(Z)-FeCP-oxindole - CAS 1137967-28-2
Catalog number: B0084-119101
Category: Inhibitor
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Molecular Formula:
C19H15FeNO
Molecular Weight:
329.17
COA:
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Targets:
VEGFR
Description:
(Z)-FeCP-oxindole is a human vascular endothelial cell growth factor receptor 2 (VEGFR-2) inhibitor (IC50 = 220 nM). (Z)-FeCP-oxindole exhibits anticancer activity (IC50< 1 μM against B16 murine melanoma lines).
Brife Description:
VEGFR-2 inhibitor
Related CAS:
884338-18-5 (E-enantiomer)
Synonyms:
(Z)-3-Ferrocenylmethylidene-1,3-dihydro-2H-indol-2-one
MSDS:
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InChIKey:
MTGBTDOTYGXLBK-UHFFFAOYSA-M
InChI:
InChI=1S/C14H11NO.C5H5.Fe/c16-14-12(9-10-5-1-2-6-10)11-7-3-4-8-13(11)15-14;1-2-4-5-3-1;/h1-9,15-16H;1-5H;/q;-1;+2/p-1
Canonical SMILES:
[CH-]1C=CC=C1.C1=CC=C2C(=C1)C(=C(N2)[O-])C=C3C=CC=C3.[Fe+2]
1.Structural and biological investigation of ferrocene-substituted 3-methylidene-1,3-dihydro-2H-indol-2-ones.
Spencer J;Mendham AP;Kotha AK;Richardson SC;Hillard EA;Jaouen G;Male L;Hursthouse MB Dalton Trans. 2009 Feb 14;(6):918-21. doi: 10.1039/b816249b. Epub 2008 Nov 18.
The Knoevenagel condensation of 1,3-dihydro-2H-indol-2-one with ferrocene carboxaldehyde afforded an approximate 2:1 mixture of the geometrical isomers (E)- and (Z)-3-ferrocenylmethylidene-1,3-dihydro-2H-indol-2-one respectively in an overall 67% yield; the air and solution-stable isomers were readily separated by preparative thin layer chromatography and their structures were unequivocally elucidated in solution, by (1)H NMR spectroscopy, and in the solid phase, by X-ray crystallography; both isomers of displayed in vitro toxicity against B16 melanoma and Vero cell lines in the micromolar range and inhibited the kinase VEGFR-2 with IC(50) values of ca. 200 nM.
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CAS 1137967-28-2 (Z)-FeCP-oxindole

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