V8388

Vincristine sulfate

meets USP testing specifications

• Synonyme(s) : Vincristine sulfate salt, 22-Oxovincaleukoblastine sulfate salt, Leurocristine sulfate salt, VCR
• Formule empirique (notation de Hill): C₄₆H₅₆N₄O₁₀ · H₂SO₄
• Numéro CAS: 2068-78-2
• Poids moléculaire : 923.04
• Numéro Beilstein : 3924631
• Numéro CE : 218-190-0
• Numéro MDL: MFCD00084729
• Code UNSPSC : 12352210
• ID de substance PubChem : 24900771
• Nomenclature NACRES : NA.21

Propriétés

• Agence: USP/NF; meets USP testing specifications
• Niveau de qualité: 200
• Solubilité: ethanol: slightly soluble; methanol: soluble; water: freely soluble
• Spectre d'activité de l'antibiotique: neoplastics
• Application(s): pharmaceutical (small molecule)
• Mode d’action: protein synthesis | interferes
• Température de stockage: −20°C
• Chaîne SMILES: OS(O)(=O)=O.CC[C@]1(O)CC2CN(CCc3c([nH]c4ccccc34)[C@@](C2)(C(=O)OC)c5cc6c(cc5OC)N(C=O)C7[C@](O)([C@H](OC(C)=O)[C@]8(CC)C=CCN9CC[C@]67C89)C(=O)OC)C1
• InChI: 1S/C46H56N4O10.H2O4S/c1-7-42(55)22-28-23-45(40(53)58-5,36-30(14-18-48(24-28)25-42)29-12-9-10-13-33(29)47-36)32-20-31-34(21-35(32)57-4)50(26-51)38-44(31)16-19-49-17-11-15-43(8-2,37(44)49)39(60-27(3)52)46(38,56)41(54)59-6;1-5(2,3)4/h9-13,15,20-21,26,28,37-39,47,55-56H,7-8,14,16-19,22-25H2,1-6H3;(H2,1,2,3,4)/t28-,37-,38+,39+,42-,43+,44+,45-,46-;/m0./s1
• Clé InChI: AQTQHPDCURKLKT-PNYVAJAMSA-N

Description

Description générale

Vincristine sulfate is an alkaloid present in Cantharanthus roseus.

Application

Vincristine sulfate has been used:

• as a positive control in potato disc anti-tumor bioassay
• as a standard cytotoxic agent
• to treat cells for manipulation of the microtubule network

Widely used in cancer research. In studies on multi-drug resistance. Used to inhibit cell cycle progression at M-phase. Used to inhibit monoamine oxidase (MAO).

Actions biochimiques/physiologiques

Vincristine sulfate possesses antitumor action targeting cell cycle. It prevents the action of tubulin by inhibiting microtubule polymerization. It also causes cell death and blocks metaphase in mitosis by preventing chromosome segregation. Vincristine sulfate inhibits angiogenesis mediated by factors such as vasculature endothelial growth factor. It decreases vascularization in tumors and normal tissues.

Informations sur la sécurité

• Pictogrammes: GHS06,GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H300,H341,H361fd
• Conseils de prudence: P202 - P264 - P270 - P280 - P301 + P310 - P405
• Classification des risques: Acute Tox. 2 Oral - Muta. 2 - Repr. 2
• Code de la classe de stockage: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Classe de danger pour l'eau (WGK): WGK 3
• Point d'éclair (°F): Not applicable
• Point d'éclair (°C): Not applicable
• Équipement de protection individuelle: Eyeshields, Gloves, type N95 (US)