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ChemicalBook--->CAS DataBase List--->1233339-22-4

1233339-22-4

1233339-22-4 Structure

1233339-22-4 Structure
IdentificationBack Directory
[Name]

AZ20
[CAS]

1233339-22-4
[Synonyms]

AZ20
CS-1335
AZ-20; AZ 20;
AZ20 USP/EP/BP
(3R)-4-[2-(3H-indol-4-yl)-6-(1-methylsulfonylcyclopropyl)pyrimidin-4-yl]-3-methylmorpholine
4-[4-(1-Methanesulfonylcyclopropyl)-6-[(3R)-3-methylmorpholin-4-yl]pyrimidin-2-yl]-1H-indole
(R)-4-(2-(1H-Indol-4-yl)-6-(1-(methylsulfonyl)cyclopropyl)pyrimidin-4-yl)-3-methylmorpholine
4-[4-[(3R)-3-Methyl-4-morpholinyl]-6-[1-(methylsulfonyl)cyclopropyl]-2-pyrimidinyl]-1H-indole
1H-Indole, 4-[4-[(3R)-3-methyl-4-morpholinyl]-6-[1-(methylsulfonyl)cyclopropyl]-2-pyrimidinyl]-
4-[4-[(3R)-3-Methyl-4-morpholinyl]-6-[1-(methylsulfonyl)cyclopropyl]-2-pyrimidinyl]-1H-indole AZ20
AZ20 4-[4-[(3R)-3-Methyl-4-morpholinyl]-6-[1-(methylsulfonyl)cyclopropyl]-2-pyrimidinyl]-1H-indole
[Molecular Formula]

C21H24N4O3S
[MDL Number]

MFCD25976730
[MOL File]

1233339-22-4.mol
[Molecular Weight]

412.505
Chemical PropertiesBack Directory
[Boiling point ]

634.6±55.0 °C(Predicted)
[density ]

1.42±0.1 g/cm3(Predicted)
[storage temp. ]

-20°
[solubility ]

Soluble in DMSO (up to 20 mg/ml).
[form ]

solid
[pka]

15.65±0.30(Predicted)
[color ]

Off-white
[Stability:]

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

AZ20 (1233339-22-4) is a potent and highly selective inhibitor of Ataxia telangiectasia mutated and RAD3-related (ATR) kinase (IC50?= 5 nM in vitro; IC50?= 50 nM in HT29 colorectal adenocarcinoma cells).1?Combination therapy with AZ20 and gemcitabine resulted in synergistic inhibition of tumor cell growth and cell death initiation in pancreatic cancer cell lines.2
[Uses]

AZ20 is a potent and selective inhibitor of ATR (ATM-Rad3-related) kinase with in vivo antitumor activity.
[Definition]

ChEBI: (3R)-4-[2-(1H-indol-4-yl)-6-(1-methylsulfonylcyclopropyl)-4-pyrimidinyl]-3-methylmorpholine is a member of indoles.
[Enzyme inhibitor]

This novel potent inhibitor (FW = 412.51 g/mol; CAS 1233339-22-4; Solubility: 83 mg/mL DMSO; <1 mg/mL H2O), also named AZ 20 and 4- [4-[ (3R) -3-methyl-4-morpholinyl]-6-[1- (methylsulfonyl) cyclopropyl]-2- pyrimidinyl]-1H-indole, selectively targets ATR kinase, a serine/threonine- protein kinase also known as ataxia telangiectasia and Rad3-related protein (or ATR) kinase with IC50 of 5 nM, 8-fold selectivity over mTOR.
[storage]

Store at -20°C
[References]

1) Foote?et al.?(2013)?Discovery of 4-{4-[(3R)-3-Methylmorpholin-4-yl]-6-[1-(methylsulfonyl)cyclopropyl]pyrimidin-2-yl}-1H-indole (AZ20): A Potent and Selective Inhibitor of ATR Protein Kinase with Monotherapy In Vivo Antitumor Activity; J. Med. Chem.?56?2125 2) Liu?et al.?(2017)?Inhibition of ATR potentiates the cytotoxic effect of gemcitabine on pancreatic cancer cell lines through enhancement of DNA damage and abrogation of ribonucleotide reductase induction by gemcitabine; Oncol. Rep.?37?3377
Spectrum DetailBack Directory
[Spectrum Detail]

AZ20(1233339-22-4)MS
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