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601514-19-6

601514-19-6 Structure

601514-19-6 Structure
IdentificationBack Directory
[Name]

GSK-3BETA INHIBITOR XII
[CAS]

601514-19-6
[Synonyms]

TWS11
TWS S
TWS119
CS-445
CS-1924
TWS119, >=98%
TWS-119; TWS 119
OTAVA-BB 7070707013
GSK-3BETA INHIBITOR XII
GSK-3β Inhibitor, TWS119
GSK-3β Inhibitor XII, TWS119
GSK-3BETA INHIBITOR XII USP/EP/BP
TWS 119 (This product is unavailable in the U.S.)
3-[6-(3-AMINO-PHENYL)-7H-PYRROLO[2,3-D]PYRIMIDIN-4-YLOXY]-PHENOL
Phenol, 3-[[6-(3-aminophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]-
TWS 119 3-[[6-(3-Aminophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]phenol
3-[[6-(3-Aminophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxyphenolditrifluoroacetate
3-[[6-(3-Aminophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]phenol TWS 119
[Molecular Formula]

C18H14N4O2
[MDL Number]

MFCD09037535
[MOL File]

601514-19-6.mol
[Molecular Weight]

318.335
Chemical PropertiesBack Directory
[Melting point ]

249 °C
[density ]

1.42
[storage temp. ]

Desiccate at +4°C
[solubility ]

insoluble in H2O; insoluble in EtOH; ≥15.9 mg/mL in DMSO
[form ]

powder
[pka]

8.99±0.10(Predicted)
[color ]

white to beige
Hazard InformationBack Directory
[Uses]

Acts as an ARMS-selective inihibitor, through GSK3 (Glucose Synthase Kinase 3) inhibition.
[Definition]

ChEBI: 3-[[6-(3-aminophenyl)-7H-pyrrolo[2,3-d]pyrimidin-4-yl]oxy]phenol is a member of pyrroles.
[General Description]

A cell-permeable and potent inhibitor of GSK-3β (IC50 = 30 nM). Binds to GSK-3β with high-affinity (Kd = 126 nM), leading to an increase in the level of β-catenin, a downstream substrate of GSK-3β in the Wnt signaling pathway. Shown to selectively induce neuronal differentiation in both pluripotent murine embryonal carcinoma cells (P19; 30-40% at 1 μM) and embryonic stem cells (D3; 50-60% at 400 nM).
[Biological Activity]

Inhibitor of glycogen synthase kinase-3 β (IC 50 = 30 nM). Induces neuronal differentiation in pluripotent murine embryonal carcinoma cells and embryonic stem cells (ESCs).
[Biochem/physiol Actions]

TWS119 favors the γδT cells survival and proliferation by activating the mammalian target of rapamycin (mTOR) pathway. It also promotes the expression of T-cell factor 1 (TCF1) and modulates cytokine production.
[target]

GSK-3β
[storage]

Store at -20°C
[References]

[1] ding s, wu t y h, brinker a, et al. synthetic small molecules that control stem cell fate. proceedings of the national academy of sciences, 2003, 100(13): 7632-7637.
[2] wu t y h, ding s. applying chemical tools to the discovery of novel regenerative medicine. drug discovery today: technologies, 2006, 3(3): 255-260.
Spectrum DetailBack Directory
[Spectrum Detail]

GSK-3BETA INHIBITOR XII(601514-19-6)1HNMR
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