Design, synthesis and anticonvulsant potential of (E)-3-(5-(substituted aminomethyl)-1,3,4-thiadiazol-2-yl)-2-substituted styrylquinazolin-4-(3H)-one

  • Sumit Bhattacharya SVN Institute of Pharmaceutical Sciences, Swami Vivekanand University, Sagar, Madhya Pradesh, India
  • Varsha Kashaw SVN Institute of Pharmaceutical Sciences, Swami Vivekanand University, Sagar, Madhya Pradesh, India

Abstract

Objective: The prime objective of the paper was to design and synthesize new derivatives of (E)-3-(5-(substitutedaminomethyl)-1,3,4-thiadiazol-2-yl)-2-styrylquinazolin-4(3H)-one and evaluated for their anticonvulsant potential.


Material and methods: Various derivatives  of (E)-3-(5-(substitutedaminomethyl)-1,3,4-thiadiazol-2-yl)-2-styrylquinazolin-4(3H)-one derivatives has been synthesized by reacting 2-substituted benzoxazin-4-one with (E)-2-(4-Substituedstyryl)-4H-benzo[d][1,3]oxazin-4-one. All synthesized compounds have been characterized by the IR, NMR and mass spectral analysis. Proposed compounds have been evaluated for anticonvulsant potential by subcutaneous pentylenetetrazole (scPTZ) and maximal electroshock seizure (MES) model and compared with the reference drug phenytoin &carbamazepine.


Result and discussion: The subcutaneous pentylenetetrazoles (scPTZ) model denotes that compounds SB-6, SB-12, SB-14 and SB-18 were found most active at anticonvulsant screening when compared with phenytoin and carbamazepine (standard drug).The most active compound of the series was SB-1, SB-4, SB-6, SB-9, SB-12, SB-14, SB-14 and SB-18. In most of the Cl and nitro group phenyl ring in position of the 1,3,4-thiadiazoles nucleus and Cl on phenyl ring of 4(3H)-quinazolinone has shown the potent activity.


Keywords: quinazolinone, anticonvulsant, maximal electroshock seizure, phenytoin, carbamazepine

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Author Biographies

Sumit Bhattacharya, SVN Institute of Pharmaceutical Sciences, Swami Vivekanand University, Sagar, Madhya Pradesh, India

SVN Institute of Pharmaceutical Sciences, Swami Vivekanand University, Sagar, Madhya Pradesh, India

Varsha Kashaw, SVN Institute of Pharmaceutical Sciences, Swami Vivekanand University, Sagar, Madhya Pradesh, India

SVN Institute of Pharmaceutical Sciences, Swami Vivekanand University, Sagar, Madhya Pradesh, India

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Bhattacharya S, Kashaw V. Design, synthesis and anticonvulsant potential of (E)-3-(5-(substituted aminomethyl)-1,3,4-thiadiazol-2-yl)-2-substituted styrylquinazolin-4-(3H)-one. JDDT [Internet]. 15Mar.2019 [cited 18Aug.2022];9(2):591-02. Available from: http://jddtonline.info/index.php/jddt/article/view/2705

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