Merck
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V900394

Sigma-Aldrich

5-Fluorouracil

Vetec, reagent grade, ≥99%

Synonym(s):
2,4-Dihydroxy-5-fluoropyrimidine, 5-FU, 5-Fluoro-2,4(1H,3H)-pyrimidinedione
Empirical Formula (Hill Notation):
C4H3FN2O2
CAS Number:
Molecular Weight:
130.08
Beilstein:
127172
EC Number:
MDL number:
PubChem Substance ID:

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)

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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.

Packaging

1, 5 g in glass bottle

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 Sigma-Aldrich International GmbH

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

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

Certificate of Analysis

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Certificate of Origin

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