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Merck

03738

5-Fluorouracil

analytical standard

Synonym(s):

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

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All Photos(2)

About This Item

Empirical Formula (Hill Notation):
C4H3FN2O2
CAS Number:
51-21-8
Molecular Weight:
130.08
UNSPSC Code:
41116107
NACRES:
NA.24
PubChem Substance ID:
329747789
EC Number:
200-085-6
Beilstein/REAXYS Number:
127172
MDL number:
MFCD00006018

Product Name

5-Fluorouracil, analytical standard

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

analytical standard

assay

≥99.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

impurities

≤0.5% water

mp

282-286 °C (dec.) (lit.)

application(s)

cleaning products
cosmetics
food and beverages
forensics and toxicology
personal care
pharmaceutical (small molecule)

format

neat

Quality Level

100

Gene Information

human ... TYMS(7298)

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Application

5-Fluorouracil may be used as an analytical standard for the determination of the analyte in hospital effluents by capillary electrophoresis, and in biological samples and environmental samples by chromatography based techniques.

General description

5-Fluorouracil is an anti-tumor agent, widely used in the treatment of various malignancies.

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN0592
BCCH5111
BCCJ2687
BCCF1011
BCCC1036

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A sensitive method for determination of 5-fluorouracil and 5-fluoro-2'-deoxyuridine in human plasma by high-pressure liquid chromatography.
A R Buckpitt et al.
Analytical biochemistry, 106(2), 432-437 (1980-08-01)
5-fluorouracil: mechanisms of action and clinical strategies
Longley DB, et al.
Nature Reviews. Cancer, 3(5), 330-338 (2003)
G Micoli et al.
Journal of chromatography. B, Biomedical sciences and applications, 750(1), 25-32 (2001-02-24)
5-Fluorouracil (5-FU) is one of the most widely used antineoplastic drugs. It can be therefore considered to be a model compound for the identification of exposure routes during preparation and administration of cytostatic agents, especially for nucleoside analogue drugs. In
Use of 5-fluorouracil and survival in patients with microsatellite-unstable colorectal cancer
Carethers JM, et al.
Gastroenterology, 126(2), 394-401 (2004)
Susanne N Mahnik et al.
Analytical and bioanalytical chemistry, 380(1), 31-35 (2004-09-15)
Cytostatic anticancer drugs are an increasingly important issue in the environmental debate, mainly due to the lack of knowledge about the fate of these toxic substances. Over the last decades, 5-fluorouracil (5-FU) has been one of the most frequently used
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