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PZ0193

Sigma-Aldrich

Axitinib

≥98% (HPLC), powder, tyrosine kinase inhibitor

Synonym(s):

AG-013736, N-Methyl-2-((3-((1E)-2-(pyridin-2-yl)ethenyl)-1H-indazol-6-yl)sulfanyl)benzamide

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About This Item

Empirical Formula (Hill Notation):
C22H18N4OS
CAS Number:
319460-85-0
Molecular Weight:
386.47
MDL number:
MFCD09837898
UNSPSC Code:
51111800
PubChem Substance ID:
329823767
NACRES:
NA.77

product name

Axitinib, ≥98% (HPLC)

Quality Level

100

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥8 mg/mL

storage temp.

room temp

SMILES string

CNC(=O)c1ccccc1Sc2ccc3c(\C=C\c4ccccn4)n[nH]c3c2

InChI

1S/C22H18N4OS/c1-23-22(27)18-7-2-3-8-21(18)28-16-10-11-17-19(25-26-20(17)14-16)12-9-15-6-4-5-13-24-15/h2-14H,1H3,(H,23,27)(H,25,26)/b12-9+

InChI key

RITAVMQDGBJQJZ-FMIVXFBMSA-N

Gene Information

human ... FLT1(2321) , FLT4(2324) , KDR(3791)

Application

Axitinib has been used as a vascular endothelial growth factor (VEGF) receptor tyrosine kinase inhibitor (TKI) to study its effect on renal cancer cell proliferation in vitro. It has also been used to inhibit anterior mesenteric artery (AMA) angiogenesis in dechlorinated embryos maintained in conditioned water (CW).

Biochem/physiol Actions

Axitinib (AG-013736) is an orally available, potent (picomolar) and selective tyrosine kinase inhibitor that blocks VEGF receptors 1, 2 and 3. The drug blocks VEGF-mediated endothelial cell survival, tube formation, and downstream signaling through endothelial nitric oxide synthase, Akt and extracellular signal-regulated kinase.

Features and Benefits

This compound is a featured product for Kinase Phosphatase Biology research. Click here to discover more featured Kinase Phosphatase Biology products. Learn more about bioactive small molecules for other areas of research at sigma.com/discover-bsm.

Legal Information

Sold for research purposes under agreement from Pfizer Inc.

pictograms

Exclamation markEnvironment
GHS07,GHS09

signalword

Warning

hcodes

H302,H400

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Hypoxic 3D in vitro culture models reveal distinct resistance processes to TKIs in renal cancer cells
Bielecka Z, et al.
Cell & Bioscience, 7(1), 71-71 (2017)
Ana Carolina Monteiro et al.
Molecular oncology, 13(6), 1433-1449 (2019-05-10)
The high mortality rate of melanoma is broadly associated with its metastatic potential. Tumor cell dissemination is strictly dependent on vascularization; therefore, angiogenesis and lymphangiogenesis play an essential role in metastasis. Hence, a better understanding of the players of tumor
Renin expression in developing zebrafish is associated with angiogenesis and requires the Notch pathway and endothelium
Rider S, et al.
American Journal of Physiology: Renal Physiology, 309(6), F531-F539 (2015)
Fatma Demircan Yildirim et al.
Medycyna pracy, 71(6), 649-663 (2020-10-28)
About 8 million healthcare workers in the USA are potentially exposed to hazardous drugs or their toxic metabolites over a long period of time despite the fact that both the Occupational Safety and Health Administration and the European Parliament recommend
Akira Kazama et al.
Oncology reports, 46(4) (2021-09-02)
The selection of effective therapeutic agents is critical for improving the survival of patients with renal cell carcinoma (RCC). The aim of the present study was to develop an ex vivo drug testing assay using patient‑derived tumor organoid (TO) cultures. For this purpose
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