Novel pyrazolopyrimidine derivatives as GSK-3 inhibitors

Bioorg Med Chem Lett. 2004 May 3;14(9):2121-5. doi: 10.1016/j.bmcl.2004.02.036.

Abstract

A series of [1-aryl-1H-pyrazolo[3,4-d]pyrimidin-4-yl]arylhydrazones were discovered as novel inhibitors glycogen synthase kinase-3 (GSK-3). Based on initial modeling a detailed SAR was constructed. Modification of the interior binding aryl ring (Ar(1)) determined this to be a tight binding region with little room for modification. As predicted from the model, a large variety of modifications could be incorporated into the hydrazone aryl ring. This work led to GSK-3 inhibitors in the low nano-molar range.

MeSH terms

  • Enzyme Inhibitors / chemistry
  • Enzyme Inhibitors / pharmacology*
  • Glycogen Synthase Kinase 3 / antagonists & inhibitors*
  • Models, Molecular
  • Pyrazoles / chemistry*
  • Pyrimidines / chemistry
  • Pyrimidines / pharmacology*

Substances

  • Enzyme Inhibitors
  • Pyrazoles
  • Pyrimidines
  • Glycogen Synthase Kinase 3