Synthesis and Some Reactions of 1-aryl-4-acetyl-5-methyl-1,2,3-triazole Derivatives with Anticonvulsant Activity

Mini Rev Med Chem. 2016;16(11):926-36. doi: 10.2174/1389557516666160118105505.

Abstract

The triazoles 3a-d underwent condensation reactions with 4-(piperidin-1-yl)-benzaldehyde to afford the chalcones 5a-d. Chalcone derivatives 5a-d were reacted with 2,3-diaminomaleonitrile, thiourea and hydrazine hydrate to afford the novel diazepine-dicarbonitrile derivatives 7a-d, the pyrimidine-2-thiol derivatives 9a-d and hydrazino-pyrimidines 10a-d respectively. Structures of the prepared compounds were elucidated by physical and spectral data like FT-IR, (1)H NMR, (13)C NMR, and mass spectroscopy. Some of the synthesized compounds were screened for their anticonvulsant activity and SAR.

MeSH terms

  • Animals
  • Anticonvulsants / chemical synthesis*
  • Anticonvulsants / chemistry
  • Anticonvulsants / therapeutic use*
  • Azepines / chemical synthesis
  • Azepines / chemistry
  • Azepines / therapeutic use
  • Chalcones / chemical synthesis
  • Chalcones / chemistry
  • Chalcones / therapeutic use
  • Chemistry Techniques, Synthetic / methods*
  • Male
  • Methylation
  • Mice
  • Seizures / drug therapy*
  • Sonication / methods
  • Structure-Activity Relationship
  • Triazoles / chemical synthesis*
  • Triazoles / chemistry
  • Triazoles / therapeutic use*

Substances

  • Anticonvulsants
  • Azepines
  • Chalcones
  • Triazoles