Name | Mitoxantrone |
Synonyms | DHAQ MITOXANTRONE Mitoxantrone MITOXANTRONUM mitoxanthrone MitoxantroneBase 1,4-dihydroxy-5,8-bis(2-((2-hydroxyethyl)amino)ethylamino)-9,10-anthracenedi 1,4-Dihydroxy-5,8-bis[2-[(2-hydroxyethyl)amino]ethylamino]-9,10-anthraquinone 1,4-dihydroxy-5,8-bis[2-(2-hydroxyethylamino)ethylamino]-anthracene-9,10-dione 1,4-Dihydroxy-5,8-Bis((2-((2-Hydroxyethyl)Amino)Ethyl)Amino)Anthracene-9,10-Dione 1,4-dihydroxy-5,8-bis({2-[(2-hydroxyethyl)amino]ethyl}amino)anthracene-9,10-dione |
CAS | 65271-80-9 |
EINECS | 1533716-785-6 |
InChI | InChI=1/C22H28N4O6/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 |
Molecular Formula | C22H28N4O6 |
Molar Mass | 444.48 |
Density | 1.3049 (rough estimate) |
Melting Point | 170-1740C |
Boling Point | 554.47°C (rough estimate) |
Flash Point | 441.1°C |
Solubility | Slightly soluble in water, slightly soluble in ethanol, insoluble in chloroform and acetone |
Vapor Presure | 2.05E-27mmHg at 25°C |
Appearance | Blue powder |
Color | Dark Blue to Black |
pKa | pKa 5.99 (Uncertain);8.13 (Uncertain) |
Storage Condition | Keep in dark place,Sealed in dry,2-8°C |
Sensitive | Easily absorbing moisture |
Refractive Index | 1.6500 (estimate) |
MDL | MFCD00242942 |
Physical and Chemical Properties | Blue-black crystals. Melting point 203-205 °c. Slightly soluble in water, ethanol-soluble, insoluble in chloroform and acetone. Odorless, easy to absorb moisture |
In vitro study | Mitoxantrone inhibits PKC in a competitive manner with respect to histone H1, and its K i value is 6.3 μM and in a non-competitive manner with respect to phosphatidylserine and ATP. Treatment of B-CLL cells for 48 h with mitoxantrone (0.5 μg/mL) induces a decrease in cell viability. Mitoxantrone induces DNA fragmentation and the proteolytic cleavage of poly(ADP-ribose) polymerase (PARP), demonstrating that the cytotoxic effect of mitoxantrone is due to induction of apoptosis. Mitoxantrone shows cytotoxicity to human breast carcinoma cell lines MDA-MB-231 and MCF-7 with IC 50 values of 18 and 196 nM, respectively. |
In vivo study | Mitoxantrone given IP at the optimal dose (1.6 mg/kg/day; as a free base) produces a statistically significant number of 60-day survivors (curative effect) in mice with IP implanted L1210 leukemia. In SC implanted Lewis lung carcinoma, mitoxantrone and ADM administered IV also shows effective antitumor activities and produces a 60% and a 45% ILS, respectively.. |
Risk Codes | R46 - May cause heritable genetic damage R61 - May cause harm to the unborn child R26/27/28 - Very toxic by inhalation, in contact with skin and if swallowed. |
Safety Description | S53 - Avoid exposure - obtain special instructions before use. S36/37/39 - Wear suitable protective clothing, gloves and eye/face protection. S45 - In case of accident or if you feel unwell, seek medical advice immediately (show the label whenever possible.) S22 - Do not breathe dust. |
WGK Germany | 3 |
RTECS | CB5748500 |
Reference Show more | 1. [IF=3.119] Jinrui Zhang et al."In silico study on identification of novel MALT1 allosteric inhibitors."Rsc Adv. 2019 Nov;9(67):39338-39347 2. [IF=3.765] Yu Xuan et al.An application of p-sulfonatocalix[6]arenes to attenuate cardiotoxicity of mitoxantrone in vitro: preparation, characterization and evaluation.J Pharm Pharmacol. 2021 Nov;: |