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Merck
CN

PZ0193

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:
Molecular Weight:
386.47
UNSPSC Code:
51111800
PubChem Substance ID:
NACRES:
NA.77
MDL number:
Assay:
≥98% (HPLC)
Form:
powder
Quality level:
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Product Name

Axitinib, ≥98% (HPLC)

Quality Level

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

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.
Orally available, potent and selective inhibitor of VEGF receptors 1, 2 and 3

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.


pictograms

Exclamation markEnvironment

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Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral - Aquatic Acute 1

Storage Class

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable



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Articles

Discover Bioactive Small Molecules for Kinase Phosphatase Biology


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
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)
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



Global Trade Item Number

SKUGTIN
PZ0193-5MG04061836687557