Identification and Biological Evaluation of 4-(3-Trifluoromethylpyridin-2-yl)piperazine-1-carboxylic Acid (5-Trifluoromethylpyridin-2-yl)amide, a High Affinity TRPV1 (VR1) Vanilloid Receptor Antagonist
Journal of Medicinal Chemistry2004Vol. 48(6), pp. 1857–1872
Citations Over TimeTop 10% of 2004 papers
Devin M. Swanson, Adrienne E. Dubin, Chandra Shah, Nadia Nasser, Leon Chang, Scott L. Dax, Michele C. Jetter, J. Guy Breitenbucher, Changlu Liu, Curt Mazur, Brian Lord, Lisa Gonzales, Kenway Hoey, Michèle Rizzolio, Michael Bogenstaetter, Ellen E. Codd, Doo H. Lee, Sui‐Po Zhang, Sandra R. Chaplan, Nicholas I. Carruthers
Abstract
High throughput screening using the recombinant human TRPV1 receptor was used to identify a series of pyridinylpiperazine ureas (3) as TRPV1 vanilloid receptor ligands. Exploration of the structure-activity relationships by parallel synthesis identified the essential pharmacophoric elements for antagonism that permitted further optimization via targeted synthesis to provide a potent orally bioavailable and selective TRPV1 modulator 41 active in several in vivo models.
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