Synthesis and receptor binding studies of 2-functionalized 1,4-benzodiazepine derivatives as potential metaclazepam-like antianxiety agents

Farmaco. 1993 Jul;48(7):897-905.

Abstract

The synthesis of 7-chloro-2,3-dihydro-2-(2-methoxyethyl)-1-methyl-5-phenyl- 1H-1,4-benzodiazepine (2) is described. While the metaclazepam-like compound 2 showed an affinity for benzodiazepine receptor central type (CBZRs) comparable to that of metaclazepam (1a), its intermediates bearing the exocyclic double bond resulted more active.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Anxiety Agents / chemical synthesis*
  • Anti-Anxiety Agents / metabolism
  • Anti-Anxiety Agents / pharmacology
  • Benzodiazepines / chemical synthesis*
  • Benzodiazepines / metabolism
  • Benzodiazepines / pharmacology*
  • Brain Chemistry / drug effects
  • In Vitro Techniques
  • Rats
  • Receptors, GABA-A / drug effects
  • Receptors, GABA-A / metabolism*
  • Structure-Activity Relationship

Substances

  • Anti-Anxiety Agents
  • Receptors, GABA-A
  • Benzodiazepines
  • metaclazepam