Synthesis and ligand binding of cocaine isomers at the cocaine receptor
- 1 March 1991
- journal article
- Published by American Chemical Society (ACS) in Journal of Medicinal Chemistry
- Vol. 34 (3) , 883-886
- https://doi.org/10.1021/jm00107a003
Abstract
The cocaine binding site at the dopamine transporter has been found to be stereoselective. Thus, the seven possible stereoisomers of (-)-cocaine have been synthesized and found to inhibit [3H]-2 beta-carbomethoxy-3 beta-(4-fluoro-phenyl)tropane [( 3H]WIN 35,428) with potencies ranging from 1/60 to 1/600 of that of (-)-cocaine. The synthesis and characterization of all new compounds is presented.Keywords
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