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F6627

Sigma-Aldrich

5-Fluorouracil

≥99% (HPLC), powder

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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:
Molecular Weight:
130.08
Beilstein/REAXYS Number:
127172
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.47

Quality Level

assay

≥99% (HPLC)

form

powder

color

white

mp

282-286 °C (dec.) (lit.)

solubility

1 M NH4OH: soluble
DMSO/DMF: soluble
methanol: soluble

εmax

7.07 at 265 nm in 0.1 M HCl

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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This Item
PHR1227F0250000F8423
5-Fluorouracil ≥99% (HPLC), powder

F6627

5-Fluorouracil

Fluorouracil Pharmaceutical Secondary Standard; Certified Reference Material

PHR1227

Fluorouracil

Fluorouracil European Pharmacopoeia (EP) Reference Standard

F0250000

Fluorouracil

Fluorouracil meets USP testing specifications

F8423

Fluorouracil

solubility

1 M NH4OH: soluble, methanol: soluble, DMSO/DMF: soluble

solubility

-

solubility

-

solubility

-

application(s)

diagnostic assay manufacturing
hematology
histology

application(s)

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

application(s)

pharmaceutical (small molecule)

application(s)

pharmaceutical (small molecule)

form

powder

form

-

form

-

form

-

storage temp.

room temp

storage temp.

2-30°C

storage temp.

2-8°C

storage temp.

-

εmax

7.07 at 265 nm in 0.1 M HCl

εmax

-

εmax

-

εmax

-

Application

5-Fluorouracil has been used to induce apoptosis in cells. It has been used as a chemosensitizing agent.

Biochem/physiol Actions

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.

pictograms

Skull and crossbonesHealth hazard

signalword

Danger

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_germany

WGK 3


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Overexpression of microRNA-125b sensitizes human hepatocellular carcinoma cells to 5-fluorouracil through inhibition of glycolysis by targeting hexokinase II.
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