Chemical compound
Pirarubicin Other names (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 AHFS/Drugs.com International Drug Names ATC code Legal status
In general: ℞ (Prescription only)
(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
CAS Number 72496-41-4 Y PubChem CID ChemSpider 2298189 N UNII KEGG D01885 Y ChEMBL ChEMBL1398373 N Formula C 32 H 37 N O 12 Molar mass 627.643 g·mol−1 3D model (JSmol) Melting point 188 to 192 °C (370 to 378 °F) (decomposes)
C[C@H]1[C@H]([C@H](C[C@@H](O1)OC2C[C@@](CC3=C(C4=C(C(=C23)O)C(=O)C5=C(C4=O)C=CC=C5OC)O)(C(=O)CO)O)N)O[C@@H]6CCCCO6
InChI=1S/C32H37NO12/c1-14-31(45-21-8-3-4-9-42-21)17(33)10-22(43-14)44-19-12-32(40,20(35)13-34)11-16-24(19)30(39)26-25(28(16)37)27(36)15-6-5-7-18(41-2)23(15)29(26)38/h5-7,14,17,19,21-22,31,34,37,39-40H,3-4,8-13,33H2,1-2H3/t14-,17-,19?,21+,22-,31+,32-/m0/s1
N Key:KMSKQZKKOZQFFG-YHKVCKOMSA-N
N
N Y (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.[1]
^ Miller AA, Salewski E (1994). "Prospects for pirarubicin". Medical and Pediatric Oncology . 22 (4): 261–8. doi:10.1002/mpo.2950220410. PMID 8107658.
Last Update: 2023-08-31T02:23:37Z
Pirarubicin (INN) is an anthracycline drug. An analogue of the anthracycline antineoplastic antibiotic doxorubicin. Pirarubicin intercalates into DNA...
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idarubicin. Other clinically used drugs in the anthracycline group are pirarubicin , aclarubicin, and mitoxantrone. The mechanisms of anthracyclines include...
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