Pirarubicin

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Pirarubicin
Pirarubicin.png
Systematic (IUPAC) name
(3S)-3-glycoloyl-3,5,12-trihydroxy-10-methoxy-6,11-dioxo-1,2,3,4,6,11-hexahydrotetracen-1-yl 3-amino-2,3,6-trideoxy-4-O-[(2R)-tetrahydro-2H-pyran-2-yl]-α-L-lyxo-hexopyranoside
Clinical data
AHFS/Drugs.com International Drug Names
Legal status
Legal status
  • ℞ (Prescription only)
Identifiers
CAS Number 72496-41-4 YesY
ATC code L01DB08 (WHO)
PubChem CID 3033521
ChemSpider 2298189 N
UNII D58G680W0G N
KEGG D01885 YesY
ChEMBL CHEMBL1398373 N
Synonyms (9S)-7-[(2R,4S,5S,6S)-4-amino-6-methyl-5-[(2R)-oxan-2-yl]oxyoxan-2-yl]oxy-6,9,11-trihydroxy-9-(2-hydroxyacetyl)-4-methoxy-8,10-dihydro-7H-tetracene-5,12-dione
Chemical data
Formula C32H37NO12
Molar mass 627.63 g/mol
Physical data
Melting point 188 to 192 °C (370 to 378 °F) (decomposes)
 NYesY (what is this?)  (verify)

Pirarubicin (INN) is an anthracycline drug. An analogue of the anthracycline antineoplastic antibiotic doxorubicin. Pirarubicin intercalates into DNA and interacts with topoisomerase II, thereby inhibiting DNA replication and repair and RNA and protein synthesis. This agent is less cardiotoxic than doxorubicin and exhibits activity against some doxorubicin-resistant cell lines.