Abstract
We report the synthesis and binding properties at MT(1) and MT(2) receptors of the first example of agomelatine (N-[2-(7-methoxynaphth-1-yl)ethyl]acetamide) dimers in which two agomelatine moieties are linked together through their methoxy substituent by a polymethylene side chain according to the "bivalent ligand" approach. Some of these compounds behave as MT(1)-selective ligands. The most selective one (5) behaves as an antagonist.
MeSH terms
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Acetamides / chemistry*
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Acetamides / pharmacology
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Animals
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Cell Line
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Cricetinae
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Dimerization
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Drug Design
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Humans
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Ligands
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Melatonin / metabolism*
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Naphthalenes / chemical synthesis*
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Naphthalenes / chemistry
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Naphthalenes / pharmacology
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Radioligand Assay
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Receptors, Cell Surface / agonists
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Receptors, Cell Surface / antagonists & inhibitors
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Receptors, Cell Surface / drug effects*
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Receptors, Cytoplasmic and Nuclear / agonists
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Receptors, Cytoplasmic and Nuclear / antagonists & inhibitors
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Receptors, Cytoplasmic and Nuclear / drug effects*
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Receptors, Melatonin
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Structure-Activity Relationship
Substances
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Acetamides
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Ligands
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Naphthalenes
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Receptors, Cell Surface
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Receptors, Cytoplasmic and Nuclear
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Receptors, Melatonin
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agomelatine
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Melatonin