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224588

Sigma-Aldrich

5-Chlorouracil

ReagentPlus®, 99%

Synonym(s):

5-Chloro-2,4-dihydroxypyrimidine, 5-Chloropyrimidine-2,4(1H,3H)-dione

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About This Item

Empirical Formula (Hill Notation):
C4H3ClN2O2
CAS Number:
1820-81-1
Molecular Weight:
146.53
Beilstein/REAXYS Number:
127173
EC Number:
217-339-7
MDL number:
MFCD00006019
UNSPSC Code:
12352100
PubChem Substance ID:
24853447
NACRES:
NA.22

product line

ReagentPlus®

assay

99%

form

solid

mp

>300 °C (lit.)

solubility

1 M NH4OH: soluble 50 mg/mL

functional group

chloro

SMILES string

ClC1=CNC(=O)NC1=O

InChI

1S/C4H3ClN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)

InChI key

ZFTBZKVVGZNMJR-UHFFFAOYSA-N

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General description

The shape resonance spectra of 5-chlorouracil, obtained from fixed-nuclei elastic scattering calculations by the Schwinger multichannel method with pseudopotentials, was studied.

Application

5-Chlorouracil was used as a control in resazurin-based cytotoxicity assay for screening of cytotoxicity in hepatocytes and liver cell lines.

Legal Information

ReagentPlus is a registered trademark of Merck KGaA, Darmstadt, Germany

pictograms

Skull and crossbonesHealth hazard
GHS06,GHS08

signalword

Danger

hcodes

H301,H341

Hazard Classifications

Acute Tox. 3 Oral - Muta. 2

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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F Kossoski et al.
The Journal of chemical physics, 140(2), 024317-024317 (2014-01-21)
We report on the shape resonance spectra of uracil, 5-fluorouracil, and 5-chlorouracil, as obtained from fixed-nuclei elastic scattering calculations performed with the Schwinger multichannel method with pseudopotentials. Our results are in good agreement with the available electron transmission spectroscopy data
M K McMillian et al.
Cell biology and toxicology, 18(3), 157-173 (2002-06-27)
A simple resazurin-based cytotoxicity assay is presented for screening of cytotoxicity in hepatocytes and liver cell lines. Human hepatoma (HepG2) cells in 96-well culture plates were exposed to known toxic (cisplatin, 5-fluorouracil, ethionine, flufenamic acid, and diflunisal) and control (transplatin
Marianne Berdugo Polak et al.
Investigative ophthalmology & visual science, 49(7), 2993-3003 (2008-06-27)
To evaluate the antimitotic and toxic effects of 5-chlorouracil (5-CU) and 5-fluorouracil (5-FU) and study their potential to delay filtering bleb closure in the rabbit eye when released by poly(ortho esters) (POE). Rabbit Tenon fibroblasts and human conjunctival cells were
Liia D Vainchtein et al.
Biomedical chromatography : BMC, 24(4), 374-386 (2009-08-04)
A rapid and selective liquid chromatography/tandem mass spectrometric method was developed for the simultaneous determination of capecitabine and its metabolites 5'-deoxy-5-fluorocytidine (5'-DFCR), 5'-deoxy-5-fluorouracil (5'-DFUR), 5-fluorouracil (5-FU) and dihydro-5-fluorouracil (FUH(2)) in human plasma. A 200 microL human plasma aliquot was spiked
Anionradicals from 5-halouracil substituted oriented DNA after X-irradiation at low temperatures.
K Voit et al.
Radiation and environmental biophysics, 25(3), 175-181 (1986-01-01)
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