Opioid Properties of Some Isomeric Derivatives of Phencyclidine

Author:

Casy A F1,Dewar G H1,Al-Deeb O A A1

Affiliation:

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

Abstract

Abstract The phencyclidine analogues (±)-α-, (±)-β-, and (+)-α- and (–)-α-4-hydroxy-3-methyl-4-phenyl-l-(1-phenylcyclohexyl)piperidine, all with known relative and absolute stereochemistry, have been prepared, and their analgesic potencies related to corresponding prodines. In contrast to the prodines, the (±)-α-phencyclidine analogue was a more potent analgesic than its diastereoisomer, while in agreement with observations in the prodine series, the 3R, 4S-α-enantiomer displayed substantially greater potency than its mirror image form.

Publisher

Oxford University Press (OUP)

Subject

Pharmaceutical Science,Pharmacology

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1. Synthesis of Functionalized Nitrogen Heterocycles by Radical Decarboxylation of β- and γ-Amino Acids;European Journal of Organic Chemistry;2005-02

2. Opioid Ligands;The Steric Factor in Medicinal Chemistry;1993

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