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2288709-96-4

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2288709-96-4 Structure

2288709-96-4 Structure
IdentificationBack Directory
[Name]

Benzamide, N-methyl-4-(6-phenylimidazo[1,2-a]pyrazin-3-yl)-
[CAS]

2288709-96-4
[Synonyms]

N-Methyl-4-(6-phenylimidazo[1,2-a]pyrazin-3-yl)benzamide
Benzamide, N-methyl-4-(6-phenylimidazo[1,2-a]pyrazin-3-yl)-
[Molecular Formula]

C20H16N4O
[MDL Number]

MFCD31715431
[MOL File]

2288709-96-4.mol
[Molecular Weight]

328.37
Chemical PropertiesBack Directory
[density ]

1.25±0.1 g/cm3(Predicted)
[storage temp. ]

Store at -20°C
[solubility ]

DMSO: 150 mg/ml
[form ]

A solid
[pka]

14.63±0.46(Predicted)
[color ]

White to off-white
[InChI]

1S/C20H16N4O/c1-21-20(25)16-9-7-15(8-10-16)18-11-23-19-12-22-17(13-24(18)19)14-5-3-2-4-6-14/h2-13H,1H3,(H,21,25)
[InChIKey]

LCRTUEXVVKVKBD-UHFFFAOYSA-N
[SMILES]

[n]21c(ncc2c4ccc(cc4)C(=O)NC)C=NC(=C1)c3ccccc3
Safety DataBack Directory
[Symbol(GHS) ]

Exclamation Mark (GHS07)
GHS07
[Signal word ]

Warning
[Hazard statements ]

H302-H315-H319-H335
[Precautionary statements ]

P261-P305+P351+P338
[WGK Germany ]

WGK 3
[Storage Class]

11 - Combustible Solids
Hazard InformationBack Directory
[Uses]

AZ32 is an orally bioavailable and blood-brain barrier-penetrating ATM inhibitor with an IC50 of <6.2 nM for ATM enzyme, and an IC50 of 0.31 μM for ATM in cell.
[Biological Activity]

AZ32 is an oral, blood-brain barrier-penetrating ATM inhibitor with IC50<6.2 nM. Inhibits ATM in cells with IC50 of 0.31 μM.
[in vitro]

AZ32 is a next-generation blood-brain barrier (BBB)-penetrating ATM inhibitor. AZ32 blocks the DNA damage response and radiosensitized GBM cells in vitro.

[in vivo]

AZ32, with enhanced BBB penetration, is highly efficient in vivo as radiosensitizer in syngeneic and human, orthotopic mouse glioma model compared with AZ31. AZ32 is a specific inhibitor of the ATM kinase that possesses good BBB penetration in mouse. Following a single oral dose of AZ32 (200 mg/kg) in mice, the free-brain concentrations of AZ32 are in excess of the cellular IC 50 for approximately 22 hours.

[IC 50]

ATM: 6.2 nM (IC50); ATM: 0.31 μM (IC50, in cell)
[storage]

Store at -20°C
[References]

[1] Karlin J, et al. Orally Bioavailable and Blood-Brain Barrier-Penetrating ATM Inhibitor (AZ32) Radiosensitizes Intracranial Gliomas in Mice. Mol Cancer Ther. 2018 Aug;17(8):1637-1647. DOI:10.1158/1535-7163.MCT-17-0975
Spectrum DetailBack Directory
[Spectrum Detail]

AZ32(2288709-96-4)1HNMR
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