Bioorganic and Medicinal Chemistry Letters p. 5061 - 5064 (2005)
Update date:2022-08-05
Topics:
Tehrani, Lida R.
Smith, Nicholas D.
Huang, Dehua
Poon, Steve F.
Roppe, Jeffrey R.
Seiders, Thomas Jon
Chapman, Deborah F.
Chung, Janice
Cramer, Merryl
Cosford, Nicholas D.P.
Structure-activity relationship studies on the phenyl ring of 3-(5-pyridin-2-yl-2H-tetrazol-2-yl)benzonitrile 2 led to the discovery that small, non-hydrogen bond donor substituents at the 3-position led to a substantial increase in in vitro potency. In particular, 3-fluoro-5-(5-pyridin- 2-yl-2H-tetrazol-2-yl)benzonitrile (7) is a highly potent and selective mGlu5 receptor antagonist with good rat pharmacokinetics, brain penetration, and in vivo receptor occupancy.
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