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Vinflunine Ditartrate

CAS No.
194468-36-5
Chemical Name:
Vinflunine Ditartrate
Synonyms
Javlor;F 12158;BMS 710485;Ditartrate;Vinflunine Ditartrate;Vinflunine ditartrate (BMS 710485);20',20'-Difluoro-3',4'-dihydrovinorelbine Ditartrate;4'-Deoxy-20',20'-difluoro-5'-norvincaleukoblastine Ditartrate;(2β,3β,4β,5α,12β,19α)-4-(Acetyloxy)-6,7-didehydro-15-[(2R,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-MethylaspidosperMidine-3-carboxylic Acid Methyl Ester (2R,3R)-2,3-Dihydroxybutanedioate
CBNumber:
CB71873477
Molecular Formula:
C49H59F2N4O14
Molecular Weight:
966.0079664
MDL Number:
MFCD12756258
MOL File:
194468-36-5.mol
MSDS File:
SDS
Last updated:2023-05-18 11:31:18

Vinflunine Ditartrate Properties

Melting point 244-246°C (dec)
storage temp. -20°C Freezer
solubility DMSO (Slightly), Methanol (Slightly)
form Solid
color White to Light Beige
NCI Dictionary of Cancer Terms Javlor
FDA UNII 33MG53C7XW

Vinflunine Ditartrate price More Price(14)

Manufacturer Product number Product description CAS number Packaging Price Updated Buy
TRC V314500 VinflunineDitartrate 194468-36-5 100mg $1485 2021-12-16 Buy
American Custom Chemicals Corporation API0009962 VINFLUNINE DITARTRATE 95.00% 194468-36-5 50MG $1963.5 2021-12-16 Buy
Medical Isotopes, Inc. 53418 VinflunineDitartrate 194468-36-5 50mg $2200 2021-12-16 Buy
Biosynth Carbosynth FV28698 Vinflunine ditartrate 194468-36-5 1mg $122 2021-12-16 Buy
Biosynth Carbosynth FV28698 Vinflunine ditartrate 194468-36-5 2mg $196 2021-12-16 Buy
Product number Packaging Price Buy
V314500 100mg $1485 Buy
API0009962 50MG $1963.5 Buy
53418 50mg $2200 Buy
FV28698 1mg $122 Buy
FV28698 2mg $196 Buy

Vinflunine Ditartrate Chemical Properties,Uses,Production

Chemical Properties

White Solid

Uses

Vinflunine is a semisynthetic Vinca alkaloid with microtubule destabilizing and antiangiogenic activity. Vinflunine is a derivative of Vinorelbine. Vinflunine is used as an antineoplastic.

Uses

Vinflunine Ditartrate can be used as Semisynthetic Vinca alkaloid with microtubule destabilizing and antiangiogenic activity; derivative of Vinorelbine.

Clinical Use

Vinflunine ditartrate is a second generation difluorinated analog of the naturally-occuring substance vinorelbine and it is approved for the treatment of non-small cell lung cancer, metastatic breast cancer and ovarian cancer. Vinflunine, a tubulin polymerization inhibitor, belongs to the vinca alkaloid class of anti-cancer agents. Introduction of the difluoro group of vinflunine dramatically improved antitumor activity of the parent vinorelbine structure. Vinflunine was discovered by Pierre Fabre Laboratories and in 2004 was licensed to Bristol-Myers Squibb for development and commercialization. In 2007, the rights to venflunine were returned to Pierre Fabre which completed its development.

Synthesis

Vinflunine can be prepared directly from vinorelbine (155) through the use of superacid chemistry. Reaction of 155 with antimony pentaflouride in hydrofluoric acid and Nbromosuccinimide followed by treatment with two equivalents of tartaric acid produced vinflunine ditartrate (XV) in 25% yield. An alternative synthesis of vinflunine was realized through reaction of vinblastine or 3?ˉ,4?ˉ-dihydrovinblastine (156) with antimony pentaflouride and hydrofluoric acid in chloroform to give the difluoro alkaloid 157 in 40% yield Ring contraction was effected by reaction with trifluoroacetic acid and N-bromosuccinimide followed by aqueous sodium bicarbonate and silver tetrafluoroborate to give vinflunine in 88% yield. Vinflunine ditartrate (XV) was prepared by treating a solution of vinflunine in toluene with two equivalents of tartaric acid.

Synthesis_194468-36-5

Vinflunine Ditartrate Preparation Products And Raw materials

Raw materials

Preparation Products

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194468-36-5(Vinflunine Ditartrate)Related Search:

(2β,3β,4β,5α,12β,19α)-4-(Acetyloxy)-6,7-didehydro-15-[(2R,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-MethylaspidosperMidine-3-carboxylic Acid Methyl Ester (2R,3R)-2,3-Dihydroxybutanedioate Ditartrate 20',20'-Difluoro-3',4'-dihydrovinorelbine Ditartrate 4'-Deoxy-20',20'-difluoro-5'-norvincaleukoblastine Ditartrate BMS 710485 F 12158 Javlor Vinflunine Ditartrate Vinflunine ditartrate (BMS 710485) 194468-36-5 C53H66F2N4O20 Intermediates & Fine Chemicals Pharmaceuticals