A potent inhibitor of GSK3β
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1-Azakenpaullone

Item No. 16733

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
9-bromo-7,12-dihydro-pyrido[3',2':2,3]azepino[4,5-b]indol-6(5H)-one
CAS Number
676596-65-9
Molecular Formula
C15H10BrN3O
Formula Weight
328.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 3 mg/mlDMSO: 10 mg/mlDMSO:PBS (pH 7.2) (1:1): 0.5 mg/ml
λmax
221, 334 nm
SMILES
O=C1CC2=C(NC3=C2C=C(Br)C=C3)C4=C(C=CC=N4)N1
InChi Code
InChI=1S/C15H10BrN3O/c16-8-3-4-11-9(6-8)10-7-13(20)18-12-2-1-5-17-15(12)14(10)19-11/h1-6,19H,7H2,(H,18,20)
InChi Key
NTSBZVCEIVPKBJ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

    $102

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    5 mg

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    10 mg

    $546

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    Cayman Chemical
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    OBESITY RESEARCH SOLUTIONS
    Product Description

    1-Azakenpaullone is an analog of kenpaullone (Item No. 10010239) that inhibits glycogen synthase kinase 3β (GSK3β) more potently (IC50 = 18 nM) than CDK1/cyclin B or CDK5/p25 (IC50s = 2.0 and 4.2 µM, respectively).1 Through its effects on GSK3β, 1-azakenpaullone stimulates the proliferation of human pancreatic islets and drives the differentiation of mouse embryonic stem cells and Nematostella larvae.2,3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kunick, C., Lauenroth, K., Leost, M., et al. 1-Azakenpaullone is a selective inhibitor of glycogen synthase kinase-3β. Bioorg. Med. Chem. Lett. 14(2), 413-416 (2004).

    2. Liu, H., Remedi, M.S., Pappan, K.L., et al. Glycogen synthase kinase-3 and mammalian target of rapamycin pathways contribute to DNA synthesis, cell cycle progression, and proliferation in human islets. Diabetes 58(3), 663-672 (2009).

    3. Mfopou, J.K., Geeraerts, M., Dejene, R., et al. Efficient definitive endoderm induction from mouse embryonic stem cell adherent cultures: A rapid screening model for differentiation studies. Stem Cell Res. 12(1), 166-177 (2014).

    4. Marlow, H., Matus, D.Q., and Martindale, M.Q. Ectopic activation of the canonical wnt signaling pathway affects ectodermal patterning along the primary axis during larval development in the anthozoan Nematostella vectensis. Dev. Biol. 380(2), 324-334 (2013).