2. Academic Validation
  3. Design and synthesis of 1-(2-alkanamidoethyl)-6-methoxy-7-azaindole derivatives as potent melatonin agonists

Design and synthesis of 1-(2-alkanamidoethyl)-6-methoxy-7-azaindole derivatives as potent melatonin agonists

  • Bioorg Med Chem Lett. 2011 Apr 15;21(8):2316-9. doi: 10.1016/j.bmcl.2011.02.097.
Matthieu Jeanty 1,  Franck Suzenet,  Philippe Delagrange,  Olivier Nosjean,  Jean A Boutin,  Daniel H Caignard,  Gérald Guillaumet
Affiliations

Affiliation

  • 1 Institut de Chimie Organique et Analytique, Université d'Orléans, UMR-CNRS 6005, BP 6759, rue de Chartres, 45067 Orléans Cedex 2, France.
PMID: 21420861 DOI: 10.1016/j.bmcl.2011.02.097
Abstract

A series of 7-azaindolic ligands bearing a methoxy group and a N-acetyl chain as melatoninergic pharmacophores were synthesized and their binding affinities towards MT(1) and MT(2) receptors were evaluated. Compounds 7a-c and 12 (cyclohexyl ring connected at C-2 and C-3 position) appears as important melatonin MT(2) and MT(1) receptors agonists. On the Other hand, the presence of basic groups (amines) at position C-3 was detrimental to the melatoninergic affinities.

Figures