Synthesis and anticonvulsant properties of 2,3,3a,4-tetrahydro-1H-pyrrolo[1,2-a]benzimidazol-1-ones

J Med Chem. 1989 Jan;32(1):93-5. doi: 10.1021/jm00121a019.

Abstract

A series of 2,3,3a,4-tetrahydro-1H-pyrrolo[1,2-a]benzimidazol-1-ones were synthesized and evaluated for anticonvulsant activity in DBA/2 mice against sound-induced seizures and in rats against maximal electroshock-induced seizures. Most of the derivatives showed an anticonvulsant effect better than that of valproate, a commonly used anticonvulsant drug. Compound 3 possessed an anticonvulsant activity comparable to that of diphenylhydantoin in both tests and was selected for further studies. Structure-activity relationships are discussed.

MeSH terms

  • Acoustic Stimulation
  • Animals
  • Anticonvulsants / chemical synthesis*
  • Anticonvulsants / therapeutic use
  • Benzimidazoles / chemical synthesis*
  • Benzimidazoles / therapeutic use
  • Chemical Phenomena
  • Chemistry
  • Drug Evaluation, Preclinical
  • Electroshock
  • Female
  • Male
  • Mice
  • Mice, Inbred DBA
  • Pyrrolidinones / chemical synthesis*
  • Pyrrolidinones / therapeutic use
  • Rats
  • Rats, Inbred Strains
  • Seizures / drug therapy
  • Structure-Activity Relationship

Substances

  • Anticonvulsants
  • Benzimidazoles
  • Pyrrolidinones