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=C(Cl)C=C(Cl)C(Cl)=C1
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-
(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 |
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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 |
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Residues of stirofos (rabon) in eggs of laying hens treated for northern fowl mite control by dipping. | 1982 Mar |
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Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. | 2006 Nov |
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Comparative study of human and mouse pregnane X receptor agonistic activity in 200 pesticides using in vitro reporter gene assays. | 2011 Feb 27 |
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Peripheral nervous system function and organophosphate pesticide use among licensed pesticide applicators in the Agricultural Health Study. | 2012 Apr |
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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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Code System | Code | Type | Description | ||
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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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DTXSID1021320
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CHEMBL1452359
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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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ACTIVE MOIETY
METABOLITE (PARENT)