Basic information
- CAS
194413-58-6- Standard SMILES
Cc1cc(C)c(/C=C2\C(=O)Nc3ccccc32)[nH]1- InChIKey
WUWDLXZGHZSWQZ-WQLSENKSSA-N- Molecular formula
- C15H14N2O
- Average molar mass
- 238.28 g/mol
- Monoisotopic mass
- 238.11061307
Overview
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, an angiogenesis modulating agent, an EC 2.7.10.1 (receptor protein-tyrosine kinase) inhibitor and a vascular endothelial growth factor receptor antagonist. It is a member of pyrroles, a member of oxindoles and an olefinic compound. It is functionally related to a 3-methyleneoxindole.
Names & identifiers
- Preferred name
- Semaxanib
- IUPAC
- (3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1H-indol-2-one
- English name
- 3-[(2,4-Dimethylpyrrol-5-yl)methylidenyl]-2-indolinon
- Molecular formula
- C15H14N2O
- Molecular weight
- 238.28
Names & synonyms
Semaxanib194413-58-6SU5416SU 5416SemoxindSU-5416Semaxanib (SU5416)TSU 16(Z)-3-((3,5-dimethyl-1H-pyrrol-2-yl)methylene)indolin-2-oneZ-Semaxanib(3Z)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1H-indol-2-oneNSC-696819
Show more names
CS-114117022(Z)(Z)-SemaxinibUnii-71ia9S35ajSeMaxanib,SU5416Semaxanib (Z)-SU 5416(Z)-Semaxinib, 10 mM in DMSO
(Z)-SU 5416Lopac0_001110SCHEMBL19571SU00541671IA9S35AJCHEMBL276711HMS3648O123-(1-(3,5-Dimethyl-1H-pyrrol-2-yl)meth-(Z)-ylidene)-2-oxo-2,3-dihydroindole
Database identifiers
- CAS
194413-58-6、204005-46-9- PubChem CID
- 5329098
- DTXSID
DTXSID801025708- ChEMBL
CHEMBL276711- ChEBI
CHEBI:91083
Properties
Computed structural properties
- XLogP
- 2.5
- Topological polar surface area
- 44.9 Ų
- Hydrogen bond donors
- 2
- Hydrogen bond acceptors
- 1
- Rotatable bonds
- 1
- Heavy atoms
- 18
- Formal charge
- 0
- Complexity
- 377
Experimental & physicochemical properties
DrugsPharmaceuticals -> Listed in ZINC15
Physicochemical properties
- Melting point
- 220 · 220-222℃
- Density
- 1.256 · 1.256
- storage temp.
- 2 · 2-8°C
- 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)/b12-8-
- InChIKey
- WUWDLXZGHZSWQZ-WQLSENKSSA-N
- SMILES
- N1C2=C(C=CC=C2)/C(=C/C2=C(C)C=C(C)N2)/C1=O
- EWG's Food Scores
- 1 · 1
- NCI Dictionary of Cancer Terms
- semaxanib
- FDA UNII
- 71 IA9S35AJ · 71IA9S35AJ
- NCI Drug Dictionary
- semaxanib
- Symbol(GHS)
- 7 · GHS07
- Signal word
- Warning
- Hazard statements
Safety & regulation
Safety data
- Signal word
- Warning
- Symbol(GHS)
- GHS07
- Hazard statements
- H317-H319
- Precautionary statements
- P280-P305+P351+P338
Chemistry & industry
Applications
UsesAdrenalone is an adrenergic agonist.
UsesSemaxanib is a potent and selective VEGFR(Flk-1/KDR) inhibitor.
Upstream & downstream products
Upstream raw materials
Suppliers70 total
北京华美互利生物化工010-56205725 · [email protected]
南通飞宇生物科技有限公司0513-68819626 15152877458 · [email protected]
上海麦克林生化科技股份有限公司021-50706066 15221275939 · [email protected]
上海毕得医药科技股份有限公司400-1647117 13681763483 · [email protected]
陕西缔都新材料有限公司029-63373950 17392216152 · [email protected]
Nantong HI-FUTURE Biology Co., Ltd.+86-18051384581 · [email protected]
北京索莱宝科技有限公司010-50973130 17801761073 · [email protected]
上海波以尔化工有限公司[email protected]
芷威（上海）化学科技有限公司
Related reactions
3 records
Compound notes
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