Tetrachloroethylene

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C2Cl4
Molecular Weight	165.833
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

ClC(Cl)=C(Cl)Cl

InChI

InChIKey=CYTYCFOTNPOANT-UHFFFAOYSA-N

InChI=1S/C2Cl4/c3-1(4)2(5)6

HIDE SMILES / InChI

Description
Sources: https://www.atsdr.cdc.gov/phs/phs.asp?id=263&tid=48 | https://www.cancer.org/cancer/cancer-causes/tetrachlorethylene-perchloroethylene.html | https://www.epa.gov/sites/production/files/2016-09/documents/tetrachloroethylene.pdf

Tetrachloroethylene is a nonflammable colorless liquid. Other names for tetrachloroethylene include perchloroethylene, PCE, PERC, tetrachloroethene, and perchlor. Tetrachloroethylene is used as a dry cleaning agent and metal degreasing solvent. It is also used as a starting material (building block) for making other chemicals and is used in some consumer products. It has also been used in water repellants, paint removers, printing inks, glues, sealants, polishes, and lubricants. Tetrachloroethylene has been in commercial use since the early 1900s. Tetrachlorethylene has been suspected of causing some types of cancer, based on both human and animal evidence. Laboratory studies have found that ingesting or inhaling tetrachlorethylene increased the risk of liver cancer in mice. In rats, inhaling tetrachloethylene was linked to kidney cancer and a rare type of leukemia. EPA has classified tetrachloroethylene as likely to be carcinogenic to humans by all routes of exposurebased on suggestive evidence in epidemiological studies and conclusive evidence in rats (mononuclear cellleukemia) and mice (increased incidence of liver tumors). The International Agency for Research on Cancer(IARC) has classified tetrachloroethylene as probably carcinogenic to humans (Group 2A).

Approval Year

Targets

Primary Target	Pharmacology	Condition	Potency
7-Pentoxyresorufin O-depentylase 1 Target ID: 7-Pentoxyresorufin O-depentylase Sources: https://www.ncbi.nlm.nih.gov/pubmed/7618343	Inhibitor 8297		0.16 mM [Ki]
7-benzyloxyresorufin O-debenzylase 1 Target ID: 7-benzyloxyresorufin O-debenzylase Sources: https://www.ncbi.nlm.nih.gov/pubmed/7618343	Inhibitor 8297		0.29 mM [Ki]

PubMed

Title	Date	PubMed
Characteristic hydrogen concentrations for various redox processes in batch study.	2001	11688686
An improved method of hydrogen production as electron donor for anaerobic bioremediation.	2001	11688682
Occupational exposure to harmful chemical substances while processing phenol-formaldehyde resins.	2001	11543697
Interactions of some organic solvents: hydrocarbons and chloroalkene.	2001	11276263
Effects of alcohols, anionic and nonionic surfactants on the reduction of PCE and TCE by zero-valent iron.	2001 Apr	11317892
Surfactant enhanced recovery of tetrachloroethylene from a porous medium containing low permeability lenses. 2. Numerical simulation.	2001 Apr	11285938
Tetrachloroethylene, trichloroethylene, and chlorinated phenols induce toluene-o-xylene monooxygenase activity in Pseudomonas stutzeri OX1.	2001 Aug	11549035
Cosolvent effects of alcohols on the Henry's law constant and aqueous solubility of tetrachloroethylene (PCE).	2001 Aug	11513401
Industrial chemicals and the horse.	2001 Dec	11780283
Hydrogen concentrations in sulfate-reducing estuarine sediments during PCE dehalogenation.	2001 Dec 15	11775153
Phytotoxicity of chlorinated aliphatics to hybrid poplar (Populus deltoides x nigra DN34).	2001 Feb	11351440
Evaluating competitive sorption mechanisms of volatile organic compounds in soils and sediments using polymers and zeolites.	2001 Feb 1	11351730
Reductive dechlorination of cis-1,2-dichloroethene and vinyl chloride by "Dehalococcoides ethenogenes".	2001 Feb 1	11351722
Kinetic studies of the reaction of hydroxyl radicals with trichloroethylene and tetrachloroethylene.	2001 Feb-Mar	11219681
Regeneration of surfactant-modified zeolite after saturation with chromate and perchloroethylene.	2001 Jan	11257888
Catalytic hydrodechlorination of tetrachloroethylene over red mud.	2001 Jan 29	11118686
Worker exposure to aromatic volatile organic compounds in dry cleaning stores.	2001 Jul-Aug	11549140
Hepatic and renal toxicities associated with perchloroethylene.	2001 Jun	11356983
Abiotic transformation of perchloroethylene in homogeneous dithionite solution and in suspensions of dithionite-treated clay minerals.	2001 Jun 1	11414025
Determining effective interfacial tension and predicting finger spacing for DNAPL penetration into water-saturated porous media.	2001 Mar	11291479
Reductive dechlorination of hexachloroethane in the environment: mechanistic studies via computational electrochemistry.	2001 Mar 7	11456825
Determination of chlorinated solvents in exhaled air, urine, and blood of subjects exposed in the workplace using SPME and GC-MS.	2001 May	11409213
Biologically-enhanced removal of PCE from NAPL source zones.	2001 May 15	11393982
Immunohistochemical localization of trichloroacylated protein adducts in tetrachloroethene-treated mice.	2001 May 25	11393800
Protective role of vitamin E, 2-deoxy-D-glucose, and taurine on perchloroethylene induced alterations in ATPases.	2001 Nov	11665651
Factors influencing rates and products in the transformation of trichloroethylene by iron sulfide and iron metal.	2001 Oct 1	11642448
The role of CYP forms in the metabolism and metabolic activation of HCFCs and other halocarbons.	2001 Oct 15	11684364
Remediation of NAPL-contaminated aquifers: is the cure worth the cost?	2001 Sep	11597114
Tetrachloroethylene (TCE) removal during anaerobic granulation in an upflow anaerobic sludge blanket (UASB) reactor.	2002	11846281
Chronic toxicity of a mixture of chlorinated alkanes and alkenes in ICR mice.	2002 Feb	11911491
Health risk assessment on residents exposed to chlorinated hydrocarbons contaminated in groundwater of a hazardous waste site.	2002 Feb	11911487
Setting information priorities for remediation decisions at a contaminated-groundwater site.	2002 Jan	11806535
Implications of alcohol partitioning behavior for in situ density modification of entrapped dense nonaqueous phase liquids.	2002 Jan 1	11817369
Synthesis and characterization of chlorinated alkenylcobaloximes to probe the mechanism of vitamin B(12)-catalyzed dechlorination of priority pollutants.	2002 Jan 28	11800630
Interfacial tension of chlorinated aliphatic DNAPL mixtures as a function of organic phase composition.	2002 Mar 15	11944683
Tetrachloroethene reductive dehalogenase of Dehalospirillum multivorans: substrate specificity of the native enzyme and its corrinoid cofactor.	2002 May	11976751
Constructing terbium co-ordination polymers of 4,4'-bipyridine-N,N'-dioxide by means of diffusion solvent mixtures.	2002 May 3	11981887
Dechlorination of PCBs, CAHs, herbicides and pesticides neat and in soils at 25 degrees C using Na/NH3.	2002 May 3	11975998

Patents

Sample Use Guides

In Vivo Use Guide

Tetrachloroethylene (30, 100, 300, and 1000 mg/kg) was administered by gavage in aqueous vehicle to male B6C3F1/J mice.

Route of Administration: Oral

In Vitro Use Guide

7-Pentoxyresorufin O-depentylase (PROD) and 7-benzyloxyresorufin O-debenzylase (BROD) activities in phenobarbital (PB)-treated rat liver microsomes were substantially inhibited by Tetrachloroethylene (PCE). The inhibition profiles were non-competitive for both enzyme activities; Ki's from Eadie-Hofsee plots were 0.16 and 0.29 mM for PROD and BROD respectively.

Name

Type

Language

Tetrachloroethylene

Systematic Name

English

TETRACHLOROETHYLENE [II]

Common Name

English

TETRACHLORETHYLENE

Common Name

English

TETRACHLOROETHYLENE [HSDB]

Common Name

English

NSC-9777

Code

English

TETRACHLOROETHYLENE [MART.]

Common Name

English

TETRACHLOROETHYLENE [MI]

Common Name

English

TETRACHLOROETHENE

Systematic Name

English

ETHENE, TETRACHLORO-

Systematic Name

English

1,1,2,2-TETRACHLOROETHYLENE

Systematic Name

English

Tetrachlorethylene [WHO-DD]

Common Name

English

PERCHLOROETHYLENE

Systematic Name

English

TETRACHLOROETHYLENE (PERCHLOROETHYLENE) [IARC]

Common Name

English

Classification Tree Code System Code

EPA PESTICIDE CODE

78501