U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C4H3ClN2O2
Molecular Weight 146.532
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 5-CHLOROURACIL

SMILES

ClC1=CNC(=O)NC1=O

InChI

InChIKey=ZFTBZKVVGZNMJR-UHFFFAOYSA-N
InChI=1S/C4H3ClN2O2/c5-2-1-6-4(9)7-3(2)8/h1H,(H2,6,7,8,9)

HIDE SMILES / InChI

Approval Year

Targets

Targets

Primary TargetPharmacologyConditionPotency
Target ID: CHEMBL2311221
PubMed

PubMed

TitleDatePubMed
Interaction of monoclonal antibodies directed against bromodeoxyuridine with pyrimidine bases, nucleosides, and DNA.
1986 Mar 1
Structure-activity relationship of ligands of uracil phosphoribosyltransferase from Toxoplasma gondii.
1994 Aug 17
Simultaneous determination of flucytosine and fluorouracil in human plasma by high-performance liquid chromatography.
2001 Apr
5-Chlorouracil, a marker of DNA damage from hypochlorous acid during inflammation. A gas chromatography-mass spectrometry assay.
2003 Aug 29
Phagocytes produce 5-chlorouracil and 5-bromouracil, two mutagenic products of myeloperoxidase, in human inflammatory tissue.
2003 Jun 27
Phase I and pharmacokinetic study of the oral fluoropyrimidine S-1 on a once-daily-for-28-day schedule in patients with advanced malignancies.
2004 Aug 1
Influence of halogenation on the properties of uracil and its noncovalent interactions with alkali metal ions. Threshold collision-induced dissociation and theoretical studies.
2004 Dec 15
Synthesis and characterization of oligonucleotides containing 5-chlorocytosine.
2004 Sep
Measurement of drug release from microcarriers by microdialysis.
2005 Jul
Hydrophilic interaction liquid chromatography-APCI-mass spectrometry determination of 5-fluorouracil in plasma and tissues.
2005 Jul 15
[Clinical benefit of S-1 in metastatic breast cancer].
2006 Jun
Significance of 5-fluorouracil-related enzyme activities in predicting sensitivity to 5-fluorouracil in bladder carcinoma.
2009 Apr
Reactive oxygen and nitrogen species induce protein and DNA modifications driving arthrofibrosis following total knee arthroplasty.
2009 Nov 13
[Markers of chloric acid (I) in biological systems--identification and properties].
2010
Characterization of a novel lymph node metastasis model from human colonic cancer and its preclinical use for comparison of anti-metastatic efficacy between oral S-1 and UFT/ LV.
2010 Aug
Name Type Language
5-CHLOROURACIL
Systematic Name English
5-CHLORO-2,4-DIHYDROXYPYRIMIDINE
Systematic Name English
FLUOROURACIL RELATED COMPOUND E [USP-RS]
Common Name English
5-CHLOROPYRIMIDINE-2,4(1H,3H)-DIONE
Systematic Name English
CHLOROURACIL, 5-
Systematic Name English
FLUOROURACIL IMPURITY E [EP IMPURITY]
Common Name English
FLUOROURACIL RELATED COMPOUND E [USP IMPURITY]
Common Name English
FLUOROURACIL RELATED COMPOUND E
USP-RS  
Common Name English
NSC-28172
Code English
5-CHLORO-2,4-PYRIMIDINEDIONE
Systematic Name English
2,4(1H,3H)-PYRIMIDINEDIONE, 5-CHLORO-
Systematic Name English
Code System Code Type Description
CAS
1820-81-1
Created by admin on Sat Dec 16 00:42:09 GMT 2023 , Edited by admin on Sat Dec 16 00:42:09 GMT 2023
PRIMARY
PUBCHEM
15758
Created by admin on Sat Dec 16 00:42:09 GMT 2023 , Edited by admin on Sat Dec 16 00:42:09 GMT 2023
PRIMARY
ECHA (EC/EINECS)
217-339-7
Created by admin on Sat Dec 16 00:42:09 GMT 2023 , Edited by admin on Sat Dec 16 00:42:09 GMT 2023
PRIMARY
RS_ITEM_NUM
1279054
Created by admin on Sat Dec 16 00:42:09 GMT 2023 , Edited by admin on Sat Dec 16 00:42:09 GMT 2023
PRIMARY
FDA UNII
7LQ4V03RNY
Created by admin on Sat Dec 16 00:42:09 GMT 2023 , Edited by admin on Sat Dec 16 00:42:09 GMT 2023
PRIMARY
CHEBI
60762
Created by admin on Sat Dec 16 00:42:09 GMT 2023 , Edited by admin on Sat Dec 16 00:42:09 GMT 2023
PRIMARY
NSC
28172
Created by admin on Sat Dec 16 00:42:09 GMT 2023 , Edited by admin on Sat Dec 16 00:42:09 GMT 2023
PRIMARY
EPA CompTox
DTXSID7075137
Created by admin on Sat Dec 16 00:42:09 GMT 2023 , Edited by admin on Sat Dec 16 00:42:09 GMT 2023
PRIMARY