| Identification | Back 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 Properties | Back 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. | [InChI]
1S/C14H11F3N2OS/c15-14(16,17)9-3-1-8(2-4-9)12-18-11-5-6-21-7-10(11)13(20)19-12/h1-4H,5-7H2,(H,18,19,20) | [InChIKey]
KLGQSVMIPOVQAX-UHFFFAOYSA-N | [SMILES]
FC(F)(F)c1ccc(cc1)C2=NC3=C(CSCC3)C(=O)N2 |
| Safety Data | Back 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 | [Storage Class]
11 - Combustible Solids | [Hazard Classifications]
Acute Tox. 4 Oral |
| Hazard Information | Back 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 |
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J & K SCIENTIFIC LTD.
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Shangchem Co., Ltd.
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