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
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
| Target | Value |
VEGFR2
(Cell-free assay) | 9.6 μM |
IC 50
Flk-1: 9.6 μM (IC
50)
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.
