Novel difluoroacetamide analogues of agomelatine and melatonin: probing the melatonin receptors for MT1selectivity

MedChemComm
2015.0

Abstract

Synthesis and pharmacological evaluation of novel agomelatine and melatonin analogues with structures combining the features generating MT1 selectivity, namely the bulky hydrophobic ether moiety and the difluoroacetamide group, is reported. The dimeric agomelatine analogue linked by a three methylene spacer displayed the best affinity (Ki = 1.2 nM) and selectivity (7-fold) toward MT1 receptors.

Knowledge Graph

Similar Paper

Novel difluoroacetamide analogues of agomelatine and melatonin: probing the melatonin receptors for MT<sub>1</sub>selectivity
MedChemComm 2015.0
Design, synthesis and pharmacological evaluation of novel naphthalenic derivatives as selective MT1 melatoninergic ligands
Bioorganic &amp; Medicinal Chemistry 2010.0
Design and Synthesis of Naphthalenic Dimers as Selective MT<sub>1</sub>Melatoninergic Ligands
Journal of Medicinal Chemistry 2003.0
Bivalent ligand approach on N-{2-[(3-methoxyphenyl)methylamino]ethyl}acetamide: Synthesis, binding affinity and intrinsic activity for MT1 and MT2 melatonin receptors
Bioorganic &amp; Medicinal Chemistry 2011.0
Synthesis of new N-(arylcyclopropyl)acetamides and N-(arylvinyl)acetamides as conformationally-restricted ligands for melatonin receptors
Bioorganic &amp; Medicinal Chemistry Letters 2013.0
2-[(1,3-Dihydro-2H-isoindol-2-yl)methyl]melatonin – a novel MT2-selective melatonin receptor antagonist
MedChemComm 2011.0
N-(Substituted-anilinoethyl)amides: Design, Synthesis, and Pharmacological Characterization of a New Class of Melatonin Receptor Ligands
Journal of Medicinal Chemistry 2007.0
Preparation and pharmacological evaluation of a novel series of 2-(phenylthio)benzo[b]thiophenes as selective MT2 receptor ligands
European Journal of Medicinal Chemistry 2011.0
N-{2-[2-(4-Phenylbutyl)benzofuran-4-yl]cyclopropylmethyl}acetamide: an orally bioavailable melatonin receptor agonist
Bioorganic &amp; Medicinal Chemistry Letters 2004.0
4-Substituted anilides as selective melatonin MT 2 receptor agonists
Bioorganic &amp; Medicinal Chemistry Letters 2004.0