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| | xav-939 Basic information |
| Product Name: | xav-939 | | Synonyms: | xav-939;3,5,7,8-Tetrahydro-2-[4-(trifluoromethyl)phenyl]-4H-thiopyrano[4,3-d]pyrimidin-4-one;XAV 939/NVP-XAV939;CS-300;2-[4-(trifluoromethyl)phenyl]-1,5,7,8-tetrahydrothiopyrano[4,3-d]pyrimidin-4-one;XAV 939, >=98%;SteMolecule;1,5,7,8-Tetrahydro-2-[4-(trifluoroMethyl)phenyl]-4H-thiopyrano[4,3-d]pyriMidin-4-one | | CAS: | 284028-89-3 | | MF: | C14H11F3N2OS | | MW: | 312.31 | | EINECS: | 687-302-1 | | Product Categories: | Heterocycles;Inhibitors;Intermediates & Fine Chemicals;Pharmaceuticals;Sulfur & Selenium Compounds;API;Aromatics | | Mol File: | 284028-89-3.mol |  |
| | xav-939 Chemical Properties |
| Boiling point | 429.3±55.0 °C(Predicted) | | density | 1.5 | | Fp | 213.4℃ | | storage temp. | room temp | | solubility | DMSO: soluble5mg/mL, clear | | pka | 0.23±0.20(Predicted) | | form | powder | | 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. |
| 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 |
| | xav-939 Usage And Synthesis |
| 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. | | Uses | XAV939 has been used in the inhibition
- of tankyrase in neuroblastoma cell lines
- of diphtheria toxin-like ADP-ribosyltransferases (ARTD) in medulloblastoma cells
- of wnt signalling in human induced pluripotent stem cells (hiPSCs)
| | 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. | | 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 |
| | xav-939 Preparation Products And Raw materials |
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