[Synthesis, absolute configuration and mass spectroscopic fragmentation of the circulation analeptic cafedrine (author's transl)]

Arzneimittelforschung. 1980;30(7):1060-4.
[Article in German]

Abstract

The synthesis of [R-(R*,S*)]-7-[2-[(2-hydroxy-1-methyl-2-phenylethyl)amino]-ethyl]-3,7-dihydro-1 ,2-dimethyl-1H-purine-2,6-dione (Cafedrine) and its stereoisomers is reported. By means of 1H- and 13C-nmr spectroscopy the relative configuration of the two asymmetric centres is ascertained and the absolute configuration is discussed. The EI-mass spectrometric fragmentation of cafedrine has been elucidated.

Publication types

  • English Abstract

MeSH terms

  • Blood Circulation / drug effects*
  • Chemical Phenomena
  • Chemistry
  • Gas Chromatography-Mass Spectrometry
  • Magnetic Resonance Spectroscopy
  • Molecular Conformation
  • Phenylpropanolamine / analogs & derivatives*
  • Phenylpropanolamine / analysis
  • Phenylpropanolamine / chemical synthesis
  • Stereoisomerism
  • Theophylline / analogs & derivatives*
  • Theophylline / analysis
  • Theophylline / chemical synthesis

Substances

  • cafedrine
  • Phenylpropanolamine
  • Theophylline