5-Chlorouracil

Last updated
5-Chlorouracil
5-Chlorouracil.svg
Names
Preferred IUPAC name
5-Chloropyrimidine-2,4(1H,3H)-dione
Identifiers
3D model (JSmol)
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.015.763 OOjs UI icon edit-ltr-progressive.svg
EC Number
  • 217-339-7
PubChem CID
UNII
  • InChI=1S/C4H3ClN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)
    Key: ZFTBZKVVGZNMJR-UHFFFAOYSA-N
  • C1=C(C(=O)NC(=O)N1)Cl
Properties
C4H3ClN2O2
Molar mass 146.53 g·mol−1
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

5-Chlorouracil is an organochlorine compound that is a chlorinated version of the nucleobase uracil. [1] It is a marker for DNA damage caused by hypochlorous acid. [2] In vivo, it is converted into mutagenic chlorodeoxyuridine. [3]

See also

References

  1. ↑ PubChem. "5-Chlorouracil". pubchem.ncbi.nlm.nih.gov. Retrieved 2025-10-23.
  2. ↑ Jiang, Qing; Blount, Ben C.; Ames, Bruce N. (2003-08-29). "5-Chlorouracil, a Marker of DNA Damage from Hypochlorous Acid during Inflammation: A GAS CHROMATOGRAPHY-MASS SPECTROMETRY ASSAY*". Journal of Biological Chemistry. 278 (35): 32834–32840. doi: 10.1074/jbc.M304021200 . ISSN   0021-9258. PMID   12810714.
  3. ↑ "5-Chlorouracil (CAS 1820-81-1)". www.caymanchem.com. Retrieved 2025-10-23.
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