Importance of phenolic address groups in opioid kappa receptor selective antagonists

F. Ivy Carroll; S. Mascarella; James B. Thomas; Scott E. Fix; James B. Thomas; Scott E. Fix; RB Rothman; S. Wayne Mascarella; CM Dersch; BE Cantrell; DM Zimmerman; Ivy Carroll

Importance of phenolic address groups in opioid kappa receptor selective antagonists

Thomas, J., Fix, S., Rothman, RB., Mascarella, S., Dersch, CM., Cantrell, BE., Zimmerman, DM., & Carroll, F. (2004). Importance of phenolic address groups in opioid kappa receptor selective antagonists. Journal of Medicinal Chemistry, 47(4), 1070-1073. https://doi.org/10.1021/jm030467v

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Abstract

In vitro characterization and comparison of JDTic, its dehydroxy analogue and nor-BNI, and its dehydroxy analogue demonstrates that the N-substituted 3,4-dimethyl-(3-hydroxyphenyl)-piperidine-derived antagonist, JDTic, relies more heavily on its phenol address group for affinity and antagonist activity relative to the corresponding naltrexone derived antagonists, nor-BNI. The structural flexibility of the former class of compound relative to the latter is postulated to underlie the difference