ChemicalBook--->CAS DataBase List--->1129669-05-1

1129669-05-1

1129669-05-1 Structure

1129669-05-1 Structure
IdentificationBack Directory
[Name]

IM-12
[CAS]

1129669-05-1
[Synonyms]

IM-12
CS-1819
CS-2144
IM-12 USP/EP/BP
The GSK3β Inhibitor XIX
THE GSK3Β INHIBITOR XIX; IM 12; IM-12;IM12
3-(4-fluorophenethylaMino)-1-Methyl-4-(2-Methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione
3-(4-Fluorophenylethylamino)-1-methyl-4-(2-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione
3-[[2-(4-fluorophenyl)ethyl]amino]-1-methyl-4-(2-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione
1H-Pyrrole-2,5-dione, 3-[[2-(4-fluorophenyl)ethyl]amino]-1-methyl-4-(2-methyl-1H-indol-3-yl)-
3-(4-Fluorophenylethylamino)-1-methyl-4-(2-methyl-1H-indol-3-yl)-1H-pyrrole-2,5-dione IM-12
[Molecular Formula]

C22H20FN3O2
[MDL Number]

MFCD20527313
[MOL File]

1129669-05-1.mol
[Molecular Weight]

377.412
Chemical PropertiesBack Directory
[Melting point ]

187 °C
[Boiling point ]

600.2±55.0 °C(Predicted)
[density ]

1.34±0.1 g/cm3(Predicted)
[storage temp. ]

2-8°C
[solubility ]

DMSO: ≥9mg/mL
[form ]

powder
[pka]

16.77±0.30(Predicted)
[color ]

yellow-orange
Safety DataBack Directory
[Hazard Codes ]

Xn
[Risk Statements ]

22
[WGK Germany ]

3
Hazard InformationBack Directory
[Description]

Glycogen synthase kinase 3β (GSK3β) is a constitutively active serine/threonine protein kinase implicated in several important regulatory processes. It can phosphorylate β-catenin, an intracellular signal transducer in the Wnt signaling pathway, which leads to β-catenin degradation. IM-12 is a non-symmetrically substituted indolylmaleimide that increases β-catenin levels by inhibiting GSK3β (IC50 = 53 nM). It has been shown to reduce proliferation and increase differentiation of a ReNCell VM cell line derived from human ventral midbrain. IM-12 is also reported to have a depolymerizing effect on in vitro tubulin assembly.
[Uses]

GSK-3β inhibitor (IC50=53nM (enzymatic), 3.8μM (cellular)). The compound significantly increases β-catenin levels, leads to TCF-induction and promotes neuronal differentiation in human neural progenitor cells via activation of canonical Wnt signaling.
[Definition]

ChEBI: 3-[2-(4-fluorophenyl)ethylamino]-1-methyl-4-(2-methyl-1H-indol-3-yl)pyrrole-2,5-dione is an organonitrogen compound, an organooxygen compound and a member of maleimides. It is functionally related to an alpha-amino acid.
[IC 50]

GSK-3β: 53 nM (IC50)
[storage]

Store at -20°C
[References]

[1]. schm?le ac, brennführer a, karapetyan g, et al. novel indolylmaleimide acts as gsk-3beta inhibitor in human neural progenitor cells. bioorg med chem, 2010, 18(18): 6785-6795.
Spectrum DetailBack Directory
[Spectrum Detail]

IM-12(1129669-05-1)1HNMR
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