ChemicalBook--->CAS DataBase List--->53643-48-4

53643-48-4

53643-48-4 Structure

53643-48-4 Structure
IdentificationBack Directory
[Name]

DESACETYLVINBLASTINEAMIDE
[CAS]

53643-48-4
[Synonyms]

VDS
Fildesin
Eldesine
VINDESINE
Compound-112531
VINDESINE SULFATE(RG)
DESACETYLVINBLASTINEAMIDE
DESACETYLVINBLASTINEAMIDE USP/EP/BP
Compound 112531:NS C.245467:LY-099094:Hdisine:Fildisin
3-Carbamoyl-4-O-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine
3-(Aminocarbonyl)-4-O-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine
Vincaleukoblastine, 3-(aminocarbonyl)-O4-deacetyl-3-de(methoxycarbonyl)-
3-(Aminocarbonyl)-O^<4>^-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine
3-(aminocarbonyl)-o(sup4)-deacetyl-3-de(methoxycarbonyl)-vincaleukoblastin
3-(aminocarbonyl)-o(sup4)-deacetyl-3-de(methoxycarbonyl)vincaleukoblastine
[EINECS(EC#)]

258-682-2
[Molecular Formula]

C43H55N5O7
[MDL Number]

MFCD01675265
[MOL File]

53643-48-4.mol
[Molecular Weight]

753.93
Chemical PropertiesBack Directory
[Melting point ]

230-232°
[alpha ]

D25 +39.4° (c = 1.0 in methanol)
[pka]

pKa (DMF 66%) 5.39, 7.36; (H2O) 6.04, 7.67(at 25℃)
Safety DataBack Directory
[RIDADR ]

1544
[HazardClass ]

6.1(a)
[PackingGroup ]

II
[Hazardous Substances Data]

53643-48-4(Hazardous Substances Data)
Raw materials And Preparation ProductsBack Directory
[Raw materials]

Methanol-->Dichloromethane-->Ammonia-->Triphenylphosphine-->HYDRAZINE-->1-Butyl nitrite-->Vinblastine sulfate-->Vincristine sulfate-->VINBLASTINE
Hazard InformationBack Directory
[Originator]

Eldisine,Lilly ,France,1980
[Uses]

Antineoplastic.
[Definition]

ChEBI: Vindesine is a vinca alkaloid, a methyl ester, an organic heterotetracyclic compound, an organic heteropentacyclic compound, a tertiary alcohol, a tertiary amino compound and a primary carboxamide. It has a role as an antineoplastic agent. It is functionally related to a vincaleukoblastine.
[Manufacturing Process]

About 10 g of VLB (vincaleucoblastine or simply vinblastine) sulfate were converted by standard procedures to VLB free base. The free base, obtained as a residue after evaporation of the dried ethereal solvent, was dissolved in about 200 ml of anhydrous methanol. Anhydrous liquid ammonia (300 ml) was added, and the reaction mixture sealed and maintained at about 100°C for 60 hours. The reaction vessel was opened, and the contents removed and evaporated to dryness in vacuo. The resulting residue, containing 4-desacetyI VLB C-3 carboxamide, as shown by thin layer chromatography, were combined and the solvent evaporated therefrom in vacuo, yielding asa residue purified 4-desacetyl VLB C-3 carboxamide free base. The NMR and IR spectra of the solid free base confirmed the structure indicated. The free base showed a band in the infrared at 1,687 cm -l , characteristic of the amide function. The molecular weight of the free base determined by mass spectroscopy was 753 which is in agreement with theoretical value calculated for C 43 H 55 N 5 O 7 .
[Brand name]

Eldisine (Lilly).
[Therapeutic Function]

Antineoplastic
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