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5-Fluorouracil

analytical standard

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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
PubChem Substance ID:
329747789
NACRES:
NA.24

grade

analytical standard

Quality Level

100

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

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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General description

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

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.

Pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

Signal Word

Danger

Hazard Statements

H301 - H351

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

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5-fluorouracil: mechanisms of action and clinical strategies
Longley DB, et al.
Nature Reviews. Cancer, 3(5), 330-338 (2003)
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)
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
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
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