Vinblastine

• Catalog No.: DB00570
• CAS Number: 865-21-4
• M. F.: C46H58N4O9
• M. W.: 810.97412

SYNONYMS

• IUPAC name: methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15S,17S)-17-ethyl-17-hydroxy-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0^{4,12}.0^{5,10}]nonadeca-4(12),5,7,9-tetraen-13-yl]-10-hydroxy-5-methoxy-8-methyl-8,16-diazapentacyclo[10.6.1.0^{1,9}.0^{2,7}.0^{16,19}]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
• IUPAC Traditional name: vincaleukoblastine
• Brand Name: Vinblastin; Velbe; Vincoblastine; Vinblastina [Dcit]; Vincaleucoblastin; Vinblastinum [INN-Latin]; Nincaluicolflastine; Rozevin; Velban; Vinblastine Sulfate; Vincaleucoblastine; Vincaleukoblastine

DATABASE IDS

• PubChem SID: 46504550
• CAS Number: 865-21-4
• PubChem CID: 241903

PROPERTIES

• Hydrophobicity(logP): 3.9
• Solubility: Negligible

DETAILS

Description (English)

• Drug Groups: approved
• Description: Antitumor alkaloid isolated from Vinca rosea. (Merck, 11th ed.)
• Indication: For treatment of breast cancer, testicular cancer, lymphomas, neuroblastoma, Hodgkin's and non-Hodgkin's lymphomas, mycosis fungoides, histiocytosis, and Kaposi's sarcoma.
• Pharmacology: Vinblastine is a vinca alkaloid antineoplastic agent. The vinca alkaloids are structurally similar compounds comprised of 2 multiringed units: vindoline and catharanthine. The vinca alkaloids have become clinically useful since the discovery of their antitumour properties in 1959. Initially, extracts of the periwinkle plant (Catharanthus roseus) were investigated because of putative hypoglycemic properties, but were noted to cause marrow suppression in rats and antileukemic effects in vitro. Vinblastine has some immunosuppressant effect. The vinca alkaloids are considered to be cell cycle phase-specific.
• Toxicity: Oral, mouse: LD₅₀ = 423 mg/kg; Oral, rat: LD₅₀ = 305 mg/kg.
• Affected Organisms: Humans and other mammals
• Biotransformation: Hepatic. Metabolism of vinblastine has been shown to be mediated by hepatic cytochrome P450 3A isoenzymes.
• Half Life: Triphasic: 35 min, 53 min, and 19 hours
• Protein Binding: 98-99%
• Elimination: The major route of excretion may be through the biliary system.
• References: Starling D: Two ultrastructurally distinct tubulin paracrystals induced in sea-urchin eggs by vinblastine sulphate. J Cell Sci. 1976 Jan;20(1):79-89. [Pubmed]
• External Links: Wikipedia; RxList; Drugs.com

REFERENCES

• Starling D: Two ultrastructurally distinct tubulin paracrystals induced in sea-urchin eggs by vinblastine sulphate. J Cell Sci. 1976 Jan;20(1):79-89. Pubmed