title: Molecular structure, vibrational and electronic properties of 4-Phenyl-3H-1,3-thiazol-2-ol using density functional theory and comparison of drug efficacy of keto and enol forms by QSAR analysis.
abstract: 4-Phenyl-3H-1,3-thiazol-2-ol can exist in two tautomeric forms - keto and enol. Comprehensive investigation of molecular geometry and electronic structure in ground as well as in the first excited state of 4-Phenyl-3H-1,3-thiazol-2-ol (enol) has been carried out. To determine lowest-energy molecular conformation of the title molecule, the selected torsion angles were varied in steps of 10° and molecular energy profile was calculated from -180° to +180°. Experimental FT-IR and FT-Raman spectra of title compound were compared with the spectral data obtained by DFT/B3LYP method. Dipole moment, polarizability, first static hyperpolarizability and molecular electrostatic potential surface map have been calculated to get a better insight of the properties of title molecule. Natural bond orbital (NBO) analysis has been done to study the stability of the molecule arising from charge delocalization. UV-Vis spectrum of the title compound was also recorded and electronic properties such as frontier orbitals and band gap energies were calculated by TD-DFT approach. To compare the drug efficacy of enolic and keto forms, QSAR properties of both forms have also been computed and discussed.
authors.affiliation: Department of Physics, University of Lucknow, 226007 Lucknow, India.
authors.forename: Alok K
authors.initials: AK
authors.lastname: Sachan
authors.affiliation: Department of Physics, University of Lucknow, 226007 Lucknow, India.
authors.forename: Shilendra K
authors.initials: SK
authors.lastname: Pathak
authors.affiliation: Department of Physics, University of Lucknow, 226007 Lucknow, India.
authors.forename: Satish
authors.initials: S
authors.lastname: Chand
authors.affiliation: Department of Physics, University of Lucknow, 226007 Lucknow, India.
authors.forename: Ruchi
authors.initials: R
authors.lastname: Srivastava
authors.affiliation: Department of Physics, University of Lucknow, 226007 Lucknow, India.
authors.forename: Onkar
authors.initials: O
authors.lastname: Prasad
authors.affiliation: Group of Computational and Pharmaceutical Chemistry, LMCE Laboratory, Faculty of Sciences, University of Biskra, 07000 Biskra, Algeria.
authors.forename: Salah
authors.initials: S
authors.lastname: Belaidi
authors.affiliation: Department of Physics, University of Lucknow, 226007 Lucknow, India. Electronic address: sinhaleena27@gmail.com.
authors.forename: Leena
authors.initials: L
authors.lastname: Sinha
mesh_terms: D004583:Electrons; D008958:Models, Molecular; D008968:Molecular Conformation; D021281:Quantitative Structure-Activity Relationship; D011789:Quantum Theory; D013056:Spectrophotometry, Ultraviolet; D017550:Spectroscopy, Fourier Transform Infrared; D013059:Spectrum Analysis, Raman; D055672:Static Electricity; D013237:Stereoisomerism; D013816:Thermodynamics; D013844:Thiazoles / Q000737:chemistry*; D014230:Triazoles / Q000737:chemistry*; D014732:Vibration
chemical_list: C000595976:4-Phenyl-3H-1,3-thiazol-2-ol; D013844:Thiazoles; D014230:Triazoles
keywords: FT-IR; FT-Raman and UV–Vis spectra; NBO analysis; QSAR; Vibrational analysis