V900394

5-Fluorouracil

Vetec^™, reagent grade, ≥99%

• Synonyme(s) : 2,4-Dihydroxy-5-fluoropyrimidine, 5-FU, 5-Fluoro-2,4(1H,3H)-pyrimidinedione
• Formule empirique (notation de Hill) : C₄H₃FN₂O₂
• Numéro CAS: 51-21-8
• Poids moléculaire : 130.08
• Beilstein: 127172
• Numéro CE : 200-085-6
• Numéro MDL: MFCD00006018
• Code UNSPSC : 12171500
• ID de substance PubChem : 329829803

Propriétés

• Qualité: reagent grade
• Gamme de produits: Vetec^™
• Essai: ≥99%
• Forme: powder
• Pf: 282-286 °C (dec.) (lit.)
• Solubilité: 1 M NH4OH: 50 mg/mL, clear, colorless to faintly yellow
• Application(s): diagnostic assay manufacturing; hematology; histology
• Température de stockage: room temp
• Chaîne SMILES: FC1=CNC(=O)NC1=O
• InChI: 1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
• Clé InChI: GHASVSINZRGABV-UHFFFAOYSA-N
• Informations sur le gène: human ... TYMS(7298)

Description

Application

5-Fluorouracil (5-FU) can be used as a precursor for the preparation of 5-FU derivatives such as 1-acyloxyalkyl-5-fluorouracil, 3-acyloxyalkyl-5-fluorouracil, 1, 3-bis (acyloxyalkyl)-5-fluorouracil, and 1-hexylcarbamoyl-5-fluorouracil (HCFU), as potent antitumor agents. It can be also used in the synthesis of 5-5FU/diazeniumdiolate conjugate, which exhibits a greater cytotoxic effect than fluorouracil on cancer cells.

Actions biochimiques/physiologiques

5-Fluorouracil (5-FU) is a potent antitumor agent that affects pyrimidine synthesis by inhibiting thymidylate synthetase, thus depleting intracellular dTTP pools. It is metabolized to ribonucleotides and deoxyribonucleotides, which can be incorporated into RNA and DNA. Treatment of cells with 5-FU leads to an accumulation of cells in S-phase and has been shown to induce p53 dependent apoptosis.

Informations légales

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Informations sur la sécurité

• Pictogrammes: GHS06,GHS08
• Mention d'avertissement: Danger
• Mentions de danger: H301,H351
• Conseils de prudence: P202 - P264 - P280 - P301 + P310 - P405 - P501
• Classification des risques: Acute Tox. 3 Oral - Carc. 2
• Code de la classe de stockage: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Classe de danger pour l'eau (WGK): WGK 3