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Losoxantrone

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Chemical compound Pharmaceutical compound
Losoxantrone
Identifiers
IUPAC name
  • 7-Hydroxy-2-{2-ethyl}-5-({2-ethyl}amino)dibenzoindazol-6(2H)-one
CAS Number
PubChem CID
ChemSpider
UNII
CompTox Dashboard (EPA)
Chemical and physical data
FormulaC22H27N5O4
Molar mass425.489 g·mol
3D model (JSmol)
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. It is also sometimes known as DuP 941.

See also

References

  1. 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.
  2. 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.
  3. 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.
Intracellular chemotherapeutic agents / antineoplastic agents (L01)
SPs/MIs
(M phase)
Block microtubule assembly
Block microtubule disassembly
DNA replication
inhibitor
DNA precursors/
antimetabolites
(S phase)
Folic acid
Purine
Pyrimidine
Deoxyribonucleotide
Topoisomerase inhibitors
(S phase)
I
II
II+Intercalation
Crosslinking of DNA
(CCNS)
Alkylating
Platinum-based
Nonclassical
Intercalation
Photosensitizers/PDT
Other
Enzyme inhibitors
Receptor antagonists
Other/ungrouped
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