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AB141447

SU 1498, VEGFR2 inhibitor

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(3 Publications)

MW 390.5 Da, Purity >99%. Selective VEGFR-2 inhibitor (IC50 = 700 nM). Shows antiangiogenic activity. Active in vivo.
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Chemical Structure - SU 1498, VEGFR2 inhibitor (AB141447)
  • Chemical Structure

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Chemical Structure - SU 1498, VEGFR2 inhibitor (AB141447)

2D chemical structure image of ab141447, SU 1498, VEGFR2 inhibitor

Key facts

CAS number

168835-82-3

Purity

>99%

Form

Solid

form

Molecular weight

390.5 Da

Molecular formula

C<sub>2</sub><sub>5</sub>H<sub>3</sub><sub>0</sub>N<sub>2</sub>O<sub>2</sub>

PubChem

5941539

Nature

Synthetic

Solubility

Soluble in ethanol to 100 mM

Soluble in DMSO to 100 mM

Biochemical name

(E)-2-Cyano-3-(4-hydroxy-3,5-diisopropylphenyl)-N-(3-phenylpropyl)acrylamide

Biological description

Selective VEGFR-2 inhibitor (IC50 = 700 nM). Shows antiangiogenic activity. Active in vivo.

Canonical smiles

CC(C)C1=CC(=CC(=C1O)C(C)C)C=C(C#N)C(=O)NCCCC2=CC=CC=C2

Isomeric smiles

CC(C)C1=CC(=CC(=C1O)C(C)C)/C=C(\C#N)/C(=O)NCCCC2=CC=CC=C2

InChi

InChI=1S/C25H30N2O2/c1-17(2)22-14-20(15-23(18(3)4)24(22)28)13-21(16-26)25(29)27-12-8-11-19-9-6-5-7-10-19/h5-7,9-10,13-15,17-18,28H,8,11-12H2,1-4H3,(H,27,29)/b21-13+

InChiKey

JANPYFTYAGTSIN-FYJGNVAPSA-N

IUPAC Name

(E)-2-cyano-3-[4-hydroxy-3,5-di(propan-2-yl)phenyl]-N-(3-phenylpropyl)prop-2-enamide

Product details

It is important to note that this product has been reported to be unstable under a variety of conditions. In addition to being unstable to light and air after extended periods of time, this product is extremely unstable in polar solvents such as DMSO. Within 1 hour a DMSO solution showed signs of decomposition. We therefore recommend this material is only stored as the solid form at -20°C (or below), with the exclusion of light and air, and any solutions are made up fresh and used immediately

Properties and storage information

Shipped at conditions
Ambient - Can Ship with Ice
Appropriate short-term storage conditions
-20°C
Appropriate long-term storage conditions
-20°C
Storage information
Store in the dark|Store under desiccating conditions|This product is air and light sensitive and impurities can occur as a result of air oxidation or due to metabolism by microbes

Supplementary information

This supplementary information is collated from multiple sources and compiled automatically.

VEGF Receptor 2 also known as KDR or FLK-1 is a receptor tyrosine kinase with a mass of approximately 200 kDa. This receptor is mainly expressed on endothelial cells and is found in multiple body tissues where angiogenesis occurs such as the lungs and kidneys. VEGF Receptor 2 is responsible for binding to vascular endothelial growth factor (VEGF) which initiates a signaling cascade that promotes cell survival migration and new blood vessel formation.
Biological function summary

VEGF Receptor 2 plays an important role in angiogenesis and is essential for vascular development during both physiological and pathological processes. Through interactions with VEGF-A VEGF Receptor 2 forms a signaling complex that activates downstream pathways involved in cellular proliferation and differentiation. This receptor ensures a supply of nutrients and oxygen by facilitating the development of blood vessels in response to hypoxic conditions.

Pathways

The intracellular signaling initiated by VEGF Receptor 2 involves pathways like the PI3K/Akt pathway and the MAPK/ERK pathway. These pathways are critical for mediating cell survival growth and division. VEGF Receptor 2 is also closely related to VEGF Receptor 1 another member of the same receptor family which can modulate the receptor's activity by acting as a decoy receptor therefore affecting angiogenic responses.

VEGF Receptor 2 has a significant role in cancer and age-related macular degeneration. In many tumors elevated VEGF levels lead to increased activity of VEGF Receptor 2 which results in abnormal blood vessel growth and tumor expansion. The receptor is also implicated in pathological angiogenesis associated with age-related macular degeneration as it promotes neovascularization that can lead to vision loss. Targeting VEGF Receptor 2 for therapeutic interventions often involves VEGF inhibitors which reduce its activity and slow disease progression.

Product protocols

Publications (3)

Recent publications for all applications. Explore the full list and refine your search

Oncology reports 38:755-766 PubMed28627623

2017

P18 peptide, a functional fragment of pigment epithelial-derived factor, inhibits angiogenesis in hepatocellular carcinoma via modulating VEGF/VEGFR2 signalling pathway.

Applications

Unspecified application

Species

Unspecified reactive species

Xin Wang,Peng Xiu,Fuhai Wang,Jingtao Zhong,Honglong Wei,Zongzhen Xu,Feng Liu,Jie Li

Blood 130:11-22 PubMed28428179

2017

ADAMTS13 controls vascular remodeling by modifying VWF reactivity during stroke recovery.

Applications

Unspecified application

Species

Unspecified reactive species

Haochen Xu,Yongliang Cao,Xing Yang,Ping Cai,Lijing Kang,Ximin Zhu,Haiyu Luo,Lu Lu,Lixiang Wei,Xiaofei Bai,Yuanbo Zhu,Bing-Qiao Zhao,Wenying Fan

Oncotarget 8:11990-12002 PubMed28061477

2017

Autocrine VEGF signaling promotes cell proliferation through a PLC-dependent pathway and modulates Apatinib treatment efficacy in gastric cancer.

Applications

Unspecified application

Species

Unspecified reactive species

Yi Lin,Ertao Zhai,Bing Liao,Lixia Xu,Xinhua Zhang,Sui Peng,Yulong He,Shirong Cai,Zhirong Zeng,Minhu Chen
View all publications

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