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Design and Synthesis of Naphthalenic Dimers as Selective MT1 Melatoninergic Ligands

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Faculté de Pharmacie, Laboratoire de Chimie Thérapeutique, Université de Lille 2, 3 Rue du Professeur Laguesse, BP 83, 59006 Lille Cedex, France, and Institut de Recherches Internationales Servier, Courbevoie Cedex, France
Cite this: J. Med. Chem. 2003, 46, 7, 1127–1129
Publication Date (Web):March 1, 2003
Copyright © 2003 American Chemical Society

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    We report the synthesis and binding properties at MT1 and MT2 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 MT1-selective ligands. The most selective one (5) behaves as an antagonist.

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     Université de Lille 2.


     To whom correspondence should be addressed:  Phone and fax:  +33(0)320964375. E-mail:  [email protected].

     Institut de Recherches Internationales Servier.

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