Mitoxantrone dihydrochloride

Category	Orthopoxvirus
CAS	70476-82-3
Description	It is a type II topoisomerase inhibitor with IC50 of 2.0 μM, 0.42 mM for HepG2 and MCF-7/wt cells, respectively. Mitoxantrone dihydrochloride is an antiviral, antibacterial, antiprotozoal, immunomodulating and antineoplastic anthraquinone derivative.

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Product Information

Synonyms	1,4-dihydroxy-5,8-bis((2-((2-hydroxyethyl)amino)ethyl)amino)anthracene-9,10-dione dihydrochloride; DHAQ; CL-232325; CL 232325; CL232325; Novantrone; Mitroxone; Neotalem; Onkotrone; Pralifan; Mitoxantrone 2HCl; Immunex
IUPAC Name	1,4-dihydroxy-5,8-bis[2-(2-hydroxyethylamino)ethylamino]anthracene-9,10-dione;dihydrochloride
Molecular Weight	517.40
Molecular Formula	C22H28N4O6.2HCl
Canonical SMILES	C1=CC(=C2C(=C1NCCNCCO)C(=O)C3=C(C=CC(=C3C2=O)O)O)NCCNCCO.Cl.Cl
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
Boiling Point	805.7°C at 760 mmHg
Melting Point	203-205°C
Flash Point	441.1°C
Purity	>98%
Solubility	Soluble in Ethanol (1 mg/mL), Water, DMSO
Appearance	Dark Blue to Black Solid
Storage	Store at 2-8°C
In Vitro	Mitoxantrone dihydrochloride inhibits PKC in a competitive manner with respect to histone H1, and its Ki value is 6.3 μM and in a non-competitive manner with respect to phosphatidylserine and ATP. Mitoxantrone dihydrochloride (0.5 μg/mL, 48 h) induces a decrease in B-CLL cells. Mitoxantrone dihydrochloride induces DNA fragmentation and the proteolytic cleavage of poly(ADP-ribose) polymerase (PARP), demonstrating that the cytotoxic effect of Mitoxantrone dihydrochloride is due to induction of Apoptosis. Mitoxantrone dihydrochloride shows cytotoxicity to human breast carcinoma cell lines MDA-MB-231 and MCF-7 with IC50 values of 18 and 196 nM, respectively.
In Vivo	Mitoxantrone dihydrochloride (IP, 0-3.2 mg/kg/day) produces a statistically significant number of 60-day survivors at 1.6 mg/kg in mice with IP implanted L1210 leukemia. Mitoxantrone dihydrochloride (IV, 0-3.2 mg/kg/day) shows effective antitumor activities and produces a 60% ILS (increase in lifespan) at 3.2 mg/kg in SC implanted Lewis lung carcinoma.
PSA	163.18000
Target	Topoisomerase; PKC; Orthopoxvirus; Apoptosis; Endogenous Metabolite