NSC 109555 ditosylate

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Cat.No. 3034 - NSC 109555 ditosylate | C19H24N10O.2C7H8O3S | CAS No. 66748-43-4
Description: Selective Chk2 inhibitor
Alternative Names: DDUG
Chemical Name: 4,4'-diacetyldiphenylurea bis(guanylhydrazone) ditosylate
Purity: ≥98% (HPLC)
Datasheet
Citations (3)
Reviews
Literature (3)

Biological Activity

Selective, reversible, ATP-competitive Chk2 inhibitor (IC50 = 0.2 μM) that displays no effect on a range of other kinases including Chk1 (IC50 > 10 μM). Inhibits histone H1 phosphorylation (IC50 = 0.24 μM) and attenuates mitochondrial ATP synthesis. Exhibits antiproliferative activity in a number of leukemias in vivo.

Technical Data

M. Wt 752.86
Formula C19H24N10O.2C7H8O3S
Storage Store at -20°C
Purity ≥98% (HPLC)
CAS Number 66748-43-4
PubChem ID 12449850
InChI Key DIQGNVANOSOABS-XMDRLFCYSA-N
Smiles O=C(NC2=CC=C(/C(C)=N/NC(N)=N)C=C2)NC1=CC=C(/C(C)=N/NC(N)=N)C=C1.CC3=CC=C(S(=O)(O)=O)C=C3.CC4=CC=C(S(=O)(O)=O)C=C4

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

Solvent Max Conc. mg/mL Max Conc. mM
Solubility
DMSO 7.53 10

Preparing Stock Solutions

The following data is based on the product molecular weight 752.86. 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
0.1 mM 13.28 mL 66.41 mL 132.83 mL
0.5 mM 2.66 mL 13.28 mL 26.57 mL
1 mM 1.33 mL 6.64 mL 13.28 mL
5 mM 0.27 mL 1.33 mL 2.66 mL

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References

References are publications that support the biological activity of the product.

Byczkowski et al (1981) Actions of bis(guanylhydrazones) on isolated rat liver mitochondria. Biochem.Pharmacol. 30 2851 PMID: 6895596

Byczkowski et al (1982) Potentiation of the antimitochondrial and antiproliferative effects of bis(guanylhydrazones) by phenethylbiguanide. Cancer Res. 42 3592 PMID: 6896674

Jobson et al (2007) Identification of a bis-guanylhydrazone [4,4'-diacetyldiphenylurea-bis(guanylhydrazone); NSC 109555] as a novel chemotype for inhibition of Chk2 kinase. Mol.Pharmacol. 72 876 PMID: 17616632


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3 Citations for NSC 109555 ditosylate

Citations are publications that use Tocris products. Selected citations for NSC 109555 ditosylate include:

Fard et al (2013) The heterogenic final cell cycle of chicken retinal Lim1 horizontal cells is not regulated by the DNA damage response pathway. Cell Cycle 13 408 PMID: 24247150

Duong et al (2013) Inhibition of checkpoint kinase 2 (CHK2) enhances sensitivity of pancreatic adenocarcinoma cells to gemcit. J Cell Mol Med 17 1261 PMID: 23855452

Luo et al (2011) Parvovirus B19 infection of human primary erythroid progenitor cells triggers ATR-Chk1 signaling, which promotes B19 virus replication. J Virol 85 8046 PMID: 21680529


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Literature in this Area

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A collection of over 400 products for kinase research, the listing includes inhibitors of:

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Cell Cycle & DNA Damage Repair

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. Adapted from the 2015 Cancer Product Guide, Edition 3, 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.