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Chemical Structure| 2156-56-1 Chemical Structure| 2156-56-1
Chemical Structure| 2156-56-1

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CAS No.: 2156-56-1

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Sodium dichloroacetate is a metabolic regulator in cancer cell mitochondria with anticancer activity. It reduces lactate in the tumor microenvironment by inhibiting pyruvate dehydrogenase kinase (PDHK), increases reactive oxygen species (ROS) production, promotes cancer cell apoptosis, and can act as an NKCC inhibitor.

Synonyms: DCA; Dichloroacetic acid; X-11S

4.5 *For Research Use Only !

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Product Details of Sodium dichloroacetate

CAS No. :2156-56-1
Formula : C2HCl2NaO2
M.W : 150.92
SMILES Code : O=C([O-])C(Cl)Cl.[Na+]
Synonyms :
DCA; Dichloroacetic acid; X-11S
MDL No. :MFCD00070489
InChI Key :LUPNKHXLFSSUGS-UHFFFAOYSA-M
Pubchem ID :517326

Safety of Sodium dichloroacetate

GHS Pictogram:
Signal Word:Warning
Hazard Statements:H302-H315-H319-H335
Precautionary Statements:P261-P305+P351+P338

Application In Synthesis of Sodium dichloroacetate

* All experimental methods are cited from the reference, please refer to the original source for details. We do not guarantee the accuracy of the content in the reference.

  • Downstream synthetic route of [ 2156-56-1 ]

[ 2156-56-1 ] Synthesis Path-Downstream   1~30

  • 1
  • [ 39074-38-9 ]
  • [ 2156-56-1 ]
  • [ 50888-15-8 ]
  • 2
  • [ 39074-64-1 ]
  • [ 2156-56-1 ]
  • [ 40151-73-3 ]
  • 3
  • [ 2156-56-1 ]
  • 2,3,4,5-tetraphenyl-1<i>H</i>-arsole; lithium salt [ No CAS ]
  • chloro-(2,3,4,5-tetraphenyl-arsol-1-yl)-acetic acid [ No CAS ]
  • 4
  • [ 2156-56-1 ]
  • 2,5-diphenyl-1<i>H</i>-arsole; lithium salt [ No CAS ]
  • chloro-(2,5-diphenyl-arsol-1-yl)-acetic acid [ No CAS ]
  • 5
  • [ 109-99-9 ]
  • [ 2156-56-1 ]
  • phenylmagnesium bromide [ No CAS ]
  • C8H6Cl2MgO2*C4H8O [ No CAS ]
  • 6
  • [ 1206-36-6 ]
  • [ 2156-56-1 ]
  • [ 111008-25-4 ]
  • 7
  • [ 74271-47-9 ]
  • [ 2156-56-1 ]
  • [ 67059-60-3 ]
  • [ 67059-60-3 ]
  • 8
  • [ 2156-56-1 ]
  • Sodium; 4-carbamoylmethoxy-benzenesulfinate [ No CAS ]
  • [ 78843-02-4 ]
  • 2-(4-Chloromethanesulfonyl-phenoxy)-acetamide [ No CAS ]
  • 9
  • [ 2156-56-1 ]
  • Sodium; 4-carbamoylmethoxy-3-chloro-benzenesulfinate [ No CAS ]
  • [ 78843-06-8 ]
  • 2-(2-Chloro-4-chloromethanesulfonyl-phenoxy)-acetamide [ No CAS ]
  • 10
  • [ 2156-56-1 ]
  • Sodium; 4-carbamoylmethoxy-2-chloro-benzenesulfinate [ No CAS ]
  • (3-Chloro-4-chloromethanesulfonyl-phenoxy)-acetic acid [ No CAS ]
  • 2-(3-Chloro-4-chloromethanesulfonyl-phenoxy)-acetamide [ No CAS ]
  • 11
  • [ 2156-56-1 ]
  • sodium salt of 4-chloro-2-sulfinylphenoxyacetamide [ No CAS ]
  • (4-Chloro-2-chloromethanesulfonyl-phenoxy)-acetic acid [ No CAS ]
  • 2-(4-Chloro-2-chloromethanesulfonyl-phenoxy)-acetamide [ No CAS ]
  • 12
  • [ 2156-56-1 ]
  • Sodium; 4-carbamoylmethoxy-2,5-dichloro-benzenesulfinate [ No CAS ]
  • 2-(2,5-Dichloro-4-chloromethanesulfonyl-phenoxy)-acetamide [ No CAS ]
  • (2,5-Dichloro-4-chloromethanesulfonyl-phenoxy)-acetic acid [ No CAS ]
  • 13
  • [ 106-41-2 ]
  • [ 2156-56-1 ]
  • [ 107-15-3 ]
  • [ 74304-83-9 ]
  • 16
  • [ 54441-66-6 ]
  • [ 2156-56-1 ]
  • 4-[(benzoyl)(tert-butoxycarbonyl)methylene]-1,3-dithietane-2-carboxylic acid [ No CAS ]
YieldReaction ConditionsOperation in experiment
With hydrogenchloride; carbon disulfide; In hexane; tert-butyl alcohol; benzene; REFERENCE EXAMPLE 3 STR31 In a mixture of 2.2 g. of tert-butyl benzoylacetate and 20 ml. of tert-butanol was dissolved 0.24 g. of sodium hydride (50% in oil), and 0.6 ml. of carbon disulfide was added to the solution at 15-20 C. followed by stirring for 40 minutes, 0.24 g. of sodium hydride (50% in oil) was then added to the mixture followed by stirring for one hour. To the reaction mixture obtained was added 1.52 g. of <strong>[2156-56-1]sodium dichloroacetate</strong> followed by stirring for 4 hours at room temperature. The reaction mixture was concentrated under reduced pressure and after adding 30 ml. of 1 normal hydrochloric acid to the residue formed, the product was extracted with 30 ml. of benzene. The extract was washed with water, dried, and concentrated under reduced pressure. By adding a mixture of benzene and n-hexane of 3:1 by volume ratio to the residue formed, 0.9 g. of the yellowish crystals of 4-[(benzoyl)(tert-butoxycarbonyl)methylene]-1,3-dithietane-2-carboxylic acid were obtained.
With hydrogenchloride; carbon disulfide; In hexane; tert-butyl alcohol; benzene; EXAMPLE 10 STR47 In a mixture of 2.2 g. of tert-butyl benzoylacetate and 20 ml. of tert-butanol was dissolved in 0.24 g. of sodium hydride (50% in oil), and 0.6 ml. of carbon disulfide was added to the solution at 15-20 C. followed by stirring for 40 minutes, and then 0.24 g. of sodium hydride (50% in oil) was added to the mixture followed by stirring for one hour. To the reaction mixture obtained was added 1.52 g. of <strong>[2156-56-1]sodium dichloroacetate</strong> followed by stirring for 4 hours at room temperature. The reaction mixture was concentrated under reduced pressure and after adding 30 ml. of 1 normal hydrochloric acid to the residue formed, the product was extracted with 30 ml. of benzene. The extract was washed with water, dried, and concentrated under reduced pressure. By adding a mixture of benzene and n-hexane of 3:1 by volume ratio to the residue formed, 0.9 g. of the yellowish crystals of 4-[(benzoyl)(tert-butoxycarbonyl)methylene]-1,3-dithietane-2-carboxylic acid were obtained. Melting point: 147-148 C. (decomposed) Nuclear magnetic resonance spectra (CDCl3)
  • 17
  • iron(II) chloride tetrahydrate [ No CAS ]
  • [ 2156-56-1 ]
  • Fe(2+)*2Fe(3+)*O(2-)*6CHCl2CO2(1-)*3H2O={Fe3O(CHCl2CO2)6(H2O)3} [ No CAS ]
  • 19
  • [ 1271-19-8 ]
  • [ 2156-56-1 ]
  • [ 123-54-6 ]
  • {(C5H5)2Ti(CH3COCHCOCH3)(Cl2CHCO2)} [ No CAS ]
  • 20
  • [ 1271-19-8 ]
  • [ 2156-56-1 ]
  • [ 93-91-4 ]
  • {(C5H5)2Ti(CH3COCHCOC6H5)(Cl2HCCO2)} [ No CAS ]
  • 21
  • [ 1271-19-8 ]
  • [ 1118-71-4 ]
  • [ 2156-56-1 ]
  • {(C5H5)2Ti((CH3)3CCOCHCOC(CH3)3)(Cl2HCCO2)} [ No CAS ]
  • 22
  • dichloro-bis-μ-chloro-bis[(1-3η:6-8η)-2,7-dimethyloctadienediyl]diruthenium(II) [ No CAS ]
  • [ 2156-56-1 ]
  • {Ru(C10H16)(O2CCHCl2)2(OH2)} [ No CAS ]
  • 23
  • manganese(II) perchlorate hexahydrate [ No CAS ]
  • [ 4097-88-5 ]
  • [ 7310-95-4 ]
  • [ 2156-56-1 ]
  • {Mn2(CH3C6H2O(CHNCH2CH2)2NCH3)2(CHCl2CO2)}(1+)*ClO4(1-) = Mn2(CH3C6H2O(CHNCH2CH2)2NCH3)2(CHCl2COO)ClO4 [ No CAS ]
  • 24
  • bis(μ-hydroxo)bis(tris(2-pyridylmethyl)amine)chromium(III) perchlorate tetrahydrate [ No CAS ]
  • [ 2156-56-1 ]
  • {(tris(2-pyridylmethyl)amine)Cr(μ-O)(μ-CHCl2CO2)Cr(tris(2-pyridylmethyl)amine)}(ClO4)3*2H2O [ No CAS ]
  • 25
  • [ 7721-01-9 ]
  • [ 2156-56-1 ]
  • Ta(5+)*4Cl(1-)*O2CCHCl2(1-) = TaCl4(OOCCHCl2) [ No CAS ]
  • 26
  • [ 2156-56-1 ]
  • [ 32538-28-6 ]
  • tri-p-tolyltin(IV) dichloroacetate [ No CAS ]
  • 27
  • [ 76300-72-6 ]
  • [ 2156-56-1 ]
  • bis(dichloroacetato)-bis(p-biphenyl)tin(IV) [ No CAS ]
  • 28
  • [ 1282-43-5 ]
  • [ 2156-56-1 ]
  • (C5H5)(C5H4CH3)Ti(O2CCHCl2)2 [ No CAS ]
  • 30
  • [ 2156-56-1 ]
  • [ 58529-40-1 ]
  • (CH3)2Sn(OC(CHCl2)O)2Sn(CH3)2 [ No CAS ]
 

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