Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C2HCl3O2 |
| Molecular Weight | 163.387 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
OC(=O)C(Cl)(Cl)Cl
InChI
InChIKey=YNJBWRMUSHSURL-UHFFFAOYSA-N
InChI=1S/C2HCl3O2/c3-2(4,5)1(6)7/h(H,6,7)
| 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 |
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.
Approval Year
Doses
| Dose | Population | Adverse events |
|---|---|---|
90 % 1 times / week multiple, topical Higher than recommended Dose: 90 %, 1 times / week Route: topical Route: multiple Dose: 90 %, 1 times / week Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
Other AEs: Increased skin pigmentation... |
AEs
| AE | Significance | Dose | Population |
|---|---|---|---|
| Increased skin pigmentation | 34.7% | 90 % 1 times / week multiple, topical Higher than recommended Dose: 90 %, 1 times / week Route: topical Route: multiple Dose: 90 %, 1 times / week Sources: |
unhealthy, ADULT Health Status: unhealthy Age Group: ADULT Sex: M+F Food Status: UNKNOWN Sources: |
PubMed
| Title | Date | PubMed |
|---|---|---|
| Succinate dehydrogenase and fumarate reductase from Escherichia coli. | 2002-01-17 |
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| Study of competitive binding of enantiomers to protein by affinity capillary electrochromatography. | 2002-01-15 |
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| Sources, pathways, and relative risks of contaminants in surface water and groundwater: a perspective prepared for the Walkerton inquiry. | 2002-01-11 |
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| An immunohistological study of the localization characteristics of thymus and activation-regulated chemokine in the allergic inferior turbinate mucosa with reference to the effectiveness of trichloroacetic acid treatment. | 2002-01-05 |
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| Trichloroethylene, trichloroacetic acid, and dichloroacetic acid: do they affect fetal rat heart development? | 2002-01-05 |
|
| The immunosuppressive activity of chemically modified lipopolysaccharide of Shigella sonnei. | 2002-01-01 |
|
| Application of quantitative ethanol detector (QED) test kit to measure ethanol concentration in blood samples. | 2001-12-27 |
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| Factors involved in clearance of genital warts. | 2001-12 |
|
| Diagnosis and management of cervical intraepithelial neoplasia. | 2001-12 |
|
| Trichloroethylene oxidative metabolism in plants: the trichloroethanol pathway. | 2001-12 |
|
| Redundancy of mammalian proteasome beta subunit function during endoplasmic reticulum associated degradation. | 2001-11-06 |
|
| Antiparallel pleated beta-sheets observed in crystal structures of N,N-bis(trichloroacetyl) and N,N-bis(m-bromobenzoyl) gramicidin S. | 2001-11-01 |
|
| Outcome of 22 cases of perforated tympanic membrane caused by otomycosis. | 2001-11 |
|
| Differences in yields of microbial crude protein from in vitro fermentation of carbohydrates. | 2001-11 |
|
| Improved radioiodination of biomolecules using exhaustive Chloramine-T oxidation. | 2001-11 |
|
| Antibodies against Streptococcus agalactiae proteins c(alpha) and R4 in sera from pregnant women from Norway and Zimbabwe. | 2001-11 |
|
| The application of physiologically based pharmacokinetic modelling in the analysis of occupational exposure to perchloroethylene. | 2001-10-15 |
|
| Estimating internal phosphorus pools in macroalgae using radioactive phosphorus and trichloroacetic acid extracts. | 2001-10-15 |
|
| Synthesis of a set of di- and tri-sulfated galabioses. | 2001-10-08 |
|
| Trace determination of 1-octacosanol in rat plasma by solid-phase extraction with Tenax GC and capillary gas chromatography. | 2001-10-05 |
|
| New method for exopolysaccharide determination in culture broth using stirred ultrafiltration cells. | 2001-10 |
|
| Glutathione stability in whole blood: effects of various deproteinizing acids. | 2001-10 |
|
| Aerobic dehalogenation potentials of four bacterial species isolated from soil and sewage sludge. | 2001-10 |
|
| Atomic emission method for total boron in blood during neutron-capture therapy. | 2001-10 |
|
| Determining optimal surface roughness of TiO(2) blasted titanium implant material for attachment, proliferation and differentiation of cells derived from human mandibular alveolar bone. | 2001-10 |
|
| 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. | 2001-09-15 |
|
| Spectra interference between diquat and paraquat by second derivative spectrophotometry. | 2001-09-15 |
|
| Synthesis of a divalent glycoside of an alpha-galactosyl disaccharide epitope involved in the hyperacute rejection of xenotransplantation. | 2001-09-07 |
|
| Effect of chloroform on dichloroacetic acid and trichloroacetic acid-induced hypomethylation and expression of the c-myc gene and on their promotion of liver and kidney tumors in mice. | 2001-09 |
|
| Assay of 2,3-dihydroxybenzoic acid and related compounds in plant materials by high-performance liquid chromatography. | 2001-08-24 |
|
| Kinetics in the pre-steady state of the formation of cystines in ribonucleoside diphosphate reductase: evidence for an asymmetric complex. | 2001-08-14 |
|
| Molluscum contagiosum in herpes zoster scars. | 2001-08 |
|
| [Endogenic intoxication markers: data from capillary electrophoresis of trichloroacetic acid supernatant]. | 2001-08 |
|
| New formulation of chemical peeling agent: histological evaluation in sun-damaged skin model in hairless mice. | 2001-08 |
|
| Photosonochemical degradation of trichloroacetic acid in aqueous solution. | 2001-08 |
|
| Stability of a cisplatin-chondroitin sulfate A complex in plasma and kidney in terms of protein binding. | 2001-08 |
|
| A new glycogen synthase activity ratio in skeletal muscle: effects of exercise and insulin. | 2001-07-13 |
|
| Sensitive and simple determination of mannitol in human brain tissues by gas chromatography-mass spectrometry. | 2001-07-05 |
|
| Feasibility of iodine-125 labeled anti-human hemoglobin antibody in the detection of bleeding sites from the large bowel-A preliminary study. | 2001-07 |
|
| Medium-depth chemical peels. | 2001-07 |
|
| Dermal peels. | 2001-07 |
|
| A simple HPLC method for the determination of the mycotoxins ochratoxin A and B in blood serum of swine. | 2001-07 |
|
| Isolation and specific detection of two major schistosoma gut-associated circulating antigens. | 2001-06 |
|
| Phenotypic silencing of cytoplasmic genes using sequence-specific double-stranded short interfering RNA and its application in the reverse genetics of wild type negative-strand RNA viruses. | 2001 |
|
| Fifty years of dysentery research at the Pécs University. | 2001 |
|
| The [15N]methacetin liver function test characterizes multicomponent exposure of children in industrially polluted regions. | 2001 |
|
| Exogenous ochronosis. An update on clinical features, causative agents and treatment options. | 2001 |
|
| Small-scale analysis of exopolysaccharides from Streptococcus thermophilus grown in a semi-defined medium. | 2001 |
|
| Synthesis of disaccharides related to the mycobacterial arabinogalactan. | 2001 |
|
| A multi media load model for the Baltic Sea. | 2001 |
Sample Use Guides
for melasma: 15% TCA peel
for anal high-grade squamous intraepithelial lesions: 80% TCA
Route of Administration:
Topical
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
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admin
on
Edited
Mon Mar 31 17:36:48 GMT 2025
by
admin
on
Mon Mar 31 17:36:48 GMT 2025
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| Record UNII |
5V2JDO056X
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| Record Status |
Validated (UNII)
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| Record Version |
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EPA PESTICIDE CODE |
81002
Created by
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IARC | Trichloroacetic acid |
| Code System | Code | Type | Description | ||
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100000077252
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10773
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m11062
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PRIMARY | Merck Index | ||
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TCA
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5V2JDO056X
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D014238
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5V2JDO056X
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6421
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TRICHLOROACETIC ACID
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DTXSID1021378
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618564
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ALTERNATIVE | |||
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CHEMBL14053
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SUB15604MIG
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27455
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215204
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30956
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76-03-9
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DB11152
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3627
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Trichloroacetic Acid
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200-927-2
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1779
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| Related Record | Type | Details | ||
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT |
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SALT/SOLVATE -> PARENT | |||
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SALT/SOLVATE -> PARENT |
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PARENT -> METABOLITE INACTIVE |
| Related Record | Type | Details | ||
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ACTIVE MOIETY |
