Structure and DFT calculations of 2-{[3-methyl-3-phenyl-cyclobutyl)-thiazol-2-yl]-hydrazonomethyl}-phenol

Molecular Structure, DFT, Vibrational Spectra with Fluorescence Effect, Hirshfeld Surface, Docking Simulation and Antioxidant Activity of Thiazole Derivative

“…In the benzene ring, C−C bond length is about 1.396 Å . In our case the computed C−C bond lengths in both the phenyl rings fluctuates from 1.38721 Å to 1.40283 Å by DFT method, which is in good agreement with experimental data (i. e., 1.370(6) to 1.388(7) Å) and also found in similar reported compounds . The small changes in bond length of the C−C bond can be explained in terms of substitution effects due to change in the charge distribution on the carbon atom of the benzene ring .…”

“…The energies of (E H , E H‐1 ) and (E L , E L+1 ) MOs of molecular system were calculated by gaussian09 program using B3LYP/6‐311++G (d,p) level, and the surfaces of these MOs are depicted in Figure . E H , E L , E g , dipole moment and other quantum chemical parameters with formulas are listed in Table , which have values lying between very high and low reported thiazole derivatives. In Figure , the HOMO, LUMO and LUMO+1 orbitals are mainly localized with a large electronic density projection on the bromophenyl and thiazole rings as well as acetamide group.…”

“…[22] In our case the computed CÀ C bond lengths in both the phenyl rings fluctuates from 1.38721 Å to 1.40283 Å by DFT method, which is in good agreement with experimental data (i. e., 1.370(6) to 1.388(7) Å) and also found in similar reported compounds. [23][24][25] The small changes in bond length of the CÀ C bond can be explained in terms of substitution effects due to change in the charge distribution on the carbon atom of the benzene ring. [26][27][28] The substitution of Br (electron withdrawing) for hydrogen atom in ring A (C1) reduces the electron density at the ring carbon atom (Figure 1b), resulting in the decrease of lengths for C1-C2 = 1.364(7) Å (1.39045 Å) In order to examine and compare the distortion observed in the geometry of phenyl rings A and B, the standard deviation [Eq.…”

Crystal structure and quantum chemical calculations of (E)1‐benzyl‐3‐((4‐methoxyphenyl)imino)‐5‐methylindolin‐2‐one

“…The frontier molecular orbitals (FMOs) comprise the highest energy–occupied molecular orbital (HOMO) and the lowest energy–unoccupied molecular orbital (LUMO) in a molecule, and these are the most important orbitals in a molecule as they define the compound's reactivity [15]. They are well‐known indicators with respect to the reactivity of compounds as they determine the ability of a compound to accept an electron from (in the case of LUMO) or donate one to (in the case of HOMO) a reaction partner [16,17]. HOMO and LUMO orbitals of the ( E ) and ( Z ) isomer (see Scheme 1) of the title compound were examined and are shown in Figures 5 and 6.…”

Microwave‐assisted synthesis and biological evaluation of new thiazolylhydrazone derivatives as tyrosinase inhibitors and antioxidants

“…This heterocyclic system has broad application in drug development for the treatment of allergies, hypertension, inflammation, schizophrenia, bacterial, HIV infections, hypnotics, and pain . Hydrazinylthiazoles are an important class of compounds of profound interest to medicinal and industrial chemists because compounds bearing the hydrazinylthiazolyl moieties exhibit diverse biological properties such as antioxidant, antitubercular, adenosine receptor antagonist, xanthine oxidase inhibitors, antimicrobial, anti‐inflammatory, and antiplasmodial activity . To the best of our knowledge, the tyrosinase inhibitors with hydrazinylthiazolyl moiety have never been reported.…”