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Merck
CN

858471

5-Fluorouracil

99%

Synonym(s):

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

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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:
24888466
Beilstein/REAXYS Number:
127172
MDL number:
MFCD00006018

Key Documents

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assay

99%

mp

282-286 °C (dec.) (lit.)

solubility

ammonium hydroxide: 50 mg/mL, clear, colorless

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

Inhibitor of DNA synthesis.

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

Regulatory Information

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Certificates of Analysis (COA)

Lot/Batch Number
08008CD
13611EN
02907MV
11121MQ
06618LQ

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Chem. Abstr., 109, 182873m-182873m (1988)
Pharmazeutische Zeitung, 133, 35-35 (1988)
Aurélien Montagu et al.
European journal of medicinal chemistry, 46(2), 778-786 (2011-01-15)
The synthesis and antiviral evaluation of a series of C5-(1,4- and 1,5-disubstituted-1,2,3-triazolo)-nucleoside derivatives is described. The key steps of this synthesis are regioselective Huisgen's 1,3-dipolar cycloaddition, using either copper-catalyzed azide-alkyne cycloaddition (CuAAC) or ruthenium-catalyzed azide-alkyne cycloaddition (RuAAC) under microwave activation.
Julia K J Ahlskog et al.
Bioorganic & medicinal chemistry letters, 19(16), 4851-4856 (2009-07-21)
We describe the synthesis and characterization of two acetazolamide derivatives containing either a charged fluorophore or an albumin-binding moiety, which restrict binding to carbonic anhydrase IX and XII present on tumor cells. In vivo studies showed the preferentially targeting of
Zhiyang Chen et al.
Nature communications, 6, 6808-6808 (2015-04-17)
Wild-type p53-induced phosphatase 1 (Wip1) negatively regulates several tumour suppressor and DNA damage response pathways. However, the impact of Wip1 on haematopoietic stem cell (HSC) homeostasis and aging remains unknown. Here we show that Wip1 is highly expressed in HSCs
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