N-Methyl and N-cyclopropylmethyl-14α,14′β-[dithiobis[(2-oxo-2,1-ethanediyl)imino]]bis(7,8-dihydro-5β-methyl-morphinone) MET-TAMO and N-CPM-MET-TAMO: Synthesis and opioid binding properties

MET-TAMO and N-CPM-MET-TAMO were prepared by the same procedure used for the corresponding 5-desmethyl compounds, TAMO and N-CPM-TAMO, except that a new procedure was employed to synthesize the intermediate, 14β-amino-7,8-dihydromorphinone. Both MET-TAMO and N-CPM-MET-TAMO produced wash-resistant in...

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Bibliographic Details
Published in:Bioorganic & medicinal chemistry letters 1995-08, Vol.5 (15), p.1695-1700
Main Authors: Bidlack, Jean M., Kaplan, Richard A., Sebastian, Alice, Seyed-Mozaffari, Ahmad, Hutchinson, Ian, Archer, Sydney
Format: Article
Language:English
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Summary:MET-TAMO and N-CPM-MET-TAMO were prepared by the same procedure used for the corresponding 5-desmethyl compounds, TAMO and N-CPM-TAMO, except that a new procedure was employed to synthesize the intermediate, 14β-amino-7,8-dihydromorphinone. Both MET-TAMO and N-CPM-MET-TAMO produced wash-resistant inhibition of μ, δ and κ binding but were more potent at the μ receptor.
ISSN:0960-894X
1464-3405
DOI:10.1016/0960-894X(95)00287-4