21030-81-9Relevant academic research and scientific papers
Synthesis and opioid receptor activity of indolopropellanes
Li, Fuying,Gaob, Linghuan,Yin, Chenlei,Chen, Jie,Liu, Jinggen,Xie, Xin,Zhang, Ao
scheme or table, p. 4603 - 4606 (2010/04/29)
A series of skeletal rearranged indolomorphinans 7a-d were obtained by N-demethylation of 3-methoxy-N-methyl-14-hydroxymorphinan-6-one 12 followed by N-realkylation, reduction and Fischer indole cyclization. The structure of the novel skeleton was confirmed by X-ray analysis. These new indoles displayed moderate binding affinity and selectivity at the μ receptor, with compound 7b showing the highest affinity at this receptor with a Ki value of 40 nM, and 6- and 25-fold selectivity against δ and κ receptors, respectively. Function assays showed that indolopropellanes 7b and 7c possessed full agonistic activity at all the opioid receptors indicating a different interaction model existed.
