Design and Synthesis of Novel N-(4-(Pyridin-2-yloxy)benzylidene)-4-[4-(substituted)phenyl]semicarbazides as Potential Anticonvulsant Agents

Prem Singh1 and Laxmi Tripathi2,*

1IFTM University, Moradabad-244 001, India

2Moradabad Educational Trust, Group of Institutions, Faculty of Pharmacy, Moradabad-244 001, India

*Corresponding author: E-mail: tripathilaxmi1979@gmail.com

Abstract

A new series of N-(4-(pyridin-2-yloxy)benzylidene)-4-[4-(substituted)phenyl]semicarbazides (PSSD1-8) were designed and synthesized keeping in view the structural requirement of pharmacophore and evaluated for their possible anticonvulsant activity. All the derivatives were synthesized by the given scheme and reaction process was monitored by thin layer chromatography. The structure of synthesized derivatives was confirmed by FT-IR, 1H NMR, mass spectroscopy and elemental analysis. The anticonvulsant activity was established after intraperitoneal administration in MES and scMET seizure models. The most active compound of the series was 1-(4-(pyridin-2-yloxy)-benzylidene)-4-p-tolylsemicarbazide (PSSD5). A molecular docking study was carried out in order to assess the interaction and binding modes with target receptor/enzyme. Titled compounds were found to strongly bind to human gamma-aminobutyric acid receptor (GABAAR-β3). A computational study was also carried to predict the pharmacokinetic properties of the synthesized compounds.

Keywords

Semicarbazone, Anticonvulsant Activity, Neurotoxicity, Molecular docking, Computational study.

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