Quinazoline and phthalazine derivatives as novel melatonin receptor ligands analogues of agomelatine.


Journal

European journal of medicinal chemistry
ISSN: 1768-3254
Titre abrégé: Eur J Med Chem
Pays: France
ID NLM: 0420510

Informations de publication

Date de publication:
01 Mar 2020
Historique:
received: 01 09 2019
revised: 12 11 2019
accepted: 16 01 2020
pubmed: 1 2 2020
medline: 31 10 2020
entrez: 1 2 2020
Statut: ppublish

Résumé

For further development of successors of Agomelatine through modulation of its pharmacokinetic properties, we report herein the design, synthesis and pharmacological results of a new family of melatonin receptor ligands. Issued from the introduction of quinazoline and phthalazine scaffolds carrying an ethyl amide lateral chain and a methoxy group as bioisosteric ligands analogues of previously developed Agomelatine. The biological activity of the prepared analogues was compared with that of Agomelatine. Quinazoline and phthalazine rings proved to be a versatile scaffold for easy feasible MT

Identifiants

pubmed: 32004937
pii: S0223-5234(20)30045-3
doi: 10.1016/j.ejmech.2020.112078
pii:
doi:

Substances chimiques

Acetamides 0
Ligands 0
Phthalazines 0
Quinazolines 0
Receptor, Melatonin, MT1 0
Receptor, Melatonin, MT2 0
agomelatine 137R1N49AD

Types de publication

Journal Article

Langues

eng

Sous-ensembles de citation

IM

Pagination

112078

Informations de copyright

Copyright © 2020 Elsevier Masson SAS. All rights reserved.

Déclaration de conflit d'intérêts

Declaration of competing interest The authors declare that they have no known competing financial interests or personal relationships that could have appeared to influence the work reported in this paper.

Auteurs

Raphaël Bolteau (R)

Univ. Lille, Inserm, CHU Lille, UMR-S1172 - JPArc - Centre de Recherche Jean-Pierre AUBERT Neurosciences et Cancer, F-59000, Lille, France.

Florian Descamps (F)

Univ. Lille, Inserm, CHU Lille, UMR-S1172 - JPArc - Centre de Recherche Jean-Pierre AUBERT Neurosciences et Cancer, F-59000, Lille, France.

Mohamed Ettaoussi (M)

Univ. Lille, Inserm, CHU Lille, UMR-S1172 - JPArc - Centre de Recherche Jean-Pierre AUBERT Neurosciences et Cancer, F-59000, Lille, France. Electronic address: m.ettaoussi@yahoo.fr.

Daniel H Caignard (DH)

PEX Biotechnologie Chimie & Biologie, Institut de Recherches Servier, 78290, Croissy sur Seine, France; Institut de Recherches Internationales Servier, 92150, Suresnes, France.

Philippe Delagrange (P)

PEX Biotechnologie Chimie & Biologie, Institut de Recherches Servier, 78290, Croissy sur Seine, France.

Patricia Melnyk (P)

Univ. Lille, Inserm, CHU Lille, UMR-S1172 - JPArc - Centre de Recherche Jean-Pierre AUBERT Neurosciences et Cancer, F-59000, Lille, France.

Saïd Yous (S)

Univ. Lille, Inserm, CHU Lille, UMR-S1172 - JPArc - Centre de Recherche Jean-Pierre AUBERT Neurosciences et Cancer, F-59000, Lille, France. Electronic address: said.yous@univ-lille2.fr.

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Classifications MeSH