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Details

Stereochemistry ACHIRAL
Molecular Formula C2Cl3O2.H4N
Molecular Weight 180.418
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of AMMONIUM TRICHLOROACETATE

SMILES

[NH4+].[O-]C(=O)C(Cl)(Cl)Cl

InChI

InChIKey=MHMUIIBVMBOAON-UHFFFAOYSA-N
InChI=1S/C2HCl3O2.H3N/c3-2(4,5)1(6)7;/h(H,6,7);1H3

HIDE SMILES / InChI

Molecular Formula C2HCl3O2
Molecular Weight 163.387
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Molecular Formula H3N
Molecular Weight 17.0305
Charge 0
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
Synthesis of disaccharides related to the mycobacterial arabinogalactan.
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
The effects of alpha-lactabumin and whey protein concentrate on dry matter recovery, TCA soluble protein levels, and peptide distribution in the rat gastrointestinal tract.
2001 Apr
Trimethylamine and total volatile basic nitrogen determination by flow injection/gas diffusion in Mediterranean hake (Merluccius merluccius).
2001 Apr
[Endogenic intoxication markers: data from capillary electrophoresis of trichloroacetic acid supernatant].
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
Assay of 2,3-dihydroxybenzoic acid and related compounds in plant materials by high-performance liquid chromatography.
2001 Aug 24
Factors involved in clearance of genital warts.
2001 Dec
Trichloroethylene oxidative metabolism in plants: the trichloroethanol pathway.
2001 Dec
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
Simple and rapid determination of nevirapine in human serum by reversed-phase high-performance liquid chromatography.
2001 Feb 25
Isolation of antidiabetic components from white-skinned sweet potato (Ipomoea batatas L.).
2001 Jan
Insulin receptor antibodies inhibit insulin uptake by the liver: in vivo 123I-insulin scintigraphic scanning and in vitro characterization in autoimmune hypoglycemia.
2001 Jan
Medium-depth chemical peels.
2001 Jul
Dermal peels.
2001 Jul
A simple HPLC method for the determination of the mycotoxins ochratoxin A and B in blood serum of swine.
2001 Jul
Factors influencing attachment of thermophilic bacilli to stainless steel.
2001 Jun
Direct electrochemistry of hemoglobin in layer-by-layer films with poly(vinyl sulfonate) grown on pyrolytic graphite electrodes.
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
The treatment of eruptive syringomas in an African American patient with a combination of trichloroacetic acid and CO2 laser destruction.
2001 May
How Ala-->Gly mutations in different helices affect the stability of the apomyoglobin molten globule.
2001 May 1
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
Differences in yields of microbial crude protein from in vitro fermentation of carbohydrates.
2001 Nov
Antibodies against Streptococcus agalactiae proteins c(alpha) and R4 in sera from pregnant women from Norway and Zimbabwe.
2001 Nov
Redundancy of mammalian proteasome beta subunit function during endoplasmic reticulum associated degradation.
2001 Nov 6
New method for exopolysaccharide determination in culture broth using stirred ultrafiltration cells.
2001 Oct
Glutathione stability in whole blood: effects of various deproteinizing acids.
2001 Oct
Atomic emission method for total boron in blood during neutron-capture therapy.
2001 Oct
Trace determination of 1-octacosanol in rat plasma by solid-phase extraction with Tenax GC and capillary gas chromatography.
2001 Oct 5
The immunosuppressive activity of chemically modified lipopolysaccharide of Shigella sonnei.
2002 Jan 1
Sources, pathways, and relative risks of contaminants in surface water and groundwater: a perspective prepared for the Walkerton inquiry.
2002 Jan 11
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 03:00:37 GMT 2023
Edited
by admin
on Sat Dec 16 03:00:37 GMT 2023
Record UNII
7PL9R555XT
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
AMMONIUM TRICHLOROACETATE
Systematic Name English
TCA-AMMONIUM
ISO  
Common Name English
TCA-AMMONIUM [ISO]
Common Name English
TCA AMMONIUM
Common Name English
ACETIC ACID, 2,2,2-TRICHLORO-, AMMONIUM SALT (1:1)
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 76801
Created by admin on Sat Dec 16 03:00:37 GMT 2023 , Edited by admin on Sat Dec 16 03:00:37 GMT 2023
Code System Code Type Description
FDA UNII
7PL9R555XT
Created by admin on Sat Dec 16 03:00:37 GMT 2023 , Edited by admin on Sat Dec 16 03:00:37 GMT 2023
PRIMARY
CAS
7646-88-0
Created by admin on Sat Dec 16 03:00:37 GMT 2023 , Edited by admin on Sat Dec 16 03:00:37 GMT 2023
PRIMARY
ALANWOOD
TCA-ammonium
Created by admin on Sat Dec 16 03:00:37 GMT 2023 , Edited by admin on Sat Dec 16 03:00:37 GMT 2023
PRIMARY
ECHA (EC/EINECS)
231-593-6
Created by admin on Sat Dec 16 03:00:37 GMT 2023 , Edited by admin on Sat Dec 16 03:00:37 GMT 2023
PRIMARY
EPA CompTox
DTXSID80897273
Created by admin on Sat Dec 16 03:00:37 GMT 2023 , Edited by admin on Sat Dec 16 03:00:37 GMT 2023
PRIMARY
PUBCHEM
24289
Created by admin on Sat Dec 16 03:00:37 GMT 2023 , Edited by admin on Sat Dec 16 03:00:37 GMT 2023
PRIMARY