Design and discovery of 1,3-benzodiazepines as novel dopamine antagonists

Bioorg Med Chem Lett. 2009 Sep 1;19(17):5218-21. doi: 10.1016/j.bmcl.2009.07.012. Epub 2009 Jul 9.

Abstract

A series of novel 1,3-benzodiazapine based D1 antagonists was designed according to the understanding of pharmacophore models derived from SCH 23390 (1b), a potent and selective D1 antagonist. The new design features an achiral cyclic-amidine that maintains desired basicity. Solid phase synthesis was developed for SAR development of the novel dopamine antagonists.

MeSH terms

  • Benzazepines / chemistry
  • Benzazepines / pharmacology
  • Benzodiazepines / chemical synthesis
  • Benzodiazepines / chemistry*
  • Benzodiazepines / pharmacology
  • Dopamine Antagonists / chemical synthesis
  • Dopamine Antagonists / chemistry*
  • Dopamine Antagonists / pharmacology
  • Dopamine D2 Receptor Antagonists
  • Drug Design
  • Humans
  • Neurotransmitter Agents / chemical synthesis
  • Neurotransmitter Agents / chemistry*
  • Neurotransmitter Agents / pharmacology
  • Receptors, Dopamine D1 / antagonists & inhibitors*
  • Receptors, Dopamine D1 / metabolism
  • Receptors, Dopamine D2 / metabolism
  • Structure-Activity Relationship

Substances

  • Benzazepines
  • Dopamine Antagonists
  • Dopamine D2 Receptor Antagonists
  • Neurotransmitter Agents
  • Receptors, Dopamine D1
  • Receptors, Dopamine D2
  • SCH 23390
  • Benzodiazepines