Stereochemical studies of demethylated ketamine enantiomers.
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.
D000777:Anesthetics; D000818:Animals; D007649:Ketamine / Q000031:analogs & derivatives* / Q000138:chemical synthesis / Q000494:pharmacology; D008297:Male; D051379:Mice; D008968:Molecular Conformation; D013237:Stereoisomerism
D000777:Anesthetics; D007649:Ketamine; C033419:norketamine