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Identification of novel pyrazole acid antagonists for the EP1 receptor.

Bioorganic & medicinal chemistry letters (2006-07-18)
Stephen C McKeown, Adrian Hall, Gerard M P Giblin, Olivier Lorthioir, Richard Blunt, Xiao Q Lewell, Richard J Wilson, Susan H Brown, Anita Chowdhury, Tanya Coleman, Stephen P Watson, Iain P Chessell, Adrian Pipe, Nick Clayton, Paul Goldsmith
ABSTRACT

The discovery, synthesis and structure-activity relationship (SAR) of a novel series of EP1 receptor antagonists is described. Pyrazole acid 4, identified from a chemical array, had desirable physicochemical properties, an excellent in vitro microsomal inhibition and cytochrome P450 (CYP450) profile and good exposure levels in blood. This compound had an ED50 of 1.3 mg/kg in a rat pain model. A range of more potent analogues in the in vitro assay was identified using efficient array chemistry. These EP1 antagonists have potential as agents in the treatment of PGE2 mediated pain.

MATERIALS
Product Number
Brand
Product Description

Sigma-Aldrich
Ethyl 2,4-dioxovalerate, 97%