A Fourier transform-Raman and infrared vibrational study of delorazepam, fludiazepam, flurazepam, and tetrazepam

J Pharm Sci. 1994 Feb;83(2):143-51. doi: 10.1002/jps.2600830207.

Abstract

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.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Anti-Anxiety Agents / analysis*
  • Benzodiazepines
  • Fourier Analysis
  • Hydrogen Bonding
  • Spectroscopy, Fourier Transform Infrared
  • Spectrum Analysis, Raman

Substances

  • Anti-Anxiety Agents
  • Benzodiazepines