doi: 10.1111/j.2042-7158.1989.tb06434.x.
Phenolic analogues of diastereoisomeric 2-methyl reversed esters of pethidine
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- PMID: 2568454
- DOI: 10.1111/j.2042-7158.1989.tb06434.x
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Phenolic analogues of diastereoisomeric 2-methyl reversed esters of pethidine
J Pharm Pharmacol.
1989 Mar.
Abstract
The preparation and stereochemical characterization of alpha- and beta-isomers of 1,2-dimethyl-4-m-hydroxyphenyl-4-propionyloxypiperidine are described. Both the alpha (axial 4-aryl/chair) and beta (equatorial 4-aryl/chair) isomers were of low potency or inactive in mice antinociceptive tests. Shortcomings of the alpha-isomer as a model for the 4-arylpiperidine moiety of morphine are discussed.
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