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) have been recorded. The compounds, delorazepam, fludiazepam, flurazepam, and tetrazepam, are all 7-chloro-1,3-dihydro-[2H]-1,4-benzodiazepine -2-ones and differ from diazepam by the substituents at...

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Bibliographic Details
Published inJournal of pharmaceutical sciences Vol. 83; no. 2; p. 143
Main Authors Neville, G A, Beckstead, H D, Shurvell, H F
Format Journal Article
LanguageEnglish
Published United States 01.02.1994
Subjects
Anti-Anxiety Agents - analysis
Benzodiazepines
Fourier Analysis
Hydrogen Bonding
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) have been recorded. The compounds, delorazepam, fludiazepam, flurazepam, and tetrazepam, are all 7-chloro-1,3-dihydro-[2H]-1,4-benzodiazepine -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 = O 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