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
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)
| 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
PubMed
| Title | Date | PubMed |
|---|---|---|
| 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. | 2010-08 |
|
| Polymerase incorporation and miscoding properties of 5-chlorouracil. | 2010-04-19 |
|
| A new, validated HPLC-MS/MS method for the simultaneous determination of the anti-cancer agent capecitabine and its metabolites: 5'-deoxy-5-fluorocytidine, 5'-deoxy-5-fluorouridine, 5-fluorouracil and 5-fluorodihydrouracil, in human plasma. | 2010-04 |
|
| Paclitaxel inhibits growth, migration and collagen production of human Tenon's fibroblasts--potential use in drug-eluting glaucoma drainage devices. | 2010-02 |
|
| Comparative study of HOCl-inflicted damage to bacterial DNA ex vivo and within cells. | 2010-01-15 |
|
| [Markers of chloric acid (I) in biological systems--identification and properties]. | 2010 |
|
| pH-Dependent configurations of a 5-chlorouracil-guanine base pair. | 2009-12-01 |
|
| Reactive oxygen and nitrogen species induce protein and DNA modifications driving arthrofibrosis following total knee arthroplasty. | 2009-11-13 |
|
| Base pairing configuration and stability of an oligonucleotide duplex containing a 5-chlorouracil-adenine base pair. | 2009-08-11 |
|
| Retrospective analysis of S-1 monotherapy in patients with metastatic colorectal cancer after failure to fluoropyrimidine and irinotecan or to fluoropyrimidine, irinotecan and oxaliplatin. | 2009-05 |
|
| Significance of 5-fluorouracil-related enzyme activities in predicting sensitivity to 5-fluorouracil in bladder carcinoma. | 2009-04 |
|
| Controlled delivery of 5-chlorouracil using poly(ortho esters) in filtering surgery for glaucoma. | 2008-07 |
|
| Examination of hypochlorous acid-induced damage to cytosine residues in a CpG dinucleotide in DNA. | 2008-06 |
|
| [Clinical benefit of S-1 in metastatic breast cancer]. | 2006-06 |
|
| Myeloperoxidase generates 5-chlorouracil in human atherosclerotic tissue: a potential pathway for somatic mutagenesis by macrophages. | 2006-02-10 |
|
| Evaluation of novel one-electron reduction with metal in DNA. | 2006 |
|
| Hydrophilic interaction liquid chromatography-APCI-mass spectrometry determination of 5-fluorouracil in plasma and tissues. | 2005-07-15 |
|
| Measurement of drug release from microcarriers by microdialysis. | 2005-07 |
|
| Influence of halogenation on the properties of uracil and its noncovalent interactions with alkali metal ions. Threshold collision-induced dissociation and theoretical studies. | 2004-12-15 |
|
| Thymidylate synthase predictive power is overcome by irinotecan combination therapy with S-1 for gastric cancer. | 2004-10-04 |
|
| Synthesis and characterization of oligonucleotides containing 5-chlorocytosine. | 2004-09 |
|
| Phase I and pharmacokinetic study of the oral fluoropyrimidine S-1 on a once-daily-for-28-day schedule in patients with advanced malignancies. | 2004-08-01 |
|
| Synthesis and evaluation of 6-methylene-bridged uracil derivatives. Part 1: discovery of novel orally active inhibitors of human thymidine phosphorylase. | 2004-07-01 |
|
| Alternate-day oral therapy with TS-1 for advanced gastric cancer. | 2004-06 |
|
| Electron attachment to chlorouracil: a comparison between 6-ClU and 5-ClU. | 2004-01-08 |
|
| Phase I study of irinotecan and S-1 combination therapy in patients with metastatic gastric cancer. | 2003-12 |
|
| 5-Chlorouracil, a marker of DNA damage from hypochlorous acid during inflammation. A gas chromatography-mass spectrometry assay. | 2003-08-29 |
|
| Phagocytes produce 5-chlorouracil and 5-bromouracil, two mutagenic products of myeloperoxidase, in human inflammatory tissue. | 2003-06-27 |
|
| Analytical and pharmacokinetic studies with 5-chloro-2'-deoxycytidine. | 2002-11-15 |
|
| Loss of oxidized and chlorinated bases in DNA treated with reactive oxygen species: implications for assessment of oxidative damage in vivo. | 2002-08-30 |
|
| Detection and quantification of 5-chlorocytosine in DNA by stable isotope dilution and gas chromatography/negative ion chemical ionization/mass spectrometry. | 2002-02 |
|
| An improved resazurin-based cytotoxicity assay for hepatic cells. | 2002 |
|
| Synthesis of 5-chloro-1-(2,3-dideoxy-3-fluoro-beta-D-glycero-hex-2- enopyranose-4-ulosyl)uracil as potential anticancer/antiviral agent. | 2001-09-21 |
|
| N(1)-C(5')-linked dimer hydrates of 5-substituted uracils produced by anodic oxidation in aqueous solution. | 2001-04-06 |
|
| Simultaneous determination of flucytosine and fluorouracil in human plasma by high-performance liquid chromatography. | 2001-04 |
|
| Determination of 5-fluorouracil in environmental samples by solid-phase extraction and high-performance liquid chromatography with ultraviolet detection. | 2001-01-05 |
|
| Structure-activity relationship of ligands of uracil phosphoribosyltransferase from Toxoplasma gondii. | 1994-08-17 |
|
| Interaction of monoclonal antibodies directed against bromodeoxyuridine with pyrimidine bases, nucleosides, and DNA. | 1986-03-01 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 20:39:23 GMT 2025
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on
Mon Mar 31 20:39:23 GMT 2025
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| Record UNII |
7LQ4V03RNY
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| Record Status |
Validated (UNII)
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DTXSID7075137
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PARENT -> IMPURITY |
USP Peak Value = 0.15%
CHROMATOGRAPHIC PURITY (HPLC/UV)
EP
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