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Spectral characterization of fluconazole
T D Cyr1, B A Dawson, G A Neville
1Bureau of Drug Research, Health Canada, Ottawa, Ont.
Journal of Pharmaceutical and Biomedical Analysis
|January 1, 1996
Summary
This study provides comprehensive spectral data for the antifungal drug fluconazole. These detailed spectroscopic analyses, including NMR and mass spectrometry, confirm its chemical structure.
Area of Science:
- Analytical Chemistry
- Spectroscopy
- Medicinal Chemistry
Background:
- Fluconazole is a potent antifungal agent.
- Comprehensive spectroscopic characterization is crucial for drug validation.
- Existing literature may lack detailed spectral data for fluconazole.
Purpose of the Study:
- To provide reference spectroscopic data (NMR, mass, IR, Raman) for fluconazole.
- To thoroughly analyze and assign spectral features.
- To validate the chemical structure of fluconazole through spectroscopic evidence.
Main Methods:
- Proton (1H), Fluorine-19 (19F), and Carbon-13 (13C) Nuclear Magnetic Resonance (NMR) spectroscopy.
- Electron Ionization (EI) Mass Spectrometry (MS), Fast Atom Bombardment (FAB) MS, and MS/MS.
- Infrared (IR) and Raman spectroscopy.
Main Results:
- Detailed assignments of 1H, 19F, and 13C NMR shifts and coupling constants.
- Mass spectrometry experiments (FAB, MS/MS) validated EI-MS data in the absence of a molecular ion.
- IR and Raman spectra provided complementary vibrational information, consistent with the fluconazole structure.
Conclusions:
- The study presents the first open literature reference spectra for fluconazole.
- The combined spectroscopic data definitively confirm the chemical structure of fluconazole.
- This data serves as a valuable resource for quality control and further research on fluconazole.
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