An orally bioavailable ALK inhibitor
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AP26113

Item No. 19778

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-chloro-N4-[2-(dimethylphosphinyl)phenyl]-N2-[2-methoxy-4-[4-(4-methyl-1-piperazinyl)-1-piperidinyl]phenyl]-2,4-pyrimidinediamine
CAS Number
1197953-54-0
Synonyms
  • Brigatinib
Molecular Formula
C29H39ClN7O2P
Formula Weight
584.1
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 0.1 mg/mlEthanol: 0.1 mg/ml
λmax
284 nm
SMILES
COC1=C(NC2=NC=C(Cl)C(NC3=CC=CC=C3P(C)(C)=O)=N2)C=CC(N4CCC(N5CCN(C)CC5)CC4)=C1
InChi Code
InChI=1S/C29H39ClN7O2P/c1-35-15-17-37(18-16-35)21-11-13-36(14-12-21)22-9-10-24(26(19-22)39-2)33-29-31-20-23(30)28(34-29)32-25-7-5-6-8-27(25)40(3,4)38/h5-10,19-21H,11-18H2,1-4H3,(H2,31,32,33,34)
InChi Key
AILRADAXUVEEIR-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    AP26113 is an orally bioavailable inhibitor of anaplastic lymphoma kinase (ALK; IC50 < 100 nM in Ba/F3 cells).1,2 It is a pan-ALK inhibitor that also inhibits several ALK mutants that confer resistance to other ALK inhibitors, such as crizotinib (Item No. 12087), ceritinib (Item No. 19374), and CH5424802 (Item No. 18516).1,2 AP26113 blocks ALK activity and reduces growth in neuroblastoma cells, mouse xenograft, and Drosophila model systems harboring constitutively active ALK variants.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ceccon, M., Mologni, L., Bisson, W., et al. Crizotinib-resistant NPM-ALK mutants confer differential sensitivity to unrelated Alk inhibitors. Mol. Cancer Res. 11(2), 122-132 (2013).

    2. Katayama, R., Khan, T.M., Benes, C., et al. Therapeutic strategies to overcome crizotinib resistance in non-small cell lung cancers harboring the fusion oncogene EML4-ALK. Proc. Natl. Acad. Sci. USA 108(18), 7535-7540 (2011).

    3. Siaw, J.T., Wan, H., Pfeifer, K., et al. Brigatinib, an anaplastic lymphoma kinase inhibitor, abrogates activity and growth in ALK-positive neuroblastoma cells, Drosophila and mice. Oncotarget 7(20), 29011-29022 (2016).