An inhibitor of EphB2 kinase
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ALW-II-49-7

Item No. 46617

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[[2-methyl-5-[[[3-(trifluoromethyl)phenyl]amino]carbonyl]phenyl]amino]-3-pyridinecarboxamide
CAS Number
1135219-23-6
Molecular Formula
C21H17F3N4O2
Formula Weight
414.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Soluble: ≥10 mg/ml
SMILES
FC(F)(C1=CC(NC(C(C=C2NC3=CN=CC(C(N)=O)=C3)=CC=C2C)=O)=CC=C1)F
InChi Code
InChI=1S/C21H17F3N4O2/c1-12-5-6-13(8-18(12)27-17-7-14(19(25)29)10-26-11-17)20(30)28-16-4-2-3-15(9-16)21(22,23)24/h2-11,27H,1H3,(H2,25,29)(H,28,30)
InChi Key
SAAYRHKJHDIDPH-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $59

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    10 mg

    $89

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    50 mg

    $295

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    100 mg

    $472

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    Product Description

    ALW-II-49-7 is an inhibitor of ephrin type-B receptor 2 (EphB2).1 It inhibits EphB2 in tyrosine kinase-transformed Ba/F3 cells (EC50 = 40 nM). It is selective for EphB2 over EphA3, FLT3, Kit, and FMS (EC50s = 12.7, 10, 0.2, and 3 µM, respectively) and 12 additional kinases in kinase-transformed Ba/F3 cells (EC50s = 10 µM for all), but there is variability between its binding affinity and biochemical inhibition. It reduces ephrin-B2-induced autophosphorylation of EphB2 in U87 glioblastoma cells at 1 and 10 µM. ALW-II-49-7 normalizes circadian patterns of mRNA levels of Tim and Per2, genes involved in liver metastasis-associated circadian rhythm disorder (CRD), in mouse liver metastasis tissues cultured ex vivo.2 It also reduces tumor weight in a patient-derived xenograft (PDX) mouse model using CRD+ liver metastasis tissues but not in a PDX model using CRD- tissues at 20 mg/kg.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Choi, Y., Syeda, F., Walker, J.R., et al. Discovery and structural analysis of Eph receptor tyrosine kinase inhibitors. Bioorg. Med. Chem. Lett. 19(15), 4467-4470 (2009).

    2. Li, Q., Lin, Y., Ni, B., et al. Circadian system disorder induced by aberrantly activated EFNB2-EPHB2 axis leads to facilitated liver metastasis in gastric cancer. Cell. Oncol. 47(6), 2113-2134 (2024).