Synthesis, anticonvulsant and neurotoxicity evaluation of some newer N-(2-benzoylbenzofuran-3-yl)-3-(substituted)-propanamide analogs

Cent Nerv Syst Agents Med Chem. 2013;13(3):159-65. doi: 10.2174/1871524913666131122160828.

Abstract

A series of 12, N-(2-benzoylbenzofuran-3-yl)-3-(substituted)-propanamide analogs was designed and synthesized to meet the pharmacophore requirement essential for anticonvulsant activity. All the compounds were characterized by IR, (1)H NMR and mass spectral data followed by their anticonvulsant evaluation according to the Antiepileptic Drug Development Program (ADD) protocol. The present study has proved the hypothesis concerning the pharmacophore model with essential binding sites. N-(2-benzoylbenzofuran-3-yl)-3-(4-(2-fluorophenyl)piperazin-1-yl) propanamide, 6h was found to be the most active compound in both maximal electroshock seizure (MES) and subcutaneous metrazol (scMET) seizure test at 30 and100 mg/kg respectively at 0.5 and 4.0 h.

MeSH terms

  • Animals
  • Anticonvulsants / chemical synthesis*
  • Anticonvulsants / pharmacology*
  • Anticonvulsants / toxicity
  • Benzofurans / chemical synthesis*
  • Benzofurans / pharmacology*
  • Benzofurans / toxicity
  • Convulsants
  • Drug Design
  • Electroshock
  • Indicators and Reagents
  • Mice
  • Nervous System Diseases / chemically induced
  • Pentylenetetrazole
  • Piperazines / chemical synthesis*
  • Piperazines / pharmacology*
  • Piperazines / toxicity
  • Rats
  • Seizures / chemically induced
  • Seizures / drug therapy

Substances

  • Anticonvulsants
  • Benzofurans
  • Convulsants
  • Indicators and Reagents
  • N-(2-benzoylbenzofuran-3-yl)-3-(4-(2-fluorophenyl)piperazin-1-yl)propanamide
  • Piperazines
  • Pentylenetetrazole