ChemicalBook--->CAS DataBase List--->3476-86-6

3476-86-6

3476-86-6 Structure

3476-86-6 Structure
IdentificationBack Directory
[Name]

SU 5205
[CAS]

3476-86-6
[Synonyms]

SU 5205
SU 5205; SU-5205; SU5205
2H-Indol-2-one, 3-[(4-fluorophenyl)methylene]-1,3-dihydro-
[Molecular Formula]

C15H10FNO
[MOL File]

3476-86-6.mol
[Molecular Weight]

239.24
Chemical PropertiesBack Directory
[Melting point ]

194-196 °C
[Boiling point ]

435.3±45.0 °C(Predicted)
[density ]

1.306±0.06 g/cm3(Predicted)
[storage temp. ]

Sealed in dry,2-8°C
[solubility ]

DMF: 50 mg/ml; DMSO: 50 mg/ml; DMSO:PBS(pH 7.2) (1:3): 0.25 mg/ml; Ethanol: 5 mg/ml
[form ]

A crystalline solid
[pka]

12.69±0.20(Predicted)
[color ]

White to yellow
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P264-P270-P271-P280-P301+P312-P330-P302+P352-P321-P304+P340-P305+P351+P338-P332+P313-P362+P364-P337+P313-P403+P233-P405-P501
Hazard InformationBack Directory
[Uses]

SU5205 is an inhibitor of VEGFR2 (FLK-1), with an IC50 of 9.6 μM[1].
[Biological Activity]

SU5205 is an inhibitor of VEGF receptor 2 (VEGFR2/FLK-1) with IC50 of 9.6 μM.
[Synthesis]

Oxindole

59-48-3

4-Fluorobenzaldehyde

459-57-4

SU 5205

3476-86-6

GENERAL STEPS: 2-Indolone (1 eq.) and p-fluorobenzaldehyde (1 eq.) were added to ethanol (EtOH, 3 mL/0.2 mmol) and the mixture was stirred until completely dissolved. Subsequently piperidine (0.1 eq.) was added and the reaction mixture was heated to 90 °C and kept reacting for 3-7 hours. After completion of the reaction, it was cooled to room temperature. The resulting precipitate was collected by filtration, washed with cold ethanol and dried to give 3-(4-fluorophenylmethylene)indolin-2-one crude. If further purity is required, the product can be purified by ethanol recrystallization.

[in vitro]

SU5205 inhibits ligand-induced endothelial mitogenesis for VEGF with an IC 50 of 5.1 μM.

[target]

TargetValue
VEGFR2
(Cell-free assay)
9.6 μM
[IC 50]

Flk-1: 9.6 μM (IC50)
[storage]

Store at -20°C
[References]

[1] Huh S, et al. Melanogenesis inhibitory effect of fatty acid alkyl esters isolated from Oxalis triangularis. Biol Pharm Bull. 2010;33(7):1242-5. DOI:10.1248/bpb.33.1242
[2] Torsten K, et, al. Synthesis and radiopharmacological investigation of 3-[4'-[(18)F]fluorobenzylidene]indolin-2-one as possible tyrosine kinase inhibitor. Bioorg Med Chem. 2009 Nov 15; 17(22): 7732-42.
Spectrum DetailBack Directory
[Spectrum Detail]

SU 5205(3476-86-6)1HNMR
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