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Cinnamoyl Derivatives of 7α-Aminomethyl-6,14-endoethanotetrahydrothebaine and 7α-Aminomethyl-6,14-endoethanotetrahydrooripavine and Related Opioid Ligands


Reference:

Rennison, D., Neal, A. P., Cami-Kobeci, G., Aceto, M. D., Martinez-Bermejo, F., Lewis, J. W. and Husbands, S. M., 2007. Cinnamoyl Derivatives of 7α-Aminomethyl-6,14-endoethanotetrahydrothebaine and 7α-Aminomethyl-6,14-endoethanotetrahydrooripavine and Related Opioid Ligands. Journal of Medicinal Chemistry, 50 (21), pp. 5176-5182.

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Official URL:

http://pubs.acs.org/doi/abs/10.1021/jm070255o

Abstract

A new series of ligands has been synthesized where the cinnamoyl group of the 14-cinnamoylamino morphinones has been introduced to the 7α-substituent of the 6,14-bridged oripavine series. In vitro the compounds were mostly low efficacy partial agonists or antagonists with some selectivity for the mu opioid receptor, with evidence of mu efficacy in vivo. The similarity in SAR between these 6,14-bridged oripavines and the 14-cinnamoylamino series suggests a similar mode of interaction with the mu opioid receptor.

Details

Item Type Articles
CreatorsRennison, D., Neal, A. P., Cami-Kobeci, G., Aceto, M. D., Martinez-Bermejo, F., Lewis, J. W. and Husbands, S. M.
DOI10.1021/jm070255o
DepartmentsFaculty of Science > Pharmacy & Pharmacology
RefereedYes
StatusPublished
ID Code12254
Additional InformationPMCID: PMC2597403; NIHMSID: NIHMS62675 ID number: PMC2597403

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