| Identification | Back 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 Properties | Back 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 Information | Back 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 |
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