethenes: novel inhibitors of the cyclooxygenase-2 (COX-2) isozyme

Bioorganic & Medicinal Chemistry Letters
2005.0

Abstract

A novel class of acyclic 1,1,2-triaryl (E)-ethenes was designed that were synthesized via an (E)-selective Takeda olefination reaction. Among the group of compounds evaluated, (E)-2-(4-fluorophenyl)-1-(4-methylsulfonylphenyl)-1-phenylethene (10c) emerged as the most potent (COX-2 IC(50)=0.0316 microM), and selective (selectivity index>3164), COX-2 inhibitor.

Knowledge Graph

Similar Paper

Design and synthesis of (E)-1,1,2-triarylethenes: novel inhibitors of the cyclooxygenase-2 (COX-2) isozyme
Bioorganic & Medicinal Chemistry Letters 2005.0
A new class of acyclic 2-alkyl-1,2-diaryl (E)-olefins as selective cyclooxygenase-2 (COX-2) inhibitors
Bioorganic & Medicinal Chemistry Letters 2004.0
Design of acyclic triaryl olefins: a new class of potent and selective cyclooxygenase-2 (COX-2) inhibitors
Bioorganic & Medicinal Chemistry Letters 2004.0
A New Class of Acyclic 2-Alkyl-1,1,2-Triaryl (Z)-Olefins as Selective Cyclooxygenase-2 Inhibitors
Journal of Medicinal Chemistry 2004.0
Design and synthesis of new 2-aryl, 3-benzyl-(1,3-oxazolidine or 1,3-thiazolidine)-4-ones as selective cyclooxygenase (COX-2) inhibitors
Medicinal Chemistry Research 2010.0
Design and synthesis of new 1,3-benzthiazinan-4-one derivatives as selective cyclooxygenase (COX-2) inhibitors
Bioorganic & Medicinal Chemistry 2009.0
Design and synthesis of 3-alkyl-2-aryl-1,3-thiazinan-4-one derivatives as selective cyclooxygenase (COX-2) inhibitors
Bioorganic & Medicinal Chemistry Letters 2009.0
Design and synthesis of new 1,2-diaryl-4,5,6,7-tetrahydro-1H-benzo[d] imidazoles as selective cyclooxygenase (COX-2) inhibitors
Medicinal Chemistry Research 2012.0
Design, synthesis and biological evaluation of new (E)- and (Z)-1,2,3-triaryl-2-propen-1-ones as selective COX-2 inhibitors
European Journal of Medicinal Chemistry 2010.0
Novel 1,2-diarylcyclobutenes: Selective and orally active cox-2 inhibitors
Bioorganic & Medicinal Chemistry Letters 1996.0