Mitoxantrone

The Mitoxantrone, with the CAS registry number 65271-80-9, is also known as 9,10-Anthracenedione,1,4-dihydroxy-5,8-bis[[2-[(2-hydroxyethyl)amino]ethyl]amino]-. It belongs to the product categories of Pharmaceutical material and intermeidates; Intermediates & Fine Chemicals; Pharmaceuticals. This chemical's molecular formula is C₂₂H₂₈N₄O₆ and molecular weight is 444.48. What's more, its systematic name is 1,4-Dihydroxy-5,8-bis({2-[(2-hydroxyethyl)amino]ethyl}amino)-9,10-anthraquinone. Its classification codes are: (1)Analgesics; (2)Antineoplastic agents; (3)Central Nervous System Agents; (4)DNA topoisomerase II inhibitor; (5)Mutation data; (6)Peripheral Nervous System Agents; (7)Sensory System Agents. This chemical has been used in the treatment of certain types of cancer, acute myeloid leukemia, mostly metastatic breast cancer, and non-Hodgkin's lymphoma. It's also used for treating multiple sclerosis (MS), the subset known as secondary progressive MS.

Physical properties of Mitoxantrone are: (1)ACD/LogP: 1.548; (2)# of Rule of 5 Violations: 2; (3)ACD/LogD (pH 5.5): -2.52; (4)ACD/LogD (pH 7.4): -1.58; (5)ACD/BCF (pH 5.5): 1.00; (6)ACD/BCF (pH 7.4): 1.00; (7)ACD/KOC (pH 5.5): 1.00; (8)ACD/KOC (pH 7.4): 1.00; (9)#H bond acceptors: 10; (10)#H bond donors: 8; (11)#Freely Rotating Bonds: 16; (12)Polar Surface Area: 163.18 Å²; (13)Index of Refraction: 1.709; (14)Molar Refractivity: 119.707 cm³; (15)Molar Volume: 306.522 cm³; (16)Polarizability: 47.456×10^-24cm³; (17)Surface Tension: 84.50 dyne/cm; (18)Density: 1.45 g/cm³; (19)Flash Point: 441.098 °C; (20)Enthalpy of Vaporization: 122.835 kJ/mol; (21)Boiling Point: 805.743 °C at 760 mmHg; (22)Vapour Pressure: 0 mmHg at 25°C.

Preparation of Mitoxantrone: this chemical can be prepared by 2-(2-amino-ethylamino)-ethanol and 1,4-difluoro-5,8-dihydroxy-anthraquinone at the ambient temperature. This reaction will need solvent pyridine with the reaction time of 50 hours. The yield is about 30%.

Uses of Mitoxantrone: it can be used to produce 8,11-dihydroxy-4-(2-hydroxy-ethyl)-6-[2-(2-hydroxy-ethylamino)-ethylamino]-1,2,3,4-tetrahydro-1,4-diaza-benzo[a]anthracene-7,12-dione by heating. It will need reagent KOH and solvent methanol with the reaction time of 5 hours. The yield is about 85%.

When you are using this chemical, please be cautious about it as the following:
This chemical is very toxic by inhalation, in contact with skin and if swallowed. It may cause heritable genetic damage and may cause harm to the unborn child. You should not breathe dust. When using it, you need to wear suitable protective clothing, gloves and eye/face protection. In case of accident or if you feel unwell, you must seek medical advice immediately (show the label where possible). It should be avoid exposure, and you must obtain special instructions before use.

You can still convert the following datas into molecular structure:
(1)SMILES: O=C2c1c(c(NCCNCCO)ccc1NCCNCCO)C(=O)c3c2c(O)ccc3O
(2)Std. InChI: InChI=1S/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
(3)Std. InChIKey: KKZJGLLVHKMTCM-UHFFFAOYSA-N

The toxicity data is as follows: