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Description: Potent and selective ATR kinase inhibitor; antitumor
Chemical Name: 4-[4-[(3R)-3-Methyl-4-morpholinyl]-6-[1-(methylsulfonyl)cyclopropyl]-2-pyrimidinyl]-1H-indole
Purity: ≥98% (HPLC)
Biological Activity for AZ 20
AZ 20 is a potent and selective ATR kinase inhibitor (IC50 = 5 nM). Exhibits 7.6-fold selectivity over mTOR and selectivity over a panel of 442 kinases, including ATM kinase, PI3-K isoforms, and DNA-PK. Inhibits cell growth in cell lines with high baseline levels of replication stress. Displays antitumor effects in vivo.
Licensing Information
Sold for research purposes under agreement from AstraZeneca
Compound Libraries for AZ 20
AZ 20 is also offered as part of the Tocriscreen 2.0 Max and Tocriscreen Epigenetics Library. Find out more about compound libraries available from Tocris.
Technical Data for AZ 20
| M. Wt | 412.51 |
| Formula | C21H24N4O3S |
| Storage | Store at -20°C |
| Purity | ≥98% (HPLC) |
| CAS Number | 1233339-22-4 |
| PubChem ID | 46244454 |
| InChI Key | SCGCBAAYLFTIJU-CQSZACIVSA-N |
| Smiles | CS(C4(CC4)C1=CC(N5[C@H](C)COCC5)=NC(C2=CC=CC3=C2C=CN3)=N1)(=O)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for AZ 20
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| DMSO | 20.63 | 50 | |
| ethanol | 4.13 | 10 |
Preparing Stock Solutions for AZ 20
The following data is based on the product molecular weight 412.51. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 0.5 mM | 4.85 mL | 24.24 mL | 48.48 mL |
| 2.5 mM | 0.97 mL | 4.85 mL | 9.7 mL |
| 5 mM | 0.48 mL | 2.42 mL | 4.85 mL |
| 25 mM | 0.1 mL | 0.48 mL | 0.97 mL |
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Product Datasheets for AZ 20
References for AZ 20
References are publications that support the biological activity of the product.
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 PMID: 23394205
If you know of a relevant reference for AZ 20, please let us know.
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Keywords: AZ 20, AZ 20 supplier, AZ20, potent, selective, ATR, Kinase, inhibitors, inhibits, ataxia, telangiectasia, Rad3, related, antitumor, antitumour, replication, stress, ATM, &, Checkpoint, Control, Kinases, 5198, Tocris Bioscience
8 Citations for AZ 20
Citations are publications that use Tocris products. Selected citations for AZ 20 include:
Teloni et al (2019) Efficient Pre-mRNA Cleavage Prevents Replication-Stress-Associated Genome Instability. Mol Cell 73 670 PMID: 30639241
Kilic et al (2019) Phase separation of 53BP1 determines liquid-like behavior of DNA repair compartments. EMBO J e101379 PMID: 31267591
George et al (2021) MYBL2 and ATM suppress replication stress in pluripotent stem cells. EMBO Rep 22 e51120 PMID: 33779025
Daniel et al (2022) Etoposide-induced DNA damage is increased in p53 mutants: identification of ATR and other genes that influence effects of p53 mutations on Top2-induced cytotoxicity. Oncotarget 13 332-346 PMID: 35178190
Stephen P et al (2019) A Compendium of Mutational Signatures of Environmental Agents. Cell 177 821-836.e16 PMID: 30982602
Bowry et al (2018) BET Inhibition Induces HEXIM1- and RAD51-Dependent Conflicts between Transcription and Replication. Cell Rep 25 2061 PMID: 30463005
Jiri et al (2020) ATR is essential for preservation of cell mechanics and nuclear integrity during interstitial migration. Nat Commun 11 4828 PMID: 32973141
Skau et al (2016) FMN2 Makes Perinuclear Actin to Protect Nuclei during Confined Migration and Promote Metastasis. Cell 167 1571 PMID: 27839864
Do you know of a great paper that uses AZ 20 from Tocris? Please let us know.
Reviews for AZ 20
Average Rating: 5 (Based on 1 Review.)
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Highly stable.
By
Anonymous on 06/22/2020
Assay Type: In Vitro
Species: Human
Cell Line/Tissue: U2OS
AZ20 (2.4 μM)
I used short treatments with AZ20 in the presence of JQ1.
Literature in this Area
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Cell Cycle and DNA Damage Research Product Guide
This product guide provides a review of the cell cycle and DNA damage research area and lists over 150 products, including research tools for:
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Cell Cycle & DNA Damage Repair Poster
In normal cells, each stage of the cell cycle is tightly regulated, however in cancer cells many genes and proteins that are involved in the regulation of the cell cycle are mutated or over expressed. This poster summarizes the stages of the cell cycle and DNA repair. It also highlights strategies for enhancing replicative stress in cancer cells to force mitotic catastrophe and cell death.