Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C14H11Cl2NO3 |
| Molecular Weight | 312.148 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)CC1=CC=CC=C1NC2=C(Cl)C=C(O)C=C2Cl
InChI
InChIKey=KGVXVPRLBMWZLG-UHFFFAOYSA-N
InChI=1S/C14H11Cl2NO3/c15-10-6-9(18)7-11(16)14(10)17-12-4-2-1-3-8(12)5-13(19)20/h1-4,6-7,17-18H,5H2,(H,19,20)
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Inhibition of cytochrome P450 2C9 activity in vitro by 5-hydroxytryptamine and adrenaline. | 2001 Feb |
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| Is diclofenac a valuable CYP2C9 probe in humans? | 2001 Jan-Feb |
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| Induction of drug metabolism enzymes and MDR1 using a novel human hepatocyte cell line. | 2004 Apr |
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| Diclofenac-induced antibodies against red blood cells are heterogeneous and recognize different epitopes. | 2004 Aug |
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| Validated assays for human cytochrome P450 activities. | 2004 Jun |
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| Diclofenac and metabolite pharmacokinetics in children. | 2004 Jun |
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| Preparative synthesis of drug metabolites using human cytochrome P450s 3A4, 2C9 and 1A2 with NADPH-P450 reductase expressed in Escherichia coli. | 2005 Feb |
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| Development and validation of a high-throughput radiometric cyp2c9 inhibition assay using tritiated diclofenac. | 2005 Mar |
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| Simultaneous determination of aceclofenac and its three metabolites in plasma using liquid chromatography-tandem mass spectrometry. | 2008 Feb 13 |
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| Isolation and characterization of a new human urinary metabolite of diclofenac applying LC-NMR-MS and high-resolution mass analyses. | 2008 Jun 9 |
|
| First evidence for occurrence of hydroxylated human metabolites of diclofenac and aceclofenac in wastewater using QqLIT-MS and QqTOF-MS. | 2008 Nov 1 |
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| Regioselective preparation of 5-hydroxypropranolol and 4'-hydroxydiclofenac with a fungal peroxygenase. | 2009 Jun 1 |
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| Degradation of the drug sodium diclofenac by Trametes versicolor pellets and identification of some intermediates by NMR. | 2010 Apr 15 |
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| Identification and characterization of a bacterial cytochrome P450 for the metabolism of diclofenac. | 2010 Jan |
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| Histone deacetylase inhibitor valproic acid promotes the differentiation of human induced pluripotent stem cells into hepatocyte-like cells. | 2014 |
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| Human NAD(P)H:quinone oxidoreductase 1 (NQO1)-mediated inactivation of reactive quinoneimine metabolites of diclofenac and mefenamic acid. | 2014 Apr 21 |
|
| One-electron oxidation of diclofenac by human cytochrome P450s as a potential bioactivation mechanism for formation of 2'-(glutathion-S-yl)-deschloro-diclofenac. | 2014 Jan 25 |
Sample Use Guides
Effects of aceclofenac and its metabolite, 4′-hydroxyaceclofenac on prostaglandin E2 (PGE2) production by rheumatoid synovial cells were studies. First-passage synovial cells (106 cells/ml) from 10 patients with rheumatoid arthritis were cultured in the presence of aceclofenac and 4′-hydroxyaceclofenac in range of concentration: 0.0001 – 100 uM. After 24 h in culture, amount of PGE2 in culture medium was measured by enzyme immunoassay. It was found, that diclofenac and 4′-hydroxydiclofenac suppressed PGE2 production, with IC50 values of 1.3 ± 0.6 nM (n = 10) and 16.9 ± 8.5 nM (n= 9), respectively.
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DTXSID40214326
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64118-84-9
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NJF5O599EF
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116545
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PARENT (METABOLITE LESS ACTIVE)
SUBSTANCE RECORD
