F6627

5-Fluorouracil

≥99% (HPLC), powder

• Synonym(s): 2,4-Dihydroxy-5-fluoropyrimidine, 5-FU, 5-Fluoro-2,4(1H,3H)-pyrimidinedione
• Empirical Formula (Hill Notation): C₄H₃FN₂O₂
• CAS Number: 51-21-8
• Molecular Weight: 130.08
• Beilstein: 127172
• EC Number: 200-085-6
• MDL number: MFCD00006018
• UNSPSC Code: 12171500
• PubChem Substance ID: 24278439
• NACRES: NA.47

Properties

• Quality Level: 200
• Assay: ≥99% (HPLC)
• form: powder
• color: white
• mp: 282-286 °C (dec.) (lit.)
• solubility: 1 M NH4OH: soluble; DMSO/DMF: soluble; methanol: soluble
• εmax: 7.07 at 265 nm in 0.1 M HCl
• 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)

Description

Application

5-Fluorouracil has been used to induce apoptosis in cells. It has been used as a chemosensitizing agent.

Biochem/physiol Actions

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.

Safety Information

• Pictograms: GHS06,GHS08
• Signal Word: Danger
• Hazard Statements: H301 - H351
• Precautionary Statements: P202 - P264 - P280 - P301 + P310 - P405 - P501
• Hazard Classifications: Acute Tox. 3 Oral - Carc. 2
• Storage Class Code: 6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• WGK: WGK 3