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Sodium dichloroacetate

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Related articles

  • What is Sodium dichloroacetate?
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Sodium dichloroacetate Basic information
Uses
Product Name:Sodium dichloroacetate
Synonyms:dichloroacetate,sodiumsalt;dichloro-aceticacisodiumsalt;dichloroctansodny;Sodiumdichloracetate;NATRIUMDICHLORACETAT;SDA;SODIUM DICHLOROACETATE;erlcyiuanna
CAS:2156-56-1
MF:C2H3Cl2NaO2
MW:152.93
EINECS:218-461-3
Product Categories:
Mol File:2156-56-1.mol
Sodium dichloroacetate Structure
Sodium dichloroacetate Chemical Properties
Melting point 198 °C (dec.) (lit.)
storage temp. Inert atmosphere,2-8°C
solubility Methanol (Slightly), Water (Slightly)
form Powder
color White
PH6.0 to 8.5(50g/L, 25 ℃)
Water Solubility soluble in cold water
Sensitive Moisture Sensitive
Stability:Hygroscopic
InChIInChI=1S/C2H2Cl2O2.Na.H/c3-1(4)2(5)6;;/h1H,(H,5,6);;
InChIKeyLUPNKHXLFSSUGS-UHFFFAOYSA-M
SMILESC(Cl)(Cl)C(=O)O.[NaH]
CAS DataBase Reference2156-56-1(CAS DataBase Reference)
EPA Substance Registry SystemSodium dichloroacetate (2156-56-1)
Safety Information
Hazard Codes Xi,Xn
Risk Statements 36/37/38-40
Safety Statements 26-37/39-36-36/37
RIDADR 2811
WGK Germany 2
RTECS AG9275000
HS Code 29154000
MSDS Information
ProviderLanguage
Dichloroacetic acid sodium salt English
SigmaAldrich English
ACROS English
ALFA English
Sodium dichloroacetate Usage And Synthesis
Uses

Sodium dichloroacetate (DCA) is a mitochondrial pyruvate dehydrogenase kinase inhibitor, and is an orally absorbable small molecular compound for MELAS syndrome, and children with congenital lactic acidosis and other diseases that are treated in the clinic. Recent studies had found that DCA acts as a potential vasoprotective agent by inhibiting PDK2 and reducing coronary endarterium proliferation. Further, DCA promotes brain regeneration after cerebral ischemia, which indicates that DCA might play an important role in VD.

Chemical Propertieswhite powder
UsesTreatment of neurologic injury (pyruvate dehydrogenase activator).
UsesSodium dichloroacetate is an inhibitor of mitochondrial pyruvate dehydrogenase kinase.
Brand nameCeresine (Cypros).
General DescriptionSodium dichloroacetate is a mitochondrial pyruvate dehydrogenase kinase (PDK) inhibitor that exhibits potent anti-leukemic activity.
Biological ActivityInhibitor of mitochondrial pyruvate dehydrogenase kinase (PDK). Shifts pyruvate metabolism from glycolysis and lactate production to glucose oxidation in the mitochondria. Induces mitochondrial-dependent apoptosis and reverses the inhibition/downregulation of K V 1.5 channels in cancer but not normal cells. Decreases tumor growth in vitro and in vivo .
Synthesis
Dichloroacetic acid

79-43-6

Sodium dichloroacetate

2156-56-1

General procedure for the synthesis of sodium dichloroacetate from dichloroacetic acid: Cl2CHCO2H (135 μL, 1.64 mmol) was dissolved in H2O (2 mL), treated with 1.00 M NaOH (1.60 mL, 1.60 mmol), and the reaction was stirred for 2 hours at room temperature. Upon completion of the reaction, the volatiles were removed under vacuum to give a pale yellow residue. The residue was suspended in acetone, the suspension was filtered, the resulting colorless solid was washed with acetone and finally dried under vacuum. Yield: 227 mg, 96% yield.

storageDesiccate at RT
References[1] Journal of Organometallic Chemistry, 2018, vol. 869, p. 201 - 211
Sodium dichloroacetate Preparation Products And Raw materials
Raw materialsDichloroacetic acid-->Sodium hydroxide
Tag:Sodium dichloroacetate(2156-56-1) Related Product Information
Dichloroacetic acid methyl ester Trisodium phosphate Sodium diethyldithiocarbamate trihydrate Dichloroacetic acid Sodium chloride Diclofenac sodium Sodium citrate Sodium benzoate Sodium acetate Sodium hydroxide Sodium chloroacetate Sodium bicarbonate Sodium chlorite Sodium dichloroisocyanurate Sodium dimethyl 5-sulphonatoisophthalate 8-CHLOROADENOSINE-3',5'-CYCLIC MONOPHOSPHOROTHIOATE, RP-ISOMER SODIUM SALT Chloroacetic acid SODIUM TRICHLOROACETATE

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