194468-36-5

194468-36-5 structure
194468-36-5 structure
  • Name: BMS 710485
  • Chemical Name: Vinflunine ditartrate
  • CAS Number: 194468-36-5
  • Molecular Formula: C53H66F2N4O20
  • Molecular Weight: 1117.103
  • Catalog: Signaling Pathways Cell Cycle/DNA Damage Microtubule/Tubulin
  • Create Date: 2021-01-10 11:25:39
  • Modify Date: 2025-08-27 11:10:50
  • Vinflunine ditartrate is the first fluorinated microtubule inhibitor belonging to the Vinca alkaloids family. Vinflunine ditartrate has anti-angiogenic, vascular-disrupting and anti-metastatic activities. Vinflunine ditartrate can be used for the research of transitional cell carcinoma of the urothelial tract, non-small cell lung cancer, and carcinoma of the breast[1][2].

Name Vinflunine ditartrate
Synonyms Vinflunine ditartrate
Javlor
(2R,3R)-2,3-Dihydroxysuccinic acid - methyl (2β,3β,4β,5α,12β,19α)-4-acetoxy-15-[(12S,14S,16R)-16-(1,1-difluoroethyl)-12-(methoxycarbonyl)-1,10-diazatetracyclo[12.3.1.03,11.04,9 ]octadeca-3(11),4,6,8-tetraen-12-yl]-3-hydroxy-16-methoxy-1-methyl-6,7-didehydroaspidospermidine-3-carboxylate (2:1)
Aspidospermidine-3-carboxylic acid, 4-(acetyloxy)-6,7-didehydro-15-[(4R,6S,8S)-4-(1,1-difluoroethyl)-1,3,4,5,6,7,8,9-octahydro-8-(methoxycarbonyl)-2,6-methano-2H-azecino[4,3-b]indol-8-yl]-3-hydroxy-16 ;-methoxy-1-methyl-, methyl ester, (2β,3β,4β,5α,12β,19α)-, compd. with (2R,3R)-2,3-dihydroxybutanedioic acid (1:2)
Description Vinflunine ditartrate is the first fluorinated microtubule inhibitor belonging to the Vinca alkaloids family. Vinflunine ditartrate has anti-angiogenic, vascular-disrupting and anti-metastatic activities. Vinflunine ditartrate can be used for the research of transitional cell carcinoma of the urothelial tract, non-small cell lung cancer, and carcinoma of the breast[1][2].
Related Catalog
Target

microtubule[1]

In Vitro Vinflunine (0.01-10 μM; 45 min) induces a rapid change in endothelial cell shape: cells retracted and assumed a rounded morphology[2]. Vinflunine (0.01-10 μM; 1 h) disrupts newly formed capillary-like structures[2]. Vinflunine (0.01-10 μM; 1 h) inhibits endothelial cell motility, with an IC50 of 0.71 μM[2]. Vinflunine (0.001-10 μM; 1-72 h) inhibits endothelial cell proliferation in vitro[2].
In Vivo Vinflunine (0.08-20 mg/kg; i.v.) reduces the number of experimental liver metastases by human LS174T colon cancer cells[2]. Vinflunine (0.63-5 mg/kg; i.v. before and 2 d after Matrigel implantation) inhibits the bFGF-induced angiogenic response in mice in a dose-dependent manner[2]. Animal Model: Female athymic nude mice (BALB/c/Ola/Hsd-nu) were implanted LS174T cells[2] Dosage: 0.08, 0.16, 1.25, 5, 10, 20 mg/kg Administration: I.v. on days 4, 7, 11, 14, 18 and 21 after tumour cell implantation Result: Induced a dose-dependent reduction in the number of metastatic foci at the surface of the liver and was well tolerated.
References

[1]. Bennouna J, et, al. Vinflunine: a new microtubule inhibitor agent. Clin Cancer Res. 2008 Mar 15;14(6):1625-32.

[2]. Kruczynski A, et, al. Anti-angiogenic, vascular-disrupting and anti-metastatic activities of vinflunine, the latest vinca alkaloid in clinical development. Eur J Cancer. 2006 Nov;42(16):2821-32.

Molecular Formula C53H66F2N4O20
Molecular Weight 1117.103
Exact Mass 1116.423828
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