An inhibitor of GSK3β signaling
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GSK3β Inhibitor II

Item No. 19077

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
4-[5-[[(3-iodophenyl)methyl]thio]-1,3,4-oxadiazol-2-yl]-pyridine
CAS Number
478482-75-6
Synonyms
  • ​Glycogen Synthase Kinase 3β​​ Inhibitor II
  • Tip-oxadiazole
Molecular Formula
C14H10IN3OS
Formula Weight
395.2
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMF:PBS (pH 7) (1:10): 0.09 mg/mlDMSO: 3 mg/ml
λmax
282 nm
SMILES
IC1=CC(CSC2=NN=C(C3=CC=NC=C3)O2)=CC=C1
InChi Code
InChI=1S/C14H10IN3OS/c15-12-3-1-2-10(8-12)9-20-14-18-17-13(19-14)11-4-6-16-7-5-11/h1-8H,9H2
InChi Key
ZRHRPGSSSVYBRG-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $103

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    10 mg

    $194

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    Product Description

    GSK3β Inhibitor II is a potent inhibitor of glycogen synthase kinase-3β (GSK3β; IC50 = 390 nM) that does not inhibit GSK-3α.1 Also referred to as tip-oxadiazole, this compound blocks the functional regulation of p53 by GSK3β, decreasing levels of MDM2, p21, and Bax and modulating mitochondrial p53 apoptotic signaling.2 GSK3β Inhibitor II also blocks GSK3β-mediated Tau phosphorylation and Aβ25-35-induced memory impairment in mouse hippocampus.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Naerum, L., Nørskov-Lauritsen, L., and Olesen, P.H. Scaffold hopping and optimization towards libraries of glycogen synthase kinase-3 inhibitors. Bioorg. Med. Chem. Lett. 12(11), 1525-1528 (2002).

    2. Watcharasit, P., Bijur, G.N., Song, L., et al. Glycogen synthase kinase-3beta (GSK3beta) binds to and promotes the actions of p53. The Journal of Biological Chemisty 278(49), 49972-48879 (2003).

    3. Lahmy, V., Meunier, J., Malström, S., et al. Blockade of Tau hyperphosphorylation and Aβ1-42 generation by the aminotetrahydrofuran derivative ANAVEX2-73, a mixed muscarinic and σ1 receptor agonist, in a nontransgenic mouse model of Alzheimer’s disease. Neuropsychopharmacology 38(9), 17061723 (2013).