Structural and spectroscopic characterization of a novel potential anti-inflammatory agent 3-(adamantan-1-yl)-4-ethyl-1H-1,2,4-triazole-5(4H)thione by first principle calculations.
A comprehensive investigation on the molecular structure, electronic properties and vibrational spectra of the 3-(adamantan-1-yl)-4-ethyl-1H-1,2,4-triazole-5(4H)thione, a novel potential anti-inflammatory agent has been done with the hope that the results of present study may be helpful in the prediction of its mechanism of biological activity. The experimentally observed spectral data (FT-IR and FT-Raman) of the title compound was compared with the spectral data obtained by DFT/B3LYP method. The (1)H nuclear magnetic resonance (NMR) chemical shifts of the molecule were calculated by the Gauge Including Atomic Orbital method and compared with experimental results. The molecular properties like dipole moment, polarizability, first static hyperpolarizability, the molecular electrostatic potential surface, contour map have been calculated to get a better insight of the properties of the title molecule. Natural bond orbital (NBO) analysis has been applied to study stability of the molecule arising from charge delocalization. UV-Vis spectrum of the title compound was also recorded and the electronic properties, such as Frontier orbitals and band gap energies were calculated by TD-DFT approach. Global and local reactivity descriptors have been computed to predict reactivity and reactive sites on the molecule.
Department of Pharmaceutical Chemistry, College of Pharmacy, Salman bin Abdulaziz University, Alkharj 11942, Saudi Arabia.
Abdul-Malek S
AM
Al-Tamimi
Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia.
Ali A
AA
El-Emam
Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh 11451, Saudi Arabia.
Omar A
OA
Al-Deeb
Department of Physics, University of Lucknow, Lucknow, India.
Onkar
O
Prasad
Department of Physics, University of Lucknow, Lucknow, India.
Shilendra K
SK
Pathak
Department of Physics, University of Lucknow, Lucknow, India.
Ruchi
R
Srivastava
Department of Physics, University of Lucknow, Lucknow, India. Electronic address: sinhaleena27@gmail.com.
Leena
L
Sinha
D000218:Adamantane / Q000031:analogs & derivatives* / Q000737:chemistry; D000893:Anti-Inflammatory Agents / Q000737:chemistry*; D019281:Dimerization; D004560:Electricity; D004583:Electrons; D006860:Hydrogen Bonding; D009682:Magnetic Resonance Spectroscopy; D008958:Models, Molecular; D008968:Molecular Conformation; D066244:Proton Magnetic Resonance Spectroscopy; D011789:Quantum Theory; D013056:Spectrophotometry, Ultraviolet; D013059:Spectrum Analysis, Raman; D055672:Static Electricity; D013816:Thermodynamics; D014230:Triazoles / Q000737:chemistry*; D014732:Vibration
C000594895:3-(adamantan-1-yl)-4-ethyl-1H-1,2,4-triazole-5(4H)-thione; D000893:Anti-Inflammatory Agents; D014230:Triazoles; D000218:Adamantane
Anti-inflammatory agent; NMR and UV spectra; Reactivity descriptors; Vibrational spectra