Valrubicin
Pharmaceutical drug
- L01DB09 (WHO)
- In general: ℞ (Prescription only)
- 2-oxo-2-[(2S,4S)-2,5,12-trihydroxy-7-methoxy-6,11-dioxo-4-({2,3,6-trideoxy-3-[(trifluoroacetyl)amino]hexopyranosyl}oxy)-1,2,3,4,6,11-hexahydrotetracen-2-yl]ethyl pentanoate
- 56124-62-0 Y
- 454216
- DB00385 Y
- 399974 Y
- 2C6NUM6878
- ChEMBL1096885 Y
- DTXSID9046497
- Interactive image
- FC(F)(F)C(=O)N[C@@H]5[C@H](O)[C@@H](O[C@@H](O[C@@H]4c3c(O)c2C(=O)c1c(OC)cccc1C(=O)c2c(O)c3C[C@@](O)(C(=O)COC(=O)CCCC)C4)C5)C
InChI
- InChI=1S/C34H36F3NO13/c1-4-5-9-21(40)49-13-20(39)33(47)11-16-24(19(12-33)51-22-10-17(27(41)14(2)50-22)38-32(46)34(35,36)37)31(45)26-25(29(16)43)28(42)15-7-6-8-18(48-3)23(15)30(26)44/h6-8,14,17,19,22,27,41,43,45,47H,4-5,9-13H2,1-3H3,(H,38,46)/t14-,17-,19-,22-,27+,33-/m0/s1 Y
- Key:ZOCKGBMQLCSHFP-KQRAQHLDSA-N Y
Valrubicin (N-trifluoroacetyladriamycin-14-valerate, trade name Valstar) is a chemotherapy drug used to treat bladder cancer. Valrubicin is a semisynthetic analog of the anthracycline doxorubicin, and is administered by infusion directly into the bladder.
It was originally launched as Valstar in the U.S. in 1999 for intravesical therapy of Bacille Calmette-Guérin (BCG)-refractory carcinoma in situ of the urinary bladder in patients in whom cystectomy would be associated with unacceptable morbidity or mortality; however, it was voluntarily withdrawn in 2002 due to manufacturing issues.[1] Valstar was relaunched on September 3, 2009.[2]
Side effects
- Blood in urine
- Incontinence
- painful or difficult urination
- Unusually frequent urination
References
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(M phase)
Block microtubule assembly | |
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Block microtubule disassembly |
inhibitor
DNA precursors/ antimetabolites (S phase) |
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Topoisomerase inhibitors (S phase) |
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Crosslinking of DNA (CCNS) |
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- #WHO-EM
- ‡Withdrawn from market
- Clinical trials:
- †Phase III
- §Never to phase III