SB216763

CHF 40.00
In stock
AG-CR1-3659-M0011 mgCHF 40.00
AG-CR1-3659-M0055 mgCHF 85.00
AG-CR1-3659-M02525 mgCHF 340.00
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Product Details
Synonyms 3-(2,4-Dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione
Product Type Chemical
Properties
Formula

C19H12Cl2N2O2

MW 371.2
CAS 280744-09-4
Purity Chemicals ≥98% (HPLC)
Appearance Orange powder.
Solubility Soluble in DMSO (20mg/ml) or ethanol.
Identity Determined by 1H-NMR.
InChi Key JCSGFHVFHSKIJH-UHFFFAOYSA-N
Smiles O=C(N1)C(C2=CN(C)C3=C2C=CC=C3)=C(C4=C(Cl)C=C(Cl)C=C4)C1=O
Shipping and Handling
Shipping AMBIENT
Short Term Storage +4°C
Long Term Storage -20°C
Use/Stability Stable for at least 2 years after receipt when stored at -20°C.
Documents
MSDS Download PDF
Product Specification Sheet
Datasheet Download PDF
  • Potent and selective cell permeable, ATP-competitive inhibitor of GSK3α with an IC50 value of 34nM (and similar potency for GSK3β).
  • DYRK1A inhibitor (IC50=0.8µM).
  • Stimulates glycogen synthesis in liver cells and induces β-catenin-dependent gene transcription.
  • Acts as neuroprotectant and prevents neuronal cell death induced by PI3-kinase pathway.
  • Anticancer agent with antiproliferative activity.
  • Reduces pulmonary inflammation and fibrosis in a mouse model.
  • Shown to delay preconditioning, reduces infarct size and prevents cardiac ischemia.
  • Promotes pluripotency in mouse embryonic stem cells.
  • Glycogen synthase kinase 3 (GSK3) is a serine/threonine protein kinase that is inhibited by an assortment of extracellular stimuli such as insulin, growth factors, cell specification factors and cell adhesion. Its activity regulates many cell functions including the control of cell division, apoptosis and inflammation.
Product References
  1. Selective small molecule inhibitors of glycogen synthase kinase-3 modulate glycogen metabolism and gene transcription: M.P. Coghlan, et al.; Chem. Biol. 7, 793 (2000)
  2. Selective small-molecule inhibitors of glycogen synthase kinase-3 activity protect primary neurones from death: D.A. Cross, et al.; J. Neurochem. 77, 94 (2001)
  3. GSK3 inhibitors: development and therapeutic potential: P. Cohen & M. Goedert; Nat. Rev. Drug Discov. 3, 479 (2004)
  4. The selectivity of protein kinase inhibitors: a further update: J. Bain, et al.; Biochem. J. 408, 297 (2007)
  5. Regulation and function of glycogen synthase kinase-3 isoforms in neuronal survival: M.H. Liang & D.M. Chuang; J. Biol. Chem. 282, 3904 (2007)
  6. Delayed cardioprotection afforded by the glycogen synthase kinase 3 inhibitor SB-216763 occurs via a KATP- and MPTP-dependent mechanism at reperfusion: E.R. Gross, et al.; Am. J. Physiol. Heart Circ. Physiol. 294, H1497 (2008)
  7. 3-(2,4-dichlorophenyl)-4-(1-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione (SB216763), a glycogen synthase kinase-3 inhibitor, displays therapeutic properties in a mouse model of pulmonary inflammation and fibrosis: C. Gurrieri, et al.; J. Pharmacol. Exp. Ther. 332, 785 (2010)
  8. Glycogen synthase kinase 3 (GSK3) inhibitor, SB-216763, promotes pluripotency in mouse embryonic stem cells: L.A. Kirby, et al.; PLoS One 7, e39329 (2012)
  9. GSK-3 inhibitor inhibits cell proliferation and induces apoptosis in human osteosarcoma cells: H. Nishimura, et al.; Oncol. Rep. 35, 2348 (2016)
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