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ChemicalBook--->CAS DataBase List--->284028-89-3

284028-89-3

284028-89-3 Structure

284028-89-3 Structure
IdentificationBack Directory
[Name]

xav-939
[CAS]

284028-89-3
[Synonyms]

XAV d
CS-300
xav-939
SteMolecule
NVP-XAV 939
XAV 939, >=98%
XAV-939;XAV 939
xav-939 USP/EP/BP
XAV 939/NVP-XAV939
2-[4-(trifluoromethyl)phenyl]-7,8-dihydro-5H-thiino[4,3-d]pyrimidin-4-ol
2-(4-(trifluoromethyl)phenyl)-7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidin-4-ol
XAV-939, 98%, a selective Wnt pathway β-catenin-mediated transcription inhibitor
2-[4-(trifluoromethyl)phenyl]-1,5,7,8-tetrahydrothiopyrano[4,3-d]pyrimidin-4-one
2-(4-(trifluoromethyl)phenyl)-7,8-dihydro-3H-thiopyrano[4,3-d]pyrimidin-4(5H)-one
3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one
1,5,7,8-Tetrahydro-2-[4-(trifluoroMethyl)phenyl]-4H-thiopyrano[4,3-d]pyriMidin-4-one
4H-Thiopyrano[4,3-d]pyrimidin-4-one, 3,5,7,8-tetrahydro-2-[4-(trifluoromethyl)phenyl]-
XAV 939 3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one
[EINECS(EC#)]

687-302-1
[Molecular Formula]

C14H11F3N2OS
[MDL Number]

MFCD16879017
[MOL File]

284028-89-3.mol
[Molecular Weight]

312.31
Chemical PropertiesBack Directory
[Boiling point ]

429.3±55.0 °C(Predicted)
[density ]

1.5
[Fp ]

213.4℃
[storage temp. ]

Store at RT
[solubility ]

DMSO: soluble5mg/mL, clear
[form ]

powder
[pka]

0.23±0.20(Predicted)
[color ]

white to beige
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO may be stored at -20°C for up to 2 months.
Safety DataBack Directory
[Hazard Codes ]

T
[Risk Statements ]

25-36
[Safety Statements ]

26-45-26/45
[RIDADR ]

UN 2811
[WGK Germany ]

3
[HazardClass ]

6.1
[PackingGroup ]

III
[HS Code ]

29349990
Hazard InformationBack Directory
[Description]

XAV-939 (284028-89-3) is a tankyrase inhibitor (IC50=11 and 4 nM for TNKS1 and 2 respectively).? Antagonizes wnt signaling via stimulation of β-catenin degradation and stabilization of actin.1? XAV-939 robustly induces cardiomyogenesis of stem cells.2? Cell permeable
[Uses]

A tankyrase (TNKS) inhibitor that antagonizes Wnt signaling via stimulation of β-catenin degradation and stabilization of axin. It inhibits proliferation of the μ-catenin-dependent colon carcinoma cell line DLD-1.
[Definition]

ChEBI: XAV939 is a thiopyranopyrimidine in which a 7,8-dihydro-5H-thiopyrano[4,3-d]pyrimidine skeleton is substituted at C-4 by a hydroxy group and at C-2 by a para-(trifluoromethyl)phenyl group. It has a role as a tankyrase inhibitor. It is a thiopyranopyrimidine and a member of (trifluoromethyl)benzenes.
[Biological Activity]

Potent inhibitor of Tankyrase 1 (IC50=11nM) and Tankyrase 2 (IC50=4nM). Inhibition of tankyrase promotes stabilization of axin resulting in β-catenin degradation and Wnt signalling disruption. Inhibits proliferation of the μ-catenin-dependent colon carcinoma cell line DLD-1. Promotes cardiomyogenic development in mesoderm progenitor cells.
[Biochem/physiol Actions]

XAV939 is a cell-permeable dihydrothiopyranopyrimidinol, which elicits anti-tumor functionality against colon, lung, breast and liver cancer. It binds to catalytic poly-ADP-ribose polymerase (PARP) domain of the tankyrase enzyme resulting in β-catenin destruction. It also inhibits tankyrase in neuroblastoma promoting apoptosis in tumor cells.
[storage]

Room temperature
[References]

1) Huang?et al. (2009),?Tankyrase inhibition stabilizes axin and antagonizes Wnt signaling; Nature,?46?614 2) Wang?et al. (2011),?Cardiac induction of embryonic stem cells by a small molecule inhibitor of Wnt/β-catenin signaling; Chem. Biol.,?6?192
Spectrum DetailBack Directory
[Spectrum Detail]

xav-939(284028-89-3)1HNMR
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