Vincristine sulfate salt

• Catalog No.: V8879
• CAS Number: 2068-78-2
• M. F.: C46H58N4O14S
• M. W.: 923.03612
• Purity: 95.0-105.0% (HPLC)

SYNONYMS

• Title: 长春新碱 硫酸盐
• IUPAC name: sulfuric acid methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15R,17S)-17-ethyl-17-hydroxy-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0^4,^1^2.0^5,^1^0]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.0^1,^9.0^2,^7.0^1^6,^1^9]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
• IUPAC Traditional name: sulfuric acid methyl (1R,9R,10S,11R,12R,19R)-11-(acetyloxy)-12-ethyl-4-[(13S,15R,17S)-17-ethyl-17-hydroxy-13-(methoxycarbonyl)-1,11-diazatetracyclo[13.3.1.0^4,^1^2.0^5,^1^0]nonadeca-4(12),5,7,9-tetraen-13-yl]-8-formyl-10-hydroxy-5-methoxy-8,16-diazapentacyclo[10.6.1.0^1,^9.0^2,^7.0^1^6,^1^9]nonadeca-2(7),3,5,13-tetraene-10-carboxylate
• Synonyms: 醛基长春碱 硫酸盐; 长春醛碱 硫酸盐; VCR

DATABASE IDS

• Beilstein Number: 3924631
• PubChem SID: 24278774
• CAS Number: 2068-78-2
• EC Number: 218-190-0
• MDL Number: MFCD00084729

PROPERTIES

• Impurities: ≤12% ethanol(actual content given on label)
• Purity: 95.0-105.0% (HPLC)
• Apperance: white to off-white powder
• Solubility: methanol: soluble20 mg/mL
• GHS Signal Word: Danger
• GHS Hazard statements: H300-H341-H361fd
• European Hazard Symbols: Toxic (T)
• GHS Precautionary statements: P264-P281-P301 + P310
• RID/ADR: UN 2811 6.1/PG 2
• Risk Statements: 63-25-62-68
• Safety Statements: 36/37-45
• Storage Temperature: -20°C
• Hazard Class: 6.1
• UN Number: 2811
• Packing Group: 2
• German water hazard class: 3

DETAILS

Description (English)

Application
Vincristine is an antitumor alkaloid isolated from Vinca Rosea. It is used to treat acute leukaemia, malignant lymphoma, Hodgkin′s disease, acute erythraemia, acute panmyelosis, breast cancer, Kaposi’s sarcoma and testicular cancer. Vincristine is widely used in cancer research. It is used to study multi-drug resistance. It is used to inhibit cell cycle progression at M-phase and to inhibit monoamine oxidase (MAO) 1.
Biochem/physiol Actions
Vincristine is a plant alkaloid that inhibits microtubule assembly by binding tubulin and inducing coiled spiral aggregate formation. It arrests cell cycle in G2/M-phase by blocking mitotic spindle formation2. Vincristine triggers Raf-1 activation, phosphorylation of bcl-2-family proteins, induction of p53 expression, and apoptosis in several tumor cell lines. It inhibits VEGF production in leukemia cell lines. It is a substrate for Pgp and CYP3A4. MRP1 transports vincristine in an ATP- and GSH-dependent manner. Vincristine has some immunosuppressant effect. Vincristine may also interfere with amino acid, cyclic AMP, and glutathione metabolism, calmodulin-dependent Ca2+-transport, cellular respiration, and nucleic acid and lipid biosynthesis1.