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Details

Stereochemistry ACHIRAL
Molecular Formula C2Cl3O2.Na
Molecular Weight 185.369
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of SODIUM TRICHLOROACETATE

SMILES

[Na+].[O-]C(=O)C(Cl)(Cl)Cl

InChI

InChIKey=SAQSTQBVENFSKT-UHFFFAOYSA-M
InChI=1S/C2HCl3O2.Na/c3-2(4,5)1(6)7;/h(H,6,7);/q;+1/p-1

HIDE SMILES / InChI

Molecular Formula C2Cl3O2
Molecular Weight 162.379
Charge -1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula Na
Molecular Weight 22.9898
Charge 1
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Trichloroacetic acid (TCA; TCAA) is a chemical used in skin peel formulations. It is more frequently used for lighter skin and is less used on darker skin because of the higher risks of scarring, as well as post-peel dyschromias. Low concentrations, 10-35% is preferred for skin peel formulations so that it only reaches the upper papillary dermis. Topical TCA is an efficacious treatment of internal anal high-grade squamous intraepithelial lesions (HSIL). Advantages of TCA for this recurrent disease process include low cost, no requirement for special equipment beyond that for high-resolution anoscopy, and painless application procedure.

Originator

Curator's Comment: in 1839 by Jean-Baptiste Dumas

Approval Year

Conditions

Conditions

PubMed

PubMed

TitleDatePubMed
trans-Activation of PPARalpha and PPARgamma by structurally diverse environmental chemicals.
1999 Dec 1
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.
2000 Apr
Fifty years of dysentery research at the Pécs University.
2001
A multi media load model for the Baltic Sea.
2001
Imiquimod for the treatment of genital warts: a quantitative systematic review.
2001
Site-specific mutations of FtsZ--effects on GTPase and in vitro assembly.
2001
Deproteinization of serum: another best approach to eliminate all forms of bilirubin interference on serum creatinine by the kinetic Jaffe reaction.
2001
The effect of dichloroacetic acid and trichloroacetic acid on DNA methylation and cell proliferation in B6C3F1 mice.
2001
ATP inhibits insulin-degrading enzyme activity.
2001 Apr
Simultaneous determination of flucytosine and fluorouracil in human plasma by high-performance liquid chromatography.
2001 Apr
Effect of the eluent pH and acidic modifiers in high-performance liquid chromatography retention of basic analytes.
2001 Apr 13
Sample preparation for residue determination of gentamicin and neomycin by liquid chromatography.
2001 Apr 20
New formulation of chemical peeling agent: histological evaluation in sun-damaged skin model in hairless mice.
2001 Aug
Stability of a cisplatin-chondroitin sulfate A complex in plasma and kidney in terms of protein binding.
2001 Aug
Production of hyaluronan and chondroitin sulphate proteoglycans from human arterial smooth muscle--the effect of glucose, insulin, IGF-I or growth hormone.
2001 Aug
Diagnosis and management of cervical intraepithelial neoplasia.
2001 Dec
Influence of pH on the heat-induced proteolysis of casein molecules.
2001 Feb
A novel method to analyze betaine in chicken liver: effect of dietary betaine and choline supplementation on the hepatic betaine concentration in broiler chicks.
2001 Feb
Two-iron rubredoxin of Pseudomonas oleovorans: production, stability and characterization of the individual iron-binding domains by optical, CD and NMR spectroscopies.
2001 Feb 15
Quantitative and qualitative effects of chemical peeling on photo-aged skin: an experimental study.
2001 Jan
The fate and persistence of trifluoroacetic and chloroacetic acids in pond waters.
2001 Jan
Feasibility of iodine-125 labeled anti-human hemoglobin antibody in the detection of bleeding sites from the large bowel-A preliminary study.
2001 Jul
Investigation of uptake, translocation and fate of trichloroacetic acid in Norway spruce (Picea abies/L./Karst.) using 14C-labelling.
2001 Jul
The disruption of a gene encoding a putative arylesterase impairs pyruvate dehydrogenase complex activity and nitrogen fixation in Sinorhizobium meliloti.
2001 Jun
Direct electrochemistry of hemoglobin in layer-by-layer films with poly(vinyl sulfonate) grown on pyrolytic graphite electrodes.
2001 Mar
Direct medical costs for surgical and medical treatment of condylomata acuminata.
2001 Mar
Fast, simple and cost-effective determination of thiopental in human plasma by a new HPLC technique.
2001 Mar
Inositol phosphates from barley low-phytate grain mutants analysed by metal-dye detection HPLC and NMR.
2001 Mar 1
Leptin transport at the blood--cerebrospinal fluid barrier using the perfused sheep choroid plexus model.
2001 Mar 23
Tethered dithiacyclopropenones. syntheses and structural properties of tetrathiacyclopropenonophanes.
2001 May 18
A facile and effective synthesis of alpha-(1-->6)-linked mannose di-, tri-, tetra-, hexa-, octa-, and dodecasaccharides, and beta-(1-->6)-linked glucose di-, tri-, tetra-, hexa-, and octasaccharides using sugar trichloroacetimidates as the donors and unprotected or partially protected glycosides as the acceptors.
2001 May 8
Antibodies against Streptococcus agalactiae proteins c(alpha) and R4 in sera from pregnant women from Norway and Zimbabwe.
2001 Nov
The application of physiologically based pharmacokinetic modelling in the analysis of occupational exposure to perchloroethylene.
2001 Oct 15
Determination of D- and L-aspartate in cell culturing medium, within cells of MPT1 cell line and in rat blood by a column-switching high-performance liquid chromatogrpahic method.
2001 Sep 15
Spectra interference between diquat and paraquat by second derivative spectrophotometry.
2001 Sep 15
Trichloroethylene, trichloroacetic acid, and dichloroacetic acid: do they affect fetal rat heart development?
2001 Sep-Oct
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: http://www.ncbi.nlm.nih.gov/pubmed/24922100
for melasma: 15% TCA peel for anal high-grade squamous intraepithelial lesions: 80% TCA
Route of Administration: Topical
In Vitro Use Guide
Lymphocytes obtained from three healthy donors were exposed to 25, 50, and 100 μg/ml concentration of TCA separately. TCA exposure resulted in chromosomal anomalies and the formation of micronuclei in lymphocytes. Chromosome analysis revealed the dose-dependent and significant induction of Chromosomal aberration (CA).
Substance Class Chemical
Created
by admin
on Sat Dec 16 20:17:07 UTC 2023
Edited
by admin
on Sat Dec 16 20:17:07 UTC 2023
Record UNII
2N76A3BRJ0
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
SODIUM TRICHLOROACETATE
INCI  
INCI  
Official Name English
VARITOX
Brand Name English
TCA-SODIUM [ISO]
Common Name English
SODIUM TRICHLOROACETATE [INCI]
Common Name English
ACETIC ACID, TRICHLORO-, SODIUM SALT
Common Name English
TRICHLOROACETIC ACID, SODIUM SALT
Common Name English
KONESTA
Brand Name English
ORISTAR TCA
Brand Name English
TCA-SODIUM [HSDB]
Common Name English
ACETIC ACID, 2,2,2-TRICHLORO-, SODIUM SALT (1:1)
Common Name English
TRICHLOROACETIC ACID SODIUM SALT [MI]
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 81001
Created by admin on Sat Dec 16 20:17:07 UTC 2023 , Edited by admin on Sat Dec 16 20:17:07 UTC 2023
Code System Code Type Description
MERCK INDEX
m11062
Created by admin on Sat Dec 16 20:17:07 UTC 2023 , Edited by admin on Sat Dec 16 20:17:07 UTC 2023
PRIMARY Merck Index
CAS
650-51-1
Created by admin on Sat Dec 16 20:17:07 UTC 2023 , Edited by admin on Sat Dec 16 20:17:07 UTC 2023
PRIMARY
EPA CompTox
DTXSID6034924
Created by admin on Sat Dec 16 20:17:07 UTC 2023 , Edited by admin on Sat Dec 16 20:17:07 UTC 2023
PRIMARY
ECHA (EC/EINECS)
211-479-2
Created by admin on Sat Dec 16 20:17:07 UTC 2023 , Edited by admin on Sat Dec 16 20:17:07 UTC 2023
PRIMARY
HSDB
6737
Created by admin on Sat Dec 16 20:17:07 UTC 2023 , Edited by admin on Sat Dec 16 20:17:07 UTC 2023
PRIMARY
PUBCHEM
23681045
Created by admin on Sat Dec 16 20:17:07 UTC 2023 , Edited by admin on Sat Dec 16 20:17:07 UTC 2023
PRIMARY
FDA UNII
2N76A3BRJ0
Created by admin on Sat Dec 16 20:17:07 UTC 2023 , Edited by admin on Sat Dec 16 20:17:07 UTC 2023
PRIMARY
WIKIPEDIA
Sodium trichloroacetate
Created by admin on Sat Dec 16 20:17:07 UTC 2023 , Edited by admin on Sat Dec 16 20:17:07 UTC 2023
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE