Synthesis 2017; 49(23): 5159-5166
DOI: 10.1055/s-0036-1588523
paper
© Georg Thieme Verlag Stuttgart · New York

Synthesis and Bioactivity of Novel N-Benzylic and N-Phenethylic Ephedrine Derivatives

Mario Ellwart
Ludwig-Maximilians-Universität München, Department Chemie und Department Pharmazie, Butenandtstraße 5–13, Haus F, 81377 München, Germany   eMail: paul.knochel@cup.uni-muenchen.de
,
Georg Höfner
Ludwig-Maximilians-Universität München, Department Chemie und Department Pharmazie, Butenandtstraße 5–13, Haus F, 81377 München, Germany   eMail: paul.knochel@cup.uni-muenchen.de
,
Aaron Gerwien
Ludwig-Maximilians-Universität München, Department Chemie und Department Pharmazie, Butenandtstraße 5–13, Haus F, 81377 München, Germany   eMail: paul.knochel@cup.uni-muenchen.de
,
Klaus T. Wanner
Ludwig-Maximilians-Universität München, Department Chemie und Department Pharmazie, Butenandtstraße 5–13, Haus F, 81377 München, Germany   eMail: paul.knochel@cup.uni-muenchen.de
,
Ludwig-Maximilians-Universität München, Department Chemie und Department Pharmazie, Butenandtstraße 5–13, Haus F, 81377 München, Germany   eMail: paul.knochel@cup.uni-muenchen.de
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Publikationsverlauf

Received: 28. Juni 2017

Accepted: 02. Juli 2017

Publikationsdatum:
23. August 2017 (online)


Abstract

A range of N-benzylic and N-phenethylic ephedrine derivatives were prepared in a one-pot procedure starting from the two enantiomers of ephedrine using the Potier reagent, and a polyfunctional aryl- or benzylic organozinc halide. The biological activity in indatraline MS Binding Assays addressing hDAT, hNET and hSERT was determined and discussed.

Supporting Information

 
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