Synthesis of [15,16-~3H] beta-funaltrexamine

摘要

The two step synthesis of [15,16-~3H] beta-funaltrexamine is described.Discovery of the opiate receptor is now 40 years old1 and intense research in this receptor family still continues not only for more effective pain relief2 but also because of its relevance to other diseases such as cancer.3 Numerous small molecules have emerged as valuable tools to explore multiple opiate receptors and have accelerated drug discovery in this important area. Most of these diverse ligands have been reversible receptor binding agents, but a few have been covalent opiate receptor alkylators as well. First described by Portoghese in 1980, beta-funaltrexamine (1) is likely the most useful and unique irreversible antagonist for the mu-opiate receptor.4 Interestingly, there appears to be no complete literature description of tritium labeling this intriguing Michael acceptor substance, now the subject of this technical note.