CHIR99021

Cayman Chemical Item Number 13122

CT 99021 (CAS 252917-06-9)

CHIR99021 (CAS 252917-06-9)

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Description

Glycogen synthase kinase 3 (GSK3) is a serine/threonine kinase that plays a key inhibitory role in both the insulin and Wnt signaling pathways.1,2 CHIR99021 is an aminopyrimidine derivative that inhibits GSK3α and GSK3β with IC50 values of 10 and 6.7 nM, respectively.3 When tested against twenty different protein kinases, this inhibitor shows greater than 500-fold selectivity for GSK3.3 CHIR99021 activates glycogen synthesis in CHO-IR cells (EC50 = 0.8 μM) and in isolated type 1 diabetic rat skeletal muscle.3 A single oral dose (30 mg/kg) of CHIR99021 enhances in vivo glucose metabolism in a rodent model of type 2 diabetes.3 CHIR99021 has also been shown to induce the reprogramming of murine and human somatic cells into stem cells.4,5

1 Sutherland, C., Leighton, I.A., and Cohen, P. Inactivation of glycogen synthase kinase 3β by phosphorylation: New kinase connections in insulin and growth-factor signaling. Biochem J 296(Pt. 1) 15-19 (1993).

2 Papkoff, J., and Aikawa, M. WNT-1 and HGF regulate GSK3β activity and β-catenin signaling in mammary epithelial cells. Biochem Biophys Res Commun 247(3) 851-858 (1998).

3 Ring, D.B., Johnson, K.W., Henriksen, E.J., et al. Selective glycogen synthase kinase 3 inhibitors potentiate insulin activation of glucose transport and utilization in vitro and in vivo. Diabetes 52(3) 588-95 (2003).

4 Li, W., Zhou, H., Abujarour, R., et al. Generation of human-induced pluripotent stem cells in the absence of exogenous Sox2. Stem Cells 27(12) 2992-3000 (2009).

5 Ying, Q., Wray, J., Nichols, J., et al. The ground state of embryonic stem cell self-renewal. Nature 453 519-524 (2008).

Synonyms
  • CT 99021
Formal Name 6-​[[2-​[[4-​(2,​4-​dichlorophenyl)-​5-​(5-​methyl-​1H-​imidazol-​2-​yl)-​2-​pyrimidinyl]amino]ethyl]amino]-​3-​pyridinecarbonitrile
CAS Number 252917-06-9
Molecular Formula C22H18Cl2N8
Formula Weight 465.3
Formulation A crystalline solid
Purity ≥98%
Stability 2 years
Storage -20°C
Shipping Room temperature in continental US; may vary elsewhere
SMILES
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N#CC(C=N1)​=CC=C1NCCNC2=NC=C(C3=NC(C)​=CN3)​C(C4=CC=C(Cl)​C=C4Cl)​=N2
InCHI Code
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​1S/C22H18Cl2N8/c1-13-10-29-21(31-13)​17-12-30-22(32-20(17)​16-4-3-15(23)​8-18(16)​24)​27-7-6-26-19-5-2-14(9-25)​11-28-19/h2-5,8,10-12H,6-7H2,1H3,(H,26,28)​(H,29,31)​(H,27,30,32)​
InCHI Key
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AQGNHMOJWBZFQQ-UHFFFAOYSA-N

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CHIR99021 is available in the following screening libraries:

Size Price Quantity Subtotal
1 mg $42.00 $0.00
5 mg $189.00 $0.00
10 mg $336.00 $0.00
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Cart Total $0.00

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Pricing updated 2014-04-23. Prices are subject to change without notice.

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