Synthese und pharmakologische Eigenschaften von silylierten Dopaminen und 4.4-Diphenylpiperidinen/Synthesis and Pharmacological Properties of Silylated Dopamines and 4,4-Diphenylpiperidines

Author:

Gerlach Manfred1,Jutzi Peter1,Stasch Johannes-Peter2,Przuntek Horst2

Affiliation:

1. Fakultät für Chemie der Universität Bielefeld, Universitätsstraße, D-4800 Bielefeld

2. Neurologische Universitätsklinik Würzburg, Josef-Schneider-Straße 11, D-8700 Würzburg

Abstract

Abstract Syntheses for the bis-O-trimethylsilylated (2), the tris-O,O,N-trimethylsilylated (3) and the tetrakis-O,O,N,N-trimethylsilylated dopamine (4) are described. The preparation of some N-trialkylsilylated 4,4-diphenylpiperidines 6-8 and of the N-triphenylsilylated piperidine 9 is also reported. The silylation of these neuropharmaca enhances their lipophilic character. Preliminary pharmacological investigations show the desired central effect of these compounds. The silylated dopamines 3 and 4 influence positively the rigid akinetic syndrom, which was induced by reserpine. The silylated 4,4-diphenylpiperidines 6-9 show the same effect on the content of neurotransmitters in the rat brain as the Antiparkinson drug 1-tert-butyl-4,4-diphenylpiperidine (budipine).

Publisher

Walter de Gruyter GmbH

Subject

General Chemistry

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