Synthesis of thioridazine-VLA-4 antagonist hybrids using N-propargyl northioridazine enantiomers

Authors

Alexander P. Martyn, University of WollongongFollow
Anthony Willis
Michael J. Kelso, University of WollongongFollow

RIS ID

144377

Publication Details

Martyn, A., Willis, A. & Kelso, M. (2020). Synthesis of thioridazine-VLA-4 antagonist hybrids using N-propargyl northioridazine enantiomers. Synthetic Communications,

Abstract

© 2020, © 2020 Taylor & Francis Group, LLC. Herein, we report the synthesis of thioridazine-VLA-4 hybrid epimers. These hybrid molecules were obtained by means of a click reaction involving N-propargyl northioridazine enantiomers and an azide containing VLA-4 antagonist. A synthesis of northioridazine enantiomers from racemic thioridazine was developed and the absolute stereochemistry was confirmed by X-ray crystallography. Access to N-substituted thioridazine analogs may reveal that this phenothiazine core has therapeutic potential in other disease avenues.