Skip to Content
Merck
CN

M6545

Mitoxantrone dihydrochloride

≥97% (HPLC)

Synonym(s):

1,4-Dihydroxy-5,8-bis[[2-[(2-hydroxyethyl)amino]ethyl]amino]-9,10-anthracenedione dihydrochloride

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C22H28N4O6 · 2HCl
CAS Number:
70476-82-3
Molecular Weight:
517.40
NACRES:
NA.25
PubChem Substance ID:
24278562
UNSPSC Code:
12352005
EC Number:
274-619-1
MDL number:
MFCD00242943

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

Product Name

Mitoxantrone dihydrochloride, ≥97% (HPLC)

InChI key

ZAHQPTJLOCWVPG-UHFFFAOYSA-N

InChI

1S/C22H28N4O6.2ClH/c27-11-9-23-5-7-25-13-1-2-14(26-8-6-24-10-12-28)18-17(13)21(31)19-15(29)3-4-16(30)20(19)22(18)32;;/h1-4,23-30H,5-12H2;2*1H

SMILES string

Cl[H].Cl[H].OCCNCCNc1ccc(NCCNCCO)c2C(=O)c3c(O)ccc(O)c3C(=O)c12

assay

≥97% (HPLC)

Quality Level

100

Gene Information

human ... TOP2A(7153)

Looking for similar products? Visit Product Comparison Guide

Application

Mitoxantrone dihydrochloride has been used:
  • to induce calreticulin surface expression in cells
  • as a genotoxin agent
  • as a topoisomerase inhibitor

Biochem/physiol Actions

Mitoxantrone is a cytostatic anthracenedione that intercalates in DNA and increases the incidence of double-strand breaks by stabilizing the cleavable complex of topoisomerase II and DNA. Mitoxantrone also displays broad immunosuppressive activity inhibiting proliferation of all classes of lymphocytes and inducing apoptosis of antigen-presenting T cells. It used clinically as a chemotherapeutic agent against leukemias and solid tumors and as an immune system modulator in multiple sclerosis.

pictograms

Health hazard
GHS08

signalword

Danger

hcodes

H340,H360

Hazard Classifications

Muta. 1B - Repr. 1B

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type P3 (EN 143) respirator cartridges

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
MKCX5450
MKCT3297
MKCQ3047
MKCM8540
MKCL5878

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Vugar Yagublu et al.
Pancreatology : official journal of the International Association of Pancreatology (IAP) ... [et al.], 13(1), 79-87 (2013-02-12)
Peritoneal carcinomatosis is a common cause of death in pancreatic cancer patients. In this metastatic stage of the disease, few patients show a sustained response to therapy. In the palliative situation, targeted and compartment restricted delivery of drugs offers the
James M Stankiewicz et al.
Neurotherapeutics : the journal of the American Society for Experimental NeuroTherapeutics, 10(1), 77-88 (2012-12-29)
Immunosuppressives have been used in multiple sclerosis (MS) since 1966. Today, we have many treatments for the relapsing forms of the disease, including 8 US Food and Drug Administration-approved therapies, with more soon to be introduced. Given the current treatment
A high through-put screen for small molecules modulating MCM2 phosphorylation identifies Ryuvidine as an inducer of the DNA damage response.
FitzGerald J
PLoS ONE, 9, e98891-e98891 (2014)
Chyuan-Chuan Wu et al.
Nucleic acids research, 41(22), 10630-10640 (2013-09-17)
Type II topoisomerases (Top2s) alter DNA topology via the formation of an enzyme-DNA adduct termed cleavage complex, which harbors a transient double-strand break in one DNA to allow the passage of another. Agents targeting human Top2s are clinically active anticancer
Adi Tzur-Balter et al.
Acta biomaterialia, 9(4), 6208-6217 (2013-01-01)
Nanostructured porous silicon (PSi) thin films, fabricated by the electrochemical anodization of single crystalline Si wafers, are studied as delivery systems for the anticancer drug mitoxantrone dihydrochloride (MTX). The surface chemistry of the PSi carriers was tailored by surface alkylation
View All Related Papers

Articles

DNA Damage and Repair

DNA damage and repair mechanism is vital for maintaining DNA integrity. Damage to cellular DNA is involved in mutagenesis, the development of cancer among others.

DNA损伤和修复

DNA损伤和修复机制对于维持DNA完整性至关重要。细胞DNA的损伤与突变、癌症发展等有关。

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service