Vinflunine: Difference between revisions

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| verifiedrevid = 449351504
| verifiedrevid = 449351504
| IUPAC_name = methyl (2β,3β,4β,5α,12β,19α)- 4-(acetyloxy)- 15-[(4''R'',6''R'',8''S'')- 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
| IUPAC_name = methyl (2β,3β,4β,5α,12β,19α)- 4-(acetyloxy)- 15-[(4''R'',6''R'',8''S'')- 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
| image = Vinflunine.svg
| image = Vinflunine.png


<!--Clinical data-->
<!--Clinical data-->
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| smiles = 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
| smiles = 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
}}
}}
 
              __NOTOC__
{{SI}}
{{CMG}}
==Overview==
   
'''Vinflunine''' ([[International Nonproprietary Name|INN]], trade name '''Javlor''') is a novel fluorinated [[Vinca alkaloid]]<ref name="pmid9515574">{{cite journal |author=Kruczynski A, Barret JM, Etiévant C, Colpaert F, Fahy J, Hill BT |title=Antimitotic and tubulin-interacting properties of vinflunine, a novel fluorinated Vinca alkaloid |journal=Biochem. Pharmacol. |volume=55 |issue=5 |pages=635–48 |date=March 1998 |pmid=9515574 |doi= 10.1016/S0006-2952(97)00505-4|url=http://linkinghub.elsevier.com/retrieve/pii/S0006-2952(97)00505-4}}</ref> 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),<ref>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.
'''Vinflunine''' ([[International Nonproprietary Name|INN]], trade name '''Javlor''') is a novel fluorinated [[Vinca alkaloid]]<ref name="pmid9515574">{{cite journal |author=Kruczynski A, Barret JM, Etiévant C, Colpaert F, Fahy J, Hill BT |title=Antimitotic and tubulin-interacting properties of vinflunine, a novel fluorinated Vinca alkaloid |journal=Biochem. Pharmacol. |volume=55 |issue=5 |pages=635–48 |date=March 1998 |pmid=9515574 |doi= 10.1016/S0006-2952(97)00505-4|url=http://linkinghub.elsevier.com/retrieve/pii/S0006-2952(97)00505-4}}</ref> 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),<ref>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.</ref> developed by [[Laboratoires Pierre Fabre]] and was licensed to [[Bristol-Myers Squibb]] for development in certain countries, including the [[United States]].
J. Am. Chem. Soc.; (Communication); 1997; 119(36); 8576-8577.</ref> developed by [[Laboratoires Pierre Fabre]] and was licensed to [[Bristol-Myers Squibb]] for development in certain countries, including the [[United States]].
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==References==
==References==
{{Reflist}}
{{Reflist|2}}


{{Chemotherapeutic agents}}
{{Chemotherapeutic agents}}


[[Category:Mitotic inhibitors]]
 
[[Category:Alkaloids]]
[[Category:Alkaloids]]
[[Category:Bristol-Myers Squibb]]
[[Category:Bristol-Myers Squibb]]
[[Category:Acetate esters]]
[[Category:Drug]]
 
 
{{antineoplastic-drug-stub}}

Latest revision as of 17:24, 20 August 2015

Vinflunine
Clinical data
AHFS/Drugs.comInternational Drug Names
[[Regulation of therapeutic goods |Template:Engvar data]]
Routes of
administration		Intravenous
ATC code
Legal status
Legal status
  • In general: ℞ (Prescription only)
Identifiers
CAS Number
PubChem CID
UNII
ChEMBL
E number{{#property:P628}}
ECHA InfoCard{{#property:P2566}}Lua error in Module:EditAtWikidata at line 36: attempt to index field 'wikibase' (a nil value).
Chemical and physical data
FormulaC45H54F2N4O8
Molar mass816.92 g/mol
3D model (JSmol)
 ☒N☑Y (what is this?)  (verify)

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Editor-In-Chief: C. Michael Gibson, M.S., M.D. [1]

Overview

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

  1. ↑ Kruczynski A, Barret JM, Etiévant C, Colpaert F, Fahy J, Hill BT (March 1998). "Antimitotic and tubulin-interacting properties of vinflunine, a novel fluorinated Vinca alkaloid". Biochem. Pharmacol. 55 (5): 635–48. doi:10.1016/S0006-2952(97)00505-4. PMID 9515574.
  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. ↑ "Bristol -Myers Squibb press release - Bristol-Myers Squibb and Pierre Fabre Provide Update On Vinflunine Development Status". Retrieved 2008-06-27.
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