Structural identification and characterization of impurities in moxifloxacin

J Pharm Biomed Anal. 2004 Mar 10;34(5):1125-9. doi: 10.1016/j.jpba.2003.11.012.

Abstract

In the synthesis of Moxifloxacin four prominent impurities were detected in HPLC analysis. These impurities were detected in gradient HPLC method. They were isolated from enriched mother liquors and were characterized as 1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(S,S)-N-methyl-2,8-diazabicyclo (4,3,0) non-8yl]-4-oxo-3-quinoline carboxylic acid (Impurity-1), methyl-1-cyclopropyl-6-fluoro-1,4-dihydro-8-methoxy-7-[(S,S)-2,8-diazabicyclo(4,3,0)non-8-yl]-4-oxo-3-quinoline carboxylate (impurity-2), and 1-cyclopropyl-6-fluoro-1,4 dihydro-8-hydroxy-7-[(S,S)-2,8-diazobicyclo(4,3,0)non-8-yl]-4-oxo-3-quinoline carboxylicacid (impurity-3), 1-cyclopropyl-6,7-difluoro-8-hydroxy-4-oxo-1,4 dihydro-3-quinoline carboxylicacid (impurity-4) by means of 1H, 13C NMR, DEPT, IR and mass spectral data. Structural elucidation by spectral data was discussed.

MeSH terms

  • Aza Compounds / analysis*
  • Aza Compounds / chemistry*
  • Chromatography, High Pressure Liquid
  • Drug Contamination*
  • Fluoroquinolones
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry / methods
  • Molecular Structure
  • Moxifloxacin
  • Quinolines / analysis*
  • Quinolines / chemistry*
  • Spectroscopy, Fourier Transform Infrared

Substances

  • Aza Compounds
  • Fluoroquinolones
  • Quinolines
  • Moxifloxacin