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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:
127173
EC Number:
217-339-7
MDL number:
MFCD00006019
UNSPSC Code:
12352100
PubChem Substance ID:
24853447
NACRES:
NA.22

Quality Level

100

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

Signal Word

Danger

Hazard Statements

H301,H341

Precautionary Statements

P201 - P301 + P310 + P330

Hazard Classifications

Acute Tox. 3 Oral - Muta. 2

Storage Class Code

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

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Certificates of Analysis (COA)

Lot/Batch Number
04617AJ
4204PH
01111AJ
15323DB
17110

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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
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
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)
Matthew Whiteman et al.
Biochemical and biophysical research communications, 296(4), 883-889 (2002-08-30)
Oxidative damage to DNA has been reported to occur in a wide variety of disease states. The most widely used "marker" for oxidative DNA damage is 8-hydroxyguanine. However, the use of only one marker has limitations. Exposure of calf thymus
T Sato et al.
Environmental and molecular mutagenesis, 17(4), 258-263 (1991-01-01)
The SOS chromotest was applied for the detection of antimutagens. To raise SOS induction, the bacteria were treated with the mutagens, UV, 4-nitroquinoline N-oxide (4NQO), N-methyl-N'-nitro-N-nitroso-guanidine (MNNG), or benzo[a]pyrene (B[a]p). The inhibitory effects of L-ascorbic acid, glutathione, vanillin, 5-fluorouracil (5-FU)
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