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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

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
15323DB
4204PH
01111AJ
28177

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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
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
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)
U P Singh et al.
Journal of inorganic biochemistry, 37(4), 325-339 (1989-12-01)
The ternary complexes of Mn(II), Co(II), Ni(II), Cu(II), Zn(II), and Cd(II) ions with 5-halouracils, viz., 5-fluorouracil (5FU), 5-chlorouracil (5ClU), and 5-bromouracil (5BrU), and the biologically important ligand L-histidine (HISD) have been synthesized and characterized by elemental analysis, conductance measurements, infrared
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