V900394

5-Fluorouracil

Vetec^™, reagent grade, ≥99%

• Sinónimos: 2,4-Dihydroxy-5-fluoropyrimidine, 5-FU, 5-Fluoro-2,4(1H,3H)-pyrimidinedione
• Fórmula empírica (notación de Hill): C₄H₃FN₂O₂
• Número de CAS: 51-21-8
• Peso molecular: 130.08
• Beilstein/REAXYS Number: 127172
• EC Number: 200-085-6
• MDL number: MFCD00006018
• UNSPSC Code: 12171500
• PubChem Substance ID: 329829803

Propiedades

• grade: reagent grade
• product line: Vetec^™
• assay: ≥99%
• form: powder
• mp: 282-286 °C (dec.) (lit.)
• solubility: 1 M NH4OH: 50 mg/mL, clear, colorless to faintly yellow
• application(s): diagnostic assay manufacturing; hematology; histology
• storage temp.: room temp
• SMILES string: FC1=CNC(=O)NC1=O
• InChI: 1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
• InChI key: GHASVSINZRGABV-UHFFFAOYSA-N
• Gene Information: human ... TYMS(7298)

Descripción

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.

Biochem/physiol Actions

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.

Legal Information

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Información de seguridad

• pictograms: GHS06,GHS08
• signalword: Danger
• hcodes: H301,H351
• pcodes: P202 - P264 - P280 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral - Carc. 2
• Storage Class: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• wgk_germany: WGK 3