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(S)-Crizotinib
- Optical Purity: 98.5% e.e.
- Soluble in DMSO
- MF: C21H22Cl2FN5O
- MW: 450.34
Description
(S)-Crizotinib is a selective inhibitor of the human mutT homologue MTH1 (also known as NUDT1; IC50 value 72 nM; Kd value 48 nM). MTH1 inhibition by (S)-Crizotinib induced an increase in DNA single-strand breaks, activated DNA repair in human colon carcinoma cells, and effectively suppressed tumor growth in animal models.
It is the opposite (S)-enantiomer of (R)-Crizotinib (PF-02341066, Axon 1660), which is a ALK/MET inhibitor. MTH1 (human mutT homologue, or NUDT1) has been implicated in aiding RAS-transformed cells to overcome oncogene-induced senescence by preventing reactive oxygen species (ROS)-induced DNA damage.
More Information
| Parent CAS No. | 1374356-45-2 |
|---|---|
| Chemical Name | (S)-3-(1-(2,6-dichloro-3-fluorophenyl)ethoxy)-5-(1-(piperidin-4-yl)-1H-pyrazol-4-yl)pyridin-2-amine |
| SMILES | C1(Cl)C([C@H](C)OC2C=C(C3C=NN(C4CCNCC4)C=3)C=NC=2N)=C(Cl)C(F)=CC=1 |&1:3,r| |
| MFCD | N.A. |
| InChi | 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-/m0/s1 |
| InChiKey | KTEIFNKAUNYNJU-LBPRGKRZSA-N |
| CID | 56671814 |
| Short Description | MTH1 inhibitor |
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