Opioid properties of some isomeric derivatives of phencyclidine.
The phencyclidine analogues (+/-)-alpha-, (+/-)-beta-, and (+)-alpha- and and (-)-alpha-4-hydroxy-3-methyl-4-phenyl-1-(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 (+/-)-alpha-phencyclidine analogue was a more potent analgesic than its diastereoisomer, while in agreement with observations in the prodine series, the 3R,4S-alpha-enantiomer displayed substantially greater potency than its mirror image form.
School of Pharmacy and Pharmacology, University of Bath, Claverton Down, UK.
A F
AF
Casy
G H
GH
Dewar
O A
OA
al-Deeb
D000700:Analgesics / Q000494:pharmacology*; D000818:Animals; D066298:In Vitro Techniques; D009682:Magnetic Resonance Spectroscopy; D008297:Male; D051379:Mice; D009020:Morphine / Q000494:pharmacology; D009119:Muscle Contraction / Q000187:drug effects; D009130:Muscle, Smooth / Q000187:drug effects; D009294:Narcotics / Q000494:pharmacology*; D010147:Pain Measurement; D010622:Phencyclidine / Q000031:analogs & derivatives* / Q000737:chemistry / Q000494:pharmacology*; D051381:Rats; D013237:Stereoisomerism; D014649:Vas Deferens / Q000187:drug effects
D000700:Analgesics; D009294:Narcotics; D009020:Morphine; D010622:Phencyclidine