CHIR-99021 , ≥98% , 252917-06-9

Synonym(s):
6-(2-(4-(2,4-Dichlorophenyl)-5-(4-methyl-1H-imidazol-2-yl)-pyrimidin-2-ylamino)ethyl-amino)-nicotinonitrile;6-[[2-[[4-(2,4-Dichlorophenyl)-5-(5-methyl-1H-imidazol-2-yl)-2-pyrimidinyl]amino]ethyl]amino]-3-pyridinecarbonitrile

CAS NO.：252917-06-9

Empirical Formula: C22H18Cl2N8

Molecular Weight: 465.34

MDL number: MFCD11846251

EINECS: 809-015-4

PRODUCT Properties

• Boiling point: 784.1±70.0 °C(Predicted)
• Density: 1.48
• storage temp.: -20°C
• solubility: DMSO: soluble2mg/mL, clear (warmed)
• pka: 11.92±0.10(Predicted)
• form: powder
• color: white to light brown
• Stability: Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20° for up to 3 months.
• InChIKey: AQGNHMOJWBZFQQ-UHFFFAOYSA-N

Description and Uses

CHIR99021 is an aminopyrimidine derivative that is an extremely potent glycogen synthase kinase (GSK) 3 inhibitor, inhibiting both GSK3β (IC?? = 6.7 nM) and GSK3α (IC?? = 10 nM). GSK3 is a serine/threonine kinase that is a key inhibitor of the WNT pathway; therefore CHIR99021 functions as a WNT activator. It shows little activity against a large panel of kinases including CDK2 and other serine/threonine kinases such as MAPK and PKB (Bain et al.).
CHIR99021 promotes self-renewal potential of embryonic stem cells (ESCs) of mice by inhibiting glycogen synthase kinase-3 (GSK-3) activity and potentiates the upregulation of β-catenin and c-Myc functions. CHIR99021 promotes self-renewal of ESCs by modulating transforming growth factor β (TGF-β), Notch and mitogen-activated protein kinases (MAPK) signaling pathways. CHIR99021 is an agonist of wingless/integrated (wnt) signalling, upregulates cyclinA expression and promotes cell proliferation in non-small-cell lung cancer (NSCLC) cell lines.

A specific GSK-3 inhibitor of GSK-3β and GSK-3α with IC50s of 5 nM and 10 nM, respectively.

Safety

• Symbol(GHS): GHS06
• Signal word: Danger
• Hazard statements: H300-H315-H319-H335
• Precautionary statements: P261-P264-P301+P310-P305+P351+P338
• Hazard Codes: T
• Risk Statements: 25-36/37/38
• Safety Statements: 26-36/37/39-45
• RIDADR: UN 2811 6.1 / PGIII
• WGK Germany: 3
• HS Code: 29335990