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Safety Information

M6545

Sigma-Aldrich

Mitoxantrone dihydrochloride

≥97% (HPLC)

Synonym(s):

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

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About This Item

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

Quality Level

100

Assay

≥97% (HPLC)

SMILES string

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

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

InChI key

ZAHQPTJLOCWVPG-UHFFFAOYSA-N

Gene Information

human ... TOP2A(7153)

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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

Signal Word

Danger

Hazard Statements

H340,H360

Hazard Classifications

Muta. 1B - Repr. 1B

Storage Class Code

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

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

ISHL Indicated Name

Substances Subject to be Indicated Names

ISHL Notified Names

Substances Subject to be Notified Names

JAN Code

M6545-BULK:
M6545-50MG:
M6545-10MG:
M6545-VAR:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCT3297
MKCQ3047
MKCM8540
MKCL5878
MKCG7209

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Ceramide and sphingosine-1-phosphate act as photodynamic therapy-elicited damage-associated molecular patterns: cell surface exposure.
Korbelik M
International Immunopharmacology, 20, 359-359 (2014)
A RasGAP-derived cell permeable peptide potently enhances genotoxin-induced cytotoxicity in tumor cells.
Michod D
Oncogene, 23, 8971-8971 (2004)
Calreticulin as cancer treatment adjuvant: combination with photodynamic therapy and photodynamic therapy-generated vaccines.
Korbelik M
Frontiers in Oncology, 5, 15-15 (2015)
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
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)
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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.

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