Synthesis, Computational Studies and Anticonvulsant Activity of Novel Benzothiazole Coupled Sulfonamide Derivatives

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Khokra Sukhbir L.; Arora Kanika; Khan Shah A.; Kaushik Pawan; Saini Reetu; Husain Asif

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Journal: Iranian Journal of Pharmaceutical Research Year:2019 | Volume:18 | Issue:1 Page(s): 1-15

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Title

Synthesis, Computational Studies and Anticonvulsant Activity of Novel Benzothiazole Coupled Sulfonamide Derivatives

Author(s)

Keywords

Anticonvulsant

Benzenesulfonamide

Benzothiazole

Computational analysis

MES

Abstract

We report herein the synthesis of ¾ substituted benzene sulfonamides linked via phenyl ring to a Benzothiazole moiety. The title compounds in the two series namely N-(4-(Benzothiazole-2-yl) phenyl) 4-substituted benzene sulfonamides and N-(4-(Benzothiazole-2-yl) phenyl) 3-substituted benzene sulfonamides were synthesized by condensing 2-(3/4-aminophenyl) Benzothiazole with various substituted sulfonyl chlorides. The synthesized compounds were subjected to neurotoxicity screening, computational studies, and evaluation of their Anticonvulsant potential. Amongst all the synthesized compounds, compound 9 emerged as the most potent Anticonvulsant agent in maximal electroshock (MES) model (standard: phenytoin) in mice and showed three hydrogen bond interactions with the nicotinic acetylcholine ion gated receptors (PDB ID: 2BG9). Interestingly, compound 13 showed five hydrogen bond interactions with the target protein and thus excellent binding affinity upon Computational analysis but was found to be neurotoxic.

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APA: Copy

Khokra, Sukhbir L., Arora, Kanika, Khan, Shah A., Kaushik, Pawan, Saini, Reetu, & Husain, Asif. (2019). Synthesis, Computational Studies and Anticonvulsant Activity of Novel Benzothiazole Coupled Sulfonamide Derivatives. IRANIAN JOURNAL OF PHARMACEUTICAL RESEARCH (IJPR), 18(1), 1-15. SID. https://sid.ir/paper/289183/en

Vancouver: Copy

Khokra Sukhbir L., Arora Kanika, Khan Shah A., Kaushik Pawan, Saini Reetu, Husain Asif. Synthesis, Computational Studies and Anticonvulsant Activity of Novel Benzothiazole Coupled Sulfonamide Derivatives. IRANIAN JOURNAL OF PHARMACEUTICAL RESEARCH (IJPR)[Internet]. 2019;18(1):1-15. Available from: https://sid.ir/paper/289183/en

IEEE: Copy

Sukhbir L. Khokra, Kanika Arora, Shah A. Khan, Pawan Kaushik, Reetu Saini, and Asif Husain, “Synthesis, Computational Studies and Anticonvulsant Activity of Novel Benzothiazole Coupled Sulfonamide Derivatives,” IRANIAN JOURNAL OF PHARMACEUTICAL RESEARCH (IJPR), vol. 18, no. 1, pp. 1–15, 2019, [Online]. Available: https://sid.ir/paper/289183/en

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