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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
PubMed
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.

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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.