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Synthesis and Biological Evaluation of 14‐Alkoxymorphinans. Part 8. 14‐methoxymetopon, an extremely potent opioid agonist
Author(s) -
Schmidhammer Helmut,
Schratz Andrea,
Mitterdorfer Jörg
Publication year - 1990
Publication title -
helvetica chimica acta
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.74
H-Index - 82
eISSN - 1522-2675
pISSN - 0018-019X
DOI - 10.1002/hlca.19900730623
Subject(s) - chemistry , agonist , morphine , opioid , stereochemistry , pharmacology , combinatorial chemistry , receptor , biochemistry , medicine
Abstract 14‐Methoxymetopon (= 5,14‐ O ‐dimethyloxymorphone; 4 )and 14‐ethoxymetopon ( 5 ) were synthesized from 14‐hydroxy‐5‐methylcodeinone ( 6 ). In the AcOH‐writhing test in mice, compound 4 was found to be ca. 20000 times more potent than morphine.