Semaxinib
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Semaxinib
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CAS No:
204005-46-9
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Formula:
C15H14N2O
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Chemical Name:
Semaxinib
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Synonyms:
2H-Indol-2-one,3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-;3-[(3,5-Dimethyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-2H-indol-2-one;SU 5416;Sugen 5416;Semoxind;NSC 696819;3-[(3,5-Dimethylpyrrol-2-yl)methylene]indolin-2-one;3-(3,5-Dimethyl-1H-pyrrol-2-ylmethylene)-1,3-dihydroindol-2-one;Semaxinib;VEGFR2 receptor tyrosine kinase III
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CAS No:
Description
Semaxinib (SU5416) is a potent and selective inhibitor of the vascular endothelial growth factor receptor (Flk-1/KDR) with an IC50 of 1.23 μM.
Characteristics
44.9
2.5
yellow to yellow orange
1.3±0.1 g/cm3
226-228 °C
481.4±45.0°C at 760 mmHg
244.9±28.7 °C
1.684
Safety Information
NONH for all modes of transport
3
R36/37/38
26-36
Xi
P261-P305 + P351 + P338
H315-H319-H335
Semaxinib Use and Manufacturing
To a solution of 2-formyl-3, 5-dimethylpyrrole (compound 27, 7.17 g) and indolin-2-one (5.0 g) in methanol (100 mL) was added piperidine (1.0 mL). The mixture was stirred at 65 °C overnight. After cooling down to room temperature, the resulting solid gave desired compound 29 (10.4 g) as a yellow solid.
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.
Computed Properties
Molecular Weight:238.28
XLogP3:2.5
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:1
Rotatable Bond Count:1
Exact Mass:238.110613074
Monoisotopic Mass:238.110613074
Topological Polar Surface Area:44.9
Heavy Atom Count:18
Complexity:377
Undefined Bond Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes
