M6545
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:
Molecular Weight:
517.40
NACRES:
NA.25
PubChem Substance ID:
UNSPSC Code:
12352005
EC Number:
274-619-1
MDL number:
Assay:
≥97% (HPLC)
Quality level:
Quality Level
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)
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.
signalword
Danger
hcodes
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
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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)