Discovery of new SCH 39166 analogs as potent and selective dopamine D1 receptor antagonists

Bioorg Med Chem Lett. 2010 Feb 1;20(3):836-40. doi: 10.1016/j.bmcl.2009.12.100. Epub 2010 Jan 4.

Abstract

A series of novel dopamine D(1) antagonists derived from functionalization of the D-ring of SCH 39166 were prepared. A number of these compounds displayed subnanomolar D(1) activity and more than 1000-fold selectivity over D(2). We found C-3 derivatization afforded compounds with superior overall profile in comparison to the C-2 and C-4 derivatization. A number of highly potent D(1) antagonists were discovered which have excellent selectivity over other dopamine receptors and improved PK profile compared to SCH 39166.

Publication types

  • Comparative Study

MeSH terms

  • Animals
  • Benzazepines / chemistry*
  • Benzazepines / pharmacology*
  • Dopamine Antagonists / chemistry*
  • Dopamine Antagonists / pharmacology*
  • Rats
  • Receptors, Dopamine D1 / antagonists & inhibitors*
  • Receptors, Dopamine D1 / physiology

Substances

  • Benzazepines
  • Dopamine Antagonists
  • Receptors, Dopamine D1
  • ecopipam