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CAS No 65271-80-9 , 1,4-dihydroxy-5,8-bis[2-(2-hydroxyethylamino)ethylamino]anthracene-9,
10-dione

  • Name: 1,4-dihydroxy-5,8-bis[2-(2-hydroxyethylamino)ethylamino]anthracene-9,
    10-dione
  • Synonyms: 1,4-dihydroxy-5,8-bis[2-(2-hydroxyethylamino)ethylamino]anthracene-9,
    10-dione; Mitoxantron; 65271-80-9; Dihydroxyanthraquinone; Mitoxanthrone; Mitoxantrona [INN-Spanish]; DHAQ; Mitoxantronum [INN-Latin];Mitozantrone;
  • CAS Registry Number:
  • Transport: HAZARD
  • Melting Point: 170-1740C
  • Density: 1.45 g/cm3
  • Refractive index: 1.709
  • Safety Statements: Poison by subcutaneous, intravenous, and intraperitoneal routes. Human mutation data reported. When heated to decomposition it emits toxic fumes of NOx.
  • Hazard Symbols: UN NO.
  • EINECS: 274-619-1
  • Molecular Weight: 444.48092
  • InchiKey: KKZJGLLVHKMTCM-UHFFFAOYSA-N
  • 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
  • Risk Statements: 46-61
  • Molecular Formula: C22H28N4O6
  • Molecular Structure:CAS No:65271-80-9 1,4-dihydroxy-5,8-bis[2-(2-hydroxyethylamino)ethylamino]anthracene-9,<br />10-dione

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References of 1,4-dihydroxy-5,8-bis[2-(2-hydroxyethylamino)ethylamino]anthracene-9,
10-dione
Title: Mitoxantrone
CAS Registry Number: 65271-80-9
CAS Name: 1,4-Dihydroxy-5,8-bis[[2-[(2-hydroxyethyl)amino]ethyl]amino]-9,10-anthracenedione
Synonyms: DHAQ
Manufacturers' Codes: NSC-279836
Molecular Formula: C22H28N4O6
Molecular Weight: 444.48
Percent Composition: C 59.45%, H 6.35%, N 12.61%, O 21.60%
Literature References: Immunosuppressive and cytostatic anthracenedione. Prepn: R. K. Y. Zee-Cheng, C. C. Cheng, J. Med. Chem. 21, 291 (1978); K. C. Murdock et al., ibid. 22, 1024 (1979); eidem, DE 2835661; K. C. Murdock, F. E. Durr, US 4197249 (1979, 1980 both to Am. Cyanamid). Antitumor activity: R. E. Wallace et al., Cancer Res. 39, 1570 (1979). HPLC determn in plasma: K. T. Lin et al., J. Chromatogr. 465, 75 (1989). Comprehensive description: J. H. Beijnen et al., Anal. Profiles Drug Subs. 17, 221-258 (1988). Review of toxicology: M. McDonald et al., Drugs Exp. Clin. Res. 10, 745-752 (1984); of pharmacology and clinical efficacy in cancer: J. Koeller, M. Eble, Clin. Pharm. 7, 574-581 (1988); of pharmacokinetics and metabolism: G. Ehninger et al., Clin. Pharmacokinet. 18, 365-380 (1990). Review of pharmacology and clinical efficacy in multiple sclerosis: K. K. Jain, Expert Opin. Invest. Drugs 9, 1139-1149 (2000).
Properties: Crystals from ethanol/hexane, mp 160-162°. Abs max (ethanol): 244, 279, 525, 620, 660 nm (log e 4.64, 4.31, 3.70, 4.37, 4.38). Sparingly sol in water, slightly sol in methanol. Practically insol in acetonitrile, chloroform, acetone.
Melting point: mp 160-162°
Absorption maximum: Abs max (ethanol): 244, 279, 525, 620, 660 nm (log e 4.64, 4.31, 3.70, 4.37, 4.38)
 
Derivative Type: Dihydrochloride
CAS Registry Number: 70476-82-3
Synonyms: DHAD
Manufacturers' Codes: CL-232315; NSC-301739
Trademarks: Novantrone (Immunex); Onkotrone (Baxter)
Molecular Formula: C22H28N4O6.2HCl
Molecular Weight: 517.40
Percent Composition: C 51.07%, H 5.84%, N 10.83%, O 18.55%, Cl 13.70%
Properties: Hygroscopic blue-black solid from water/ethanol, mp 203-205°. Abs max (water): 241, 273, 608, 658 nm (e 41000, 12000, 19200, 20900). Sparingly sol in water, slightly sol in methanol. Practically insol in acetonitrile, chloroform, acetone.
Melting point: mp 203-205°
Absorption maximum: Abs max (water): 241, 273, 608, 658 nm (e 41000, 12000, 19200, 20900)
 
Therap-Cat: Antineoplastic; immunomodulator.
Keywords: Antineoplastic; Immunomodulator; Topoisomerase II Inhibitor.