SB-415286

For research use only. Not for therapeutic Use.

  • CAT Number: I002905
  • CAS Number: 264218-23-7
  • Molecular Formula: C₁₆H₁₀ClN₃O₅
  • Molecular Weight: 359.73
  • Purity: ≥95%
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SB-415286(Cat No.:I002905)is a potent inhibitor of glycogen synthase kinase-3 (GSK-3), an enzyme involved in various cellular processes, including metabolism, cell differentiation, and apoptosis. By inhibiting GSK-3, SB-415286 modulates pathways like Wnt and PI3K/Akt, impacting gene expression and promoting cell survival. It has been explored for its potential therapeutic applications in neurodegenerative diseases like Alzheimer’s, as GSK-3 inhibition can reduce tau hyperphosphorylation and amyloid plaque formation. SB-415286 is also used in stem cell research, enhancing differentiation and cell fate determination, making it a valuable tool for studying GSK-3-related signaling.


Catalog Number I002905
CAS Number 264218-23-7
Synonyms

3-(3-chloro-4-hydroxyanilino)-4-(2-nitrophenyl)pyrrole-2,5-dione

Molecular Formula C₁₆H₁₀ClN₃O₅
Purity ≥95%
Target Stem Cell/Wnt
Solubility DMSO 50 mg/mL Ethanol 20 mg/mL
Storage -20°C
IC50 78 nM
IUPAC Name 3-(3-chloro-4-hydroxyanilino)-4-(2-nitrophenyl)pyrrole-2,5-dione
InChI InChI=1S/C16H10ClN3O5/c17-10-7-8(5-6-12(10)21)18-14-13(15(22)19-16(14)23)9-3-1-2-4-11(9)20(24)25/h1-7,21H,(H2,18,19,22,23)
InChIKey PQCXVIPXISBFPN-UHFFFAOYSA-N
SMILES C1=CC=C(C(=C1)C2=C(C(=O)NC2=O)NC3=CC(=C(C=C3)O)Cl)[N+](=O)[O-]
Reference

</br>1:A molecular study of pathways involved in the inhibition of cell proliferation in neuroblastoma B65 cells by the GSK-3 inhibitors lithium and SB-415286. Pizarro JG, Folch J, Esparza JL, Jordan J, Pallàs M, Camins A.J Cell Mol Med. 2009 Sep;13(9B):3906-17. doi: 10.1111/j.1582-4934.2008.00389.x. Epub 2008 Jun 20. PMID: 18624766 Free PMC Article</br>2:GSK-3 beta inhibition and prevention of mitochondrial apoptosis inducing factor release are not involved in the antioxidant properties of SB-415286. Yeste-Velasco M, Folch J, Jiménez A, Rimbau V, Pallàs M, Camins A.Eur J Pharmacol. 2008 Jul 7;588(2-3):239-43. doi: 10.1016/j.ejphar.2008.04.019. Epub 2008 Apr 11. PMID: 18502415 </br>3:Neuroprotective effects of SB-415286 on hydrogen peroxide-induced cell death in B65 rat neuroblastoma cells and neurons. Pizarro JG, Yeste-Velasco M, Rimbau V, Casadesús G, Smith MA, Pallàs M, Folch J, Camins A.Int J Dev Neurosci. 2008 May-Jun;26(3-4):269-76. doi: 10.1016/j.ijdevneu.2008.02.002. Epub 2008 Feb 8. PMID: 18342477 </br>4:Use of lithium and SB-415286 to explore the role of glycogen synthase kinase-3 in the regulation of glucose transport and glycogen synthase. MacAulay K, Hajduch E, Blair AS, Coghlan MP, Smith SA, Hundal HS.Eur J Biochem. 2003 Sep;270(18):3829-38. PMID: 12950267 Free Article

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