Home Halogens 2-{2,3-dichloro-4-[(thiophen-2-yl)carbonyl]phenoxy}acetic acid

2-{2,3-dichloro-4-[(thiophen-2-yl)carbonyl]phenoxy}acetic acid

CAS No.:
40180-04-9
Catalog Number:
AG00C0X1
Molecular Formula:
C13H8Cl2O4S
Molecular Weight:
331.1712
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
250mg
95%
1 week
United States
$771
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Product Description
Catalog Number:
AG00C0X1
Chemical Name:
2-{2,3-dichloro-4-[(thiophen-2-yl)carbonyl]phenoxy}acetic acid
CAS Number:
40180-04-9
Molecular Formula:
C13H8Cl2O4S
Molecular Weight:
331.1712
MDL Number:
MFCD00867339
IUPAC Name:
2-[2,3-dichloro-4-(thiophene-2-carbonyl)phenoxy]acetic acid
InChI:
InChI=1S/C13H8Cl2O4S/c14-11-7(13(18)9-2-1-5-20-9)3-4-8(12(11)15)19-6-10(16)17/h1-5H,6H2,(H,16,17)
InChI Key:
AGHANLSBXUWXTB-UHFFFAOYSA-N
SMILES:
OC(=O)COc1ccc(c(c1Cl)Cl)C(=O)c1cccs1
EC Number:
254-826-3
UNII:
HC95205SY4
Properties
Complexity:
379  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
329.952g/mol
Formal Charge:
0
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
5  
Hydrogen Bond Donor Count:
1  
Isotope Atom Count:
0
Molecular Weight:
331.163g/mol
Monoisotopic Mass:
329.952g/mol
Rotatable Bond Count:
5  
Topological Polar Surface Area:
91.8A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.1  
Literature
Title Journal
Cell-based assay using glutathione-depleted HepaRG and HepG2 human liver cells for predicting drug-induced liver injury. Toxicology in vitro : an international journal published in association with BIBRA 20180401
Customised in vitro model to detect human metabolism-dependent idiosyncratic drug-induced liver injury. Archives of toxicology 20180101
Evaluating the Role of Multidrug Resistance Protein 3 (MDR3) Inhibition in Predicting Drug-Induced Liver Injury Using 125 Pharmaceuticals. Chemical research in toxicology 20170515
High content analysis assay for prediction of human hepatotoxicity in HepaRG and HepG2 cells. Toxicology in vitro : an international journal published in association with BIBRA 20160601
Direct and metabolism-dependent cytochrome P450 inhibition assays for evaluating drug-drug interactions. Journal of applied toxicology : JAT 20130201
Identification of CYP isozymes involved in benzbromarone metabolism in human liver microsomes. Biopharmaceutics & drug disposition 20121101
Identification of protein targets of reactive metabolites of tienilic acid in human hepatocytes. Chemical research in toxicology 20120521
Differential oxidation of two thiophene-containing regioisomers to reactive metabolites by cytochrome P450 2C9. Chemical research in toxicology 20120416
Development of an in vitro system with human liver microsomes for phenotyping of CYP2C9 genetic polymorphisms with a mechanism-based inactivator. Drug metabolism and disposition: the biological fate of chemicals 20120401
Idiosyncratic reactions and metabolism of sulfur-containing drugs. Expert opinion on drug metabolism & toxicology 20120401
Antihypertensive drugs and risk of incident gout among patients with hypertension: population based case-control study. BMJ (Clinical research ed.) 20120101
Translating clinical findings into knowledge in drug safety evaluation--drug induced liver injury prediction system (DILIps). PLoS computational biology 20111201
Combination of GSH trapping and time-dependent inhibition assays as a predictive method of drugs generating highly reactive metabolites. Drug metabolism and disposition: the biological fate of chemicals 20110701
CYP2C9-mediated metabolic activation of losartan detected by a highly sensitive cell-based screening assay. Drug metabolism and disposition: the biological fate of chemicals 20110501
A predictive ligand-based Bayesian model for human drug-induced liver injury. Drug metabolism and disposition: the biological fate of chemicals 20101201
Novel metabolic bioactivation mechanism for a series of anti-inflammatory agents (2,5-diaminothiophene derivatives) mediated by cytochrome p450 enzymes. Drug metabolism and disposition: the biological fate of chemicals 20100901
Characterization of glutathione conjugates of duloxetine by mass spectrometry and evaluation of in silico approaches to rationalize the site of conjugation for thiophene containing drugs. Chemical research in toxicology 20100816
Identification and characterisation of new inhibitors for the human hematopoietic prostaglandin D2 synthase. European journal of medicinal chemistry 20100201
Chem2Bio2RDF: a semantic framework for linking and data mining chemogenomic and systems chemical biology data. BMC bioinformatics 20100101
Evaluation of the potential for drug-induced liver injury based on in vitro covalent binding to human liver proteins. Drug metabolism and disposition: the biological fate of chemicals 20091201
New insights into the structural features and functional relevance of human cytochrome P450 2C9. Part I. Current drug metabolism 20091201
Aqua-(2,2'-bipyridine-κN,N')bis-(thio-phene-2-carboxyl-ato-κO)copper(II). Acta crystallographica. Section E, Structure reports online 20090801
Cocktail-substrate assay system for mechanism-based inhibition of CYP2C9, CYP2D6, and CYP3A using human liver microsomes at an early stage of drug development. Xenobiotica; the fate of foreign compounds in biological systems 20090601
Mechanism-based inactivation of cytochrome P450 2C9 by tienilic acid and (+/-)-suprofen: a comparison of kinetics and probe substrate selection. Drug metabolism and disposition: the biological fate of chemicals 20090101
Substrates, inducers, inhibitors and structure-activity relationships of human Cytochrome P450 2C9 and implications in drug development. Current medicinal chemistry 20090101
Prediction of pharmacological and xenobiotic responses to drugs based on time course gene expression profiles. PloS one 20090101
Involvement of cytochrome P450-mediated metabolism in tienilic acid hepatotoxicity in rats. Toxicology letters 20081215
The crucial protective role of glutathione against tienilic acid hepatotoxicity in rats. Toxicology and applied pharmacology 20081015
Can in vitro metabolism-dependent covalent binding data in liver microsomes distinguish hepatotoxic from nonhepatotoxic drugs? An analysis of 18 drugs with consideration of intrinsic clearance and daily dose. Chemical research in toxicology 20080901
Markers of electrophilic stress caused by chemically reactive metabolites in human hepatocytes. Drug metabolism and disposition: the biological fate of chemicals 20080501
A generic method to detect electrophilic intermediates using isotopic pattern triggered data-dependent high-resolution accurate mass spectrometry. Rapid communications in mass spectrometry : RCM 20080401
A novel approach to cyclin-dependent kinase 5/p25 inhibitors: A potential treatment for Alzheimer's disease. Bioorganic & medicinal chemistry 20071001
Changes in gene expression induced by tienilic Acid and sulfamethoxazole: testing the danger hypothesis. Journal of immunotoxicology 20071001
Toxicological significance of mechanism-based inactivation of cytochrome p450 enzymes by drugs. Critical reviews in toxicology 20070601
Prediction of in vivo potential for metabolic activation of drugs into chemically reactive intermediate: correlation of in vitro and in vivo generation of reactive intermediates and in vitro glutathione conjugate formation in rats and humans. Chemical research in toxicology 20070301
Ethanol oxidation into acetaldehyde by 16 recombinant human cytochrome P450 isoforms: role of CYP2C isoforms in human liver microsomes. Toxicology letters 20061215
Evaluation of time-dependent cytochrome P450 inhibition using cultured human hepatocytes. Drug metabolism and disposition: the biological fate of chemicals 20060801
Tienilic acid enhances hyperbilirubinemia in Eisai hyperbilirubinuria rats through hepatic multidrug resistance-associated protein 3 and heme oxygenase-1 induction. Toxicological sciences : an official journal of the Society of Toxicology 20060601
Kinetics of tienilic acid bioactivation and functional generation of drug-protein adducts in intact rat hepatocytes. Biochemical pharmacology 20051205
Effects of novel ethacrynic acid derivatives on human trabecular meshwork cell shape, actin cytoskeletal organization, and transcellular fluid flow. Biological & pharmaceutical bulletin 20051201
Automated assessment of time-dependent inhibition of human cytochrome P450 enzymes using liquid chromatography-tandem mass spectrometry analysis. Drug metabolism and disposition: the biological fate of chemicals 20051101
Cytochrome p450 enzymes mechanism based inhibitors: common sub-structures and reactivity. Current drug metabolism 20051001
Automated screening with confirmation of mechanism-based inactivation of CYP3A4, CYP2C9, CYP2C19, CYP2D6, and CYP1A2 in pooled human liver microsomes. Drug metabolism and disposition: the biological fate of chemicals 20050801
Screening procedure for detection of diuretics and uricosurics and/or their metabolites in human urine using gas chromatography-mass spectrometry after extractive methylation. Therapeutic drug monitoring 20050801
Cytochrome P450 and liver diseases. Current drug metabolism 20040601
Essential requirements for substrate binding affinity and selectivity toward human CYP2 family enzymes. Archives of biochemistry and biophysics 20030101
Substrate selectivity of human cytochrome P450 2C9: importance of residues 476, 365, and 114 in recognition of diclofenac and sulfaphenazole and in mechanism-based inactivation by tienilic acid. Archives of biochemistry and biophysics 20030101
Immune-mediated drug-induced liver disease. Clinics in liver disease 20020801
Ticlopidine as a selective mechanism-based inhibitor of human cytochrome P450 2C19. Biochemistry 20011009
Use of isotopes and LC-MS-ESI-TOF for mechanistic studies of tienilic acid metabolic activation. Advances in experimental medicine and biology 20010101
Human cytochrome P450 2E1 is a major autoantigen associated with halothane hepatitis. Chemical research in toxicology 19960101
Drug-induced hepatitis associated with anticytoplasmic organelle autoantibodies. Hepatology (Baltimore, Md.) 19850101
Vocal cord hematomas complicating anticoagulant therapy. Annals of emergency medicine 19840701
A new anti-liver-kidney microsome antibody (anti-LKM2) in tienilic acid-induced hepatitis. Clinical and experimental immunology 19840301
Acute effects of alkylating agents on canine renal function and ultrastructure: high-dose ethacrynic acid vs. dihydroethacrynic acid and ticrynafen. The Journal of pharmacology and experimental therapeutics 19840301
Hepatotoxicity associated with ticrynafen--a uricosuric diuretic. The American journal of gastroenterology 19820601
Effects of prostaglandins inhibition on changes in active and inactive renin induced by antihypertensive drugs. Clinical and experimental hypertension. Part A, Theory and practice 19820101
Adverse reactions associated with ticrynafen use. JAMA 19800201
Tienilic acid in the treatment of mild to moderate hypertension. Clinical and experimental pharmacology & physiology 19800101
Comparison of natriuretic, uricosuric, and antihypertensive properties of tienilic acid, bendrofluazide, and spironolactone. British medical journal 19790127
Properties