Abstract
The 3-unsubstituted and substituted analogs of naltrindole (NTI) were synthesized using palladium-catalyzed transformations, and their binding affinity to opioid receptors was determined. Although the 3-desoxy analog showed comparable delta selectivity with that of NTI, all of the novel compounds possessed low affinity for delta receptors indicating the important role of the 3-oxygen atom of NTI for interaction with delta-opioid receptors.
MeSH terms
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Animals
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Benzeneacetamides*
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Binding, Competitive
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Brain / metabolism
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Cell Membrane / metabolism
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Drug Design
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Enkephalin, Ala(2)-MePhe(4)-Gly(5)-
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Enkephalin, Leucine-2-Alanine / metabolism
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Enkephalins / metabolism
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Molecular Structure
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Naltrexone / analogs & derivatives*
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Naltrexone / chemical synthesis*
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Naltrexone / chemistry
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Naltrexone / pharmacology
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Narcotic Antagonists / chemical synthesis*
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Narcotic Antagonists / chemistry
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Narcotic Antagonists / pharmacology
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Pyrrolidines / metabolism
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Rats
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Receptors, Opioid, delta / drug effects
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Receptors, Opioid, delta / metabolism
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Structure-Activity Relationship
Substances
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Benzeneacetamides
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Enkephalins
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Narcotic Antagonists
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Pyrrolidines
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Receptors, Opioid, delta
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Enkephalin, Ala(2)-MePhe(4)-Gly(5)-
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Naltrexone
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Enkephalin, Leucine-2-Alanine
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naltrindole
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U 69593