Detailed Study of Three Halogenated Benzylpyrazole Acetamide Compounds with Potential Anticancer Properties

Abstract

Spectroscopic and chemical properties of three acetamide derivatives are investigated experimentally and theoretically. Detailed functional group assignment shows that the important functional mode frequencies are in agreement with the simulated values. The nitrogen atom in the acetamide group has very strong hyper conjugative interactions with the neighboring groups. Studies of frontier orbitals showed that the LUMO is delocalized in mono substituted phenyl rings of all systems while the HOMO is over the pyrazole ring and acetamide group with changes in polarity. Electron localization function showed that electrons are more localized in the C–H bond adjacent to C–Cl bonds in the aromatic ring. Average local ionization energy in the molecule surface has also been reported. The compounds might exhibit inhibitory activity against antitumor protein-chromophore complexes.

Keywords:

• DFT
• ELF
• acetamide
• docking

Disclosure statement

The authors declare that they have no conflict of interest.

Author’s contributions

Y. Shyma Mary and Y. Sheena Mary contributed to the study conception and design, material preparation, data collections and analysis. B. Narayana and Renjith Thomas contributed to the experimental study, software, material preparation, data collections and analysis.