Orientation of the oxygen atom at C 6 as a determinant of agonistic activity in the oxymorphone series

A. Rónai, F. F. Foldes, E. F. Hahn, J. Fishman

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Abstract

The kinetics of various oxymorphones, their 6-methylene analogs and the 6-hydroxyepimers corresponding to naloxone and naltrexone have been studied in the longitudinal muscle strip of the guinea-pig ileum. Substitution of the oxygen at C-6 by a methylene group slightly increased antagonistic activity of the resulting structures, without significantly influencing agonistic activity relative to the parent compound. The α-orientation of the hydroxy group at C-6 enhanced the agonistic property of both naloxone and naltrexone. The β-compounds, however, were pure antagonists, with potencies similar to those of the parent keto structures.

Original languageEnglish
Pages (from-to)496-500
Number of pages5
JournalJournal of Pharmacology and Experimental Therapeutics
Volume200
Issue number3
Publication statusPublished - 1977

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Oxymorphone
Naltrexone
Naloxone
Oxygen
Ileum
Guinea Pigs
Muscles

ASJC Scopus subject areas

  • Pharmacology

Cite this

Orientation of the oxygen atom at C 6 as a determinant of agonistic activity in the oxymorphone series. / Rónai, A.; Foldes, F. F.; Hahn, E. F.; Fishman, J.

In: Journal of Pharmacology and Experimental Therapeutics, Vol. 200, No. 3, 1977, p. 496-500.

Research output: Contribution to journalArticle

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