Antinociceptive studies of the optical isomers of N-allylnormetazocine (SKF 10,047)

Eur J Pharmacol. 1983 Jul 22;91(2-3):267-72. doi: 10.1016/0014-2999(83)90476-4.

Abstract

In the mouse tail-flick test, neither the racemate of N-allylnormetazocine (NANM) nor its optical isomers showed antinociceptive activity. However, all three antagonized morphine's tail-flick effects. In the phenylquinone test in mice, the racemate and (-)-isomer of NANM showed agonist activity and antagonized morphine-induced antinociception. The (+)-isomer was inactive. The opioid antagonist, naloxone was effective versus morphine alone in the tail-flick and versus morphine, and (+/-)- and (-)-NANM in the phenylquinone test. Yohimbine, the alpha 2-receptor blocker, antagonized morphine in the tail-flick test. In the phenylquinone test, yohimbine was effective versus (+/-)- and (-)-NANM, but showed no activity versus morphine. The results suggest that morphine and NANM are acting at different sites. In addition, different alpha 2-adrenoceptors appear to be involved. Some implications regarding the analgesic and psychotomimetic properties of NANM are discussed.

Publication types

  • Research Support, U.S. Gov't, P.H.S.

MeSH terms

  • Analgesics / pharmacology*
  • Animals
  • Male
  • Mice
  • Mice, Inbred ICR
  • Morphine / pharmacology
  • Naloxone / pharmacology
  • Phenazocine / analogs & derivatives*
  • Phenazocine / pharmacology
  • Receptors, Adrenergic, alpha / physiology
  • Receptors, Opioid / physiology
  • Stereoisomerism
  • Yohimbine / pharmacology

Substances

  • Analgesics
  • Receptors, Adrenergic, alpha
  • Receptors, Opioid
  • Yohimbine
  • Naloxone
  • SK&F 10047
  • Morphine
  • Phenazocine