Vinflunine

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Vinflunine
Vinflunine.svg
Systematic (IUPAC) name
methyl (2β,3β,4β,5α,12β,19α)- 4-(acetyloxy)- 15-[(4R,6R,8S)- 4-(1,1-difluoroethyl)- 8-(methoxycarbonyl)- 1,3,4,5,6,7,8,9-octahydro- 2,6-methanoazecino[4,3-b]indol- 8-yl]- 3-hydroxy- 16-methoxy- 1-methyl- 6,7-didehydroaspidospermidine- 3-carboxylate
Clinical data
AHFS/Drugs.com International Drug Names
Licence data EMA:Link
Legal status
  • ℞ (Prescription only)
Routes of
administration		 Intravenous
Identifiers
CAS Number 162652-95-1 YesY
ATC code L01CA05 (WHO)
PubChem CID: 10629256
ChemSpider 8804619
UNII 5BF646324K YesY
ChEBI CHEBI:90241
ChEMBL CHEMBL510329 N
Chemical data
Formula C45H54F2N4O8
Molecular mass 816.92 g/mol
  • CC[C@@]12C=CCN3[C@@H]1[C@]4(CC3)[C@H]([C@]([C@@H]2OC(=O)C)(C(=O)OC)O)N(C5=CC(=C(C=C45)[C@]6(C[C@H]7C[C@H](CN(C7)CC8=C6NC9=CC=CC=C89)C(C)(F)F)C(=O)OC)OC)C
  • InChI=1S/C45H54F2N4O8/c1-8-42-14-11-16-51-17-15-43(36(42)51)30-19-31(34(56-5)20-33(30)49(4)37(43)45(55,40(54)58-7)38(42)59-25(2)52)44(39(53)57-6)21-26-18-27(41(3,46)47)23-50(22-26)24-29-28-12-9-10-13-32(28)48-35(29)44/h9-14,19-20,26-27,36-38,48,55H,8,15-18,21-24H2,1-7H3/t26-,27+,36-,37+,38+,42+,43+,44-,45-/m0/s1
  • Key:NMDYYWFGPIMTKO-KLCPSUAYSA-N
 NYesY (what is this?)  (verify)

Vinflunine (INN, trade name Javlor) is a novel fluorinated Vinca alkaloid[1] undergoing research for the treatment of bladder cancer. It was originally discovered by the team of the Professor Jean-Claude Jacquesy (UMR CNRS 6514 - Poitiers University),[2] developed by Laboratoires Pierre Fabre and was licensed to Bristol-Myers Squibb for development in certain countries, including the United States.

On November 23, 2007, Pierre Fabre and BMS announced that they are terminating their license agreement for the development of vinflunine.[3]

References

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  1. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  2. ↑ Vinca Alkaloids in Superacidic Media: A Method for Creating a New Family of Antitumor Derivatives Fahy, J.; Duflos, A.; Ribet, J.-P.; Jacquesy, J.-C.; Berrier, C.; Jouannetaud, M.-P.; Zunino, F. J. Am. Chem. Soc.; (Communication); 1997; 119(36); 8576-8577.
  3. ↑ Lua error in package.lua at line 80: module 'strict' not found.
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