ChemicalBook--->CAS DataBase List--->587871-26-9

587871-26-9

587871-26-9 Structure

587871-26-9 Structure
IdentificationMore
[Name]

KU-55933 (ATM Kinase Inhibitor)
[CAS]

587871-26-9
[Synonyms]

KV-55933
KU-55933, >99%
KU-55933 (ATM Kinase Inhibitor)
2-MORPHOLIN-4-YL-6-THIANTHREN-1-YL-PYRAN-4-ONE
2-morpholino-6-(thianthren-1-yl)-4H-pyran-4-one
2-(4-Morpholinyl)-6-(1-thianthrenyl)-4H-pyran-4-one
2-Morpholin-4-yl-6-thianthren-1-ylpyran-4-one KU-55933 (ATM Kinase Inhibitor)
[Molecular Formula]

C21H17NO3S2
[MDL Number]

MFCD08276985
[MOL File]

587871-26-9.mol
[Molecular Weight]

395.49
Chemical PropertiesBack Directory
[Boiling point ]

628.0±55.0 °C(Predicted)
[density ]

1.419±0.06 g/cm3(Predicted)
[storage temp. ]

Desiccate at-20°C
[solubility ]

Soluble in DMSO (up to 40 mg/ml) or in Ethanol (up to 20 mg/ml)
[form ]

powder
[pka]

0.33±0.20(Predicted)
[color ]

white to beige
[Stability:]

Stable for 2 years from date of purchase as supplied. Solutions in DMSO or ethanol may be stored at -20° for up to 1 month.
Hazard InformationBack Directory
[Usage]

A potent and specific ATM kinase inhibitor with an IC50 and a Ki of 13 nM and 2.2 nM, respectively.
[Biological Activity]

Potent, selective and competitive ATM kinase inhibitor (K i = 2.2 nM, IC 50 values are 13, 2500, 9300, 16600, > 100000 and > 100000 nM at ATM, DNA-PK, mTOR, PI 3-kinase, PI 4-K and ATR respectively). Decreases viability of MCF-7, A549 and HCT116 cells and decreases p21 CIP1 levels in vitro . Acts as a radio-and chemosensitizer for the treatment of cancer.
[Description]

Potent and selective ATM kinase inhibitor IC50s= 13, 2500, 9300, 16600, >100000 and >100000 nM for ATM, DNA-PK, mTOR, PI 3-kinase, PI 4-K and ATR respectively.1Decreases viability of MCF-7, A549 and HCT116 cells and decreases p21CIP1?levels?in vitro.2?Disruption of ATM signaling in primary A-T fibroblasts leads to dysregulation of ribonucleotide reductase and increase resistance to inhibitors of mitochondrial respiration and translation.3?Sensitizes radio-resistant cancer cells.4Provides neuroprotection against H2O2-induced cell damage.5
[Uses]

A potent and specific ATM kinase inhibitor with an IC50 and a Ki of 13 nM and 2.2 nM, respectively.
[Definition]

ChEBI: 2-(4-morpholinyl)-6-(1-thianthrenyl)-4-pyranone is a thianthrene.
[Biochem/physiol Actions]

KU-55933 is a very potent, specific inhibitor of Ataxia telangiectasia (A-T) mutated (ATM) kinase (IC50 = 13 nM). KU-22933 treatment sensitizes cancer cells to ionizing radiation and cytotoxic drugs. The compound KU-22933 blocks ATM-mediated phosphorylyation of p53, gH2AX, NBS1, and SMC1.
[storage]

Desiccate at -20°C
[References]

1) Hickson?et al.?(2004),?Identification and characterization of a novel and specific inhibitor of the ataxia-telangiectasia mutated kinase ATM; Cancer Res.,?64?9152 2) Crescenzi?et al.?(2008),?Ataxia telangiectasia mutated and p21CIP1 modulate cell survival of drug-induced senescent tumor cells: implications for chemotherapy; Clin. Cancer Res.?14?1877 3) Eaton?et al.?(2007),?Ataxia-telangiectasia mutated kinase regulates ribonucleotide reductase and mitochondrial homeostasis; J. Clin. Invest.,?117?2723 4) Zhang?et al.?(2015)?The ATM inhibitor KU55933 sensitizes radioresistant bladder cancer cells with DAB2IP gene defect; Int. J. Radiat. Biol.,?91?368 5) Chwastek?et al.?(2017)?The ATM kinase inhibitor KU-55933 provides neuroprotection against hydrogen peroxide-induced cell damage via a yH2AX/p-p53/caspase-3-independent mechanism: Inhibition of calpain and cathepsin D; Int. J. Biochem. Cell Biol.?87?38
Safety DataBack Directory
[WGK Germany ]

3
Spectrum DetailBack Directory
[Spectrum Detail]

KU-55933(587871-26-9)1HNMR
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