Losoxantrone

Losoxantrone
Identifiers
	IUPAC name 7-Hydroxy-2-{2-[(2-hydroxyethyl)amino]ethyl}-5-({2-[(2-hydroxyethyl)amino]ethyl}amino)dibenzo[cd,g]indazol-6(2H)-one;
CAS Number	88303-60-0 ;
PubChem CID	72116;
ChemSpider	65094 ;
UNII	47KPH00809;
CompTox Dashboard (EPA)	DTXSID60236949 ;
Chemical and physical data
Formula	C22H27N5O4
Molar mass	425.489 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES c1cc-2c(c(c1)O)C(=O)c3c(ccc4c3c2nn4CCNCCO)NCCNCCO;
	InChI InChI=InChI=1S/C22H27N5O4/c28-12-9-23-6-7-25-15-4-5-16-20-19(15)22(31)18-14(2-1-3-17(18)30)21(20)26-27(16)11-8-24-10-13-29/h1-5,23-25,28-30H,6-13H2 ; Key:YROQEQPFUCPDCP-UHFFFAOYSA-N ;

Losoxantrone (biantrazole) is an anthroquinone anthrapyrazole antineoplastic agent and analog of mitoxantrone.^[1]^[2] It is also sometimes known as DuP 941.^[3]

References

^ Showalter HD, Johnson JL, Hoftiezer JM, Turner WR, Werbel LM, Leopold WR, et al. (January 1987). "Anthrapyrazole anticancer agents. Synthesis and structure-activity relationships against murine leukemias". Journal of Medicinal Chemistry. 30 (1): 121–31. doi:10.1021/jm00384a021. PMID 3806589.
^ Beylin VG, Colbry NL, Goel OP, Haky JE, Johnson DR, Johnson JL, Kanter GD, Leeds RL, Leja B, Lewis EP, Rithner CD (1989). "Anticancer anthrapyrazoles. Improved syntheses of clinical agents CI-937, CI-941, and piroxantrone hydrochloride". Journal of Heterocyclic Chemistry. 26: 85–96. doi:10.1002/jhet.5570260117.
^ Leteurtre F, Kohlhagen G, Paull KD, Pommier Y (August 1994). "Topoisomerase II inhibition and cytotoxicity of the anthrapyrazoles DuP 937 and DuP 941 (Losoxantrone) in the National Cancer Institute preclinical antitumor drug discovery screen". Journal of the National Cancer Institute. 86 (16): 1239–44. doi:10.1093/jnci/86.16.1239. PMID 8040892.

Identifiers

IUPAC name 7-Hydroxy-2-{2-[(2-hydroxyethyl)amino]ethyl}-5-({2-[(2-hydroxyethyl)amino]ethyl}amino)dibenzo[cd,g]indazol-6(2H)-one
CAS Number	88303-60-0^Y
PubChem CID	72116
ChemSpider	65094^Y
UNII	47KPH00809
CompTox Dashboard (EPA)	DTXSID60236949
Chemical and physical data
Formula	C₂₂H₂₇N₅O₄
Molar mass	425.489 g·mol⁻¹
3D model (JSmol)	Interactive image
SMILES c1cc-2c(c(c1)O)C(=O)c3c(ccc4c3c2nn4CCNCCO)NCCNCCO
InChI InChI=InChI=1S/C22H27N5O4/c28-12-9-23-6-7-25-15-4-5-16-20-19(15)22(31)18-14(2-1-3-17(18)30)21(20)26-27(16)11-8-24-10-13-29/h1-5,23-25,28-30H,6-13H2^Y Key:YROQEQPFUCPDCP-UHFFFAOYSA-N^Y