Quinolizidinyl derivatives of 5,11-dihydro-6H-pyrido[2,3-b][1,4]benzodiazepin-6-one as ligands for muscarinic receptors

Bioorg Med Chem Lett. 1999 Oct 18;9(20):3031-4. doi: 10.1016/s0960-894x(99)00528-4.

Abstract

Quinolizidinyl derivatives of the tricyclic systems characterizing pirenzepine and nuvenzepine, were prepared and tested as ligands for muscarinic M1, M2 and M3 receptors; 5,11-dihydro-11-[(S-lupinyl)-thioacetyl]-6H-pyrido[2,3-b][1, 4]benzodiazepin-6-one exhibited IC50 = 10 nM for M1 and 760 nM for both M2 and M3 subtypes. During the synthesis some interesting side compounds were isolated and characterized.

MeSH terms

  • Animals
  • Benzodiazepinones / chemistry*
  • Binding, Competitive
  • Ligands
  • N-Methylscopolamine / metabolism
  • Pirenzepine / metabolism
  • Pyridines / chemistry*
  • Quinolizines / chemistry
  • Quinolizines / metabolism*
  • Radioligand Assay
  • Rats
  • Receptors, Muscarinic / metabolism*

Substances

  • Benzodiazepinones
  • Ligands
  • Pyridines
  • Quinolizines
  • Receptors, Muscarinic
  • Pirenzepine
  • N-Methylscopolamine