An inhibitor of HIF-1 signaling
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N-(2-Fluorophenethyl)-5-(2-methoxyphenyl)picolinamide

Item No. 29740

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
N-[2-(2-fluorophenyl)ethyl]-5-(2-methoxyphenyl)-2-pyridinecarboxamide
CAS Number
2380261-53-8
Molecular Formula
C21H19FN2O2
Formula Weight
350.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
λmax
263 nm
SMILES
COC1=CC=CC=C1C2=CN=C(C(NCCC3=CC=CC=C3F)=O)C=C2
InChi Code
InChI=1S/C21H19FN2O2/c1-26-20-9-5-3-7-17(20)16-10-11-19(24-14-16)21(25)23-13-12-15-6-2-4-8-18(15)22/h2-11,14H,12-13H2,1H3,(H,23,25)
InChi Key
JZEJSNMITKBPGZ-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Wet ice in continental US; may vary elsewhere
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    1 mg

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    10 mg

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    Product Description

    N-(2-Fluorophenethyl)-5-(2-methoxyphenyl)picolinamide is an inhibitor of hypoxia-inducible factor (HIF-1) signaling (IC50 = 0.32 μM in a cell-based hypoxia responsive element (HRE) reporter assay under hypoxic conditions).1 It inhibits hypoxia-induced increases in HIF-1α levels in MDA-MB-231, SKOV3, and HeLa cells in a concentration-dependent manner. N-(2-Fluorophenethyl)-5-(2-methoxyphenyl)picolinamide also inhibits hypoxia-induced VEGF expression and capillary-like tube formation in human umbilical vein endothelial cells (HUVECs) and inhibits migration and invasion of MDA-MB-231 cells in wound healing and transwell assays under hypoxic conditions. It also reduces lung metastasis in an MDA-MB-231 mouse xenograft model when administered at doses of 15 and 30 mg/kg every other day.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liu, M., Liang, Y., Zhu, Z., et al. Discovery of novel aryl carboxamide derivatives as hypoxia-inducible factor 1α signaling inhibitors with potent activities of anticancer metastasis. J. Med. Chem. 62(20), 9299-9314 (2019).