Synthesis and biological evaluation of some 2-amino-4-aryl-3H-1,5-benzodiazepine analogues of clozapine

J Med Chem. 1978 Sep;21(9):952-7. doi: 10.1021/jm00207a020.

Abstract

2-Amino-4-aryl-3H-1,5-benzodiazepines were prepared and evaluated for potential neuroleptic activity. Compound 60 showed some activity in the four assays; however, the activity was not consistently observed among other members of the series. The data reflected that the structural modifications led to a decrease in activity relative to clozapine. It was apparent that the 1,5-benzodiazepine portion of clozapine is not responsible for its antipsychotic activity.

MeSH terms

  • Adenylyl Cyclase Inhibitors
  • Animals
  • Antipsychotic Agents / chemical synthesis*
  • Avoidance Learning / drug effects
  • Brain / drug effects
  • Brain / metabolism
  • Clozapine / analogs & derivatives
  • Clozapine / chemical synthesis*
  • Clozapine / pharmacology
  • Corpus Striatum / enzymology
  • Dextroamphetamine / antagonists & inhibitors
  • Dextroamphetamine / toxicity
  • Dibenzazepines / chemical synthesis*
  • Dopamine / metabolism
  • Dose-Response Relationship, Drug
  • In Vitro Techniques
  • Male
  • Mice
  • Rats

Substances

  • Adenylyl Cyclase Inhibitors
  • Antipsychotic Agents
  • Dibenzazepines
  • Clozapine
  • Dextroamphetamine
  • Dopamine