Synthesis and receptor binding of N-substituted tropane derivatives. High-affinity ligands for the cocaine receptor.
@article{Milius1991SynthesisAR, title={Synthesis and receptor binding of N-substituted tropane derivatives. High-affinity ligands for the cocaine receptor.}, author={Richard A. Milius and Jayanta K. Saha and Bertha K Madras and John L Neumeyer}, journal={Journal of medicinal chemistry}, year={1991}, volume={34 5}, pages={ 1728-31 } }
The synthesis and pharmacological characterization of a series of N-substituted 3-(4-fluorophenyl)tropane derivatives is reported. The compounds displayed binding characteristics that paralleled those of cocaine, and several had substantially higher affinity at cocaine recognition sites. Conjugate addition of 4-fluorophenyl magnesium bromide to anhydroecgonine methyl ester gave 2 beta-(carbomethoxy)-3 beta-(4-fluorophenyl)tropane (4a, designated CFT, also known as WIN 35,428) after flash…
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