A comparative theoretical study on the biological activity, chemical reactivity, and coordination ability of dichloro-substituted (1,3-thiazol-2-yl)acetamides

Abstract

We present a theoretical study on three dichloro-substituted (1,3-thiazol-2-yl)acetamides using the first principle density functional approach. Natural bonding orbital analysis is used to discuss the coordination ability of molecules and various global reactivity descriptors are calculated to compare their chemical reactivity. Biological activities of all three molecules are also evaluated. We find that the present molecules show potential coordination ability and their chemical reactivity varies with the position of substitution. We also notice that all three molecules show remarkable biological activities and the (3,4)-dichloro-substituted molecule is relatively more active. The study suggests further investigations on these molecules for their pharmacological importance.

Synthesis, Spectroscopic Characterization, and Time‐Dependent DFT Calculations of 1‐Methyl‐5‐phenyl‐5H‐pyrido[1,2‐a]quinazoline‐3,6‐dione and Its Starting Precursor in Different Solvents

“…The HOMO–LUMO transition implies transfer of electron density from SH of the thiol through the C−C group of acetylacetone; this can also be confirmed from the ionization potential of the system in the gas phase, as one observes that the IP of the thione form (6.3484 eV) is small relative to the IP of acetylacetone (− E HOMO =7.0516 eV), which supports the donating character of the thiol and the accepting character of acetylacetone. On the other hand, as a rule, charge transfer occurs if the energy gap between the HOMO of the donor and the LUMO of the acceptor is small; in the synthesis of title compound 2 , this value is equal to −4.68 eV, so it can be used in biological applications, as it has a lower energy gap than the thione form and acetylacetone.…”

Structure-Based Designing, Solvent Less Synthesis of 1,2,3,4-Tetrahydropyrimidine-5-carboxylate Derivatives: A Combined In Vitro and In Silico Screening Approach

“…The main objective is the correlation of biological activities of compounds with molecular descriptors given by DFT calculations [ 64 ]. All computational calculations of compounds were carried through Gaussian 09W program supported by the Gauss View 6.0.16 interface [ 65 ]. The molecules are optimized and its parameters calculated operating hybrid type B3LYP utilizing 321-G basis set with DFT exchange, which provide HOMO-LUMO geometries, net charge, energy gap, dipole moment and other computational descriptors [ 40 ].…”

Structural, Vibrational and Electronic Properties of cis and trans Conformers of 4-Hydroxy-l-Proline: A Density Functional Approach

“…Initial geometries of cis-and trans-4HLYP are fully optimized without any symmetry constraint in the potential energy surfaces (PESs) using gradient corrected hybrid functional B3LYP [9, 10] and 6-31+G(d,p) basis set. B3LYP is one of the most widely used functionals in case of medium size biomolecules and hence, employed successfully in a number of previous studies [7,[11][12][13][14]. Vibrational frequency calculations are repeated using optimized geometries at the same level of theory.…”