Stereochemical studies of demethylated ketamine enantiomers

J Pharm Sci. 1982 Aug;71(8):912-4. doi: 10.1002/jps.2600710818.

Abstract

The enantiomorphs of norketamine, 2-(o-chlorophenyl)-2-aminocyclohexanone, were synthesized and screened for biological activity. Resolution was achieved by fractional crystallization of the tartrate salts. Stereochemical purity was determined using standard GC or GC-MS analysis. Preliminary pharmacological evaluations revealed that intraperitoneally injected dextrorotatory norketamine caused a greater duration of loss of righting reflex in mice than the levorotatory isomer.

MeSH terms

  • Anesthetics
  • Animals
  • Ketamine / analogs & derivatives*
  • Ketamine / chemical synthesis
  • Ketamine / pharmacology
  • Male
  • Mice
  • Molecular Conformation
  • Stereoisomerism

Substances

  • Anesthetics
  • Ketamine
  • norketamine