Newer substituted benzoxazepinyl-quinazolinones as potent antipsychotic and anticonvulsant agents

Arzneimittelforschung. 2003;53(7):480-5. doi: 10.1055/s-0031-1297137.

Abstract

3-Amino-[2'-substitutedaryl-3'-substitutedarylaminomethylene-2',3'- dihydro-1',5'-benzoxazepin-4'-yl]-2-methyl-quinazolin-4(3H)-ones 11-18 and 3-amino-[2'-substituted aryl-3'-substitutedaryl-azo-2',3'- dihydro-1',5'-benzoxazepin-4'-yl]-2-methyl-quinazolin-4(3H)-ones 19-26 were synthesized from 3-amino-[2'-substitutedaryl-2',3'-dihydro-1',5'- benzoxazepin-4'-yl]-2-methyl-quinazolin-4(3H)-ones 7-10 by Mannich's reaction and by diazotisation, respectively, on the 3rd position of the benzoxazepine ring of the compounds 7-10. The newly synthesized compounds showed potent antipsychotic and anticonvulsant activities.

MeSH terms

  • Amphetamine / antagonists & inhibitors
  • Animals
  • Anticonvulsants / chemical synthesis*
  • Anticonvulsants / pharmacology*
  • Anticonvulsants / toxicity
  • Antipsychotic Agents / chemical synthesis*
  • Antipsychotic Agents / pharmacology*
  • Antipsychotic Agents / toxicity
  • Catalepsy / chemically induced
  • Central Nervous System Stimulants / antagonists & inhibitors
  • Chemical Phenomena
  • Chemistry, Physical
  • Chlorpromazine / pharmacology
  • Electroshock
  • Female
  • Hypnotics and Sedatives / chemical synthesis
  • Hypnotics and Sedatives / pharmacology
  • Indicators and Reagents
  • Lethal Dose 50
  • Magnetic Resonance Spectroscopy
  • Male
  • Mice
  • Oxazepines / chemistry*
  • Oxazepines / pharmacology*
  • Pentobarbital / pharmacology
  • Quinazolines / chemistry*
  • Quinazolines / pharmacology*
  • Rats
  • Sleep / drug effects
  • Spectrophotometry, Infrared
  • Structure-Activity Relationship

Substances

  • Anticonvulsants
  • Antipsychotic Agents
  • Central Nervous System Stimulants
  • Hypnotics and Sedatives
  • Indicators and Reagents
  • Oxazepines
  • Quinazolines
  • Amphetamine
  • Pentobarbital
  • Chlorpromazine