Synthesis of Quinoline Derivatives as 5-HT4 Receptor Ligands Academic Article uri icon

abstract

  • A general and convenient synthesis of 6-methoxyquinoline-3-carboxamides commencing with a cyclization step that involves ρ-anisidine and diethyl (ethoxymethylene)malonate is described. An additional tetrahydroquinoline scaffold 19 is prepared from 6-methoxyquinoline-3-carboxamide and this represents a novel serotinergic lead structure. These compounds show reasonable affinity at 1 × 10–6 M, and docking experiments suggest that they may bind in a similar manner to serotonin.

authors

  • Hanna-Elias, Amir
  • Manallack, David T
  • Berque-Bestel, Isabelle
  • Irving, Helen R
  • Coupar, Ian M
  • Iskander, Magdy N

publication date

  • 2009