Synthesis and Anticancer Evaluation of Some New Heterocyclic Scaffolds Incorporating the Acetanilide Moiety

Abstract

New heterocyclic scaffolds containing acetanilide moiety were synthesized as anticancer agents. The precursor N-(4-acetamidophenyl)-2-cyanoacetamide (3) was coupled smoothly with (un)substituted phenyl diazonium chlorides producing the hydrazones 4. Various 2-pyridones 6 were picked up through the treatment of 3 with different arylidene malononitriles. The precursor underwent reaction with phenyl isothiocyanate in DMF/KOH followed by in situ addition of several α-halogenated reagents afforded the corresponding thiazole derivatives 9 and 10. Heating of thiocarbamoyl scaffold 11 with chloroacetone and phenacyl chloride resulted in the formation of 5substitutedthiophene-3-carboxamides 12. Condensation of the synthesized ketene N,S-acetal 13 with NH 2 NH 2 furnished the corresponding pyrazole-4-carboxamide 14. The newly synthesized scaffolds were characterized by considering their spectral analyses and they evaluated for their in vitro anticancer activities to show promising results. acetamido group increased the anticancer activity

Synthesis and Biological Evaluation of New Multifunctional Oxazolone Scaffolds Incorporating Phenyl Benzoate Moiety

“…4‐Amino hippuric acid ( 2b ) was utilized in the formation of cyanoacetamide derivative 7 . Compound 7 was produced via cyanoacetylation of 4‐amino hippuric acid ( 2b ) with cyanoacetyl pyrazole reagent 6 by refluxing in dioxane according to the prescribed method . IR and 1 H NMR spectra were used to establish the structure of compound 7 , as IR revealed absorption band at 2276 cm −1 attributable to CN functional group.…”

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

“…Cytotoxicity determinations are based the transformation of the yellow 3‐(4,5‐dimethylthiazol‐2‐yl)‐2,5‐diphenyltetrazolium bromide (MTT) to a purple formazan derivative by mitochondrial succinate dehydrogenase in practical cells. The method of this MTT test was performed as previously described in detail .…”

Fluorescent probe sensor based on (R)‐(−)‐4‐phenyl‐2‐oxazolidone for effective detection of divalent cations

“…[26] Heterocyclic supramolecular entities are an important precursor for application studies in various research fields. [27] These types of molecules have been successfully employed in molecular recognition 28 and for sensing applications. [29] A diverse range of chemosensor probes has been developed based on various structures ranging from small molecules [30] , metal complexes [31] , macrocycles through to polymers [32] , carbon nanotubes [33] , quantum dots [34] , and nanoparticles.…”