Identification of a new impurity in lisinopril

J Pharm Biomed Anal. 2007 Jan 4;43(1):381-6. doi: 10.1016/j.jpba.2006.06.046. Epub 2006 Aug 22.

Abstract

LC-UV scan of lisinopril revealed the presence of an unknown impurity (approximately 0.14%) at a relative retention time of 3.26 employing phosphate buffer-acetonitrile as binary gradient system while LC-MS analysis with binary gradient system comprising of a ammonia-ammonium acetate buffer (pH 5.0) and acetonitrile indicated it to be C31H41N3O7. The impurity was isolated by preparative HPLC utilizing a linear gradient of water and acetonitrile. The structural analysis of the isolated product by 1H, 13C NMR, mass spectroscopy and FT-IR revealed it to be a 4-phenyl butanoic acid derivative (CL) of lisinopril.

MeSH terms

  • Ammonia / chemistry
  • Chromatography, High Pressure Liquid
  • Drug Contamination
  • Gas Chromatography-Mass Spectrometry
  • Lisinopril / analysis*
  • Magnetic Resonance Spectroscopy
  • Mass Spectrometry
  • Solutions
  • Spectrophotometry, Ultraviolet
  • Spectroscopy, Fourier Transform Infrared

Substances

  • Solutions
  • Ammonia
  • Lisinopril