660-27-5 Usage
Description
Diisopropylammonium dichloroacetate is a hepatoprotective drug that improves the energy metabolism of hepatocytes, promotes the regeneration of injured hepatocytes, increases the rate of tissue cell respiration and oxygen respiration, and reduces the accumulation of fat in the liver. It is mainly used clinically for the treatment of fatty liver, intrahepatic cholestasis, and general liver dysfunction. It is also used in the treatment of acute and chronic hepatitis, hepatomegaly, and early cirrhosis.
Chemical Properties
White or off-white loose mass or powder, slightly bitter, easily soluble in water, ethanol or chloroform, slightly soluble in ether.
History
In the 1950s, the compound diisopropylammonium dichloroacetate (DIPA) was used in the synthesis of methylated derivatives of a purportedly naturally occurring B vitamin (pangamic acid; dgluconodimethylaminoacetate). Anecdotal clinical reports appeared claimingefficacy in various metabolic and cardiovascular disorders from pharmaceuticalmixtures of pangamic acid and DIPA. In 1970,DCA was identified as themetabolically active moiety of DIPA(Stacpoole & Felts,1970) and it has beenused thereafter almost exclusively as the sodium salt.
Uses
Diisopropylammonium dichloroacetate (DIPA) is known to produce a significant and prolonged hypoglycemic effect in alloxan-diabetic but not in normal rats.Diisopropylamine 2,2-Dichloroacetate is used in the treatment of antituberculosis drugs-induced liver injury.
Definition
ChEBI: Diisopropylamine dichloroacetate is an organohalogen compound and a carboxylic acid.
Mode of action
The mechanism of action of diisopropyl dichloroacetate is to enhance the fluidity of hepatocyte membranes by promoting sequential methylation of membrane phospholipids, to increase the activity of Na+-K+-ATPase, which is the main driving force of bile secretion and flow; to promote the functional repair of damaged hepatocytes, to improve the respiratory function and oxygen utilization of tissue cells, to increase the metabolic activity of fatty acids, to accelerate the oxidation of fatty acids, and to create conditions for the recovery of liver function.
Check Digit Verification of cas no
The CAS Registry Mumber 660-27-5 includes 6 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 3 digits, 6,6 and 0 respectively; the second part has 2 digits, 2 and 7 respectively.
Calculate Digit Verification of CAS Registry Number 660-27:
(5*6)+(4*6)+(3*0)+(2*2)+(1*7)=65
65 % 10 = 5
So 660-27-5 is a valid CAS Registry Number.
InChI:InChI=1/C6H15N.C2H2Cl2O2/c1-5(2)7-6(3)4;3-1(4)2(5)6/h5-7H,1-4H3;1H,(H,5,6)
660-27-5Relevant articles and documents
Ammonium haloacetates – An alternative to glyphosate?
Turek, Marika,Biczak, Robert,Paw?owska, Barbara,Ró?ycka-Soko?owska, Ewa,Marciniak, Bernard,Deska, Ma?gorzata,Skalik, Joanna,Ba?czewski, Piotr
, p. 650 - 656 (2018)
This study shows the design, synthesis and evaluation of eco(phyto)toxic and herbicidal activities of quaternary ammonium salts (QASs), derived from haloacetic acids, in context of the search for safer alternatives to the commonly used herbicide, N-(phosphonomethyl)glycine (glyphosate). The structure of the investigated QASs refers to the heteroatom sequence in the anion of glyphosate in which the (P-C)-N nitrogen atom was replaced by one or more halogens (F, Cl). The ecotoxicity of the synthesized QASs was tested against luminescent marine bacteria Vibrio fischeri (Microtox test) and the crustaceans Heterocypris incongruens (Ostracodtoxkit F). The phytotoxic effect of QASs was also studied with respect to spring barley (Hordeum vulgare) and common radish (Raphanus sativus L. radicula Pers.), whereas herbicidal activity was investigated in relation to popular weeds species gallant soldier (Galinsoga parviflora Cav.) and common sorrel (Rumex acetosa L.). The results showed that toxicity of the synthesized QASs depends on a number of halo-substituents, especially for bioluminescent bacteria Vibrio fischeri for which EC50 values were those varying the most. Phytotoxicity tests proved that the investigated QASs had a similar high, toxic effect both on monocotyledonous and dicotyledonous plants with exception of DIPA - DCA. Moreover, their herbicidal activity against common sorrel was comparable to glyphosate.
