361571

CHIR99021

≥95% (HPLC), liquid, GSK-3 inhibitor, Calbiochem

• Synonyme(s) : InSolution GSK-3 Inhibitor XVI, CHIR99021, 6-(2-(4-(2,4-Dichlorophenyl)-5-(4-methyl-1H-imidazol-2-yl)-pyrimidin-2-ylamino)ethyl-amino)-nicotinonitrile
• Formule empirique (notation de Hill) : C₂₂H₁₈Cl₂N₈
• CAS Number: 252917-06-9
• Poids moléculaire : 465.34
• Numéro MDL: MFCD11846251
• Code UNSPSC : 12352200
• Nomenclature NACRES : NA.28

Propriétés

• Product Name: GSK-3 Inhibitor XVI, CHIR99021, InSolution, ≥95%, 25 mM
• Niveau de qualité: 100
• Essai: ≥95% (HPLC)
• Forme: liquid
• Fabricant/nom de marque: Calbiochem^®
• Conditions de stockage: OK to freeze; avoid repeated freeze/thaw cycles; desiccated (hygroscopic); protect from light
• Conditions d'expédition: ambient
• Température de stockage: −70°C
• Chaîne SMILES: Clc1c(ccc(c1)Cl)c2nc(ncc2c4[nH]cc(n4)C)NCCNc3ncc(cc3)C#N
• 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)
• Clé InChI: AQGNHMOJWBZFQQ-UHFFFAOYSA-N

Description

Description générale

A cell-permeable aminopyrimidine compound that acts as potent, ATP-competitive, and highly selective GSK-3 inhibitor (IC₅₀ = 10 and 6.7 nM against GSK-3α and GSK-3β, respectively). Exhibits little or no activity toward 46 other enzymes (IC₅₀ >8.8 µM against 20 kinases and K_i ≥5 µM against 23 non-kinase enzymes) and shows only weak binding to 22 pharmacologically relevant receptors (K_d ~4 µM). This compound is orally available and is shown to effectively improve glucose metabolism in both murine and rat type 2 diabetes models in vivo. The solid form of this compound (Cat. No. 361559) is also available.

Actions biochimiques/physiologiques

Cell permeable: yes

Primary Target
GSK-3 α and β

Reversible: yes

Target IC₅₀: 10 and 6.7 nM against GSK-3&alpha

Conditionnement

Packaged under inert gas

Avertissement

Toxicity: Irritant (B)

Forme physique

A 25 mM (5 mg/430 µL) solution of GSK-3 Inhibitor XVI, CHIR99021 (Cat. No. 361559) in DMSO.

Autres remarques

Mussmann, R., et al. 2007. J. Biol. Chem.282, 12030.
Ring, D.B., et al. 2003. Diabetes52, 588.
Bennett, C.N., et al. 2002. J. Biol. Chem.277, 30998.
Cline, G.W., et al. 2002.
Diabetes51, 2903.

Informations légales

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Informations sur la sécurité

• Code de la classe de stockage: 10 - Combustible liquids
• Classe de danger pour l'eau (WGK): WGK 2
• Point d'éclair (°F): 188.6 °F - closed cup - (refers to pure substance)
• Point d'éclair (°C): 87 °C - closed cup - (refers to pure substance)