3-{[4-(dimethylamino)phenyl]methylidene}-2,3-dihydro-1H-indol-2-one

• ChemBase ID: 153759
• Molecular Formular: C17H16N2O
• Molecular Mass: 264.32174
• Monoisotopic Mass: 264.12626314
• SMILES: CN(C)c1ccc(cc1)/C=C\1/c2ccccc2NC1=O
• Canonical SMILES: O=C1Nc2c(/C/1=C/c1ccc(cc1)N(C)C)cccc2
• InChI: InChI=1S/C17H16N2O/c1-19(2)13-9-7-12(8-10-13)11-15-14-5-3-4-6-16(14)18-17(15)20/h3-11H,1-2H3,(H,18,20)
• InChIKey: UAKWLVYMKBWHMX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-{[4-(dimethylamino)phenyl]methylidene}-2,3-dihydro-1H-indol-2-one
• IUPAC Traditional name: 3-{[4-(dimethylamino)phenyl]methylidene}-1H-indol-2-one
• Synonyms: 3-(4-Dimethylaminobenzylidenyl)-2-indolinone; 3-[[(4-Dimethyl-amino)phenyl]methylene]-1,3-dihydro-2H-indol-2-one, E/Z mixture; SU 4312

Database IDs

• CAS Number: 5812-07-7
• MDL Number: MFCD00118147
• PubChem SID: 24278803; 162247898
• PubChem CID: 6450842

CALCULATED PROPERTIES

• Acid pKa: 11.312998
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.3193982
• LogD (pH = 7.4): 3.372502
• Log P: 3.373274
• Molar Refractivity: 84.1599 cm^3
• Polarizability: 30.654104 Å^3
• Polar Surface Area: 32.34 Å^2
• Rotatable Bonds: 2
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: DMSO: >10 mg/mL; H2O: insoluble
• Apperance: orange

Safety Information

• European Hazard Symbols: Irritant (Xi)
• German water hazard class: 3
• Risk Statements: 36/37/38
• Safety Statements: 26-36
• GHS Pictograms: GHS07
• GHS Signal Word: Warning
• GHS Hazard statements: H315-H319-H335
• GHS Precautionary statements: P261-P305 + P351 + P338
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves
• Storage Temperature: 2-8°C

Pharmacology Properties

• Gene Information: human ... FLT1(2321)

Product Information

• Purity: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C17H16N2O

DETAILS

Sigma Aldrich - S8567

Biochem/physiol Actions
SU 4312 is a vascular endothelial growth factor (VEGF) receptor protein tyrosine kinase 1/2 and platelet derived growth factor (PDGF) receptor inhibitor.
Other Notes
This product is a mixture of the cis- and trans- isomers. The ratio is about 55:45 based on HPLC.