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Mitoxantrone hydrochloride

CAS No.
70476-82-3
Chemical Name:
Mitoxantrone hydrochloride
Synonyms
MITOXANTRONE HCL;novantrone;DHAQ;DHAD;Mitozantrone;IMMunex;cl232315;Novantron;Novatrone;Bisantrone
CBNumber:
CB4246424
Molecular Formula:
C22H30Cl2N4O6
Molecular Weight:
517.4028
MDL Number:
MFCD00242943
MOL File:
70476-82-3.mol
MSDS File:
SDS
Last updated:2023-06-30 15:45:59

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.
color Dark Blue to Black
Water Solubility Soluble to 5 mM in water and to 75 mM in DMSO
InChIKey ZAHQPTJLOCWVPG-UHFFFAOYSA-N
CAS DataBase Reference 70476-82-3(CAS DataBase Reference)
FDA UNII U6USW86RD0
NCI Dictionary of Cancer Terms mitoxantrone hydrochloride
NCI Drug Dictionary mitoxantrone hydrochloride
Proposition 65 List Mitoxantrone Hydrochloride
EPA Substance Registry System Mitoxantrone hydrochloride (70476-82-3)

SAFETY

Risk and Safety Statements

Symbol(GHS)  GHS hazard pictograms
GHS08
Signal word  Danger
Hazard statements  H340-H360
Precautionary statements  P201-P280-P308+P313
Hazard Codes  T,T+
Risk Statements  46-61-26/27/28
Safety Statements  53-36/37/39-45-22
RIDADR  3249
WGK Germany  3
RTECS  CB5748500
HazardClass  6.1(b)
PackingGroup  III
HS Code  29146100
NFPA 704
0
1 0

Mitoxantrone hydrochloride price More Price(55)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
Sigma-Aldrich M6545 Mitoxantrone dihydrochloride ≥97% (HPLC) 70476-82-3 10mg $64.6 2024-03-01 Buy
Sigma-Aldrich 1445200 Mitoxantrone hydrochloride United States Pharmacopeia (USP) Reference Standard 70476-82-3 400mg $1210 2024-03-01 Buy
TCI Chemical M3110 Mitoxantrone Dihydrochloride 70476-82-3 25MG $38 2024-03-01 Buy
TCI Chemical M3110 Mitoxantrone Dihydrochloride 70476-82-3 100MG $101 2024-03-01 Buy
Alfa Aesar J66341 Mitoxantrone dihydrochloride 70476-82-3 50mg $152 2023-06-20 Buy
Product number Packaging Price Buy
M6545 10mg $64.6 Buy
1445200 400mg $1210 Buy
M3110 25MG $38 Buy
M3110 100MG $101 Buy
J66341 50mg $152 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

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.

Uses

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

Uses

analgesic, antipyretic

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.

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.

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

65271-80-9
70476-82-3
Synthesis of Mitoxantrone hydrochloride from Mitoxantrone

Mitoxantrone hydrochloride Preparation Products And Raw materials

Global( 326)Suppliers
Supplier Tel Email Country ProdList Advantage
Beijing Cooperate Pharmaceutical Co.,Ltd
010-60279497 sales01@cooperate-pharm.com CHINA 1811 55
Henan Tianfu Chemical Co.,Ltd.
+86-0371-55170693 +86-19937530512 info@tianfuchem.com China 21695 55
Nanjing ChemLin Chemical Industry Co., Ltd.
025-83697070 product@chemlin.com.cn CHINA 3012 60
career henan chemical co
+86-0371-86658258 sales@coreychem.com China 29914 58
Chongqing Chemdad Co., Ltd
+86-023-61398051 +8613650506873 sales@chemdad.com China 39916 58
CONIER CHEM AND PHARMA LIMITED
+8618523575427 sales@conier.com China 47465 58
Shaanxi Dideu Medichem Co. Ltd
+86-29-87569266 15319487004 1015@dideu.com China 2263 58
Wuhan ChemNorm Biotech Co.,Ltd.
+86-27-8439 4403 18971486879 sales@chemnorm.com CHINA 2935 58
WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
+8615377521700 wangwendy93@gmail.com China 868 58
TargetMol Chemicals Inc.
+1-781-999-5354 +1-00000000000 marketing@targetmol.com United States 19892 58

View Lastest Price from Mitoxantrone hydrochloride manufacturers

Image Update time Product Price Min. Order Purity Supply Ability Manufacturer
Mitoxantrone hydrochloride pictures 2024-03-16 Mitoxantrone hydrochloride
70476-82-3
US $0.00 / KG 100g 98%+ 100kg WUHAN CIRCLE POWDER TECHNOLOGY CO.,LTD
Mitroxantreone hydrochloride pictures 2022-08-13 Mitroxantreone hydrochloride
70476-82-3
US $20.00 / kg 1kg 99% 5000 Ton Hebei Duling International Trade Co. LTD
Mitoxantrone hydrochloride pictures 2022-02-23 Mitoxantrone hydrochloride
70476-82-3
US $9.90-7.70 / g 10g 99.99%HPLC.USP42——Powder、Oil、Pills、Capsules、Tablets,Customiz 1000kgs Shanghai Biolang Biotechnology Co., Ltd.
  • Mitoxantrone hydrochloride pictures
  • Mitoxantrone hydrochloride
    70476-82-3
  • US $9.90-7.70 / g
  • 99.99%HPLC.USP42——Powder、Oil、Pills、Capsules、Tablets,Customiz
  • Shanghai Biolang Biotechnology Co., Ltd.

Mitoxantrone hydrochloride Spectrum

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% MITOXANTRONE HYDROCHLORIDE MITOXANTRONE HYDROCHLORIDE SALT MITOXANTHRONE HCL mitozantrone hydrochloride 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 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 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- 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 MITOXANTRONE DIHYDROCHLORIDE mitozantrone dihydrochloride Mitoxanthrone hydrochloride Mitoxantrone hydrochlorid 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) novantrone MITOXANTRONE HCL DHAQ DHAD Mitozantrone Mitoxantrone Hydrochloride General Notices Mitoxantrone DiHCl 1,4-dihydroxy-5,8-bis((2-((2-hydroxyethyl)amino)ethyl)amino)anthracene-9,10-dione hydrochloride 70476-82-3 704766-82-3 C22H28N4O62ClH C22H28N4O62HClC22H30Cl2N4O6 C22H30Cl2N4O6 C22H28N4O62HCl C22H28N4O6x2HCL C22H29ClN4O6HCl