CAS 204005-46-9 Semaxinib (HCID 123015)

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Basic information

CAS: 204005-46-9
Standard SMILES: Cc1cc(C)c(C=C2C(=O)Nc3ccccc32)[nH]1
InChIKey: WUWDLXZGHZSWQZ-UHFFFAOYSA-N
Molecular formula: C15H14N2O
Average molar mass: 238.28 g/mol
Monoisotopic mass: 238.11061307

Names & identifiers

Preferred name: Semaxinib
IUPAC: 3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1H-indol-2-one
English name: SU 5416
Molecular formula: C15H14N2O
Molecular weight: 238.28

Names & synonyms

204005-46-9RefChem:931606SemaxinibSugen 54163-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-1H-indol-2-oneDTXSID10411323-((3,5-dimethyl-1H-pyrrol-2-yl)methylene)indolin-2-oneC15H14N2O2H-Indol-2-one, 3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylene]-1,3-dihydro-emaxanib1,3-Dihydro-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylene]-2H-indol-2-oneKinome_2848

Show more names

17022SU54161(Z)-3-((3SU5416 /SU-5416SU 5416 semaxanibSEMAXINIB(SU 5416)SU 5416 (SeMaxinib)SU5416（204005-46-9）

Semaxanib(SU5416)SCHEMBL19572orb1306586SCHEMBL5559281CHEMBL2002702SCHEMBL29373311WLZ5205(3E)-3-[(3,5-dimethyl-1H-pyrrol-2-yl)methylidene]-2,3-dihydro-1H-indol-2-one

Database identifiers

CAS: 204005-46-9
PubChem CID: 123015
DTXSID: DTXSID1041132
ChEMBL: CHEMBL2002702
EC Number: 621-120-5

Properties

Computed structural properties

XLogP: 2.5
Topological polar surface area: 44.9 Å²
Hydrogen bond donors: 2
Hydrogen bond acceptors: 1
Rotatable bonds: 1
Heavy atoms: 18
Formal charge: 0
Complexity: 377

Experimental & physicochemical properties

Collision Cross Section154.2 Å² [M+H]+ [CCS Type: DT; Buffer gas: N2; Ionization: ESI+; Dataset: TOXCAST; Source Identifier: DTXSID1041132]

Physicochemical properties

Melting point: 226 · 226-228 °C
Boiling point: 481.4 · 481.4±45.0 °C(Predicted)
Density: 1.256 · 1.256±0.06 g/cm3(Predicted)
storage temp.: -20 °C · -20°C
solubility: 2 O: · H2O: insoluble
form: Yellow orange solid
pka: 12.59 · 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
UNSPSC Code

Safety & regulation

GHS classification

GHS Classification · 4 items

Warning

H315 (100%): Causes skin irritation [Warning Skin corrosion/irritation]

P261, P264, P264+P265, P271, P280, P302+P352, P304+P340, P305+P351+P338, P319, P321, P332+P317, P337+P317, P362+P364, P403+P233, P405, and P501 (click each P-code to see the statement)

Aggregated GHS information provided per 38 reports by companies from 1 notifications to the ECHA C&L Inventory. Each notification may be associated with multiple companies.

Hazard information

Hazard Classes and CategoriesSkin Irrit. 2 (100%)

Safety data

PPE: dust mask type N95 (US), Eyeshields, Gloves
wgk: 3
hs_code: 29339900
risk_code: 36/37/38
Signal word: Warning
Symbol(GHS): GHS07
hazard_code: Xi
safety_code: 26-36
Storage Class: 11 - Combustible Solids
Hazard statements: H335-H319-H315
Precautionary statements: P264-P280-P302+P352-P321-P332+P313-P362-P264-P280-P305+P351+P338-P337+P313P

Chemistry & industry

Pharmacology

MeSH Pharmacological Classification · 2 items

Agents and endogenous substances that antagonize or inhibit the development of new blood vessels.

Agents that inhibit PROTEIN KINASES.

Applications

UsesSU 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 tumor tissues.

UsesSU 516 was used to study the mechanism of development of cerebral vasculature in zebrafish hindbrain.3 It was used to study the pulmonary vascular remodeling in response to hypoxia in mouse model of pulmonary arterial hypertension.4