Title: Vinflunine
CAS Registry Number: 162652-95-1
CAS Name: (2b,3b,4b,5a,12
R,19a)-4-(Acetyloxy)-6,7-didehydro-15-[(2
R,4
R,6
S,8
S)-4-(1,1-difluoroethyl)-1,3,4,5,6,7,8,9-octahydro-8-(methoxycarbonyl)-2,6-methano-2
H-azecino[4,3-
b]indol-8-yl]-3-hydroxy-16-methoxy-1-methylaspidospermidine-3-carboxylic acid methyl ester
Synonyms: 4¢-deoxy-20¢,20¢-difluoro-8¢-norvincaleukoblastine; 20¢,20¢-difluoro-3¢,4¢-dihydrovinorelbine
Molecular Formula: C45H54F2N4O8
Molecular Weight: 816.93
Percent Composition: C 66.16%, H 6.66%, F 4.65%, N 6.86%, O 15.67%
Literature References: Semisynthetic
Vinca alkaloid with microtubule destabilizing and antiangiogenic activity; derivative of vinorelbine,
q.v. Prepn: J.-C. Jacquesy
et al., FR 2707988;
eidem, US 5620985 (1995, 1997 both to Pierre Fabre); J. Fahy
et al., J. Am. Chem. Soc. 119, 8576 (1997). NMR study of tubulin binding: C. Fabre
et al., Biochem. Pharmacol. 64, 733 (2002). Clinical pharmacokinetics and evaluation in solid tumors: J. Bennouna
et al., Ann. Oncol. 14, 630 (2003). Clinical evaluation in bladder cancer: S. Culine
et al., Br. J. Cancer 2006, 1. Review of clinical development and mechanism of action: A. Kruczynski, B. T. Hill,
Crit. Rev. Oncol. Hematol. 40, 159-173 (2001); J. Bennouna
et al. Expert Opin. Invest. Drugs 14, 1259-1267 (2005).
Derivative Type: Ditartrate
CAS Registry Number: 194468-36-5
Trademarks: Javlor (Fabre)
Molecular Formula: C45H54F2N4O8.2C4H6O6
Molecular Weight: 1117.10
Percent Composition: C 56.98%, H 5.96%, F 3.40%, N 5.02%, O 28.64%
Therap-Cat: Antineoplastic.
Keywords: Antineoplastic; Alkaloids/Natural Products; Vinca Alkaloids.