1,4-dihydroxy-5,8-bis[(2-{[2-hydroxy(2H4)ethyl]amino}ethyl)amino]-9,10-dihydroanthracene-9,10-dione

• ChemBase ID: 174655
• Molecular Formular: C22H28N4O6
• Molecular Mass: 444.48092
• Monoisotopic Mass: 444.20088464
• SMILES: c1(ccc(c2c1C(=O)c1c(C2=O)c(ccc1NCCNCCO)NCCNCCO)O)O
• Canonical SMILES: OCCNCCNc1ccc(c2c1C(=O)c1c(C2=O)c(O)ccc1O)NCCNCCO
• 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
• InChIKey: KKZJGLLVHKMTCM-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 1,4-dihydroxy-5,8-bis[(2-{[2-hydroxy(^2H₄)ethyl]amino}ethyl)amino]-9,10-dihydroanthracene-9,10-dione
• IUPAC Traditional name: 1,4-dihydroxy-5,8-bis[(2-{[2-hydroxy(^2H₄)ethyl]amino}ethyl)amino]anthracene-9,10-dione
• Synonyms: 1,4-Dihydroxy-5,8-bis[[2-[(2-hydroxyethyl-d4)amino]ethyl]amino]-9,10-anthracenedione; 1,4-Bis[(2-(2-hydroxyethylamino-d4)ethyl)amino]-5,8-dihydroxyanthraquinone; DHAQ-d8; Dihydroxyanthraquinone-d8; Mitox-d8; Mitoxanthrone-d8; Mitozantrone-d8; Nimitoxantron-d8; Novantron-d8; Novantrone-d8; Ralenova-d8; NSC 279836-d8; Mitoxantrone-d8

Database IDs

• CAS Number: 1189974-82-0
• PubChem SID: 164230565
• PubChem CID: 45039947

CALCULATED PROPERTIES

• Acid pKa: 9.775683
• H Acceptors: 10
• H Donor: 8
• LogD (pH = 5.5): -4.25051
• LogD (pH = 7.4): -1.2001225
• Log P: 1.1855145
• Molar Refractivity: 123.5338 cm^3
• Polarizability: 45.86351 Å^3
• Polar Surface Area: 163.18 Å^2
• Rotatable Bonds: 12
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol; Water
• Apperance: Dark Blue Solid
• Melting Point: >145°C (dec.)

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - M373427

Labelled Mitoxantrone (M373425). Mitoxantrone is a DNA intercalating drug. Mitoxantrone inhibits DNA synthesis. Mitoxantrone is used as an anti-cancer agent.

REFERENCES

• McDonald, M., et al.: Drugs Exp. Clin. Res., 10, 745 (1984)
• Beijnen, J.H., et al.: Anal. Profiles Drug Subs., 17, 221 (1984)