discovery of novel 8-azabicyclo[3.2.1]octan-3-yl)-3-(4-chlorophenyl) propanamides as vasopressin V₁A receptor antagonists

• Published in: Bioorganic & medicinal chemistry letters Vol. 21; no. 10; pp. 3163 - 3167
• Main Authors: Napier, Susan, Wishart, Grant, Arbuckle, William, Baker, James, Barn, David, Bingham, Matilda, Brown, Angus, Byford, Alan, Claxton, Chris, Craighead, Mark, Buchanan, Kirsteen, Fielding, Lee, Gibson, Lindsay, Goodwin, Richard, Goutcher, Susan, Irving, Nicholas, MacSweeney, Cliona, Milne, Rachel, Mort, Chris, Presland, Jeremy, Sloan, Hazel, Thomson, Fiona, Turnbull, Zara, Young, Trevor
• Format: Journal Article
• Language: English
• Published: Amsterdam Elsevier Ltd 15.05.2011; Elsevier
• Subjects: Amides - chemical synthesis; Amides - chemistry; Amides - pharmacology; antagonists; Antidiuretic Hormone Receptor Antagonists; Aza Compounds - chemical synthesis; Aza Compounds - chemistry; Aza Compounds - pharmacology; Biological and medical sciences; Cells, Cultured; chemistry; Cyclization; Drug Discovery; Humans; Liver - metabolism; Medical sciences; Molecular Structure; Neuropharmacology; Neurotransmitters. Neurotransmission. Receptors; Peptidergic system (neuropeptide, opioid peptide, opiates...). Adenosinergic and purinergic systems; Pharmacology. Drug treatments; Protein Binding - drug effects; vasopressin; Aminoamide; Nitrogen heterocycle; Selectivity; In vitro; Vasopressin; α-Aminoacid; Structure activity relation; Chlorine Organic compounds; V; Bicyclic compound; Affinity; V1a vasopressin receptor; Antagonist
• ISSN: 0960-894X; 1464-3405
• DOI: 10.1016/j.bmcl.2011.02.096

The discovery of a novel series of 8-azabicyclo[3.2.1]octan-3-yl)-3-(4-chlorophenyl) propanamide antagonists of the vasopressin V₁A receptor is disclosed. Compounds 47 and 48 were found to be high affinity, selective vasopressin V₁A antagonists.