2β-Substituted Analogues of Cocaine. Synthesis and Inhibition of Binding to the Cocaine Receptor

Article abstract of DOI:10.1021/jm00079a017

The potencies of a series of 2β-substituted cocaine analogues to displace <3H>-3β-(p-fluorophenyl)tropane-2β-carboxylic acid methyl ester binding in rat striatal membranes demonstrate the requirement for a 2β-substituent with two hydrogen-bond acceptors.The insensitivity of the ester moiety to steric and electronic factors suggests its modification to provide site-specific irreversible ligands.