Mitoxantrone hydrochloride

Mitoxantrone hydrochloride Properties

Melting point	203-205 C
storage temp.	2-8°C
solubility	Sparingly soluble in water, slightly soluble in methanol, practically insoluble in acetone.
form	Solid
color	Dark Blue to Black
Water Solubility	Soluble to 5 mM in water and to 75 mM in DMSO
InChI	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
InChIKey	ZAHQPTJLOCWVPG-UHFFFAOYSA-N
SMILES	C1(O)=C2C(C(=O)C3=C(C2=O)C(NCCNCCO)=CC=C3NCCNCCO)=C(O)C=C1.[H]Cl.[H]Cl
CAS DataBase Reference	70476-82-3(CAS DataBase Reference)
NCI Dictionary of Cancer Terms	mitoxantrone hydrochloride
FDA UNII	U6USW86RD0
Proposition 65 List	Mitoxantrone Hydrochloride
NCI Drug Dictionary	mitoxantrone hydrochloride
EPA Substance Registry System	Mitoxantrone hydrochloride (70476-82-3)
UNSPSC Code	41116107
NACRES	NA.25

SAFETY

Risk and Safety Statements

Symbol(GHS)

GHS08

Signal word

Danger

Hazard statements

H340-H360

Precautionary statements

Hazard Codes

Risk Statements

Safety Statements

RIDADR

3249

WGK Germany

3

RTECS

CB5748500

HazardClass

6.1(b)

PackingGroup

III

HS Code

29146100

Hazardous Substances Data

70476-82-3(Hazardous Substances Data)

NFPA 704

	0
1		0

Mitoxantrone hydrochloride price More Price(56)

Manufacturer	Product number	Product description	CAS number	Packaging	Price	Updated	Buy
Sigma-Aldrich	M6545	Mitoxantrone dihydrochloride ≥97% (HPLC)	70476-82-3	10mg	$62.68	2025-07-31	Buy
Sigma-Aldrich	PHR3051	Minoxidil Related Compound E pharmaceutical secondary standard, certified reference material	70476-82-3	500mg	$514	2025-07-31	Buy
Sigma-Aldrich	M2305000	Mitoxantrone hydrochloride European Pharmacopoeia (EP) Reference Standard	70476-82-3	60 mg	$236	2025-07-31	Buy
Sigma-Aldrich	1445200	Mitoxantrone hydrochloride United States Pharmacopeia (USP) Reference Standard	70476-82-3	400mg	$1200	2025-07-31	Buy
TCI Chemical	M3110	Mitoxantrone Dihydrochloride	70476-82-3	25MG	$38	2025-07-31	Buy

Product number	Packaging	Price	Buy
M6545	10mg	$62.68	Buy
PHR3051	500mg	$514	Buy
M2305000	60 mg	$236	Buy
1445200	400mg	$1200	Buy
M3110	25MG	$38	Buy

Mitoxantrone hydrochloride Chemical Properties,Uses,Production

Description

Mitoxantrone hydrochloride is the first of the synthetic anthracenediones related to doxorubicin to reach the marketplace. Mitoxantrone is useful in the treatment of advanced localized and metastatic mammary carcinomas. It is reported to be less cardiotoxic than doxorubicin.

Description

Mitoxantrone is an anthraquinone that intercalates in DNA and inhibits topoisomerase II (IC₅₀ = 5.3 μM), thus inhibiting cell proliferation. It also inhibits HIV-1 integrase (IC₅₀ = 3.8 μM). Mitoxantrone is exported from cells in an ATP- and glutathione-dependent manner by multidrug resistance protein-1. Formulations containing mitoxantrone have been used in the treatment of cancer and multiple sclerosis.

Chemical Properties

Dark blue, electrostatic, hygroscopic powder.

Originator

Lederle (USA)

Uses

Mitoxanthrone hydrochloride USP (Novantrone) is used to traet acute nonlymphocytic leukemia, including myelogenous promyelocytic, monocytic, and erythroid acute leukemias.

Uses

analgesic, antipyretic

Uses

Mitoxantrone dihydrochloride is an antiviral, antibacterial, antiprotozoal, immunomodulating, and antineoplastic cytostatic anthraquinone derivative. Induces DNA damage by intercalating into DNA and inhibiting Topo II (topoisomerase II). Mitoxantrone dihydrochloride induces interstrand DNA cross-links and DNA-protein cross-links in cellular systems. Mitoxantrone dihydrochloride has recently been shown to be an inhibitor of DNA methylation.

Definition

ChEBI: Mitoxantrone dihydrochloride is a hydrochloride. It has a role as an antineoplastic agent. It contains a mitoxantrone.

Manufacturing Process

A suspension of 12.5 g of 2-(2-aminoethylamino)ethanol in 40 ml of N,N,N',N'-tetramethylethylenediamine is stirred and de-aerated by bubbling nitrogen in for 15 min. A 10.97 g of leuco-1,4,5,8-tetrahydroxyanthraquinone is gradually added with stirring. The suspension is heated and stirred under nitrogen at 50-52°C for 5 hours. The mixture is allowed to stand and cool under nitrogen for 12 hours. The solid is collected by decantation, macerated in ethanol, collected and washed with ethanol giving 15.06 g of the desired product leuco-1,4-bis[2-(2-hydroxyethylamino)ethylamino]-5,8- dihydroxyanthraquinone as a green-gray solid, melting point 129-131°C.
Chloranil oxidation. To 17.86 g of a suspension of the leuco-1,4-bis[2-(2- hydroxyethylamino)ethylamino]-5,8-dihydroxyanthraquinone (0.03 mole) in 2- methoxyethanol was added gradually with stirring 15 ml of 8 N ethanolic hydrogen chloride. The system was chilled with an ice bath and stirred as 7.50 g (0.0305 mole) of chloranil powder was gradually added. The mixture was stirred overnight at room temperature and diluted with 600 ml of ether. The solid was collected and washed with tetrahydrofuran. Yield of 1,4-bis[2-(2- hydroxyethylamino)ethylamino]-5,8-dihydroxyanthraquinone dihydrochloride 21.34 g, melting point 203-205°C (without recrystallisation).

brand name

Novantrone (Serono).

Therapeutic Function

Antineoplastic

General Description

Mitoxantrone is supplied as a blue aqueous solution in 10-and 20-mg vials for IV administration in the treatment of acute lymphoid leukemia, acute myeloid leukemia, breastcancer, prostate cancer, non-Hodgkin’s lymphoma, andmultiple sclerosis. The mechanisms of resistance are thesame as those seen for the anthracyclines. The distributionhalf-life is 1.1 to 3.1 hours, and the drug has a large volumeof distribution (11 L/kg). The elimination half-life rangedfrom 23 to 215 hours, and elimination was primarily via thebile. Metabolism of the agent involves oxidation of the sidechainalcohols to give the monocarboxylic and dicarboxylicacids.Other toxicities are those seen for the anthracyclinesand include myelosuppression, nausea, vomiting, mucositis,diarrhea, and alopecia. The intense color of the parent drugand metabolites may turn the urine blue.

Biological Activity

Mitoxantrone hydrochloride (Mitoxantrone dihydrochloride) is a type II DNA topoisomerase inhibitor. Disrupts DNA synthesis and repair and induces damage by DNA cross-linking. Also inhibits PIM1 kinase (IC50 = 51 nM). Immunomodulatory, antineoplastic and chemotherapeutic agent. Also USP11 inhibitor (IC50= 3.15 μM). Induces cell death of pancreatic cancer cell lines expressing wild-type BRCA2.

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.

Clinical Use

Mitoxantrone is used in combination with other agents during the initial treatment of acute nonlymphocytic leukemia and hormone-refractory prostate cancer. Recent studies have shown that mitoxantrone also decreases the rate of relapse and disease progression in patients with multiple sclerosis. Although too toxic for use in patients with primary progressive disease, it is available for the treatment of chronic progressive, progressive relapsing, or deteriorating relapsing-remitting multiple sclerosis.

Side effects

Common side effects of Mitoxantrone hydrochloride include: Swelling of the body; Infection, possibly in the blood, especially when white blood cell count is low; Sores in mouth and throat which may cause difficulty swallowing; Diarrhea, nausea, vomiting; Headache; Pain in belly, back, joints, or muscles; Abnormal or absence of menstrual period; Tiredness, fever; Hair loss; Hives, rash. Less common side effects include: Damage to the heart or heart failure which may cause shortness of breath, tiredness and swelling; Bruising, bleeding; Anemia which may cause tiredness, or may require transfusion; Liver damage which may cause yellowing of eyes and skin, swelling; Internal bleeding which may cause belly pain, black tarry stool, blood in vomit; Constipation, loss of appetite; Abnormal sexual function; Worry, depression; Swelling and redness at the site of the injection; Changes in weight; Swelling and redness of the whites of the eye; Increased sweating; Loss of nails, darkening of the skin and nails; Bluish/greenish discoloration of the urine, skin, eyes and saliva. A rare side effect is bone marrow cancer (leukaemia) caused by chemotherapy.

Metabolism

Mitoxantrone excretion primarily is biliary. Both the unchanged drug and inactive metabolites resulting from N-dealkylation, deamination, and oxidation of the resultant aldehyde to the carboxylic acid are observed. Both arms of the structure can be metabolized, leading to mono- or dicarboxylic acid metabolites, which are excreted as the glucuronide conjugate. The conjugated metabolites are an intense, dark blue in color and will result in blue-green urine.

storage

Desiccate at RT

References

[1] BRIAN B. HASINOFF . The structure-based design, synthesis and biological evaluation of DNA-binding bisintercalating bisanthrapyrazole anticancer compounds[J]. Bioorganic & Medicinal Chemistry, 2008, 16 7: Pages 3959-3968. DOI: 10.1016/j.bmc.2008.01.033
[2] HEATHER A. CARLSON. Developing a Dynamic Pharmacophore Model for HIV-1 Integrase[J]. Journal of Medicinal Chemistry, 2000, 43 11: 2100-2114. DOI: 10.1021/jm990322h
[3] M E FOX P J S. Long-term inhibition of DNA synthesis and the persistence of trapped topoisomerase II complexes in determining the toxicity of the antitumor DNA intercalators mAMSA and mitoxantrone.[J]. Cancer research, 1990, 50 18: 5813-5818.
[4] QI ZHANG. Mitoxantrone modulates a heparan sulfate-spike complex to inhibit SARS-CoV-2 infection[J]. Scientific Reports, 2022, 12 1. DOI: 10.1038/s41598-022-10293-x

Mitoxantrone hydrochloride synthesis

Synthesis of Mitoxantrone hydrochloride from Mitoxantrone

Mitoxantrone hydrochloride Preparation Products And Raw materials

Raw materials

Chloranil 2-(2-Aminoethylamino)ethanol Dihydro-1,4,5,8-tetrahydroxyanthraquinone N,N,N',N'-Tetramethylethylenediamine

Preparation Products

Mitoxantrone hydrochloride Suppliers

Global( 401)Suppliers

Supplier	Tel	Email	Country	ProdList	Advantage
Jinan Good Medical Technology Co.,Ltd	+86-53155562571 +86-008613553167512	13553167512@139.com	China	23	58
Wuhan JiyunZen Tech Co., Ltd.	+86-18062099985	Amyjiyunzen@yeah.net	China	663	58
Beijing Cooperate Pharmaceutical Co.,Ltd	010-60279497	sales01@cooperate-pharm.com	CHINA	1803	55
Henan Tianfu Chemical Co.,Ltd.	+86-0371-55170693 +86-19937530512	info@tianfuchem.com	China	21622	55
Nanjing ChemLin Chemical Industry Co., Ltd.	025-83697070	product@chemlin.com.cn	CHINA	3009	60
career henan chemical co	+86-0371-86658258 +8613203830695	sales@coreychem.com	China	29855	58
BOC Sciences	+1-631-485-4226	inquiry@bocsci.com	United States	19552	58
CONIER CHEM AND PHARMA LIMITED	+8618523575427	sales@conier.com	China	49975	58
Wuhan ChemNorm Biotech Co.,Ltd.	+86-27-8439 4403 18971486879	sales@chemnorm.com	CHINA	2935	58
TargetMol Chemicals Inc.	+1-781-999-5354; +17819995354	marketing@targetmol.com	United States	32431	58

Supplier	Advantage
Jinan Good Medical Technology Co.,Ltd	58
Wuhan JiyunZen Tech Co., Ltd.	58
Beijing Cooperate Pharmaceutical Co.,Ltd	55
Henan Tianfu Chemical Co.,Ltd.	55
Nanjing ChemLin Chemical Industry Co., Ltd.	60
career henan chemical co	58
BOC Sciences	58
CONIER CHEM AND PHARMA LIMITED	58
Wuhan ChemNorm Biotech Co.,Ltd.	58
TargetMol Chemicals Inc.	58

View Lastest Price from Mitoxantrone hydrochloride manufacturers

Update time	Product	Price	Min. Order	Purity	Supply Ability	Manufacturer
2025-09-18	Mitoxantrone dihydrochloride 70476-82-3	US $72.00-50.00 / mg		98.63%	10g	TargetMol Chemicals Inc.
2025-09-18	Mitoxantrone dihydrochloride 70476-82-3	US $72.00-50.00 / mg		98.63%	10g	TargetMol Chemicals Inc.
2025-09-17	Mitoxantrone hydrochloride 70476-82-3	US $5.00-0.50 / KG	1KG	99% hplc	500TONS	Wuhan JiyunZen Tech Co., Ltd.

Mitoxantrone dihydrochloride
70476-82-3
US $72.00-50.00 / mg
98.63%
TargetMol Chemicals Inc.

Mitoxantrone dihydrochloride
70476-82-3
US $72.00-50.00 / mg
98.63%
TargetMol Chemicals Inc.

Mitoxantrone hydrochloride
70476-82-3
US $5.00-0.50 / KG
99% hplc
Wuhan JiyunZen Tech Co., Ltd.

Mitoxantrone hydrochloride Spectrum

Mitoxantrone hydrochloride(70476-82-3)¹HNMR

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1of4

1,4-dihydroxy-5,8-bis(2-(2-hydroxyethylamino)ethylamino)anthracene-9,10-dione dihydrochloride Mitoxantrone hydrochloride 1,4-Dihydroxy-5,8-bis[[2-[(2-hydroxyethyl)amino]ethyl]amino]anthraquinone dihydrochloride Mitoxantrone dihydrochloride, >=99% novantrone MITOXANTRONE DIHYDROCHLORIDE MITOXANTRONE HCL MITOXANTRONE HYDROCHLORIDE MITOXANTRONE HYDROCHLORIDE SALT MITOXANTHRONE HCL mitozantrone hydrochloride DHAQ DHAQ DIHYDROCHLORIDE 1,4-DIHYDROXY-5,8-BIS[2-[(2-HYDROXYETHYL)AMINO]ETHYL]AMINO]-9,10-ANTHRACENEDIONE DIHYDROCHLORIDE 1,4-dihydroxy-5,8-bis[[2-[(2-hydroxyethyl)amino]ethyl]amino]anthraquinone dihydrochloride mitozantrone dihydrochloride Mitoxanthrone hydrochloride 1,4-Dihydroxy-5,8-bis[[2-[(2-hydroxyethyl)aMino]ethyl]aMino]-9,10-anthracenedione Hydrochloride Bisantrone IMMunex NCI 301739 Novantron Novatrone Mitoxantrone hydrochloride(Mitozantrone hydrochloride Mitoxantrone hydrochlorid 1,4-dihydroxy-5,8-bis((2-((2-hydroxyethyl)amino)ethyl)amino)-anthracenedion cl232315 1,4-DIHYDROXY-5,8-BIS-[2-(2-HYDROXYETHYLAMINO)ETHYLAMINO]ANTHRAQUINONE 2HCL 1,4-Dihydroxy-5,8-bis-[2-(2- DHAD Mitozantrone NSC-301739 MITOXANTRONE HCL USP Mitoxantrone2Hcl MitoxantroneHclEp5 1,4-Dihydroxy-5,8-bis((2-((2-hydroxyethyl)amino)ethyl)amino)anthrachinondihydrochlorid Mitoxantron HCl Mitoxantrone dihydrochloride,1,4-Dihydroxy-5,8-bis[[2-[(2-hydroxyethyl)amino]ethyl]amino]-9,10-anthracenedione dihydrochloride Mitoxantrone Hydrochloride (400 mg) Mitoxantrone hydroch Mitroxantreone hydrochloride 1,4-dihydroxy-5,8-bis({2-[(2-hydroxyethyl)aMino]ethyl}aMino)-9,10-dihydroanthracene-9,10-dione dihydrochloride 9,10-Anthracenedione,1,4-dihydroxy-5,8-bis[[2-[(2-hydroxyethyl)amino]ethyl]amino]-, dihydrochloride Mitoxantrone hydrochloride CRS Mitoxantrone hydrochloride USP/EP/BP Mitoxantrone HCl (mitozantrone) Mitoxantrone-D8 hydrochloride Mitoxantrone Hydrochloride (1445200) Mitoxantrone Hydrochloride General Notices Mitoxantrone DiHCl 1,4-dihydroxy-5,8-bis((2-((2-hydroxyethyl)amino)ethyl)amino)anthracene-9,10-dione hydrochloride Mitoxantrone (NSC-301739)2HCl Mitoxantrone dihydrochloride, Type II topoisomerase inhibitor Mitoxantrone dihydrochloride, 10 mM in DMSO Mitoxantrone Impurity 19 70476-82-3 704766-82-3 C22H28N4O62ClH C22H28N4O62HClC22H30Cl2N4O6