Catalog Number: 1617
Chemical Name: 3-[(3-Chloro-4-hydroxyphenyl)amino]-4-(2-nitrophenyl)-1H-pyrrole-2,5-dione
Biological Activity
Potent and selective glycogen synthase kinase-3 (GSK-3) inhibitor (Ki = 31 nM for GSK-3α); competes with ATP. Has minimal activity against 24 other protein kinases (IC50 > 10 μ M). Stimulates glycogen synthesis, gene transcription and is neuroprotective.
Technical Data
  • M.Wt:
  • Formula:
  • Solubility:
    Soluble to 25 mM in ethanol and to 50 mM in DMSO
  • Purity:
  • Storage:
    Store at RT
  • CAS No:
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis. All Tocris products are intended for laboratory research use only.
Additional Information
Licensing Caveats:
Sold for research purposes under agreement from GlaxoSmithKline
Background References
  1. Regulation and function of glycogen synthase kinase-3 isoforms in neuronal survival.
    Liang and Chuang
    J.Biol.Chem., 2006;282:3904
  2. Selective small molecule inhibitors of glycogen synthase kinase-3 modulate glycogen metabolism and gene transcription.
    Coghlan et al.
    Chem.Biol., 2000;7:793
  3. Selective small-molecule inhibitors of glycogen synthase kinase-3 activity protect primary neurones from death.
    Cross et al.
    J.Neurochem., 2001;77:94

The citations listed below are publications that use Tocris products. Selected citations for SB 415286 include:

20 Citations: Showing 1 - 10
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  1. Pharmacologically blocking p53-dependent apoptosis protects intestinal stem cells and mice from radiation.
    Authors: Wang Et al.
    Sci Rep 2015;5:8566
  2. Resveratrol regulates naïve CD 8+ T-cell proliferation by upregulating IFN-γ-induced tryptophanyl-tRNA synthetase expression.
    Authors: Noh Et al.
    BMB Rep 2015;48:283
  3. GSK3-mediated raptor phosphorylation supports amino-acid-dependent mTORC1-directed signalling.
    Authors: Stretton Et al.
    J Biol Chem 2015;470:207
  4. Tau reduction prevents Aβ-induced axonal transport deficits by blocking activation of GSK3β.
    Authors: Vossel Et al.
    Biochem J 2015;209:419
  5. GSK3β Inhibition Promotes Synaptogenesis in Drosophila and Mammalian Neurons.
    Authors: Cuesto Et al.
    PLoS One 2015;10:e0118475
  6. Sequential dosing in chemosensitization: targeting the PI3K/Akt/mTOR pathway in neuroblastoma.
    Authors: Westhoff Et al.
    PLoS One 2014;8:e83128
  7. Phosphorylation of amyloid precursor protein at threonine 668 is essential for its copper-responsive trafficking in SH-SY5Y neuroblastoma cells.
    Authors: Acevedo Et al.
    Hum Mol Genet 2014;289:11007
  8. Inhibiting glycogen synthase kinase-3 mitigates the hematopoietic acute radiation syndrome in mice.
    Authors: Lee Et al.
    Radiat Res 2014;181:445
  9. Tristetraprolin mediates radiation-induced TNF-α production in lung macrophages.
    Authors: Ray Et al.
    PLoS One 2013;8:e57290
  10. Sidestream smoke exposure increases the susceptibility of airway epithelia to adenoviral infection.
    Authors: Sharma Et al.
    PLoS One 2012;7:e49930
  11. Glycogen synthase kinase 3β inhibitors protect hippocampal neurons from radiation-induced apoptosis by regulating MDM2-p53 pathway.
    Authors: Thotala Et al.
    Cell Death Differ 2012;19:387
  12. Glycogen synthase kinase 3β inhibition enhances repair of DNA double-strand breaks in irradiated hippocampal neurons.
    Authors: Yang Et al.
    Nature 2011;13:459
  13. Molecular imaging of glycogen synthase kinase-3beta and casein kinase-1alpha kinases.
    Authors: Nyati Et al.
    Anal Biochem 2010;405:246
  14. Glycogen Synthase Kinase 3 (GSK-3) influences epithelial barrier function by regulating occludin, claudin-1 and E-cadherin expression.
    Authors: Severson Et al.
    Neuro Oncol 2010;397:592
  15. The mood stabilizers valproic acid and lithium enhance mesenchymal stem cell migration via distinct mechanisms.
    Authors: Tsai Et al.
    Neuropsychopharmacology 2010;35:2225
  16. Phosphorylation of CLASP2 by GSK-3beta regulates its interaction with IQGAP1, EB1 and microtubules.
    Authors: Watanabe Et al.
    J Cell Sci 2009;122:2969
  17. Microtubule stabilization specifies initial neuronal polarization.
    Authors: Witte Et al.
    J Cell Biol 2008;180:619
  18. Phosphatidylinositol 3-kinase regulation of gastrin-releasing peptide-induced cell cycle progression in neuroblastoma cells.
    Authors: Ishola Et al.
    Biochem Biophys Res Commun 2007;1770:927
  19. Identification of an N-terminal glycogen synthase kinase 3 phosphorylation site which regulates the functional localization of polycystin-2 in vivo and in vitro.
    Authors: Streets Et al.
    Biochim Biophys Acta 2006;15:1465
  20. Neuronal polarity is regulated by glycogen synthase kinase-3 (GSK-3beta) independently of Akt/PKB serine phosphorylation.
    Authors: Gärtner Et al.
    J Cell Sci 2006;119:3927
Expand to show all 20 Citations

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