Phenolic analogues of diastereoisomeric 2-methyl reversed esters of pethidine

Author:

Casy A F1,Dewar G H1,Pascoe R A1

Affiliation:

1. School of Pharmacy and Pharmacology, University of Bath, Claverton Down, Bath, BA2 7 AY, UK

Abstract

Abstract The preparation and stereochemical characterization of α- and β-isomers of 1,2-dimethyl-4–m-hydroxyphenyl-4-propiony-loxypiperidine are described. Both the α (axial 4-aryl/chair) and β (equatorial 4-aryl/chair) isomers were of low potency or inactive in mice antinociceptive tests. Shortcomings of the α-isomer as a model for the 4-arylpiperidine moiety of morphine are discussed.

Publisher

Oxford University Press (OUP)

Subject

Pharmaceutical Science,Pharmacology

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5. Diastereoisomeric esters of 1,2-dimethyl-4-phenylpiperidine-4-ol and related compounds;Casy;J. Chem. Soc. Perkins Trans,1972

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