Synthesis and anticonvulsant activity of N-3 substituted 2,3-benzodiazepines

Farmaco. 2004 May;59(5):353-8. doi: 10.1016/j.farmac.2004.01.005.

Abstract

A series of new 3-alkylcarbamoyl-1-aryl-3,5-dihydro-7,8-dimethoxy-4H-2,3-benzodiazepin-4-ones was synthesized starting from the corresponding 3-N-unsubstituted derivatives, previously described as noncompetitive AMPA-type glutamate receptor antagonists. The new compounds proved to protect against seizures induced by means of auditory stimulation in DBA/2 mice and some of them showed anticonvulsant properties comparable or better than those of GYKI 52466, the prototype of 2,3-benzodiazepine noncompetitive AMPA receptor antagonists.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Animals
  • Anti-Anxiety Agents / chemical synthesis*
  • Anti-Anxiety Agents / pharmacology
  • Anticonvulsants / chemical synthesis*
  • Anticonvulsants / pharmacology
  • Anticonvulsants / therapeutic use
  • Benzodiazepines / chemical synthesis*
  • Benzodiazepines / pharmacology
  • Benzodiazepines / therapeutic use
  • Mice
  • Mice, Inbred DBA
  • Receptors, AMPA / antagonists & inhibitors*
  • Seizures / drug therapy*
  • Seizures / prevention & control
  • Structure-Activity Relationship

Substances

  • Anti-Anxiety Agents
  • Anticonvulsants
  • Receptors, AMPA
  • GYKI 52466
  • Benzodiazepines