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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

Molecular Formula C4H3ClN2O2
Molecular Weight 146.532
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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
Synthesis of 5-chloro-1-(2,3-dideoxy-3-fluoro-beta-D-glycero-hex-2- enopyranose-4-ulosyl)uracil as potential anticancer/antiviral agent.
2001 Apr-Jul
An improved resazurin-based cytotoxicity assay for hepatic cells.
2002
Detection and quantification of 5-chlorocytosine in DNA by stable isotope dilution and gas chromatography/negative ion chemical ionization/mass spectrometry.
2002 Feb
Analytical and pharmacokinetic studies with 5-chloro-2'-deoxycytidine.
2002 Nov 15
Hydrophilic interaction liquid chromatography-APCI-mass spectrometry determination of 5-fluorouracil in plasma and tissues.
2005 Jul 15
Evaluation of novel one-electron reduction with metal in DNA.
2006
Myeloperoxidase generates 5-chlorouracil in human atherosclerotic tissue: a potential pathway for somatic mutagenesis by macrophages.
2006 Feb 10
[Clinical benefit of S-1 in metastatic breast cancer].
2006 Jun
Controlled delivery of 5-chlorouracil using poly(ortho esters) in filtering surgery for glaucoma.
2008 Jul
Examination of hypochlorous acid-induced damage to cytosine residues in a CpG dinucleotide in DNA.
2008 Jun
Significance of 5-fluorouracil-related enzyme activities in predicting sensitivity to 5-fluorouracil in bladder carcinoma.
2009 Apr
Retrospective analysis of S-1 monotherapy in patients with metastatic colorectal cancer after failure to fluoropyrimidine and irinotecan or to fluoropyrimidine, irinotecan and oxaliplatin.
2009 May
[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
Substance Class Chemical
Created
by admin
on Sat Dec 16 00:42:09 UTC 2023
Edited
by admin
on Sat Dec 16 00:42:09 UTC 2023
Record UNII
7LQ4V03RNY
Record Status Validated (UNII)
Record Version
  • Download
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 UTC 2023 , Edited by admin on Sat Dec 16 00:42:09 UTC 2023
PRIMARY
PUBCHEM
15758
Created by admin on Sat Dec 16 00:42:09 UTC 2023 , Edited by admin on Sat Dec 16 00:42:09 UTC 2023
PRIMARY
ECHA (EC/EINECS)
217-339-7
Created by admin on Sat Dec 16 00:42:09 UTC 2023 , Edited by admin on Sat Dec 16 00:42:09 UTC 2023
PRIMARY
RS_ITEM_NUM
1279054
Created by admin on Sat Dec 16 00:42:09 UTC 2023 , Edited by admin on Sat Dec 16 00:42:09 UTC 2023
PRIMARY
FDA UNII
7LQ4V03RNY
Created by admin on Sat Dec 16 00:42:09 UTC 2023 , Edited by admin on Sat Dec 16 00:42:09 UTC 2023
PRIMARY
CHEBI
60762
Created by admin on Sat Dec 16 00:42:09 UTC 2023 , Edited by admin on Sat Dec 16 00:42:09 UTC 2023
PRIMARY
NSC
28172
Created by admin on Sat Dec 16 00:42:09 UTC 2023 , Edited by admin on Sat Dec 16 00:42:09 UTC 2023
PRIMARY
EPA CompTox
DTXSID7075137
Created by admin on Sat Dec 16 00:42:09 UTC 2023 , Edited by admin on Sat Dec 16 00:42:09 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> IMPURITY
USP Peak Value = 0.15%
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP