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Comprehensive quantum chemical and spectroscopic (FTIR, FT-Raman, 1H, 13C NMR) investigations of O-desmethyltramadol hydrochloride an active metabolite in tramadol – An analgesic drug
- Source :
- Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy. 122:315-330
- Publication Year :
- 2014
- Publisher :
- Elsevier BV, 2014.
-
Abstract
- O-desmethyltramadol is one of the main metabolites of tramadol widely used clinically and has analgesic activity. The FTIR and FT-Raman spectra of O-desmethyl tramadol hydrochloride are recorded in the solid phase in the regions 4000-400 cm(-1) and 4000-100 cm(-1), respectively. The observed fundamentals are assigned to different normal modes of vibration. Theoretical studies have been performed as its hydrochloride salt. The structure of the compound has been optimised with B3LYP method using 6-31G(**) and cc-pVDZ basis sets. The optimised bond length and bond angles are correlated with the X-ray data. The experimental wavenumbers were compared with the scaled vibrational frequencies determined by DFT methods. The IR and Raman intensities are determined with B3LYP method using cc-pVDZ and 6-31G(d,p) basic sets. The total electron density and molecular electrostatic potential surfaces of the molecule are constructed by using B3LYP/cc-pVDZ method to display electrostatic potential (electron+nuclei) distribution. The electronic properties HOMO and LUMO energies were measured. Natural bond orbital analysis of O-desmethyltramadol hydrochloride has been performed to indicate the presence of intramolecular charge transfer. The (1)H and (13)C NMR chemical shifts of the molecule have been anlysed.
- Subjects :
- Models, Molecular
Proton Magnetic Resonance Spectroscopy
Static Electricity
Molecular Conformation
Analytical chemistry
Spectrum Analysis, Raman
Vibration
Analytical Chemistry
Spectroscopy, Fourier Transform Infrared
medicine
Carbon-13 Magnetic Resonance Spectroscopy
Instrumentation
HOMO/LUMO
Tramadol
Spectroscopy
Analgesics
Chemistry
Carbon-13 NMR
O-Desmethyltramadol
Atomic and Molecular Physics, and Optics
Bond length
Molecular geometry
Intramolecular force
Quantum Theory
Thermodynamics
Tramadol Hydrochloride
medicine.drug
Natural bond orbital
Subjects
Details
- ISSN :
- 13861425
- Volume :
- 122
- Database :
- OpenAIRE
- Journal :
- Spectrochimica Acta Part A: Molecular and Biomolecular Spectroscopy
- Accession number :
- edsair.doi.dedup.....7f1099976b73e3fe64f3199aa0c1ef95