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:

Showing Results 1 - 10 of 20

  1. Pharmacologically blocking p53-dependent apoptosis protects intestinal stem cells and mice from radiation.
    Authors: Wang Et al.
    Sci Rep
  2. Resveratrol regulates naïve CD 8+ T-cell proliferation by upregulating IFN-γ-induced tryptophanyl-tRNA synthetase expression.
    Authors: Noh Et al.
    BMB Rep
  3. GSK3-mediated raptor phosphorylation supports amino-acid-dependent mTORC1-directed signalling.
    Authors: Stretton Et al.
    J Biol Chem
  4. Tau reduction prevents Aβ-induced axonal transport deficits by blocking activation of GSK3β.
    Authors: Vossel Et al.
    Biochem J
  5. GSK3β Inhibition Promotes Synaptogenesis in Drosophila and Mammalian Neurons.
    Authors: Cuesto Et al.
    PLoS One
  6. Sequential dosing in chemosensitization: targeting the PI3K/Akt/mTOR pathway in neuroblastoma.
    Authors: Westhoff Et al.
    PLoS One
  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
  8. Inhibiting glycogen synthase kinase-3 mitigates the hematopoietic acute radiation syndrome in mice.
    Authors: Lee Et al.
    Radiat Res
  9. Tristetraprolin mediates radiation-induced TNF-α production in lung macrophages.
    Authors: Ray Et al.
    PLoS One
  10. Sidestream smoke exposure increases the susceptibility of airway epithelia to adenoviral infection.
    Authors: Sharma Et al.
    PLoS One
  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
  12. Glycogen synthase kinase 3β inhibition enhances repair of DNA double-strand breaks in irradiated hippocampal neurons.
    Authors: Yang Et al.
  13. Molecular imaging of glycogen synthase kinase-3beta and casein kinase-1alpha kinases.
    Authors: Nyati Et al.
    Anal Biochem
  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
  15. The mood stabilizers valproic acid and lithium enhance mesenchymal stem cell migration via distinct mechanisms.
    Authors: Tsai Et al.
  16. Phosphorylation of CLASP2 by GSK-3beta regulates its interaction with IQGAP1, EB1 and microtubules.
    Authors: Watanabe Et al.
    J Cell Sci
  17. Microtubule stabilization specifies initial neuronal polarization.
    Authors: Witte Et al.
    J Cell Biol
  18. Phosphatidylinositol 3-kinase regulation of gastrin-releasing peptide-induced cell cycle progression in neuroblastoma cells.
    Authors: Ishola Et al.
    Biochem Biophys Res Commun
  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
  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
Expand to show all
Tocris Bioscience is the leading supplier of novel and exclusive tools for life science research with over 30 years' experience in the industry. Tocris is a Bio-Techne brand.

Order Details


Contact Information

Molarity Calculator
Calculate the mass, volume or concentration required for a solution

The molarity calculator is based on the following equation:

Mass (g) = Concentration (mol/L) x Volume (L) x Molecular Weight (g/mol)
An example of a molarity calculation using the molarity calculator:
What is the mass of compound required to make a 10 mM stock solution in 10 ml of water given that the molecular weight of the compound is 197.13 g/mol?

R&D Systems Guarantee

or select another batch:


Customer Information