A Fourier Transform-Raman and Infrared Vibrational Study of Delorazepam, Fludiazepam, Flurazepam, and Tetrazepam

□ Fourier transform-Raman and IR spectra of four compounds that are closely related to diazepam (Valium)1 have been recorded. The compounds, delorazepam, fludiazepam, flurazepam, and tetrazepam, are all 7-chloro-1,3-dihydro-[2W]-1,4-benzodiazepln-2-ones and differ from diazepam by the substituents a...

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Bibliographic Details
Published in:Journal of pharmaceutical sciences 1994-02, Vol.83 (2), p.143-151
Main Authors: Neville, G.A., Beckstead, H.D., Shurvell, H.F.
Format: Article
Language:English
Subjects:
Analysis
Anti-Anxiety Agents - analysis
Benzodiazepines
Biological and medical sciences
Fourier Analysis
General pharmacology
Hydrogen Bonding
Medical sciences
Pharmacology. Drug treatments
Spectroscopy, Fourier Transform Infrared
Spectrum Analysis, Raman
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Summary:□ Fourier transform-Raman and IR spectra of four compounds that are closely related to diazepam (Valium)1 have been recorded. The compounds, delorazepam, fludiazepam, flurazepam, and tetrazepam, are all 7-chloro-1,3-dihydro-[2W]-1,4-benzodiazepln-2-ones and differ from diazepam by the substituents at positions 1 and 5 of the diazepine ring. The spectra show characteristic features associated with both the diazepine ring and substituents. A strong line near 1610 cm-1 in the Raman spectra is assigned to the C=N stretch of the diazepine ring, and very strong IR absorption near 1690 cm-1 is attributed to the C=0 stretching mode. Various IR and Raman vibrational features serve to characterize and differentiate these molecules. Evidence for intermolecular hydrogen bonding in one of the compounds (delorazepam) is presented.
ISSN:0022-3549
1520-6017
DOI:10.1002/jps.2600830207