Home Halogens Potassium dichloroacetate

Potassium dichloroacetate

CAS No.:
19559-59-2
Catalog Number:
AG003TW5
Molecular Formula:
Molecular Weight:
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Purity
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Product Description
Catalog Number:
AG003TW5
Chemical Name:
Potassium dichloroacetate
CAS Number:
19559-59-2
MDL Number:
MFCD00075411
IUPAC Name:
potassium;2,2-dichloroacetate
InChI:
InChI=1S/C2H2Cl2O2.K/c3-1(4)2(5)6;/h1H,(H,5,6);/q;+1/p-1
InChI Key:
KDGSZJXXQWMOKP-UHFFFAOYSA-M
Properties
Complexity:
64.7  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
2  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
165.899g/mol
Formal Charge:
0
Heavy Atom Count:
7  
Hydrogen Bond Acceptor Count:
2  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
167.026g/mol
Monoisotopic Mass:
165.899g/mol
Rotatable Bond Count:
1  
Topological Polar Surface Area:
40.1A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
Literature
Title Journal
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Therapeutic applications of dichloroacetate and the role of glutathione transferase zeta-1. Pharmacology & therapeutics 20170201
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Dichloroacetate and cancer: new home for an orphan drug? Biochimica et biophysica acta 20141201
Long-term dietary exposure to low concentration of dichloroacetic acid promoted longevity and attenuated cellular and functional declines in aged Drosophila melanogaster. Age (Dordrecht, Netherlands) 20140601
Chloride and other anions inhibit dichloroacetate-induced inactivation of human liver GSTZ1 in a haplotype-dependent manner. Chemico-biological interactions 20140525
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Prediction of death in the SMNΔ7 mouse model of spinal muscular atrophy: insight into disease stage and progression. Journal of neuroscience methods 20120815
Novel molecular mechanisms of antitumor action of dichloroacetate against T cell lymphoma: Implication of altered glucose metabolism, pH homeostasis and cell survival regulation. Chemico-biological interactions 20120730
Human polymorphisms in the glutathione transferase zeta 1/maleylacetoacetate isomerase gene influence the toxicokinetics of dichloroacetate. Journal of clinical pharmacology 20120601
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Skeletal muscle metabolic gene expression is not affected by dichloroacetate-mediated modulation of substrate utilisation. Annals of nutrition & metabolism 20110101
Synergistic antitumor effect of dichloroacetate in combination with 5-fluorouracil in colorectal cancer. Journal of biomedicine & biotechnology 20110101
Bicarbonate and dichloroacetate: evaluating pH altering therapies in a mouse model for metastatic breast cancer. BMC cancer 20110101
Formation of disinfection byproducts in typical Chinese drinking water. Journal of environmental sciences (China) 20110101
Targeting metabolism with arsenic trioxide and dichloroacetate in breast cancer cells. Molecular cancer 20110101
Sodium dichloroacetate selectively targets cells with defects in the mitochondrial ETC. International journal of cancer 20101201
Severe encephalopathy and polyneuropathy induced by dichloroacetate. Journal of neurology 20101201
Sodium dichloroacetate (DCA) reduces apoptosis in colorectal tumor hypoxia. Cancer letters 20101101
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Dichloroacetate treatment partially regresses established pulmonary hypertension in mice with SM22alpha-targeted overexpression of the serotonin transporter. FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20091201
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Redox regulation of Ito remodeling in diabetic rat heart. American journal of physiology. Heart and circulatory physiology 20050301
Modulation of the expression of vascular endothelial growth factor in human fibroblasts. Fertility and sterility 20050201
Chasing the 'ghost' of the acetyl group deficit. Medicine and science in sports and exercise 20050101
Dichloroacetate-induced developmental toxicity and production of reactive oxygen species in zebrafish embryos. Journal of biochemical and molecular toxicology 20050101
Analysis of dichloroacetic acid in rat blood and tissues by hydrophilic interaction liquid chromatography with tandem mass spectrometry. Rapid communications in mass spectrometry : RCM 20050101
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Muscle mechanoreceptor sensitivity in heart failure. American journal of physiology. Heart and circulatory physiology 20041101
Pyruvate dehydrogenase kinase isoform 2 activity limited and further inhibited by slowing down the rate of dissociation of ADP. Biochemistry 20041026
Role of the peroxisome proliferator-activated receptor alpha (PPARalpha) in responses to trichloroethylene and metabolites, trichloroacetate and dichloroacetate in mouse liver. Toxicology 20041015
Dichloroacetate prevents and reverses pulmonary hypertension by inducing pulmonary artery smooth muscle cell apoptosis. Circulation research 20041015
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Batch-test study on the dechlorination of 1,1,1-trichloroethane in contaminated aquifer material by zero-valent iron. Journal of contaminant hydrology 20041001
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Regulation of expression of tissue plasminogen activator and plasminogen activator inhibitor-1 by dichloroacetic acid in human fibroblasts from normal peritoneum and adhesions. American journal of obstetrics and gynecology 20040401
Dichloroacetate does not speed phase-II pulmonary VO2 kinetics following the onset of heavy intensity cycle exercise. Pflugers Archiv : European journal of physiology 20040301
[Treatment for mitochondrial diseases]. No to hattatsu = Brain and development 20040301
Hypomethylation of DNA and the insulin-like growth factor-II gene in dichloroacetic and trichloroacetic acid-promoted mouse liver tumors. Toxicology 20040301
Prevention by methionine of dichloroacetic acid-induced liver cancer and DNA hypomethylation in mice. Toxicological sciences : an official journal of the Society of Toxicology 20040201
Therapeutic effect and [123I]IMP SPECT findings of sodium dichloroacetate in a patient with MELAS. Neurology 20040127
Regulation of matrix metalloproteinase-1 and tissue inhibitor of matrix metalloproteinase-1 by dichloroacetic acid in human fibroblasts from normal peritoneum and adhesions. Fertility and sterility 20040101
Mechanistic implications of the effect of TiO2 accessibility in TiO2-SiO2 coatings upon chlorinated organics photocatalytic removal in water. Water science and technology : a journal of the International Association on Water Pollution Research 20040101
Evaluation of the combined solar TiO2/photo-Fenton process using multivariate analysis. Water science and technology : a journal of the International Association on Water Pollution Research 20040101
Elevated blood lactate is not a primary cause of anorexia in tumor-bearing rats. Nutrition and cancer 20040101
Bench-to-bedside review: treating acid-base abnormalities in the intensive care unit - the role of buffers. Critical care (London, England) 20040101
Chronic treatment of mitochondrial disease patients with dichloroacetate. Molecular genetics and metabolism 20040101
Some drinking-water disinfectants and contaminants, including arsenic. IARC monographs on the evaluation of carcinogenic risks to humans 20040101
Some drinking-water disinfectants and contaminants, including arsenic. Monographs on chloramine, chloral and chloral hydrate, dichloroacetic acid, trichloroacetic acid and 3-chloro-4-(dichloromethyl)-5-hydroxy-2(5H)-furanone. IARC monographs on the evaluation of carcinogenic risks to humans 20040101
Evaluation of the influence of chloroacetic acids on the pharmacokinetics of trihalomethanes in the rat. Journal of toxicology and environmental health. Part A 20031212
Pharmacologic or genetic ablation of maleylacetoacetate isomerase increases levels of toxic tyrosine catabolites in rodents. Biochemical pharmacology 20031115
Lactate as a modulator of hypoxia-induced hyperventilation. Respiratory physiology & neurobiology 20031016
Improvement of thermal hydrolysis rate of dichloroacetic acid using alcohol. Chemosphere 20031001
Pyruvate and acetate metabolism in termite mitochondria. Journal of insect physiology 20031001
The effects of dichloroacetate in a rabbit model of acute hind-limb ischemia and reperfusion. Journal of the American College of Surgeons 20031001
Effects of dichloroacetate on VO2 and intramuscular 31P metabolite kinetics during high-intensity exercise in humans. Journal of applied physiology (Bethesda, Md. : 1985) 20030901
Low-frequency modes of peptides and globular proteins in solution observed by ultrafast OHD-RIKES spectroscopy. Biophysical journal 20030901
Evidence for rapid 'metabolic switching' through lipoprotein lipase occupation of endothelial-binding sites. Journal of molecular and cellular cardiology 20030901
Multinuclear NMR investigations on the metabolic recovery of the isolated perfused mouse liver after cold preservation. Biochimie 20030901
Beneficial effects of trimetazidine in ex vivo working ischemic hearts are due to a stimulation of glucose oxidation secondary to inhibition of long-chain 3-ketoacyl coenzyme a thiolase. Circulation research 20030808
Perturbation of maleylacetoacetic acid metabolism in rats with dichloroacetic Acid-induced glutathione transferase zeta deficiency. Toxicological sciences : an official journal of the Society of Toxicology 20030701
Differential modulation of glucose, lactate, and pyruvate oxidation by insulin and dichloroacetate in the rat heart. American journal of physiology. Heart and circulatory physiology 20030701
Efficacy of dichloroacetate as a lactate-lowering drug. Journal of clinical pharmacology 20030701
The induction of oxidative stress and cellular death by the drinking water disinfection by-products, dichloroacetate and trichloroacetate in J774.A1 cells. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20030601
Vacancy ion-exclusion chromatography of haloacetic acids on a weakly acidic cation-exchange resin. Journal of chromatography. A 20030516
Differential effect of DCA treatment on the pyruvate dehydrogenase complex in patients with severe PDHC deficiency. Pediatric research 20030501
Field level evaluation and risk assessment of the toxicity of dichloroacetic acid to the aquatic macrophytes Lemna gibba, Myriophyllum spicatum, and Myriophyllum sibiricum. Ecotoxicology and environmental safety 20030501
Regulation of transforming growth factor-beta, type III collagen, and fibronectin by dichloroacetic acid in human fibroblasts from normal peritoneum and adhesions. Fertility and sterility 20030501
Population kinetics, efficacy, and safety of dichloroacetate for lactic acidosis due to severe malaria in children. Journal of clinical pharmacology 20030401
[Dichloroacetate treatment for adult patients with mitochondrial disease]. Rinsho shinkeigaku = Clinical neurology 20030401
Physicochemical characterization of phosphinic pseudopeptides by capillary zone electrophoresis in highly acidic background electrolytes. Electrophoresis 20030301
Altered gene expression in mouse livers after dichloroacetic acid exposure. Mutation research 20030301
Dichloroacetate accelerates the fall in intracellular PO2 at onset of contractions in Xenopus single muscle fibers. American journal of physiology. Regulatory, integrative and comparative physiology 20030201
A 2-year dose-response study of lesion sequences during hepatocellular carcinogenesis in the male B6C3F(1) mouse given the drinking water chemical dichloroacetic acid. Environmental health perspectives 20030101
[Adverse effects of dichloroacetate in a girl with mitochondrial disorder]. No to hattatsu = Brain and development 20030101
Dichloroacetate increases skeletal muscle pyruvate dehydrogenase activity during acute limb ischemia. Vascular and endovascular surgery 20030101
The NO - K+ channel axis in pulmonary arterial hypertension. Activation by experimental oral therapies. Advances in experimental medicine and biology 20030101
Nephrotoxicity of chlorofluoroacetic acid in rats. Toxicological sciences : an official journal of the Society of Toxicology 20021201
Metabolic regulation of collagen I in fibroblasts isolated from normal peritoneum and adhesions by dichloroacetic acid. American journal of obstetrics and gynecology 20021201
Brief increase in carbohydrate oxidation after reperfusion reverses myocardial stunning in conscious pigs. Circulation 20021126
Mass spectral characterization of dichloroacetic acid-modified human glutathione transferase zeta. Chemical research in toxicology 20021101
[Acute complications due to diabetes mellitus: Lactic acidosis]. Nihon rinsho. Japanese journal of clinical medicine 20021001
Is lactate a mediator of hypoxia-induced anapyrexia? Pflugers Archiv : European journal of physiology 20020901
Dichloroacetate stimulates glycogen accumulation in primary hepatocytes through an insulin-independent mechanism. Toxicological sciences : an official journal of the Society of Toxicology 20020801
Low-dose pharmacokinetics and oral bioavailability of dichloroacetate in naive and GST-zeta-depleted rats. Environmental health perspectives 20020801
Skeletal muscle metabolism is unaffected by DCA infusion and hyperoxia after onset of intense aerobic exercise. American journal of physiology. Endocrinology and metabolism 20020701
Manipulations in glycogen metabolism and the failure to influence infarct size in the ischaemic rabbit heart. European journal of anaesthesiology 20020701
Kinetics of the biotransformation of maleylacetone and chlorofluoroacetic acid by polymorphic variants of human glutathione transferase zeta (hGSTZ1-1). Chemical research in toxicology 20020701
Contribution of dichloroacetate and trichloroacetate to liver tumor induction in mice by trichloroethylene. Toxicology and applied pharmacology 20020701
Solar photodegradation of dichloroacetic acid and 2,4-dichlorophenol using an enhanced photo-Fenton process. Chemosphere 20020701
Dichloroacetate therapy in Leigh syndrome with a mitochondrial T8993C mutation. Pediatric neurology 20020701
Immunohistochemical localization and activity of glutathione transferase zeta (GSTZ1-1) in rat tissues. Drug metabolism and disposition: the biological fate of chemicals 20020601
Dichloroacetate toxicokinetics and disruption of tyrosine catabolism in B6C3F1 mice: dose-response relationships and age as a modifying factor. Toxicology 20020501
[Drug therapy for mitochondrial diseases]. Nihon rinsho. Japanese journal of clinical medicine 20020401
Genetic polymorphisms in assessing interindividual variability in delivered dose. Regulatory toxicology and pharmacology : RTP 20020401
Glucose-stimulated insulin secretion does not require activation of pyruvate dehydrogenase: impact of adenovirus-mediated overexpression of PDH kinase and PDH phosphate phosphatase in pancreatic islets. Biochemical and biophysical research communications 20020308
Measurement of interstitial lactate during hypoxia-induced dilatation in isolated pressurised porcine coronary arteries. The Journal of physiology 20020215
Dichloroacetate, a metabolic modulator, prevents and reverses chronic hypoxic pulmonary hypertension in rats: role of increased expression and activity of voltage-gated potassium channels. Circulation 20020115
Enhanced pyruvate dehydrogenase activity does not affect muscle O2 uptake at onset of intense exercise in humans. American journal of physiology. Regulatory, integrative and comparative physiology 20020101
Oxygen uptake on-kinetics in dog gastrocnemius in situ following activation of pyruvate dehydrogenase by dichloroacetate. The Journal of physiology 20020101
Renal manifestations of congenital lactic acidosis. American journal of kidney diseases : the official journal of the National Kidney Foundation 20020101
Mouse models of Huntington's disease. Trends in pharmacological sciences 20020101
Dichloroacetate reduces diaphragmatic lactate formation but impairs respiratory performance. American journal of respiratory and critical care medicine 20011101
Effect of chloroform on dichloroacetic acid and trichloroacetic acid-induced hypomethylation and expression of the c-myc gene and on their promotion of liver and kidney tumors in mice. Carcinogenesis 20010901
Detection of early gene expression changes by differential display in the livers of mice exposed to dichloroacetic acid. Carcinogenesis 20010801
Nerve conduction changes in patients with mitochondrial diseases treated with dichloroacetate. Muscle & nerve 20010701
Dichloroacetate exerts therapeutic effects in transgenic mouse models of Huntington's disease. Annals of neurology 20010701
Pyruvate/dichloroacetate supply during reperfusion accelerates recovery of cardiac energetics and improves mechanical function following cardioplegic arrest. European journal of cardio-thoracic surgery : official journal of the European Association for Cardio-thoracic Surgery 20010601
Dichloroacetate improves cardiac efficiency after ischemia independent of changes in mitochondrial proton leak. American journal of physiology. Heart and circulatory physiology 20010401
Direct imaging of dehydrogenase activity within living cells using enzyme-dependent fluorescence recovery after photobleaching (ED-FRAP). Biophysical journal 20010401
Dichloroacetate: population pharmacokinetics with a pharmacodynamic sequential link model. Journal of clinical pharmacology 20010301
Dichloroacetate treatment for severe refractory metabolic acidosis during neonatal sepsis. The Pediatric infectious disease journal 20010201
The fate and persistence of trifluoroacetic and chloroacetic acids in pond waters. Chemosphere 20010101
Effects of dichloroacetate (DCA) on serum insulin levels and insulin-controlled signaling proteins in livers of male B6C3F1 mice. Toxicological sciences : an official journal of the Society of Toxicology 20010101
The effect of dichloroacetic acid and trichloroacetic acid on DNA methylation and cell proliferation in B6C3F1 mice. Journal of biochemical and molecular toxicology 20010101
Lack of IL-6 production during exercise in patients with mitochondrial myopathy. European journal of applied physiology 20010101
[Benign infantile mitochondrial myopathy]. Ryoikibetsu shokogun shirizu 20010101
Solar detoxification of wastewater in a novel aerated cascade photoreactor (ACP). Water science and technology : a journal of the International Association on Water Pollution Research 20010101
Use of structure-activity relationships for probing biochemical mechanisms: glutathione transferase zeta conjugation of haloacids. Advances in experimental medicine and biology 20010101
Trichloroethylene, trichloroacetic acid, and dichloroacetic acid: do they affect fetal rat heart development? International journal of toxicology 20010101
Role of metabolically active drugs in the management of ischemic heart disease. American journal of cardiovascular drugs : drugs, devices, and other interventions 20010101
Effect of trichloroethylene and its metabolites, dichloroacetic acid and trichloroacetic acid, on the methylation and expression of c-Jun and c-Myc protooncogenes in mouse liver: prevention by methionine. Toxicological sciences : an official journal of the Society of Toxicology 20000401
Discovery of a functional polymorphism in human glutathione transferase zeta by expressed sequence tag database analysis. Pharmacogenetics 20000201
The effect of the trichloroethylene metabolites trichloroacetate and dichloroacetate on peroxisome proliferation and DNA synthesis in cultured human hepatocytes. Cell biology and toxicology 20000101
Expression of PPAR(alpha) in human hepatocytes and activation by trichloroacetate and dichloroacetate. Research communications in molecular pathology and pharmacology 20000101
Inhibition of glutathione S-transferase zeta and tyrosine metabolism by dichloroacetate: a potential unifying mechanism for its altered biotransformation and toxicity. Biochemical and biophysical research communications 19990907
Loss of heterozygosity on chromosome 6 in dichloroacetic acid and trichloroacetic acid-induced liver tumors in female B6C3F1 mice. Cancer letters 19961129
Effects of chemical pretreatment on posttraumatic cortical edema in the rat. The American journal of emergency medicine 19960101
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The carcinogenicity of trichloroethylene and its metabolites, trichloroacetic acid and dichloroacetic acid, in mouse liver. Toxicology and applied pharmacology 19870915
Toxic effects of chlorinated and brominated alkanoic acids on Pseudomonas putida PP3: selection at high frequencies of mutations in genes encoding dehalogenases. Applied and environmental microbiology 19850601
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