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Bioorg Med Chem Lett. 2010 Jan 1;20(1):145-8. doi: 10.1016/j.bmcl.2009.11.019. Epub 2009 Nov 12.

Oxo-bridged isomers of aza-trishomocubane sigma (sigma) receptor ligands: Synthesis, in vitro binding, and molecular modeling.

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  • 1School of Chemistry, University of Sydney, NSW 2006, Australia.


Isomeric oxo-bridged analogs of aza-trishomocubane sigma (sigma) receptor ligands were synthesized and shown to display a reduced affinity for the sigma receptor. In the case of phenethyl derivative 4, there was a concomitant introduction of high-affinity for the alpha(2C) adrenergic receptor, and moderate affinity for the dopamine transporter. Molecular modeling was undertaken to rationalize these results.

Copyright 2009 Elsevier Ltd. All rights reserved.

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