Silicon-Containing Phenethylamines

Max Frankel, Mordechai Broze, David Gertner, Avner Rotman, Avinoam Shenhar, Albert Zilkha

Research output: Contribution to journalArticlepeer-review

13 Scopus citations

Abstract

p-Trimethylsilyl- and p-trimethylsilylmethylphenethylamine were obtained by LiAlH4 reduction of the nitriles, prepared from the respective benzyl halides and NaCN. DL-1-p-Trimethylsilylmethylphenyl-2-aminopropane, a silicon analog of amphetamine, was also prepared. Preliminary pharmacological evaluation of ten such phenethylamines containing silyl groups at various positions in the aromatic nucleus showed that the p-silyl-substituted phenethylamines, contrary to the ortho and meta isomers, had a blood pressure lowering activity, the extent of which depended on the type of substituents attached to the silicon. p-Trimethylsilyl- and p-trimethylsilylmethylphenethylamine were found to have also a wide spectrum of antibacterial activity as compared to phenethylamine.

Original languageEnglish
Pages (from-to)857-860
Number of pages4
JournalJournal of Medicinal Chemistry
Volume11
Issue number4
DOIs
StatePublished - 1 Jul 1968

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