V900394

5-Fluorouracil

Vetec^™, reagent grade, ≥99%

• Synonym(e): 2,4-Dihydroxy-5-Fluoropyrimidin, 5-FU, 5-Fluor-2,4(1H,3H)-pyrimidindion
• Empirische Formel (Hill-System): C₄H₃FN₂O₂
• CAS-Nummer: 51-21-8
• Molekulargewicht: 130.08
• Beilstein: 127172
• EG-Nummer: 200-085-6
• MDL-Nummer: MFCD00006018
• UNSPSC-Code: 12171500
• PubChem Substanz-ID: 329829803

Eigenschaften

• Qualität: reagent grade
• Produktlinie: Vetec^™
• Assay: ≥99%
• Form: powder
• mp (Schmelzpunkt): 282-286 °C (dec.) (lit.)
• Löslichkeit: 1 M NH4OH: 50 mg/mL, clear, colorless to faintly yellow
• Anwendung(en): diagnostic assay manufacturing; hematology; histology
• Lagertemp.: 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)
• InChIKey: GHASVSINZRGABV-UHFFFAOYSA-N
• Angaben zum Gen: human ... TYMS(7298)

Beschreibung

Anwendung

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. Wirkung

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.

Rechtliche Hinweise

Vetec is a trademark of Merck KGaA, Darmstadt, Germany

Sicherheitshinweise

• Piktogramme: GHS06,GHS08
• Signalwort: Danger
• H-Sätze: H301,H351
• P-Sätze: P202 - P264 - P280 - P301 + P310 - P405 - P501
• Gefahreneinstufungen: Acute Tox. 3 Oral - Carc. 2
• Lagerklassenschlüssel: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3