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
SMILES
COP(=O)(OC)O\C(=C/Cl)C1=CC(Cl)=C(Cl)C=C1Cl
InChI
InChIKey=UBCKGWBNUIFUST-YHYXMXQVSA-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-
| 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
| Title | Date | PubMed |
|---|---|---|
| Peripheral nervous system function and organophosphate pesticide use among licensed pesticide applicators in the Agricultural Health Study. | 2012-04 |
|
| Comparative study of human and mouse pregnane X receptor agonistic activity in 200 pesticides using in vitro reporter gene assays. | 2011-02-27 |
|
| Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006-11 |
|
| Residues of stirofos (rabon) in eggs of laying hens treated for northern fowl mite control by dipping. | 1982-03 |
|
| Stirofos impregnated cattle ear tags at four rates for horn fly control. | 1980-04 |
|
| Residue content of beef feedlot manure after feeding diethylstilbestrol, chlortetracycline and Ronnel and the use of stirofos to reduce population of fly larvae in feedlot manure. | 1977 |
| Substance Class |
Chemical
Created
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admin
on
Edited
Mon Mar 31 19:25:40 GMT 2025
by
admin
on
Mon Mar 31 19:25:40 GMT 2025
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| Record UNII |
DM33MW89QU
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| Record Status |
Validated (UNII)
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| Classification Tree | Code System | Code | ||
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WHO-VATC |
QP53BB04
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NCI_THESAURUS |
C737
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C152434
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5284462
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35005
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22248-79-9
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TETRACHLORVINPHOS
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244-865-4
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CHEMBL1452359
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DTXSID1032648
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961-11-5
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NON-SPECIFIC STEREOCHEMISTRY | |||
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4066
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tetrachlorvinphos
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213-506-3
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ALTERNATIVE | |||
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300000031275
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m10607
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PRIMARY | Merck Index | ||
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DM33MW89QU
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PRIMARY |
| Related Record | Type | Details | ||
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METABOLITE -> PARENT |
MAJOR
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ACTIVE MOIETY |