Determination of the absolute configuration of the active amlodipine enantiomer as (-)-S: a correction

J Med Chem. 1992 Sep 4;35(18):3341-4. doi: 10.1021/jm00096a005.

Abstract

The active (-) enantiomer of amlodipine was originally reported to have R configuration. This does not concur with other 1,4-dihydropyridines with known absolute configuration. This configuration has now been determined by X-ray structural analysis using (1S)-camphanic acid and (S)-2-methoxy-2-phenylethanol as chiral probes. Both determinations gave the S configuration for the amlodipine (-) enantiomer with the greater Ca-antagonistic activity.

MeSH terms

  • Amlodipine
  • Molecular Conformation
  • Nifedipine / analogs & derivatives*
  • Nifedipine / chemistry
  • Stereoisomerism
  • X-Ray Diffraction

Substances

  • Amlodipine
  • Nifedipine