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Autres documents

M6545

Sigma-Aldrich

Mitoxantrone dihydrochloride

≥97% (HPLC)

Synonyme(s) :

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

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About This Item

Formule empirique (notation de Hill):
C22H28N4O6 · 2HCl
Numéro CAS:
70476-82-3
Poids moléculaire :
517.40
Numéro CE :
274-619-1
Numéro MDL:
MFCD00242943
Code UNSPSC :
12352005
ID de substance PubChem :
24278562
Nomenclature NACRES :
NA.25

Pureté

≥97% (HPLC)

Chaîne SMILES 

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

Clé InChI

ZAHQPTJLOCWVPG-UHFFFAOYSA-N

Informations sur le gène

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

Actions biochimiques/physiologiques

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.

Pictogrammes

Health hazard
GHS08

Mention d'avertissement

Danger

Mentions de danger

H340,H360

Classification des risques

Muta. 1B - Repr. 1B

Code de la classe de stockage

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

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

Certificats d'analyse (COA)

Recherchez un Certificats d'analyse (COA) en saisissant le numéro de lot du produit. Les numéros de lot figurent sur l'étiquette du produit après les mots "Lot" ou "Batch".

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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
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
Yuting Ma et al.
The Journal of experimental medicine, 208(3), 491-503 (2011-03-09)
By triggering immunogenic cell death, some anticancer compounds, including anthracyclines and oxaliplatin, elicit tumor-specific, interferon-γ-producing CD8(+) αβ T lymphocytes (Tc1 CTLs) that are pivotal for an optimal therapeutic outcome. Here, we demonstrate that chemotherapy induces a rapid and prominent invasion
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
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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