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Pixantrone information


Pixantrone
Names
Preferred IUPAC name
6,9-Bis[(2-aminoethyl)amino]benzo[g]isoquinoline-5,10-dione
Identifiers
CAS Number
  • 144510-96-3 checkY
3D model (JSmol)
  • Interactive image
ChEBI
  • CHEBI:135945
ChEMBL
  • ChEMBL167731 checkY
ChemSpider
  • 118174 checkY
DrugBank
  • DB06193
IUPHAR/BPS
  • 7544
KEGG
  • D05522 checkY
PubChem CID
  • 134019
UNII
  • F5SXN2KNMR checkY
CompTox Dashboard (EPA)
  • DTXSID10162744 Edit this at Wikidata
InChI
  • InChI=1S/C17H19N5O2/c18-4-7-21-12-1-2-13(22-8-5-19)15-14(12)16(23)10-3-6-20-9-11(10)17(15)24/h1-3,6,9,21-22H,4-5,7-8,18-19H2 checkY
    Key: PEZPMAYDXJQYRV-UHFFFAOYSA-N checkY
  • InChI=1/C17H19N5O2/c18-4-7-21-12-1-2-13(22-8-5-19)15-14(12)16(23)10-3-6-20-9-11(10)17(15)24/h1-3,6,9,21-22H,4-5,7-8,18-19H2
    Key: PEZPMAYDXJQYRV-UHFFFAOYAV
SMILES
  • O=C2c3c(C(=O)c1c(ccc(NCCN)c12)NCCN)cncc3
Properties
Chemical formula
C17H19N5O2
Molar mass 325.365 g/mol
Appearance Blue solid
Pharmacology
ATC code
L01DB11 (WHO)
License data
  • EU EMA: by INN
Routes of
administration
Intravenous
Pharmacokinetics:
Biological half-life
9.5–17.5 hours
Excretion
Fecal (main route of excretion) and renal (4–9%)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
☒N verify (what is checkY☒N ?)
Infobox references

Pixantrone (rINN; trade name Pixuvri) is an experimental antineoplastic (anti-cancer) drug, an analogue of mitoxantrone with fewer toxic effects on cardiac tissue.[1] It acts as a topoisomerase II poison and intercalating agent.[2][3] The code name BBR 2778 refers to pixantrone dimaleate, the actual substance commonly used in clinical trials.[4]

  1. ^ Cite error: The named reference pmid17285358 was invoked but never defined (see the help page).
  2. ^ Cite error: The named reference pmid7623772 was invoked but never defined (see the help page).
  3. ^ Evison BJ, Mansour OC, Menta E, Phillips DR, Cutts SM (2007). "Pixantrone can be activated by formaldehyde to generate a potent DNA adduct forming agent". Nucleic Acids Res. 35 (11): 3581–9. doi:10.1093/nar/gkm285. PMC 1920253. PMID 17483512.
  4. ^ Krapcho AP, Petry ME, Getahun Z, Landi JJ Jr, Stallman J, Polsenberg JF, Gallagher CE, Maresch MJ, Hacker MP, Giuliani FC, Beggiolin G, Pezzoni G, Menta E, Manzotti C, Oliva A, Spinelli S, Tognella S (1994). "6,9-Bis[(aminoalkyl)amino]benzo[g]isoquinoline-5,10-diones. A novel class of chromophore-modified antitumor anthracene-9,10-diones: synthesis and antitumor evaluations". J Med Chem. 37 (6): 828–37. doi:10.1021/jm00032a018. PMID 8145234.

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