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Synthesis, Characterization, and Anticancer Activity (MCF‐7) of Some Acetanilide‐based Heterocycles
Author(s) -
AbdelLatif Ehab,
Keshk Eman M.,
Khalil AbdelGalil M.,
Saeed Ali,
Metwally Heba M.
Publication year - 2018
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.3294
Subject(s) - chemistry , acetanilide , benzothiazole , ammonium thiocyanate , malononitrile , nucleophilic substitution , nucleophile , combinatorial chemistry , thiocyanate , reagent , medicinal chemistry , stereochemistry , organic chemistry , catalysis
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.