U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C10H9Cl4O4P
Molecular Weight 365.962
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 1
Charge 0

SHOW SMILES / InChI
Structure of TETRACHLORVINPHOS, (E)-

SMILES

COP(=O)(OC)O\C(=C\Cl)C1=CC(Cl)=C(Cl)C=C1Cl

InChI

InChIKey=UBCKGWBNUIFUST-BJMVGYQFSA-N
InChI=1S/C10H9Cl4O4P/c1-16-19(15,17-2)18-10(5-11)6-3-8(13)9(14)4-7(6)12/h3-5H,1-2H3/b10-5+

HIDE SMILES / InChI

Molecular Formula C10H9Cl4O4P
Molecular Weight 365.962
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 1
Optical Activity NONE

(E)-Tetrachlorovinphos is an (E)- isomer of Tetrachlorovinphos. Tetrachlorovinphos is an organophosphate cholinesterase inhibitor that is used as an insecticide. Tetrachlorvinphos was introduced and first used commercially in 1966 in the USA. Tetrachlorvinphos was originally registered for use on various food crops, livestock, pet animals. Tetrachlorvinphos is applied dermally to livestock to control flies and mites. It is used as an oral larvicide in cattle, hog, goats and horses; in cattle ear tags to control flies; in cattle feedlots; in poultry dust boxes to control poultry mites; and in poultry houses. Tetrachlorvinphos also is used in pet sleeping areas and pet flea collars and to control flies around refuse sites, recreational areas, and for general outdoor treatment. Tetrachlorvinphos can cause cholinesterase inhibition in humans; that is, it can overstimulate the nervous system causing nausea, dizziness, confusion, and at very high exposures (e.g., accidents or major spills), respiratory paralysis and death. In 2014, the Natural Resources Defense Council (NRDC) filed a lawsuit against the United States Environmental Protection Agency (EPA) seeking EPA to respond to NRDC’s 2009 petition to ban tetrachlorvinphos in common pet flea treatment products. Tetrachlorvinphos is reportedly registered for use in Canada, South Africa, and Australia.

Approval Year

PubMed

PubMed

TitleDatePubMed
Stirofos impregnated cattle ear tags at four rates for horn fly control.
1980 Apr
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006 Nov
Peripheral nervous system function and organophosphate pesticide use among licensed pesticide applicators in the Agricultural Health Study.
2012 Apr
Patents

Sample Use Guides

Repeated daily doses of up to 15 mg tetrachlorvinphos fed to human volunteers were reported in an abstract to have no effect on plasma or red-cell cholinesterase activities.
Route of Administration: Oral
Substance Class Chemical
Created
by admin
on Sat Dec 16 10:08:11 GMT 2023
Edited
by admin
on Sat Dec 16 10:08:11 GMT 2023
Record UNII
YK4U8Y15ME
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
TETRACHLORVINPHOS, (E)-
Common Name English
PHOSPHORIC ACID, (1E)-2-CHLORO-1-(2,4,5-TRICHLOROPHENYL)ETHENYL DIMETHYL ESTER
Systematic Name English
PHOSPHORIC ACID, 2-CHLORO-1-(2,4,5-TRICHLOROPHENYL)VINYL DIMETHYL ESTER, (E)-
Systematic Name English
SD-13462
Code English
(E)-TETRACHLORVINPHOS
Common Name English
Classification Tree Code System Code
EPA PESTICIDE CODE 83703
Created by admin on Sat Dec 16 10:08:11 GMT 2023 , Edited by admin on Sat Dec 16 10:08:11 GMT 2023
Code System Code Type Description
EPA CompTox
DTXSID2058334
Created by admin on Sat Dec 16 10:08:11 GMT 2023 , Edited by admin on Sat Dec 16 10:08:11 GMT 2023
PRIMARY
PUBCHEM
5842000
Created by admin on Sat Dec 16 10:08:11 GMT 2023 , Edited by admin on Sat Dec 16 10:08:11 GMT 2023
PRIMARY
CAS
22350-76-1
Created by admin on Sat Dec 16 10:08:11 GMT 2023 , Edited by admin on Sat Dec 16 10:08:11 GMT 2023
PRIMARY
FDA UNII
YK4U8Y15ME
Created by admin on Sat Dec 16 10:08:11 GMT 2023 , Edited by admin on Sat Dec 16 10:08:11 GMT 2023
PRIMARY