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=C(NC2=C(Cl)C=C(O)C=C2Cl)C=CC=C1
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)
| Molecular Formula | C14H11Cl2NO3 |
| Molecular Weight | 312.148 |
| 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 |
|---|---|---|
| Human NAD(P)H:quinone oxidoreductase 1 (NQO1)-mediated inactivation of reactive quinoneimine metabolites of diclofenac and mefenamic acid. | 2014-04-21 |
|
| One-electron oxidation of diclofenac by human cytochrome P450s as a potential bioactivation mechanism for formation of 2'-(glutathion-S-yl)-deschloro-diclofenac. | 2014-01-25 |
|
| Histone deacetylase inhibitor valproic acid promotes the differentiation of human induced pluripotent stem cells into hepatocyte-like cells. | 2014 |
|
| Role of drug-independent stress factors in liver injury associated with diclofenac intake. | 2013-10-04 |
|
| Diclofenac hypersensitivity: antibody responses to the parent drug and relevant metabolites. | 2010-10-28 |
|
| Degradation of the drug sodium diclofenac by Trametes versicolor pellets and identification of some intermediates by NMR. | 2010-04-15 |
|
| Hepatic clearance of reactive glucuronide metabolites of diclofenac in the mouse is dependent on multiple ATP-binding cassette efflux transporters. | 2010-04 |
|
| Identification and characterization of a bacterial cytochrome P450 for the metabolism of diclofenac. | 2010-01 |
|
| Flavonoids diosmetin and hesperetin are potent inhibitors of cytochrome P450 2C9-mediated drug metabolism in vitro. | 2010 |
|
| Regioselective preparation of 5-hydroxypropranolol and 4'-hydroxydiclofenac with a fungal peroxygenase. | 2009-06-01 |
|
| First evidence for occurrence of hydroxylated human metabolites of diclofenac and aceclofenac in wastewater using QqLIT-MS and QqTOF-MS. | 2008-11-01 |
|
| Occurrence of diclofenac and selected metabolites in sewage effluents. | 2008-11-01 |
|
| Isolation and characterization of a new human urinary metabolite of diclofenac applying LC-NMR-MS and high-resolution mass analyses. | 2008-06-09 |
|
| Changes in maternal liver Cyp2c and Cyp2d expression and activity during rat pregnancy. | 2008-04-15 |
|
| Simultaneous determination of aceclofenac and its three metabolites in plasma using liquid chromatography-tandem mass spectrometry. | 2008-02-13 |
|
| Effect of methamphetamine on cytochrome P450 activity. | 2007-12 |
|
| High-throughput cytochrome P450 inhibition assays using laser diode thermal desorption-atmospheric pressure chemical ionization-tandem mass spectrometry. | 2007-06-15 |
|
| Analytical approaches to determine cytochrome P450 inhibitory potential of new chemical entities in drug discovery. | 2007-05-01 |
|
| Investigation of the immunogenicity of diclofenac and diclofenac metabolites. | 2007-01-10 |
|
| [The inhibition of CYP2C9 isoenzyme in Cunninghamella blakesleeana AS 3. 910]. | 2006-10 |
|
| Efficient high performance liquid chromatograph/ultraviolet method for determination of diclofenac and 4'-hydroxydiclofenac in rat serum. | 2006-01-18 |
|
| Development and validation of a high-throughput radiometric cyp2c9 inhibition assay using tritiated diclofenac. | 2005-03 |
|
| Preparative synthesis of drug metabolites using human cytochrome P450s 3A4, 2C9 and 1A2 with NADPH-P450 reductase expressed in Escherichia coli. | 2005-02 |
|
| Effects of phenobarbital on metabolism and toxicity of diclofenac sodium in rat hepatocytes in vitro. | 2004-10 |
|
| Diclofenac-induced antibodies against red blood cells are heterogeneous and recognize different epitopes. | 2004-08 |
|
| Validated assays for human cytochrome P450 activities. | 2004-06 |
|
| Diclofenac and metabolite pharmacokinetics in children. | 2004-06 |
|
| Induction of drug metabolism enzymes and MDR1 using a novel human hepatocyte cell line. | 2004-04 |
|
| Pharmacokinetics of diclofenac and inhibition of cyclooxygenases 1 and 2: no relationship to the CYP2C9 genetic polymorphism in humans. | 2003-01 |
|
| Extrapolation of diclofenac clearance from in vitro microsomal metabolism data: role of acyl glucuronidation and sequential oxidative metabolism of the acyl glucuronide. | 2002-12 |
|
| Monolithic silica rod liquid chromatography with ultraviolet or fluorescence detection for metabolite analysis of cytochrome P450 marker reactions. | 2002-11-25 |
|
| Is diclofenac a valuable CYP2C9 probe in humans? | 2001-04-11 |
|
| Inhibition of cytochrome P450 2C9 activity in vitro by 5-hydroxytryptamine and adrenaline. | 2001-02 |
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.
| Substance Class |
Chemical
Created
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admin
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Edited
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| Record UNII |
NJF5O599EF
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| Record Status |
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64118-84-9
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116545
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