Synthesis, characterization and Theoretical study of some 2-Oxopyridine Carbonitrile derivatives that contain tetrazole ring and evaluation of their Biological activity

Authors

DOI:

https://doi.org/10.32792/utq/utjsci/v10i2.1145

Keywords:

Antibacterial activity, Theoretical Study (Molecular docking,) , pyridine derivatives, Tetrazole

Abstract

A series of 2-oxo-6-[4-(1H-tetrazol-1-yl) phenyl-1,2-dihydropyridine-3-carbonitrile 3,4-dimethoxyphenyl)-2-oxo-6-4-(1H-tetrazol-1-yl) phenyl]-1,2-dihydropyridine-3-carbonitrile and 2-oxo-6-[4-(1H-tetrazol-1-yl) phenyl]-4-(thiophen-2-yl)- 1,2-dihydropyridine-3-carbonitrile), were prepared from the reaction of 4-aminoacetophenone, sodium azide in the presence of glacial acetic acid via cyclization reaction to produce (1-(4-(1H- 1,2,3,4tetrazole-1-yl) phenyl) ethan-1-one). Followed by condensation of (1-(4-(1H- 1,2,3,4tetrazole-1-yl) phenyl) ethan-1-one) with ethyl cyanoacetate, aromatic aldehydes, and ammonium acetate at 110℃ to give(3,4-dimethoxyphenyl)-2-oxo-6-4-(1H-tetrazol-1-yl)phenyl]-1,2-dihydropyridine-3-carbonitrile and 2-oxo-6-[4-(1H-tetrazol-1-yl) phenyl-1,2-dihydropyridine-3-carbonitrile 3,4-dimethoxyphenyl)-2-oxo-6-4-(1H-tetrazol-1-yl) phenyl]-1,2-dihydropyridine-3-carbonitrile      and 2-oxo-6-[4-(1H-tetrazol-1-yl) phenyl]-4-(thiophen-2-yl)- 1,2-dihydropyridine-3-carbonitrile. The synthesized compounds were characterized by spectral methods (FT-IR and 1H-NMR & 13C-NMR). The synthesized compounds have been estimated in lab. for biological efficiency. Preliminary biological testing reveals that the compounds have exhibited activity against the two types of bacteria (staphylococcus aureus, and Klebsiella pneumonia). Both Compounds had high activities. Docking experiments for the compounds were undertaken in order to better understand the ligand-protein interactions in terms were done using py-px and BIOVIA/ Discovery studio of binding affinity. The computed binding affinities were consistent with the MIC values

Author Biographies

Athraa Hamed mekky, university of Thi-Qar

Athraa hamed mekky . phD . in organic chemisry , department of chemistry , colledge of scinece , university of Th-iQar

Meinaa Jaber Dalal, university of sumer

Meinaa Jaber Dalal , Master degree in chemistry , currently employed   at colledge of Basic educaion , university of Sumer

Athra G. Sager, "university of waist

Athra G. Sager, PhD in organic chemistry , Department of Chemistry, colledge of science,  University of Waist, 

Noor Abd Alkhudhur Salmn , university of Thi-Qar

Noor Abd Alkhudhur Salmn, master degree in chemistry, colledge of sciene , university of Thi-Qar 

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Article Dates

Published: 2023-12-28

How to Cite

Mekky, A. H., Jaber Dalal, M., G. Sager, A., Salmn , N. A. A., Abbas Talib Abd Ali, & Jayapal, M. (2023). Synthesis, characterization and Theoretical study of some 2-Oxopyridine Carbonitrile derivatives that contain tetrazole ring and evaluation of their Biological activity. University of Thi-Qar Journal of Science, 10(2), 235–241. https://doi.org/10.32792/utq/utjsci/v10i2.1145

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