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2156-56-1

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2156-56-1 Usage

Uses

Different sources of media describe the Uses of 2156-56-1 differently. You can refer to the following data:
1. 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.
2. Treatment of neurologic injury (pyruvate dehydrogenase activator).
3. Sodium dichloroacetate is an inhibitor of mitochondrial pyruvate dehydrogenase kinase.

Chemical Properties

white powder

Brand name

Ceresine (Cypros).

General Description

Sodium dichloroacetate is a mitochondrial pyruvate dehydrogenase kinase (PDK) inhibitor that exhibits potent anti-leukemic activity.

Biological Activity

Inhibitor 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 .

Check Digit Verification of cas no

The CAS Registry Mumber 2156-56-1 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 2,1,5 and 6 respectively; the second part has 2 digits, 5 and 6 respectively.
Calculate Digit Verification of CAS Registry Number 2156-56:
(6*2)+(5*1)+(4*5)+(3*6)+(2*5)+(1*6)=71
71 % 10 = 1
So 2156-56-1 is a valid CAS Registry Number.
InChI:InChI=1/C2H2Cl2O2.Na/c3-1(4)2(5)6;/h1H,(H,5,6);/q;+1/p-1

2156-56-1 Well-known Company Product Price

  • Brand
  • (Code)Product description
  • CAS number
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  • Detail
  • Alfa Aesar

  • (B21827)  Sodium dichloroacetate, 97%   

  • 2156-56-1

  • 10g

  • 399.0CNY

  • Detail
  • Alfa Aesar

  • (B21827)  Sodium dichloroacetate, 97%   

  • 2156-56-1

  • 50g

  • 1580.0CNY

  • Detail
  • Alfa Aesar

  • (B21827)  Sodium dichloroacetate, 97%   

  • 2156-56-1

  • 250g

  • 5835.0CNY

  • Detail
  • Aldrich

  • (347795)  Sodiumdichloroacetate  98%

  • 2156-56-1

  • 347795-10G

  • 577.98CNY

  • Detail
  • Aldrich

  • (347795)  Sodiumdichloroacetate  98%

  • 2156-56-1

  • 347795-50G

  • 2,440.62CNY

  • Detail

2156-56-1SDS

SAFETY DATA SHEETS

According to Globally Harmonized System of Classification and Labelling of Chemicals (GHS) - Sixth revised edition

Version: 1.0

Creation Date: Aug 11, 2017

Revision Date: Aug 11, 2017

1.Identification

1.1 GHS Product identifier

Product name sodium,2,2-dichloroacetate

1.2 Other means of identification

Product number -
Other names Cpc 211

1.3 Recommended use of the chemical and restrictions on use

Identified uses For industry use only.
Uses advised against no data available

1.4 Supplier's details

1.5 Emergency phone number

Emergency phone number -
Service hours Monday to Friday, 9am-5pm (Standard time zone: UTC/GMT +8 hours).

More Details:2156-56-1 SDS

2156-56-1Synthetic route

dichloro-acetic acid
79-43-6

dichloro-acetic acid

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

Conditions
ConditionsYield
With sodium hydroxide In water at 20℃; for 2h;96%
With sodium hydrogencarbonate In N,N-dimethyl-formamide
sodium dichloroacetate
2156-56-1

sodium dichloroacetate

1,2-dichloro-tetramethyl-distannane
58529-40-1

1,2-dichloro-tetramethyl-distannane

(CH3)2Sn(OC(CHCl2)O)2Sn(CH3)2

(CH3)2Sn(OC(CHCl2)O)2Sn(CH3)2

Conditions
ConditionsYield
In water to stirred soln. of tin compd. in degassed H2O was slowly added soln. of Na- (or NH4-) CHCl2COO (50-100% excess); formed ppt. was filtered off, washed with water, then with a little MeOH and dried in vac. at room temp.; recrystn. from PE(40/60); elem. anal.;99%
cisplatin
15663-27-1

cisplatin

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

cis-[Pt(dichloroacetate)2(NH3)2]
1421629-47-1

cis-[Pt(dichloroacetate)2(NH3)2]

Conditions
ConditionsYield
Stage #1: cisplatin With nitric acid; silver nitrate In water at 20℃; for 48h; Darkness;
Stage #2: sodium dichloroacetate In water
87%
(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride
72287-26-4, 95464-05-4

(1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

[Pd(O2CHCl2)2(1,1'-bis(diphenylphosphino)ferrocene)]
494828-95-4

[Pd(O2CHCl2)2(1,1'-bis(diphenylphosphino)ferrocene)]

Conditions
ConditionsYield
With AgNO3 In dichloromethane (Ar); mixing palladium complex, sodium and silver salts in CH2Cl2, stirring at room temp. for 16 h in the dark; filtration through celite column, concn., addn. of hexane; elem. anal.;84%
sodium dichloroacetate
2156-56-1

sodium dichloroacetate

Sodium; 4-carbamoylmethoxy-3-chloro-benzenesulfinate

Sodium; 4-carbamoylmethoxy-3-chloro-benzenesulfinate

A

2-chloro-4-chloromethylsulfonylphenoxyacetic acid
78843-06-8

2-chloro-4-chloromethylsulfonylphenoxyacetic acid

B

2-(2-Chloro-4-chloromethanesulfonyl-phenoxy)-acetamide

2-(2-Chloro-4-chloromethanesulfonyl-phenoxy)-acetamide

Conditions
ConditionsYield
In water at 95℃; for 8h;A n/a
B 82%
In water at 95℃; for 8h;A n/a
B 82%
sodium dichloroacetate
2156-56-1

sodium dichloroacetate

sodium salt of 4-chloro-2-sulfinylphenoxyacetamide

sodium salt of 4-chloro-2-sulfinylphenoxyacetamide

A

(4-Chloro-2-chloromethanesulfonyl-phenoxy)-acetic acid

(4-Chloro-2-chloromethanesulfonyl-phenoxy)-acetic acid

B

2-(4-Chloro-2-chloromethanesulfonyl-phenoxy)-acetamide

2-(4-Chloro-2-chloromethanesulfonyl-phenoxy)-acetamide

Conditions
ConditionsYield
In water at 95℃; for 8h;A n/a
B 80.3%
sodium p-chlorobenzenesulphinate
14752-66-0

sodium p-chlorobenzenesulphinate

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

chloromethyl p-chlorophenyl sulfone
5943-04-4

chloromethyl p-chlorophenyl sulfone

Conditions
ConditionsYield
In water at 90℃; for 7h;74%
sodium dichloroacetate
2156-56-1

sodium dichloroacetate

Sodium; 4-carbamoylmethoxy-benzenesulfinate

Sodium; 4-carbamoylmethoxy-benzenesulfinate

A

4-chloromethylsulfonylphenoxyacetic acid
78843-02-4

4-chloromethylsulfonylphenoxyacetic acid

B

2-(4-Chloromethanesulfonyl-phenoxy)-acetamide

2-(4-Chloromethanesulfonyl-phenoxy)-acetamide

Conditions
ConditionsYield
In water at 95℃; for 8h;A n/a
B 73.1%
sodium dichloroacetate
2156-56-1

sodium dichloroacetate

Sodium; 4-carbamoylmethoxy-2-chloro-benzenesulfinate

Sodium; 4-carbamoylmethoxy-2-chloro-benzenesulfinate

A

(3-Chloro-4-chloromethanesulfonyl-phenoxy)-acetic acid

(3-Chloro-4-chloromethanesulfonyl-phenoxy)-acetic acid

B

2-(3-Chloro-4-chloromethanesulfonyl-phenoxy)-acetamide

2-(3-Chloro-4-chloromethanesulfonyl-phenoxy)-acetamide

Conditions
ConditionsYield
In water at 95℃; for 8h;A n/a
B 72.8%
3-hydroxy-2-phenyl-1H-quinolin-4-one
31588-18-8

3-hydroxy-2-phenyl-1H-quinolin-4-one

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

C17H11NO4

C17H11NO4

Conditions
ConditionsYield
Stage #1: 3-hydroxy-2-phenyl-1H-quinolin-4-one With potassium carbonate In N,N-dimethyl-formamide Reflux; Inert atmosphere;
Stage #2: sodium dichloroacetate In N,N-dimethyl-formamide for 1.83333h; Inert atmosphere;
72%
[(-CH2C6H2(S)(tert-butyl)CH2N(methyl)C2H4N(methyl)C2H4N(methyl)CH2C6H2(S)(tert-butyl)CH2N(methyl)C2H4N(methyl)C2H4N(methyl)-)Ni2(μ-Cl)](perchlorate)
366804-74-2

[(-CH2C6H2(S)(tert-butyl)CH2N(methyl)C2H4N(methyl)C2H4N(methyl)CH2C6H2(S)(tert-butyl)CH2N(methyl)C2H4N(methyl)C2H4N(methyl)-)Ni2(μ-Cl)](perchlorate)

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

[((t-Bu)2C24H28N6S2(Me)6)Ni2(μ-O2CCHCl3)]ClO4
1258236-76-8

[((t-Bu)2C24H28N6S2(Me)6)Ni2(μ-O2CCHCl3)]ClO4

Conditions
ConditionsYield
With LiClO4*3H2O In methanol byproducts: NaCl; (Ar), Schlenk techniques; addn. of soln. of Na compd. in MeOH to soln. of Ni complex in MeOH, stirring for 2 to 3 h, addn. of soln. of LiClO4*3H2O in MeOH; filtration, air drying, dissolving in MeCN, filtration, addn. of EtOH, concn., storage for 6 h, filtration, crystn. from MeCN/EtOH (1:1), air drying, elem. anal.;70%
sodium dichloroacetate
2156-56-1

sodium dichloroacetate

Sodium; 4-carbamoylmethoxy-2,5-dichloro-benzenesulfinate

Sodium; 4-carbamoylmethoxy-2,5-dichloro-benzenesulfinate

A

2-(2,5-Dichloro-4-chloromethanesulfonyl-phenoxy)-acetamide

2-(2,5-Dichloro-4-chloromethanesulfonyl-phenoxy)-acetamide

B

(2,5-Dichloro-4-chloromethanesulfonyl-phenoxy)-acetic acid

(2,5-Dichloro-4-chloromethanesulfonyl-phenoxy)-acetic acid

Conditions
ConditionsYield
In water at 95℃; for 8h;A 69.5%
B n/a
bis(cyclopentadienyl)titanium dichloride
1271-19-8

bis(cyclopentadienyl)titanium dichloride

2,2,6,6-tetramethylheptane-3,5-dione
1118-71-4

2,2,6,6-tetramethylheptane-3,5-dione

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

{(C5H5)2Ti((CH3)3CCOCHCOC(CH3)3)(Cl2HCCO2)}

{(C5H5)2Ti((CH3)3CCOCHCOC(CH3)3)(Cl2HCCO2)}

Conditions
ConditionsYield
In water mixture of Cp2TiCl2(0.01mole) and corresponding dione (0.011mole) in water (60ml) was stirred at 60-65°C (6h), filtered, and the filtrate then added to concd. soln. of acetate (0.01mole) until no more ppt. was formed;; the formed ppt. was digested over a water bath (3h), allowed to stand for a few h, filtered, washed and dried under vacuum; elem. anal.;;68%
ammonium hexafluorophosphate

ammonium hexafluorophosphate

2Na(1+)*OC6H2(CH3)CHN(CH2)3NCHC6H2(CH3)(O)CHN(CH2)3NCH(2-)=Na2(OC6H2(CH3)CHN(CH2)3NCH)2

2Na(1+)*OC6H2(CH3)CHN(CH2)3NCHC6H2(CH3)(O)CHN(CH2)3NCH(2-)=Na2(OC6H2(CH3)CHN(CH2)3NCH)2

water
7732-18-5

water

iron(III) chloride
7705-08-0

iron(III) chloride

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

di-μ-oxo-bis[(OC6H2(Me)CHN(CH2)3NCH)2-diiron(III)(dichloroacetato)] bis(hexafluorophosphate) dihydrate

di-μ-oxo-bis[(OC6H2(Me)CHN(CH2)3NCH)2-diiron(III)(dichloroacetato)] bis(hexafluorophosphate) dihydrate

Conditions
ConditionsYield
With Et3N In methanol Na dichloroacetate and MeOH soln. of Et3N added to suspn. of Na salt of ligand and FeCl3 in hot MeOH; refluxed for 1 h; filtered; NH4PF6 added to filtrate; stirred at room temp. for 8 h; ppt. dissolved in MeCN; crystd. by diffusion of Et2O; elem. anal.;68%
bis(cyclopentadienyl)titanium dichloride
1271-19-8

bis(cyclopentadienyl)titanium dichloride

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

acetylacetone
123-54-6

acetylacetone

{(C5H5)2Ti(CH3COCHCOCH3)(Cl2CHCO2)}

{(C5H5)2Ti(CH3COCHCOCH3)(Cl2CHCO2)}

Conditions
ConditionsYield
In water addn. of dione (0.012mole) to a concd. aq. soln. of Cp2TiCl2 (0.01mole in 60ml H2O), stirring mixture (2h), removal of ppt. by filtration, slow addn. of filtrate to concd. aq. soln. of NaCl2HCCO2 (equimolar: 0.01mole) with continous stirring;; digesting of formed ppt. over a water bath at 60°C (2h), standing overnight, filtration, washing and drying under vacuum, dissolving ppt. in dichloromethane and repptg. by adding of light petroleum ether; elem. anal.;;65%
bis(cyclopentadienyl)titanium dichloride
1271-19-8

bis(cyclopentadienyl)titanium dichloride

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

1-phenylbutan-1,3-dione
93-91-4

1-phenylbutan-1,3-dione

{(C5H5)2Ti(CH3COCHCOC6H5)(Cl2HCCO2)}

{(C5H5)2Ti(CH3COCHCOC6H5)(Cl2HCCO2)}

Conditions
ConditionsYield
In water stirring Cp2TiCl2 (0.01mole) in water (60ml) with an excess of corresponding dione (0.014mole) for 3h (formation of soln. of ((Cp2Ti(MeCOCHCOPh))Cl), filtration, slow addn. of filtrate to a hot aq. soln. of acetate (0.01mole), further stirring (4h);; digesting of formed ppt. over a water bath at 60°C (0.5h), standing overnight, filtration, washing and drying under reduced pressure; elem. anal.;;62%
bis(μ-hydroxo)bis(tris(2-pyridylmethyl)amine)chromium(III) perchlorate tetrahydrate

bis(μ-hydroxo)bis(tris(2-pyridylmethyl)amine)chromium(III) perchlorate tetrahydrate

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

{(tris(2-pyridylmethyl)amine)Cr(μ-O)(μ-CHCl2CO2)Cr(tris(2-pyridylmethyl)amine)}(ClO4)3*2H2O

{(tris(2-pyridylmethyl)amine)Cr(μ-O)(μ-CHCl2CO2)Cr(tris(2-pyridylmethyl)amine)}(ClO4)3*2H2O

Conditions
ConditionsYield
In acetonitrile excess carboxylate; alternatively used solvent: methanol; free acid was neutralized with stoichiometric LiOH or triethylamine;; elem. anal.;;53%
dichloro-bis-μ-chloro-bis[(1-3η:6-8η)-2,7-dimethyloctadienediyl]diruthenium(II)

dichloro-bis-μ-chloro-bis[(1-3η:6-8η)-2,7-dimethyloctadienediyl]diruthenium(II)

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

{Ru(C10H16)(O2CCHCl2)2(OH2)}

{Ru(C10H16)(O2CCHCl2)2(OH2)}

Conditions
ConditionsYield
In dichloromethane; acetone byproducts: NaCl; addn. of acetate suspension (acetone) to Ru complex soln. (CH2Cl2); stirring, room temp., 12h; filtering off pptd. NaCl; evapn.; recrystn. (chlorofome/diethyl ether 1/1 v/v); filtration; air-drying; elem. anal.;50%
4-bromo-phenol
106-41-2

4-bromo-phenol

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

ethylenediamine
107-15-3

ethylenediamine

ethylenediamine-N,N'-bis(α-2-hydroxy-5-bromophenyl)acetic acid
74304-83-9

ethylenediamine-N,N'-bis(α-2-hydroxy-5-bromophenyl)acetic acid

Conditions
ConditionsYield
With sodium hydroxide In methanol; water at 85℃; for 24h;30%
rhodium(III) chloride hydrate

rhodium(III) chloride hydrate

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

C15H18Cl12O16Ru3(1-)*C2HCl2O2(1-)

C15H18Cl12O16Ru3(1-)*C2HCl2O2(1-)

Conditions
ConditionsYield
With dichloro-acetic acid In ethanol for 10h; Reflux;28%
Chloromethyl-phenyl-carbamic acid isopropyl ester
39074-38-9

Chloromethyl-phenyl-carbamic acid isopropyl ester

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

Dichloro-acetic acid (isopropoxycarbonyl-phenyl-amino)-methyl ester
50888-15-8

Dichloro-acetic acid (isopropoxycarbonyl-phenyl-amino)-methyl ester

Isopropyl-N-chloromethyl-N-(3-chlorophenyl)-carbamate
39074-64-1

Isopropyl-N-chloromethyl-N-(3-chlorophenyl)-carbamate

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

Dichloro-acetic acid [(3-chloro-phenyl)-isopropoxycarbonyl-amino]-methyl ester
40151-73-3

Dichloro-acetic acid [(3-chloro-phenyl)-isopropoxycarbonyl-amino]-methyl ester

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

2,3,4,5-tetraphenyl-1H-arsole; lithium salt

2,3,4,5-tetraphenyl-1H-arsole; lithium salt

chloro-(2,3,4,5-tetraphenyl-arsol-1-yl)-acetic acid

chloro-(2,3,4,5-tetraphenyl-arsol-1-yl)-acetic acid

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

2,5-diphenyl-1H-arsole; lithium salt

2,5-diphenyl-1H-arsole; lithium salt

chloro-(2,5-diphenyl-arsol-1-yl)-acetic acid

chloro-(2,5-diphenyl-arsol-1-yl)-acetic acid

tetrahydrofuran
109-99-9

tetrahydrofuran

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

phenylmagnesium bromide

phenylmagnesium bromide

C8H6Cl2MgO2*C4H8O

C8H6Cl2MgO2*C4H8O

Conditions
ConditionsYield
for 50h; Ambient temperature;
diphenyltellurium dichloride
1206-36-6

diphenyltellurium dichloride

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

diphenyltellurium(IV) bis(dichloroacetate)
111008-25-4

diphenyltellurium(IV) bis(dichloroacetate)

Conditions
ConditionsYield
In benzene for 24h;
chloro-5 hydroxy-2 α-methyl α-phenyl benzene methanol
74271-47-9

chloro-5 hydroxy-2 α-methyl α-phenyl benzene methanol

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

Conditions
ConditionsYield
With sodium amide In N,N,N,N,N,N-hexamethylphosphoric triamide; toluene for 9h; Heating; Yield given. Yields of byproduct given;
diethyl ether
60-29-7

diethyl ether

sodium dichloroacetate
2156-56-1

sodium dichloroacetate

acetyl chloride
75-36-5

acetyl chloride

A

dichloroacetic anhydride
4124-30-5

dichloroacetic anhydride

B

acetic acid dichloroacetic acid-anhydride

acetic acid dichloroacetic acid-anhydride

2156-56-1Upstream product

2156-56-1Relevant articles and documents

Structural analogues of quinoline alkaloids: Straightforward route to [1,3]dioxolo[4,5-c]quinolines with antibacterial properties

?am?ulová, Veronika,Funk, Petr,Grepl, Martin,Horák, Radim,Hradil, Pavel,Ko?istek, Kamil,Kvapil, Lubomír,Slaninová, Ludmila,Soural, Miroslav

, (2020/02/04)

Compounds bearing [1,3]dioxolo-quinoline scaffolds have been found in quinoline-based natural products; the only exception is the [1,3]dioxolo[4,5-c]quinoline moiety with a rare occurrence in both natural and synthetic derivatives. In this article, we report the preparation of diversely substituted and functionalized [1,3]dioxolo[4,5-c]quinolines using [1,3]dioxolo[4,5-c]quinoline-4-carbaldehyde (DQC) as the common intermediate. DQC was synthesized on a large scale from anthranilic acid and chloroacetone as the starting materials, with the rearrangement of acetonyl-anthranilate as the key step. The developed method allows for the simple preparation of [1,3]dioxolo[4,5-c]quinolines with various C2 substituents on the quinoline scaffold. Additionally, the synthetic route was successfully applied to the preparation of 3-hydroxyquinoline-4(1H)-ones. The target compounds were tested against representative Gram-positive/negative bacteria, and two derivatives exhibited submicromolar minimum inhibitory concentrations against Micrococcus luteus.

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