Quantum chemical computational and spectroscopic (IR, Raman, NMR, and UV) studies on the 5-(5-methoxy-benzofuran-3-ylmethyl)-3H-[1, 3, 4] oxadiazole-2-thione

Hiremath, Sudhir M.; Khemalapure, Seema S.; Hiremath, Chidanandayya S.; Patil, Anil S.; Basanagouda, Mahantesha

doi:10.1016/j.molstruc.2020.128041

Cited by 22 publications

(10 citation statements)

References 34 publications

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“…In the present molecule, the methoxy group is attached to the phenyl ring. The presence of an oxygen atom affects the reduction of the stretching wavenumbers of the CH 3 vibrations. − Generally, in O–CH 3 , the symmetric and asymmetric (CH 3 ) stretching vibrations occur in the span of 2870–2825 and 2985 ± 80 cm –1 , respectively. In the present molecule, the computed wavenumbers 2888 (91%), 2945 (99%), and 3013 (92%) cm –1 represent the symmetric and asymmetric (CH 3 ) stretching vibrations.…”

Section: Results and Discussionsupporting

confidence: 90%

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Synthesis, Structural Characterizations, and Quantum Chemical Investigations on 1-(3-Methoxy-phenyl)-3-naphthalen-1-yl-propenone

et al. 2021

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In the present study, 1-(3-methoxy-phenyl)-3-naphthalen-1-yl-propenone (MPNP) is synthesized and characterized by several experimental techniques such as Fourier transform-infrared spectroscopy (FT-IR), FT-Raman, NMR and UV–vis spectral methods. The similar techniques are also investigated by the computational method using Gaussian software. The density functional theory (DFT) method is used to obtain the optimized structure using the B3LYP/6-311++G(d,p) basis set. This optimization procedure of the molecule gives the minimum energy confirmation of the structure. The computed geometrical parameters are compared with experimental data. The experimental FT-IR and FT-Raman spectra of MPNP are obtained in the regions 4000–400 and 4000–50 cm–1 respectively. The detailed vibrational assignments of the molecule are obtained with the support of potential energy distribution. The theoretical NMR (1H and 13C) analysis is conducted by the GIAO method for its structural characterization and compared with experimental chemical shifts. The experimental UV–vis spectrum is obtained in the dimethyl sulfoxide solvent and compared with the theoretically computed spectrum by the time-dependent DFT method. In addition to these studies, other analyses such as nonlinear optical, natural bonds orbital, frontier molecular orbital, molecular electrostatic potential, and NCI have been conducted to understand the nature of the molecule. The title molecule is docked and also the drug-likeness, ADMET studies were carried out. The RBD domain bound to the ACE2 receptor during the fusion makes spike glycoprotein an elusive therapeutic target in SARS-CoV-2 infection.

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Section: Results and Discussionsupporting

confidence: 90%

“…The CH 3 torsion mode is observed at 211 cm –1 in Raman and computed at 199 cm –1 . These vibrations are in good agreement with the literature. − …”

Section: Results and Discussionmentioning

confidence: 99%

Synthesis, Structural Characterizations, and Quantum Chemical Investigations on 1-(3-Methoxy-phenyl)-3-naphthalen-1-yl-propenone

et al. 2021

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“…These data are well matched with literature [ 34 ]. The aromatic carbon chemical shift values are usually arising in the region 175-100 ppm [ 35 ]. The carbon atoms in the phenyl ring having chemical shift values in the region 144.2 to 112.5 ppm.…”

Section: Resultsmentioning

confidence: 99%

Synthesis, spectroscopic (FT-IR, FT-Raman, NMR & UV-Vis), reactive (ELF, LOL, Fukui), drug likeness and molecular docking insights on novel 4-[3-(3-methoxy-phenyl)-3-oxo-propenyl]-benzonitrile by experimental and computational methods

Radder

Melavanki

Hiremath

et al. 2021

Heliyon

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The spectroscopic analysis such as FT-IR, FT-Raman, UV-Vis and NMR are conducted for the synthesized molecule by both experimental and theoretical approach. The theoretical computations were achieved by DFT method with B3LYP functional and 6–311 ++ G (d, P) basis set. Firstly the geometrical parameters obtained by DFT are compared with the related experimental parameters. Experimental FT-IR and FT-Raman spectra of the title molecule have been acquired. The vibrational analysis is conducted and the assignments concerned to the observed bands are mentioned through the potential energy distribution (PED). The GIAO method was employed for theoretical NMR analysis and the results are compared with experimental chemical shifts. In accumulation to these analyses NLO, NBO, FMO and MEP analysis have been conducted to understand the nature of the molecule. ELF and LOL were performed. The drug likeness and molecular docking studies also conducted. The potency of inhibition of molecule against M PRO and PL PRO receptors has been performed using molecular docking studies.

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“…The dual descriptor Df ð Þ is vital reactivity parameter that is profoundly determines the reactive spots of the molecule. [64] The spot chosen for an electrophilic attack is represented by Df r ð Þ > 0 and Df r ð Þ < 0 represents the nucleophilic attack. The atoms in BBT molecule with Df k > 0 data are found in the manner of O36 > Br38 > C22 > O12 > C7 > H30 that are the probable regions for electrophilic attack.…”

Section: Fukui Function Analysismentioning

confidence: 99%

Design, Vibrational and Fluorescence Spectroscopic Properties, and Molecular Docking Studies of 3‐(5‐Bromobenzofuran‐3‐ylmethyl)‐5‐(4‐methoxyphenyl)‐4H‐[1,2,4]‐triazole by Experimental and Density Functional Theory Methods

Khemalapure¹,

Hiremath²,

Basanagouda³

et al. 2023

ChemistrySelect

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In this work, we have reported the spectral and several other properties of 3‐(5‐bromobenzofuran‐3‐ylmethyl)‐5‐(4‐methoxy‐phenyl)‐4H‐[1,2,4]triazole (BBT) molecule. Primarily, the experimental and computational analyses have been conducted for this molecule and compared the results. The computational studies have been conducted by Gaussian software with the help of DFT/B3LYP/6‐311++G (d, p) basis set. First, we have optimised BBT molecule to conduct the overall computational studies. The detailed computational and experimental vibrational analyses of BBT have been carried out. The electronic absorption and emission spectra of BBT have been observed in a variety of solvents with different solvent parameters like refractive index n, and dielectric constant ϵ. In solvatochromic studies, bathochromic (red) shift have observed in the absorption and emission spectra as an outcome of solute‐solvent interaction due to π → π* ${{\pi }^{{^\ast}}}$ transition. The solvent correlation methods experimentally investigated for the ground and excited‐state dipole moments. Along with these studies, we have also conducted Frontier Molecular Orbital (FMO) and Molecular Electrostatic Potential (MEP) analyses. Further, Molecular docking and drug likeness studies have also been performed to determine the pharmacological properties of the title molecule.

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Quantum chemical computational and spectroscopic (IR, Raman, NMR, and UV) studies on the 5-(5-methoxy-benzofuran-3-ylmethyl)-3H-[1, 3, 4] oxadiazole-2-thione

Cited by 22 publications

References 34 publications

Synthesis, Structural Characterizations, and Quantum Chemical Investigations on 1-(3-Methoxy-phenyl)-3-naphthalen-1-yl-propenone

Synthesis, Structural Characterizations, and Quantum Chemical Investigations on 1-(3-Methoxy-phenyl)-3-naphthalen-1-yl-propenone

Synthesis, spectroscopic (FT-IR, FT-Raman, NMR & UV-Vis), reactive (ELF, LOL, Fukui), drug likeness and molecular docking insights on novel 4-[3-(3-methoxy-phenyl)-3-oxo-propenyl]-benzonitrile by experimental and computational methods

Design, Vibrational and Fluorescence Spectroscopic Properties, and Molecular Docking Studies of 3‐(5‐Bromobenzofuran‐3‐ylmethyl)‐5‐(4‐methoxyphenyl)‐4H‐[1,2,4]‐triazole by Experimental and Density Functional Theory Methods

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