title: [Asymmetrical synthesis of (R)(-) and (S)(+)-etilefrine by enantioselective hydrogenation and the effects of enantiomers in an animal experiment].
abstract: The enantiomers of etilefrine (Effortil) were produced by enantioselective hydrogenation. The optical purity was determined by conversion with (+)-[(R)-tetrahydrofurfuryl-(1S)-camphor-10-sulfonate] to N-[(R)-tetrahydrofurfuryl]-etilefrine and subsequent separation of the diastereomers by HPLC. An animal experiment showed that the (R)(-)-enantiomer is more effective.
mesh_terms: D000818:Animals; D001794:Blood Pressure / Q000187:drug effects; D002415:Cats; D055598:Chemical Phenomena; D002621:Chemistry; D005039:Etilefrine / Q000138:chemical synthesis* / Q000494:pharmacology; D006168:Guinea Pigs; D006321:Heart / Q000187:drug effects; D006339:Heart Rate / Q000187:drug effects; D006865:Hydrogenation; D066298:In Vitro Techniques; D008297:Male; D009206:Myocardium / Q000378:metabolism; D010656:Phenylephrine / Q000031:analogs & derivatives*; D013237:Stereoisomerism
chemical_list: D010656:Phenylephrine; D005039:Etilefrine
vernacular_title: Asymmetrische Synthese des (R)(-)- und (S)(+)-Etilefrins durch enantioselektive Hydrierung und die Wirkungen der Enantiomere im Tierexperiment.