Nimustine hydrochloride: the first crystal structure determination of a 2-chloroethyl-N-nitrosourea hydrochloride derivative by X-ray powder diffraction and solid-state NMR

Acta Crystallogr C. 2012 Mar;68(Pt 3):o144-8. doi: 10.1107/S0108270112005252. Epub 2012 Feb 24.

Abstract

Nimustine hydrochloride [systematic name: 4-amino-5-({[N-(2-chloroethyl)-N-nitrosocarbamoyl]amino}methyl)-2-methylpyrimidin-1-ium chloride], C(9)H(14)ClN(6)O(2)(+)·Cl(-), is a prodrug of CENU (chloroethylnitrosourea) and is used as a cytostatic agent in cancer therapy. Its crystal structure was determined from laboratory X-ray powder diffraction data. The protonation at an N atom of the pyrimidine ring was established by solid-state NMR spectroscopy.

MeSH terms

  • Carmustine / analogs & derivatives*
  • Carmustine / chemistry
  • Crystallography, X-Ray*
  • Hydrogen Bonding
  • Magnetic Resonance Spectroscopy
  • Models, Molecular
  • Nimustine
  • Powders
  • X-Ray Diffraction

Substances

  • 2-chloroethyl-N-nitrosourea hydrochloride
  • Powders
  • Nimustine
  • Carmustine