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About This Item
Empirical Formula (Hill Notation):
C4H3FN2O2
CAS Number:
Molecular Weight:
130.08
NACRES:
NA.47
PubChem Substance ID:
UNSPSC Code:
12171500
EC Number:
200-085-6
MDL number:
Beilstein/REAXYS Number:
127172
Product Name
5-Fluorouracil, ≥99% (HPLC), powder
Quality Level
assay
≥99% (HPLC)
form
powder
technique(s)
titration: suitable
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)
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.
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signalword
Danger
hcodes
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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Related Content
Product Information Sheet
Autophagy in Cancer
Overexpression of microRNA-125b sensitizes human hepatocellular carcinoma cells to 5-fluorouracil through inhibition of glycolysis by targeting hexokinase II.
Jiang JX
Molecular Medicine Reports, 10, 995-995 (2014)
Coulson CJ
Molecular Mechanisms Of Drug Action (1994)
Handbook of Drug Nutrient Interactions
Nutrition and Health
(2004)

