| Identification | Back Directory | [Name]
SU 5416 | [CAS]
204005-46-9 | [Synonyms]
17022
SU54161
(Z)-3-((3
SeMaxinib
Sugen 5416
SU5416 /SU-5416
SU 5416 semaxanib
SEMAXINIB(SU 5416)
SU 5416 (SeMaxinib)
SEMAXINIB; SU-5416; SU 5416
VEGFR2 Kinase Inhibitor III
SU 5416, 98%, a VEGFR2/Flk1 inhibitor
5-Dimethyl-1H-pyrrol-2-yl)met
hylene)indolin-2-one
3-[(2,4-dimethylpyrrol-5-yl)methylidenyl]-indolin-2-on
3-[(2,4-dimethylpyrrol-5-yl)methylidenyl]-indolin-2-one
3-((3,5-diMethyl-1H-pyrrol-2-yl)Methylene)indolin-2-one
SU5416; SU-5416; SU 5416; SUGEN 5416; SEMOXIND; SEMAXANIB
VEGFR2 Kinase Inhibitor III - CAS 204005-46-9 - Calbiochem
(E)-3-((3,5-DIMETHYL-1H-PYRROL-2-YL)METHYLENE)INDOLIN-2-ONE
3-[(3,5-diMethyl-1H-pyrrol-2-yl)Methylidene]-1H-indol-2-one
(Z)-3-((3,5-diMethyl-1H-pyrrol-2-yl)Methylene)indolin-2-one
3-[(3,5-Dimethyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-2H-indol-2-one
H-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-yl)methylene]-1,3-dihydro-
(3Z)-3-[(3,5-Dimethyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-2H-indol-2-one | [EINECS(EC#)]
200-256-5 | [Molecular Formula]
C15H14N2O | [MDL Number]
MFCD01940922 | [MOL File]
204005-46-9.mol | [Molecular Weight]
238.28 |
| Chemical Properties | Back Directory | [Melting point ]
226-228 °C | [Boiling point ]
481.4±45.0 °C(Predicted) | [density ]
1.256±0.06 g/cm3(Predicted) | [storage temp. ]
-20°C | [solubility ]
H2O: insoluble
| [form ]
Yellow orange solid | [pka]
12.59±0.20(Predicted) | [color ]
yellow to yellow orange
| [InChI]
InChI=1S/C15H14N2O/c1-9-7-10(2)16-14(9)8-12-11-5-3-4-6-13(11)17-15(12)18/h3-8,16H,1-2H3,(H,17,18) | [InChIKey]
WUWDLXZGHZSWQZ-UHFFFAOYSA-N | [SMILES]
N1C2=C(C=CC=C2)C(=CC2=C(C)C=C(C)N2)C1=O |
| Hazard Information | Back Directory | [Uses]
SU 5416 is a vascular endothelial growth factor receptor blocker that may induce severe pulmonary hypertension if combined with chronic hypoxia. Angiogenesis inhibitor used for deep penetration into t
umor tissues. | [Definition]
ChEBI: Semaxanib is an oxindole that is 3-methyleneoxindole in which one of the hydrogens of the methylene group is replaced by a 3,5-dimethylpyrrol-2-yl group. It has a role as an antineoplastic agent, a vascular endothelial growth factor receptor antagonist, an EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor and an angiogenesis modulating agent. It is a member of pyrroles, a member of oxindoles and an olefinic compound. It is functionally related to a 3-methyleneoxindole. | [Biological Activity]
Inhibitor of vascular endothelial growth factor receptor (VEGFR) that also inhibits other tyrosine kinases KIT, MET, FLT3 and RET. Displays no activity against EGFR, HER2, IGF1R and PDGFR. Inhibits tumor vascularization and growth of multiple tumor types. | [Biochem/physiol Actions]
SU 516 inhibits the activity of neuronal nitric oxide synthase and protects the neuronal cells from nitric oxide-mediated neurotoxicity.1 It also acts an agonist of aryl hydrocarbon receptor and is an effective clinical agent for treating autoimmune diseases and transplant rejection.2 | [Synthesis]
To a solution of 2-formyl-3,5-dimethylpyrrole (compound 27, 7.17 g) and 2-indolone (5.0 g) in methanol (100 mL) was added piperidine (1.0 mL). The reaction mixture was stirred at 65 °C overnight. After completion of the reaction, it was cooled to room temperature and the precipitated solid was collected by filtration to afford the target product 1,3-dihydro-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylene]-2H-indol-2-one (Compound 29, 10.4 g) as a yellow solid. | [storage]
Desiccate at -20°C | [References]
[1] Bioorganic and Medicinal Chemistry, 2011, vol. 19, # 10, p. 3086 - 3095 |
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| Company Name: |
J & K SCIENTIFIC LTD.
|
| Telephone: |
18210857532 18210857532 |
| Website: |
https://www.jkchemical.com |
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