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J Med Chem. 2004 Feb 12;47(4):1070-3.

Importance of phenolic address groups in opioid kappa receptor selective antagonists.

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1
Chemistry and Life Sciences, Research Triangle Institute, Research Triangle Park, North Carolina 27709, USA.

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.

PMID:
14761209
DOI:
10.1021/jm030467v
[Indexed for MEDLINE]
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