Synthesis, Characterization, and Anticancer Activity (MCF‐7) of Some Acetanilide‐based Heterocycles

A series of some novel 4‐(N‐substituted amino)‐acetanilide scaffolds was synthesized through the nucleophilic substitution reactions of the highly versatile N‐(4‐acetamidophenyl)‐2‐chloroacetamide (3) with various types of nucleophilic reagents such as benzothiazole‐2‐thiol, ethyl 2‐mercaptoacetate,...

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Bibliographic Details
Published in:Journal of heterocyclic chemistry 2018-10, Vol.55 (10), p.2334-2341
Main Authors: Abdel‐Latif, Ehab, Keshk, Eman M., Khalil, Abdel‐Galil M., Saeed, Ali, Metwally, Heba M.
Format: Article
Language:English
Subjects:
Acetanilide
Ammonium
Anticancer properties
Cancer
Chemical synthesis
Malononitrile
Reagents
Scaffolds
Substitution reactions
Thiocyanates
Thiophenes
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Summary:A series of some novel 4‐(N‐substituted amino)‐acetanilide scaffolds was synthesized through the nucleophilic substitution reactions of the highly versatile N‐(4‐acetamidophenyl)‐2‐chloroacetamide (3) with various types of nucleophilic reagents such as benzothiazole‐2‐thiol, ethyl 2‐mercaptoacetate, 4,6‐dimethyl‐2‐mercapto‐nicotinonitrile, various thiocarbamoyl derivatives, ammonium thiocyanate, 3‐cyano‐4,6‐dimethyl‐5‐arylazopyridin‐2‐ones, and malononitrile. The synthesized 4‐(N‐substituted amino) acetanilide scaffolds were characterized by spectral analyses and assayed in vitro for breast anticancer activity. 2‐(4‐Acetamidophenylaminocarbonyl)‐3‐amino‐thiophenes 11, 13a, and 13b showed the highest cytotoxic activity.
ISSN:0022-152X
1943-5193
DOI:10.1002/jhet.3294