SML1046

CHIR99021

≥98% (HPLC), powder, GSK-3 inhibitor

• Sinônimo(s): 6-[[2-[[4-(2,4-Dichlorophenyl)-5-(5-methyl-1H-imidazol-2-yl)-2-pyrimidinyl]amino]ethyl]amino]-3-pyridinecarbonitrile, CT99021
• Fórmula empírica (Notação de Hill): C₂₂H₁₈Cl₂N₈
• Número CAS: 252917-06-9
• Peso molecular: 465.34
• Número MDL: MFCD11846251
• Código UNSPSC: 12352200
• ID de substância PubChem: 329825639
• NACRES: NA.77

Propriedades

• product name: CHIR99021, ≥98% (HPLC)
• Ensaio: ≥98% (HPLC)
• forma: powder
• cor: white to light brown
• solubilidade: DMSO: 2 mg/mL, clear (warmed)
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: ClC(C=C1Cl)=CC=C1C2=NC(NCCNC(N=C3)=CC=C3C#N)=NC=C2C4=NC(C)=CN4
• InChI: 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)
• chave InChI: AQGNHMOJWBZFQQ-UHFFFAOYSA-N

Descrição

Descrição geral

CHIR99021 is an aminopyrimidine derivative. 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.

Aplicação

CHIR99021 has been used as a Wnt signaling agonist to study its effects on the differentiation of human pluripotent stem cell-derived cardiomyocytes (hPSCs).

CHIR99021 has been used:

• in cocktail with small molecules to convert human lung fibroblast cells into neurons
• as a culture medium supplement in potassium supplemented simplex optimization medium (KSOM) for the culture of blastocysts
• for chronic inhibition of GSK-3 to investigate its role in corticogenesis

Ações bioquímicas/fisiológicas

CHIR99021 is a very potent inhibitor of Glycogen synthase kinase 3 (GSK3, IC₅₀ values for GSK3α and GSK3β = 10 and 6.7 nM, respectively). There is no cross-reactivity against CDKs. CHIR99201 potentiates self-renewal of human and mouse embryonic stem cells, and enhances reprogramming of somatic cells into stem cells.

Informações de segurança

• Pictogramas: GHS07
• Palavra indicadora: Warning
• Frases de perigo: H302
• Declarações de precaução: P264 - P270 - P301 + P312 - P501
• Classificações de perigo: Acute Tox. 4 Oral
• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): No data available
• Ponto de fulgor (°C): No data available