The significance of substitutions at C-6 of 4,5-epoxymorhinan-6-ones in analgesic potency and relations to subpopulations of opioid receptors

S. Fürst, T. Friedmann, S. Hosztafi

Research output: Contribution to journalArticle

4 Citations (Scopus)

Abstract

The title compounds were elvaluated to assess their analgesic and other opiate like properties. All the compounds tested -oxime, -hydrazone, -phenylhydrazone, -semi-carbazone, derivatives of dihydromorphinone and dihydrocodeinone produced naloxone-reversible analgesic action, weaker than the corresponding precursor molecules, but stronger, than morphine. Their sedative actions declined to a smaller extent, similar to their opiate-like inhibitory action on contractions of electrically stimulated guinea pig ilea. It is concluded, that these compounds might act through opiate mu-receptors, consistently with in vitro receptor binding studies by Krizsan et al. (1991). However, these compounds failed to possess in vivo or in vitro irreversible activity which was also suggested by receptor binding studies.

Original languageEnglish
Pages (from-to)47-65
Number of pages19
JournalResearch Communications in Substances of Abuse
Volume14
Issue number1
Publication statusPublished - 1993

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Opiate Alkaloids
Opioid Receptors
Analgesics
Hydrocodone
Hydromorphone
Hydrazones
Oximes
mu Opioid Receptor
Naloxone
Hypnotics and Sedatives
Ileum
Morphine
Guinea Pigs
In Vitro Techniques

ASJC Scopus subject areas

  • Medicine (miscellaneous)

Cite this

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T1 - The significance of substitutions at C-6 of 4,5-epoxymorhinan-6-ones in analgesic potency and relations to subpopulations of opioid receptors

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AU - Friedmann, T.

AU - Hosztafi, S.

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AB - The title compounds were elvaluated to assess their analgesic and other opiate like properties. All the compounds tested -oxime, -hydrazone, -phenylhydrazone, -semi-carbazone, derivatives of dihydromorphinone and dihydrocodeinone produced naloxone-reversible analgesic action, weaker than the corresponding precursor molecules, but stronger, than morphine. Their sedative actions declined to a smaller extent, similar to their opiate-like inhibitory action on contractions of electrically stimulated guinea pig ilea. It is concluded, that these compounds might act through opiate mu-receptors, consistently with in vitro receptor binding studies by Krizsan et al. (1991). However, these compounds failed to possess in vivo or in vitro irreversible activity which was also suggested by receptor binding studies.

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