MITOXANTRONE DIHYDROCHLORIDE

PRODUCT IDENTIFICATION

CAS NO. 65271-80-9 (Base)
70476-82-3 (Dihydrochloride)

MITOXANTRONE

EINECS NO. 274-619-1
FORMULA C22H30Cl2N4O6·2HCl
MOL WT. 517.41

H.S. CODE

2914.69.6000

TOXICITY

 
SYNONYMS Mitozantrone hydrochloride;
1,4-Dihydroxy-5,8-bis(2-((2-hydroxyethyl) amino)ethyl)amino) anthraquinone dihydrochloride; DHAQ HCl; Novantrone; Onkotrone;
SMILES

C1=CC(=C2C(=C1NCCNCCO)C(=O)C3=C(C=CC(=C3C2=O)O)O)NCC NCC O.Cl.Cl

CLASSIFICATION

Antineoplastic, Immunomodulator, Topoisomerase II Inhibitor

EXTRA NOTES

An anthraquinone related chemically to the anthracyclines.

PHYSICAL AND CHEMICAL PROPERTIES

PHYSICAL STATE blue to black powder
MELTING POINT 203 ~ 205 C
BOILING POINT  
SPECIFIC GRAVITY  
SOLUBILITY IN WATER Sparingly soluble (7500 mg/l)

SOLVENT SOLUBILITY

Slightly soluble in methanol. Practically insoluble in acetonitrile, chloroform, acetone

pH  
VAPOR DENSITY

 

AUTOIGNITION

 

NFPA RATINGS Health: 1; Flammability: 0; Reactivity: 0

REFRACTIVE INDEX

 
FLASH POINT

 

STABILITY

Stable under ordinary conditions. Hygroscopic

EXTERNAL LINKS & GENERAL DESCRIPTION

Wikipedia Linking - Mitoxantrone

Google Scholar Search - Mitoxantrone

Drug Information Portal (U.S. National Library of Medicine) - Mitoxantrone

PubChem Compound Summary - Mitoxantrone dihydrochloride

Drug Bank -  Mitoxantrone

KEGG (Kyoto Encyclopedia of Genes and Genomes) - Mitoxantrone

http://www.ebi.ac.uk/ - Mitoxantrone

http://www.ncbi.nlm.nih.gov/ - Mitoxantrone

Material Safety Data Sheet

http://toxnet.nlm.nih.gov/
Hazardous Substances Data Bank - Mitoxantrone

http://dailymed.nlm.nih.gov/
Mechanism of Action - Mitoxantrone, a DNA-reactive agent that intercalates into deoxyribonucleic acid (DNA) through hydrogen bonding, causes crosslinks and strand breaks. Mitoxantrone also interferes with ribonucleic acid (RNA) and is a potent inhibitor of topoisomerase II, an enzyme responsible for uncoiling and repairing damaged DNA. It has a cytocidal effect on both proliferating and nonproliferating cultured human cells, suggesting lack of cell cycle phase specificity. Mitoxantrone injection has been shown in vitro to inhibit B cell, T cell, and macrophage proliferation and impair antigen presentation, as well as the secretion of interferon gamma, TNF╬▒, and IL-2.

Local:
Mitoxantrone, an anthraquinone class antineoplastic agent, is used to treat acute nonlymphocytic leukemia. Its chemical designation is 1,4-Dihydroxy-5,8-bis(2-((2-hydroxyethyl) amino) ethyl)amino) anthraquinone. The hydrochloride salt of mitoxantrone is administered intravenously; a blue to black powder. Urine may turn a blue color by the drug.

Topoisomerase inhibitor is a substance that blocks topoisomerases (enzymes that break and rejoin DNA strands and are needed for cells to divide and grow). Blocking these enzymes may kill cancer cells. Certain topoisomerase inhibitors are being studied in the treatment of cancer.

Topoisomerase inhibitor

CAS RN.

Aclarubicin

57576-44-0

Amrubicin

110267-81-7
Amsacrine 51264-14-3
Belotecan Hydrochloride 213819-48-8

Belotecan

256411-32-2

Camptothecin

7689-03-4

Daunorubicin

20830-81-3
Daunorubicin hydrochloride 23541-50-6

Doxorubicin

23214-92-8
Doxorubicin hydrochloride 25316-40-9
Doxorubicin citrate 111266-55-8
Edotecarin 174402-32-5

Epirubicin

56420-45-2
Epirubicin hydrochloride 56390-09-1
Etoposide 33419-42-0
Etoposide phosphate 117091-64-2

Idarubicin

58957-92-9
Idarubicin 58957-92-9
Idronoxil 81267-65-4
Irinotecan hydrochloride 136572-09-3

Irinotecan

97682-44-5
Ledoxantrone trihydrochloride 119221-49-7
Lurtotecan dihydrochloride 155773-58-3
Mitoxantrone 65271-80-9
Mitoxantrone hydrochloride 70476-82-3

Pirarubicin

72496-41-4

Pixantrone

144510-96-3
Pixantrone maleate 144675-97-8
Rubitecan 91421-42-0
Temafloxacin hydrochloride 105784-61-0

Teniposide

29767-20-2

Topotecan 70476-82-3
Topotecan hydrochloride 119413-54-6

Valrubicin

56124-62-0

Zorubicin

54083-22-6
SALES SPECIFICATION (USP)

APPEARANCE

blue powder

PURITY

98.0 - 102.0%

IDENTIFICATION

Complies

INDIVIDUAL IMPURITY

0.5% max (Total 1.0% max)

ETHYL ALCOHOL

0.2% max

WATER

6.0% max

HEAVY METALS

20ppm max

TRANSPORTATION
PACKING
 
HAZARD CLASS  
UN NO. Not regulated
SAFETY INFORMATION

HAZARD OVERVIEW

OSHA Hazards Target Organ Effect, Carcinogen, Teratogen. Target Organs:Bone marrow, Heart, Central nervous system, Liver. GHS Classification:Reproductive toxicity (Category 1B). May damage fertility or the unborn child.

GHS

 

SIGNAL WORD

Danger

PICTOGRAMS

HAZARD STATEMENTS

H360

P STATEMENTS

P201-P308 + P313

EC DIRECTIVES

 

HAZARD CODES

T

RISK PHRASES

46-61

SAFETY PHRASES

53-36/37/39-45