Skip to Content
Merck
CN

V900394

5-Fluorouracil

Vetec™, reagent grade, ≥99%

Synonym(s):

2,4-Dihydroxy-5-fluoropyrimidine, 5-FU, 5-Fluoro-2,4(1H,3H)-pyrimidinedione

Sign In to View Organizational & Contract Pricing.

Select a Size

About This Item

Empirical Formula (Hill Notation):
C4H3FN2O2
CAS Number:
51-21-8
Molecular Weight:
130.08
EC Number:
200-085-6
UNSPSC Code:
12171500
PubChem Substance ID:
329829803
Beilstein/REAXYS Number:
127172
MDL number:
MFCD00006018

Key Documents

View All Documentation
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist
Technical Service
Need help? Our team of experienced scientists is here for you.
Let Us Assist

InChI key

GHASVSINZRGABV-UHFFFAOYSA-N

InChI

1S/C4H3FN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)

SMILES string

FC1=CNC(=O)NC1=O

grade

reagent grade

product line

Vetec™

assay

≥99%

form

powder

Gene Information

human ... TYMS(7298)

solubility

1 M NH4OH: 50 mg/mL, clear, colorless to faintly yellow

application(s)

diagnostic assay manufacturing
hematology
histology

storage temp.

room temp

Looking for similar products? Visit Product Comparison Guide

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

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

hcodes

H301,H351

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

WGK 3

Choose from one of the most recent versions:

Certificates of Analysis (COA)

Lot/Batch Number
WXBD5262V
WXBD7919V
WXBD3710V
WXBD1215V
WXBC7976V

Don't see the Right Version?

If you require a particular version, you can look up a specific certificate by the Lot or Batch number.

Search for a COA

Already Own This Product?

Find documentation for the products that you have recently purchased in the Document Library.

Visit the Document Library

Cellular response to 5-fluorouracil (5-FU) in 5-FU-resistant colon cancer cell lines during treatment and recovery.
De Angelis P M, et al.
Molecular Cancer, 5(1), 20-20 (2006)
5-Fluorouracil derivatives. IV. Synthesis of antitumor-active acyloxyalkyl-5-fluorouracils
OZAKI S, et al.
Chemical & Pharmaceutical Bulletin, 32(2), 733-738 (1984)
5-Fluorouracil derivatives. I. The synthesis of 1-carbamoyl-5-fluorouracils
Ozaki S, et al.
Bulletin of the Chemical Society of Japan, 50(9), 2406-2412 (1977)
5-fluorouracil activation of p53 involves an MDM2-ribosomal protein interaction.
Sun X X, et al.
The Journal of Biological Chemistry, 282(11), 8052-8059 (2007)
Molecular Mechanisms Of Drug Action (1994)
View All Related Papers

Our team of scientists has experience in all areas of research including Life Science, Material Science, Chemical Synthesis, Chromatography, Analytical and many others.

Contact Technical Service