Home Amines 64118-84-9
64118-84-9,MFCD01671980
Catalog No.:AA00E8R1

64118-84-9 | 2-(2-((2,6-Dichloro-4-hydroxyphenyl)amino)phenyl)acetic acid

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  • Technical Information
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Technical Information
Catalog Number:
AA00E8R1
Chemical Name:
2-(2-((2,6-Dichloro-4-hydroxyphenyl)amino)phenyl)acetic acid
CAS Number:
64118-84-9
Molecular Formula:
C14H11Cl2NO3
Molecular Weight:
312.1480
MDL Number:
MFCD01671980
SMILES:
C1=CC=C(C(=C1)CC(=O)O)NC2=C(C=C(C=C2Cl)O)Cl
Properties
Computed Properties
 
Complexity:
330  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
4  
Hydrogen Bond Donor Count:
3  
Rotatable Bond Count:
4  
XLogP3:
3.7  

Literature

Title: Endocrine disrupting activities and immunomodulatory effects in lymphoblastoid cell lines of diclofenac, 4-hydroxydiclofenac and paracetamol.

Journal: Toxicology letters 20180915

Title: Reduction and Scavenging of Chemically Reactive Drug Metabolites by NAD(P)H:Quinone Oxidoreductase 1 and NRH:Quinone Oxidoreductase 2 and Variability in Hepatic Concentrations.

Journal: Chemical research in toxicology 20180219

Title: An evaluation of myeloperoxidase-mediated bio-activation of NSAIDs in promyelocytic leukemia (HL-60) cells for potential cytotoxic selectivity.

Journal: Toxicology letters 20171005

Title: Characterization of cytochrome P450 isoforms involved in sequential two-step bioactivation of diclofenac to reactive p-benzoquinone imines.

Journal: Toxicology letters 20160624

Title: Diclofenac toxicity in human intestine ex vivo is not related to the formation of intestinal metabolites.

Journal: Archives of toxicology 20150101

Title: Human NAD(P)H:quinone oxidoreductase 1 (NQO1)-mediated inactivation of reactive quinoneimine metabolites of diclofenac and mefenamic acid.

Journal: Chemical research in toxicology 20140421

Title: One-electron oxidation of diclofenac by human cytochrome P450s as a potential bioactivation mechanism for formation of 2'-(glutathion-S-yl)-deschloro-diclofenac.

Journal: Chemico-biological interactions 20140125

Title: Evaluation and mechanistic analysis of the cytotoxicity of the acyl glucuronide of nonsteroidal anti-inflammatory drugs.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20140101

Title: Histone deacetylase inhibitor valproic acid promotes the differentiation of human induced pluripotent stem cells into hepatocyte-like cells.

Journal: PloS one 20140101

Title: Role of drug-independent stress factors in liver injury associated with diclofenac intake.

Journal: Toxicology 20131004

Title: Synthesis of stable isotope labelled internal standards for drug-drug interaction (DDI) studies.

Journal: Bioorganic & medicinal chemistry 20120915

Title: Quantitative determination of aceclofenac and its three major metabolites in rat plasma by HPLC-MS/MS.

Journal: Journal of separation science 20120901

Title: Enzymatic and microbial transformation assays for the evaluation of the environmental fate of diclofenac and its metabolites.

Journal: Chemosphere 20120501

Title: Identification of mutant Asp251Gly/Gln307His of cytochrome P450 BM3 for the generation of metabolites of diclofenac, ibuprofen and tolbutamide.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20120319

Title: Convenient gram-scale metabolite synthesis by engineered fission yeast strains expressing functional human P450 systems.

Journal: Applied biochemistry and biotechnology 20110401

Title: The fate of 14C-radiolabelled diclofenac and 4'-hydroxydiclofenac in membrane bioreactor treatment of wastewater.

Journal: Water science and technology : a journal of the International Association on Water Pollution Research 20110101

Title: Degradation of the drug sodium diclofenac by Trametes versicolor pellets and identification of some intermediates by NMR.

Journal: Journal of hazardous materials 20100415

Title: Hepatic clearance of reactive glucuronide metabolites of diclofenac in the mouse is dependent on multiple ATP-binding cassette efflux transporters.

Journal: Molecular pharmacology 20100401

Title: Identification and characterization of a bacterial cytochrome P450 for the metabolism of diclofenac.

Journal: Applied microbiology and biotechnology 20100101

Title: Flavonoids diosmetin and hesperetin are potent inhibitors of cytochrome P450 2C9-mediated drug metabolism in vitro.

Journal: Drug metabolism and pharmacokinetics 20100101

Title: Diclofenac hypersensitivity: antibody responses to the parent drug and relevant metabolites.

Journal: PloS one 20100101

Title: Regioselective preparation of 5-hydroxypropranolol and 4'-hydroxydiclofenac with a fungal peroxygenase.

Journal: Bioorganic & medicinal chemistry letters 20090601

Title: Occurrence of diclofenac and selected metabolites in sewage effluents.

Journal: The Science of the total environment 20081101

Title: First evidence for occurrence of hydroxylated human metabolites of diclofenac and aceclofenac in wastewater using QqLIT-MS and QqTOF-MS.

Journal: Analytical chemistry 20081101

Title: Isolation and characterization of a new human urinary metabolite of diclofenac applying LC-NMR-MS and high-resolution mass analyses.

Journal: Journal of pharmaceutical and biomedical analysis 20080609

Title: Changes in maternal liver Cyp2c and Cyp2d expression and activity during rat pregnancy.

Journal: Biochemical pharmacology 20080415

Title: Simultaneous determination of aceclofenac and its three metabolites in plasma using liquid chromatography-tandem mass spectrometry.

Journal: Journal of pharmaceutical and biomedical analysis 20080213

Title: Effect of methamphetamine on cytochrome P450 activity.

Journal: Xenobiotica; the fate of foreign compounds in biological systems 20071201

Title: High-throughput cytochrome P450 inhibition assays using laser diode thermal desorption-atmospheric pressure chemical ionization-tandem mass spectrometry.

Journal: Analytical chemistry 20070615

Title: Analytical approaches to determine cytochrome P450 inhibitory potential of new chemical entities in drug discovery.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20070501

Title: Investigation of the immunogenicity of diclofenac and diclofenac metabolites.

Journal: Toxicology letters 20070110

Title: [The inhibition of CYP2C9 isoenzyme in Cunninghamella blakesleeana AS 3. 910].

Journal: Yao xue xue bao = Acta pharmaceutica Sinica 20061001

Title: Efficient high performance liquid chromatograph/ultraviolet method for determination of diclofenac and 4'-hydroxydiclofenac in rat serum.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20060118

Title: Development and validation of a high-throughput radiometric cyp2c9 inhibition assay using tritiated diclofenac.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20050301

Title: Preparative synthesis of drug metabolites using human cytochrome P450s 3A4, 2C9 and 1A2 with NADPH-P450 reductase expressed in Escherichia coli.

Journal: Journal of industrial microbiology & biotechnology 20050201

Title: Effects of phenobarbital on metabolism and toxicity of diclofenac sodium in rat hepatocytes in vitro.

Journal: Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20041001

Title: Diclofenac-induced antibodies against red blood cells are heterogeneous and recognize different epitopes.

Journal: Transfusion 20040801

Title: Diclofenac and metabolite pharmacokinetics in children.

Journal: Paediatric anaesthesia 20040601

Title: Validated assays for human cytochrome P450 activities.

Journal: Drug metabolism and disposition: the biological fate of chemicals 20040601

Title: Induction of drug metabolism enzymes and MDR1 using a novel human hepatocyte cell line.

Journal: The Journal of pharmacology and experimental therapeutics 20040401

Title: Pharmacokinetics of diclofenac and inhibition of cyclooxygenases 1 and 2: no relationship to the CYP2C9 genetic polymorphism in humans.

Journal: British journal of clinical pharmacology 20030101

Title: Extrapolation of diclofenac clearance from in vitro microsomal metabolism data: role of acyl glucuronidation and sequential oxidative metabolism of the acyl glucuronide.

Journal: The Journal of pharmacology and experimental therapeutics 20021201

Title: Monolithic silica rod liquid chromatography with ultraviolet or fluorescence detection for metabolite analysis of cytochrome P450 marker reactions.

Journal: Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20021125

Title: Inhibition of cytochrome P450 2C9 activity in vitro by 5-hydroxytryptamine and adrenaline.

Journal: Pharmacogenetics 20010201

Title: Is diclofenac a valuable CYP2C9 probe in humans?

Journal: European journal of clinical pharmacology 20010101

Title: Cytochrome P-450 2C9 sensitizes human prostate tumor cells to cyclophosphamide via a bystander effect.

Journal: Antimicrobial agents and chemotherapy 20001001

Title: J Shimamoto, et al. Lack of Differences in Diclofenac (A Substrate for CYP2C9) Pharmacokinetics in Healthy Volunteers With Respect to the Single CYP2C9*3 Allele. Eur J Clin Pharmacol. 2000 Apr;56(1):65-8.

Title: Hidetaka Kamimura, et al. Formation of the Accumulative Human Metabolite and Human-Specific Glutathione Conjugate of Diclofenac in TK-NOG Chimeric Mice With Humanized Livers. Drug Metab Dispos. 2015 Mar;43(3):309-16.

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Tags:64118-84-9 Molecular Formula|64118-84-9 MDL|64118-84-9 SMILES|64118-84-9 2-(2-((2,6-Dichloro-4-hydroxyphenyl)amino)phenyl)acetic acid