PZ0191

Crizotinib

≥98% (HPLC)

• Synonym(s): (R)-3-[1-(2,6-Dichloro-3-fluoro-phenyl)-ethoxy]-5-(1-piperidin-4-yl-1H-pyrazol-4-yl)-pyridin-2-ylamine, PF 2341066, PF-02341066, PF02341066, Xalkori
• Empirical Formula (Hill Notation): C₂₁H₂₂Cl₂FN₅O
• CAS Number: 877399-52-5
• Molecular Weight: 450.34
• MDL number: MFCD12407409
• UNSPSC Code: 12352200
• PubChem Substance ID: 329823765
• NACRES: NA.77

Properties

• Quality Level: 100
• assay: ≥98% (HPLC)
• form: powder
• color: white to tan
• storage temp.: room temp
• SMILES string: C[C@@H](Oc1cc(cnc1N)-c2cnn(c2)C3CCNCC3)c4c(Cl)ccc(F)c4Cl
• InChI: 1S/C21H22Cl2FN5O/c1-12(19-16(22)2-3-17(24)20(19)23)30-18-8-13(9-27-21(18)25)14-10-28-29(11-14)15-4-6-26-7-5-15/h2-3,8-12,15,26H,4-7H2,1H3,(H2,25,27)/t12-/m1/s1
• InChI key: KTEIFNKAUNYNJU-GFCCVEGCSA-N
• Gene Information: human ... ALK(238), MET(4233)

Description

Application

Crizotinib has been used:

• to investigate its effects on hepatocyte growth factor receptor (c-Met) expression, proliferation and apoptosis
• to block neurotrophic tyrosine kinase receptor type 1 (NTRK1) activity in epithelial cells
• to restore sensitivity to erlotinib

Biochem/physiol Actions

ATP-competitive c-MET / ALK Inhibitor

Crizotinib (PF-02341066) is an ATP-competitive inhibitor of the receptor tyrosine kinases (RTKs) c-Met (hepatocyte growth factor receptor) and anaplastic lymphoma kinase (ALK). Crizotinib is a highly specific inhibitor of c-Met and ALK among > 120 different RTKs surveyed. Crizotinib was approved for treatment of a subtype of nonsmall-cell lung cancer (NSCLC) with ALK fusion mutations.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Legal Information

Sold for research purposes under agreement from Pfizer Inc.

Safety Information

• pictograms: GHS08,GHS07,GHS09
• signalword: Warning
• hcodes: H317,H319,H341,H400
• pcodes: P202 - P273 - P280 - P302 + P352 - P305 + P351 + P338 - P308 + P313
• Hazard Classifications: Aquatic Acute 1 - Eye Irrit. 2 - Muta. 2 - Skin Sens. 1
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable