An internal standard for the quantification of (R)-crizotinib
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Unlabeled Version(s)
12087(R)-Crizotinib
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(R)-Crizotinib-d5

Item No. 26762

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3-[(1R)-1-(2,6-dichloro-3-fluorophenyl)ethoxy]-5-[1-(4-piperidinyl-3,3,4,5,5-d5)-1H-pyrazol-4-yl]-2-pyridinamine
CAS Number
1395950-84-1
Molecular Formula
C21H17Cl2D5FN5O
Formula Weight
455.4
Purity
≥99% deuterated forms (d1-d5)
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: soluble
SMILES
NC1=C(O[C@@H](C2=C(Cl)C=CC(F)=C2Cl)C)C=C(C3=CN(C4([2H])C([2H])([2H])CNCC4([2H])[2H])N=C3)C=N1
InChi Code
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/i4D2,5D2,15D
InChi Key
KTEIFNKAUNYNJU-LJIFSARKSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $283

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    Product Description

    (R)-Crizotinib-d5 is intended for use as an internal standard for the quantification of (R)-crizotinib (Item No. 12087) by GC- or LC-MS. (R)-Crizotinib is a derivative of aminopyridine that acts as a potent, orally bioavailable, ATP-competitive small-molecule dual inhibitor of c-MET (IC50 = 8 nM) and ALK (IC50 = 20 nM) receptor tyrosine kinases.1 (R)-Crizotinib shows antitumor efficacy, including cytoreductive antitumor activity, in multiple tumor models implanted in athymic mice that express activated c-MET or ALK fusion proteins (IC50s = 5-20 nM).1,2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Cui, J.J., Tran-Dubé, M., Shen, H., et al. Structure based drug design of crizotinib (PF-02341066), a potent and selective dual inhibitor of mesenchymal-epithelial transition factor (c-MET) kinase and anaplastic lymphoma kinase (ALK). J. Med. Chem. 54(18), 6342-6363 (2011).

    2. Tanizaki, J., Okamoto, I., Okamoto, K., et al. MET tyrosine kinase inhibitor crizotinib (PF-02341066) shows differential antitumor effects in non-small cell lung cancer according to MET alterations. J. Thorac. Oncol. 6(10), 1624-1631 (2011).