The synthesis of nine original morpholine derivatives, i.e. 2‐aryl‐4‐(3‐arylpropyl)morpholines, is described. The structure of all synthesised derivatives was proved by IR and 1H‐NMR, and some of them by 13C‐NMR. Acute toxicity studies of the compounds were performed on mice. A comparative pharmacological study of the in vivo effects on the central nervous system was undertaken using the screening tests: hexobarbital induced sleeping time; locomotor activity; and behaviour despair (for antidepressive activity). The most active compound 4‐(2‐benzoylethyl)‐2‐phenyl‐3‐methyl) morpholine 4e was studied for MAO‐A and MAO‐B inhibition in vitro in rat brain mitochondria preparations.
Stereochemie von diastereomeren 3‐Dialkylaminopropanolen und entsprechenden O‐Derivaten
Erythro‐ und threo‐3‐Dialkylamino‐1‐phenyl(1‐ethyl)‐2‐methyl‐1‐propanole 1a–c, 2a, b wurden durch fraktionierte Umkristallisation bzw. Säulenchromatographie über Kieselgel oder Aluminiumoxid isoliert. Weiterhin wurden die diastereomeren O‐Derivate 3–8 erhalten. Eine erythro‐threo‐Isomerisation wurde mit Säuren durchgeführt. Die relativen Konfigurationen und bevorzugten Konformationen wurden durch 1H‐NMR‐ und IR‐Spektroskopie bestimmt.
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