Mitoxantrone DihydrochlorideInduces DNA damage by intercalating into DNA and inhibiting Topo II

Mitoxantrone Dihydrochloride (CAS 70476-82-3)

Mitoxantrone Dihydrochloride | CAS 70476-82-3 is rated 5.0 out of 5 by 1.
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Synonym: 1,4-Dihydroxy-5,8-bis[[2-[(2-hydroxyethyl)amino]ethyl]amino]-9,10-anthracenedione dihydrochloride
Application: Induces DNA damage by intercalating into DNA and inhibiting Topo II
CAS Number: 70476-82-3
Purity: ≥99%
Molecular Weight: 517.5
Molecular Formula: C22H28N4O62HCl
* Refer to Certificate of Analysis for lot specific data (including water content).
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Mitoxantrone dihydrochloride is an antiviral, antibacterial, antiprotozoal, immunomodulating, and antineoplastic cytostatic anthraquinone derivative. Induces DNA damage by intercalating into DNA and inhibiting Topo II (topoisomerase II). Mitoxantrone dihydrochloride induces interstrand DNA cross-links and DNA-protein cross-links in cellular systems. Mitoxantrone dihydrochloride has recently been shown to be an inhibitor of DNA methylation.


References

Mitoxantrone. A review of its pharmacodynamic and pharmacokinetic properties, and therapeutic potential in the chemotherapy of cancer: D. Faulds, et al.; Drugs 41, 400 (1991) Mitoxantrone and ametantrone induce interstrand cross-links in DNA of tumour cells: A. Skladanowski & J. Konopa; Br. J. Cancer 82, 1300 (2000) A comparison of the in vitro genotoxicity of anticancer drugs idarubicin and mitoxantrone: J. Blasiak, et al.; Acta Biochim. Pol. 49, 145 (2002) A molecular understanding of mitoxantrone-DNA adduct formation: effect of cytosine methylation and flanking sequences: B.S. Parker, et al.; J. Biol. Chem. 279, 18814 (2004)

Physical State :
Solid
Solubility :
Soluble in water (89 mg/ml at 25° C), 100% ethanol (slightly), methanol (slightly), and DMSO (89 mg/ml at 25° C). Insoluble in acetone.
Storage :
Store at -20° C
Refractive Index :
n20D ~1.71 (Predicted)
IC50 :
Type II topoisomerase : IC50 = 50 nM
For Research Use Only. Not Intended for Diagnostic or Therapeutic Use.
WGK Germany :
3
RTECS :
CB5748500
PubChem CID :
51082
Merck Index :
14: 6217
MDL Number :
MFCD00242943
EC Number :
274-619-1
Beilstein Registry :
4835931
SMILES :
C1=CC(=C2C(=C1NCCNCCO)C(=O)C3=C(C=CC(=C3C2=O)O)O)NCCNCCO.Cl.Cl

Download SDS (MSDS)

Certificate of Analysis

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Mitoxantrone Dihydrochloride  Product Citations

See how others have used Mitoxantrone Dihydrochloride. Click on the entry to view the PubMed entry .

Citations 1 to 4 of 4 total

PMID: # 31272829  Fang, MY.|Markmiller, S.|Vu, AQ.|Javaherian, A.|Dowdle, WE.|Jolivet, P.|Bushway, PJ.|Castello, NA.|Baral, A.|Chan, MY.|Linsley, JW.|Linsley, D.|Mercola, M.|Finkbeiner, S.|Lecuyer, E.|Lewcock, JW.|Yeo, GW.| et al. 2019. Neuron.

PMID: # 28536462  Wani, A. et al. 2017. Sci Rep. 7: 2274.

PMID: # 25368983  Wallace, RA. et al. 2014. Anal. Chem. 86: 11819-25.

PMID: # 22555380  Wani, A. et al. 2012. Pharm. Res. 29: 2407-18.

Citations 1 to 4 of 4 total
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Rated 5 out of 5 by from mielov mielov , J. et al. (PubMed 26333122) used Mitoxantrone as an inducer of double-strand breaks to bring new data about the subcellular distribution of proteins responding to DNA damage. -SCBT Publication Review
Date published: 2015-06-02
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