SU5146, CAS No. 204005-46-9

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204005-46-9

Catalog No. EBD210599

CAS 204005-46-9

Name SU5146

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Basic Information

Synonyms: Semaxanib(SU5416) 3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon (3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1H-indol-2-one 3-((2,4-Dimethylpyrrol-5-YL)METHYLIDENYL)-2-indolonone (3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1,3-dihydro-2H-indol-2-one (Z)-3-(3,5-Dimethylpyrrol-2-ylmethylene)indolin-2-one Semaxanib Semoxind TSU-16 NSC-696819 SU-5416 SU5146 3-[1-(3,5-dimethyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-2H-indol-2-one 3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-2H-indol-2-one 3-(3,5-dimethyl-1H-pyrrol-2-ylmethylene)-1,3-dihydro-indol-2-one 3-[(3,5-dimethylpyrrol-2-yl)methylene]-1H-benzo[d]azolidin-2-one

Molecular Formula: C15H14N2O

Molecular Weight: 238.28

Categories: Medicinal Chemistry > APIs and Their Salts > Antineoplastic Agents Medicinal Chemistry > Targeted Protein Degradation Tools > Target Protein Ligands

Product Description:

SU5146, also known as Semaxanib, is a synthetic small molecule with the chemical name 1,3-Dihydro-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylene]-2H-indol-2-one. It is a potent and selective inhibitor of vascular endothelial growth factor receptor-2 (VEGFR-2, also known as KDR/Flk-1) tyrosine kinase. Its primary application is in oncology research and drug development. By inhibiting VEGFR-2, SU5146 blocks the VEGF signaling pathway, which is crucial for angiogenesis (the formation of new blood vessels). This anti-angiogenic mechanism makes it a candidate for the treatment of solid tumors that rely on a blood supply for growth and metastasis. It has been extensively used as a pharmacological tool to study angiogenesis and tumor biology in preclinical models. Beyond its role as a classical kinase inhibitor, SU5146 has gained renewed interest in modern drug discovery as a starting point or "warhead" for the development of targeted protein degraders, such as Proteolysis-Targeting Chimeras (PROTACs). Its well-characterized binding to VEGFR-2 makes it a valuable target protein ligand for constructing bifunctional molecules designed to degrade VEGFR-2.

Physical Properties

Color: yellow to yellow orange

Boiling Point: 481.4 °Cat760mmHg

Flash Point: 244.9 °C

Density: 1.256 g/cm3

Solubility: H2O: insoluble

Storage: −20°C

Analytical Data

Appearance: yellow to yellow orange