Heteroatom analogues of hydrocodone: synthesis and biological activity.

Robert D Giacometti, Jan Duchek, Lukas Werner, Afeef S Husni, Christopher R McCurdy, Stephen J Cutler, D Phillip Cox, Tomas Hudlicky

The Journal of organic chemistry 2013 Apr 05

filter terms:

Heteroatom analogues of hydrocodone, in which the N-methyl functionality was replaced with oxygen, sulfur, sulfoxide, and sulfone, were prepared by a short sequence from the ethylene glycol ketal of hydrocodone; a carbocyclic analogue of bisnorhydrocodone was also prepared. The compounds were tested for receptor binding and revealed moderate levels of activity for the sulfone analogue of hydrocodone.

Citation

Robert D Giacometti, Jan Duchek, Lukas Werner, Afeef S Husni, Christopher R McCurdy, Stephen J Cutler, D Phillip Cox, Tomas Hudlicky. Heteroatom analogues of hydrocodone: synthesis and biological activity. The Journal of organic chemistry. 2013 Apr 05;78(7):2914-25