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Medicinal Chemistry Research

, Volume 23, Issue 11, pp 4915–4925 | Cite as

Substituted phenyl containing 1,3,4-oxadiazole-2-yl-but-2-enamides: synthesis and preliminary evaluation as promising anticonvulsants

  • Nadeem Siddiqui
  • Md. Jawaid AkhtarEmail author
  • M. Shahar Yar
  • Priya Ahuja
  • Waquar Ahsan
  • Sharique Ahmed
Original Research

Abstract

A series of 3-(4-substitutedphenyl)-N-(5-(4-substitutedphenyl-1,3,4-oxadiazol-2-yl)but-2-enamide were synthesized using pharmacophoric elements for in vivo anticonvulsant activity yielding two potent candidates (4d and 4j) in the Phase I and Phase II screening employing maximal electroshock seizure and subcutaneous pentylenetetrazole test having minimal neurotoxicity. Their Phase II screen depicted an increment of nearly 2–10 times for MES and 7–67 folds for scPTZ in the therapeutic index and protective index—the two mainstays in the drug discovery.

Keywords

Epilepsy Neurotoxicity Pharmacophore Liver enzyme estimation 

Notes

Acknowledgments

The authors are thankful to Jamia Hamdard New Delhi, India, for providing facility for research work. One of the authors (M. Jawaid Akhtar) expresses thanks to University Grant Commission (UGC) New Delhi, India, for the financial assistance.

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Copyright information

© Springer Science+Business Media New York 2014

Authors and Affiliations

  • Nadeem Siddiqui
    • 1
  • Md. Jawaid Akhtar
    • 1
    Email author
  • M. Shahar Yar
    • 1
  • Priya Ahuja
    • 1
  • Waquar Ahsan
    • 2
  • Sharique Ahmed
    • 3
  1. 1.Department of Pharmaceutical Chemistry, Faculty of PharmacyHamdard UniversityNew DelhiIndia
  2. 2.Department of Pharmaceutical Chemistry, College of PharmacyJazan UniversityJazanKingdom of Saudi Arabia
  3. 3.Allied Health Division, College of Health SciencesMinistry of HealthManamaBahrain

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