ChemicalBook > CAS DataBase List > VINBLASTINE

VINBLASTINE

VINBLASTINE Structure
VINBLASTINE
  • CAS No.865-21-4
  • Chemical Name:VINBLASTINE
  • CBNumber:CB8201955
  • Molecular Formula:C46H58N4O9
  • Formula Weight:810.98
  • MOL File:865-21-4.mol
VINBLASTINE Property
  • Melting point 211-216°
  • alpha D23 -32° (c = 0.88 in methanol)
  • Boiling point 755.65°C (rough estimate)
  • Density 1.1325 (rough estimate)
  • refractive index 1.6000 (estimate)
  • storage temp. Sealed in dry,Store in freezer, under -20°C
  • solubility Chloroform, Dichloromethane, Dimethyl Sulfoxide, Methanol
  • form Solid
  • pka 5.4, 7.4(at 25℃)
  • color Yellow
  • FDA UNII 5V9KLZ54CY
  • ATC code L01CA01
  • EPA Substance Registry System Vinblastine (865-21-4)
Safety
Hazard and Precautionary Statements (GHS)
  • Symbol(GHS)
  • Signal word
  • Hazard statements
  • Precautionary statements

VINBLASTINE Chemical Properties,Usage,Production

  • Description An alkaloid derived from the periwinkle, Catharanthus roseus (formerly Vinca rosea) used as an antitumor drug in the treatment of Hodgkins lymphoma and other cancers. It binds to the microtubule subunit, tubulin, at a site distinct from that of colchicine and podophyllotoxin. This binding is reversible, temperature dependent and rapid, and results in large tubulin aggregates of highly ordered structure (vinblastine paracrystals).
  • Physical properties Appearance: needlelike crystals were produced when recrystallized by methanol. Solubility: soluble in chloroform, acetone, and ethanol. Melting point: 211– 216?°C.?Sulfate melting point of vinblastine is 284–285?°C; hydrochloric acid melting point of vinblastine is 244–246?°C (decomposes). Specific optical rotation: +42°.
  • Originator Velban ,Lilly ,US ,1961
  • Uses Vinblastine is used for severe lymphoblastic leukemia, Hodgkin’s disease, nonHodgkin’s lymphoma, neuroblastoma, sarcoma, and other cancerous diseases.
  • Uses Labelled Vinblastine (V314000). Antitumor alkaloid isolated from periwinkle, Vinca rosea Linn., Apocynaceae; inhibits microtubule assembly. An antineoplastic.
  • Indications It was recorded in the Pharmacopoeia of the People’s Republic of China (2015), the British Pharmacopoeia (2017), the United States Pharmacopeia (40), the Japanese Pharmacopoeia (17th ed.), the European Pharmacopoeia (9th ed.), and The International Pharmacopoeia (5th ed.).
    Vinblastine sulfate injection is used as the first-line therapy to treat Hodgkin lymphoma, lymphocytic leukemia, testis tumor, and choriocarcinoma intravenously in clinical practice generally according to ABVD methods (Adriamycin, bleomycin, vinblastine, and dacarbazine).
  • Manufacturing Process According to US Patent 3,225,030, 1,500 grams of dried ground plant of Vinca rosea were intimately mixed with 1,000 ml of a 2% tartaric acid solution, and the mixture was extracted with three 9-liter portions of benzene. The benzene extracts were combined and were concentrated in vacuo to about 1,500 ml. The concentrate was mixed with 1 liter of 2% tartaric acid and the mixture was steam-distilled under reduced pressure until all of the benzene had distilled over. The insoluble residue was dissolved in hot methanol, a second 1-liter portion of 2% tartaric acid solution was added, and the mixture was steam-distilled under reduced pressure until all of the methanol had distilled.
    The undistilled aqueous tartaric acid solution was extracted with three 1-liter portions of ethylene dichloride, and was then brought to a pH of about 8.5 to 9.5 by the addition of 28% aqueous ammonium hydroxide. The ammoniacal solution was extracted with three 1-liter portions of ethylene dichloride; the ethylene dichloride extracts were combined, were dried, and were evaporated in vacuo, yielding a residue of 3.35 grams of a light-brown powder.
    1 1/2 grams of the residue were dissolved in 10 ml of benzene, and the solution was passed over a chromatographic adsorption column containing 50 grams of alumina (Alcoa activated alumina, Grade F-20) which had previously been shaken for about 20 minutes with a mixture of 100 ml of benzene containing 1.5 ml of 10% acetic acid.
    The column was developed by washing it with 2,100 ml of benzene. The column was then washed sequentially with 300 ml of benzene-chloroform solvent (95:5 by volume) and 800 milliliters of benzene-chloroform solvent (75:25) to remove indeterminate impurities. The leurosine was eluted from the alumina by passing over the column 900 ml of benzene chloroform solvent (50:50).
    The eluate was evaporated to dryness in vacuo, leaving an amorphous residue of 113 mg of leurosine. The residue was treated with a few ml of methanol in which it quickly dissolved, but from which leurosine quickly precipitated in crystalline form. Because of the affinity of leurosine for water, and the presence of traces of water in the solvents, the leurosine was obtained in the form of its octahydrate. Although the material as obtained was substantially pure, it was further purified by recrystallizing it from hot methanol solution. The hydrated leurosine obtained decomposed at about 200° to 205°C.
    Further elution of the above chromatographic column with a 50:50 benzene- chloroform solvent mixture or with a 25:75 benzene-chloroform solvent mixture serves to elute vincaleukoblastine. Vincaleukoblastine also occurs in the latter fractions containing leurosine. Vincaleukoblastine is obtained from vincaleukoblastine-containing fractions by evaporation to dryness, either of a filtrate from which leurosine has previously been isolated, or from a chromatographic eluate fraction. The resulting residue is dissolved in ethanol and 286 ethanolic sulfuric acid is added until the pH is lowered to about 4. The solution is seeded with crystals of vincaleukoblastine sulfate and is chilled for about 24 hours. Vincaleukoblastine sulfate, if present, precipitates during this period and can be separated by filtration. Vincaleukoblastine sulfate melts at about 284° to 285°C.
  • brand name Velban (Lilly).
  • Therapeutic Function Cancer chemotherapy
  • Mechanism of action Vinblastine suppresses cell growth during metaphase, affects amino acid metabolism, in particular at the level of including glutamine acid into the citric acid cycle and preventing it from transformation into urea, and it also inhibits protein and nucleic acid synthesis.
  • Pharmacokinetics Leukopenia is the dose-limiting side effect, and dose reductions are warranted in patients with serum bilirubin levels greater than 3 mg/dL. The drug-related impact on erythrocyte and thrombocyte levels usually is insignificant. Like vincristine, it is administered as an IV bolus or infusion. The initial elimination half-life of 3.7 minutes is similar to vincristine, but the 24.8-hour terminal half-life is significantly shorter.
  • Clinical Use In addition to the hematologic indications that it shares with vincristine, vinblastine sulfate has found utility in the treatment of advanced testicular carcinoma (often in combination with bleomycin), advanced mycosis fungoides, Kaposi's sarcoma, and histiocytosis X.
VINBLASTINE Preparation Products And Raw materials
Raw materials
Preparation Products
VINBLASTINE Suppliers
Global(224)Suppliers
  • Supplier：
    Moxin Chemicals
  • Tel： +8617320513646
  • Email：Anna@molcoo.com
  • Country：China
  • ProdList：9684
  • Advantage：58
  • Supplier：
    career henan chemical co
  • Tel：+86-0371-86658258<br/>+8613203830695
  • Email：sales@coreychem.com
  • Country：China
  • ProdList：29858
  • Advantage：58
  • Supplier：
    Standardpharm Co. Ltd.
  • Tel：86-714-3992388
  • Email：overseasales1@yongstandards.com
  • Country：United States
  • ProdList：14332
  • Advantage：58
VINBLASTINE Spectrum
865-21-4, VINBLASTINERelated Search:
  • pharmaceutical intermediate
  • chemical reagent
  • Inhibitors
  • standardized herbal extract
  • reference standards from Chinese medicinal herbs (TCM).
  • phytochemical
  • 生物碱类
  • 抑制剂
  • 杂质对照品
  • FDA批准的配体
  • 原料药
  • 试剂
  • 标准品-中药标准品
  • 医药原料
  • 有机化工原料
  • 化工原料
  • 通用生化试剂-天然产物
  • 标准品，对照品
  • 标准品 -中药标准品
  • 生物碱
  • 对照品-中药对照品
  • 分析试剂标准品
  • 小分子抑制剂，天然产物
  • 对照品
  • 标准物质
  • 细胞骨架信号
  • 植物提取物
  • 标准品
  • 中药对照品
  • C46H58N4O9
  • 长春花碱/生物碱
  • 长春新碱EP杂质H
  • 硫酸长春新碱杂质8(长春新碱EP杂质H)
  • 硫酸长春地辛杂质B
  • 标准品对照品】VINBLASTINE
  • 长春花碱,長春鹼
  • 长春花碱对照品,
  • 长春碱
  • 長春鹼
  • 长春碱,长春质碱
  • 长春碱(标准品)
  • VINBLASTINE 长春碱
  • 长春花碱(标准品)
  • 长春花碱,长春碱
  • 硫酸长春碱 94% BP98
  • 长春花碱
  • 865-21-4
  • *Codeine Phosphate Impurity 2 (Codeine Phosphate EP Impurity B)(Morphine)
  • Vincristine Impurity
  • (3aR,3a1R,4R,5S,5aR,10bR)-Methyl 4-acetoxy-3a-ethyl-9-((3S,5S,7S,9S)-5-ethyl-5-hydroxy-9-(methoxycarbonyl)-2,4,5,6,7,8,9,10-octahydro-1H-3,7-methano[1]azacycloundecino[5,4-b]indol-9-yl)-5-hydroxy-8-methoxy-6-methyl-3a,3a1,4,5,5a,6,11,12-octahydro-1H-indolizino[8,1-cd]carbazole-5-carboxylate
  • vincaleukoblastine(vinblastine)
  • Vinblastine-d3 DISCONTINUED. Please see V314002
  • Vincristine Impurity 8(Vincristine EP Impurity H)
  • Vincristine EP Impurity H
  • 1H-Indolizino[8,1-cd]carbazole-5-carboxylic acid, 4-(acetyloxy)-3a-ethyl-9-[5-ethyl-1,4,5,6,7,8,9,10-octahydro-5-hydroxy-9-(Methoxycarbonyl)-2H-3,7-Methanoazacycloundecino[5,4-b]in
  • Vincoblastine
  • Vinblastine，Vincaleucoblastine，Catharanthine
  • Vinblastine, Vincaleukoblastine

Home

My