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Utilization of 5‐Chloro‐2‐(cyanoacetamido)pyridines in the Synthesis of Biologically Active Heterocyclic Hybrids
Author(s) -
AbdelLatif Ehab,
Alashhab Rabia E.,
ElDemerdash Amr,
Ismail Mohamed A.
Publication year - 2020
Publication title -
chemistryselect
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.437
H-Index - 34
ISSN - 2365-6549
DOI - 10.1002/slct.201904051
Subject(s) - thiazole , pyrazole , chemistry , ascorbic acid , antioxidant , biological activity , antimicrobial , antibacterial activity , hybrid , thiophene , escherichia coli , combinatorial chemistry , stereochemistry , bacteria , organic chemistry , in vitro , biochemistry , biology , food science , gene , genetics , botany
A simple synthesis for a series of chloropyridine derivatives incorporating heterocyclic hybrids has been accomplished. The key reaction involving employment of 5‐chloro‐2‐(cyanoacetamido)pyridines 3 in the synthesis of chloropyridinyl‐pyridone, chloropyridinyl‐pyrazole, chloropyridinyl‐thiazole and chloropyridinyl‐thiophene hybrids. The newly synthesized heterocycles were evaluated for their antioxidant and antibacterial activities against Gram‐positive and Gram‐negative bacterial strains. 3‐Amino‐ N ‐(3,5‐dichloropyridin‐2‐yl)‐1 H ‐pyrazole‐4‐carboxamide (12 b) was found to be the most potent compound against Escherichia coli and Staphylococcus aureus exhibiting inhibition percent of 92.3 % and 100 %, respectively, when compared to the standard drug ampicillin. Moreover, compound 12 b displayed the most significant antioxidant activity with percent inhibition 87.8 % which is close to the antioxidant activity of ascorbic acid.