Details
Stereochemistry | ACHIRAL |
Molecular Formula | C4H7Cl2O4P |
Molecular Weight | 220.976 |
Optical Activity | NONE |
Defined Stereocenters | 0 / 0 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
COP(=O)(OC)OC=C(Cl)Cl
InChI
InChIKey=OEBRKCOSUFCWJD-UHFFFAOYSA-N
InChI=1S/C4H7Cl2O4P/c1-8-11(7,9-2)10-3-4(5)6/h3H,1-2H3
Dichlorvos is a synthetic organic chemical used as an insecticide. Dichlorvos does not occur naturally in the environment, but is manufactured by industry. Dichlorvos is sold under many trade names including Vapona®, Atgard®, Nuvan®, and Task®. It is also used as
an insecticide for slow release on pest-strips for pest control in homes. Dichlorvos is used as an
anthelmintic (worming agent) for dogs, swine, and horses, as a botacide (agent that kills fly larvae) for
horses, and in flea collars for dogs. In 1995, EPA proposed cancellation of dichlorvos for all home uses, and for many commercial and
industrial uses.
Approval Year
Targets
Primary Target | Pharmacology | Condition | Potency |
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269.0 nM [IC50] | |||
Target ID: CHEMBL1741174 Sources: https://www.ncbi.nlm.nih.gov/pubmed/15888665 |
230.0 nM [IC50] | ||
Target ID: CHEMBL1914 Sources: https://www.ncbi.nlm.nih.gov/pubmed/16036766 |
44.0 nM [IC50] |
Conditions
Condition | Modality | Targets | Highest Phase | Product |
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Curative | Atgard Approved UseFor the removal and control of the sexually mature (adult), sexually immature, and/or 4th stage larvae of the whipworm (Trichuris suis), nodular worms (Oesophagostomum sp.), large roundworm (Ascaris suum) and the mature thick stomach worm (Ascarops stongylina) occurring in the lumen of the gastro-intestinal tract of pigs, boars, and open or bred gilts and sows. |
PubMed
Title | Date | PubMed |
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Biochemical characterization of dichlorvos-induced delayed neurotoxicity in rat. | 2000 Feb |
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Identification and characterization of mutations in housefly (Musca domestica) acetylcholinesterase involved in insecticide resistance. | 2001 Oct 1 |
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Short- and long-term effect of acetylcholinesterase inhibition on the expression and metabolism of the amyloid precursor protein. | 2001 Sep |
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Transient and reversible parkinsonism after acute organophosphate poisoning. | 2003 |
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Dizocilpine improves beneficial effects of cholinergic antagonists in anticholinesterase-treated mice. | 2003 Apr |
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Extrapyramidal syndrome as a delayed and reversible complication of acute dichlorvos organophosphate poisoning. | 2004 Aug |
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Dimethyl 2,2-dichlorovinyl phosphate (DDVP) markedly inhibits activities of natural killer cells, cytotoxic T lymphocytes and lymphokine-activated killer cells via the Fas-ligand/Fas pathway in perforin-knockout (PKO) mice. | 2004 Nov 1 |
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Hazardous effect of organophosphate compound, dichlorvos in transgenic Drosophila melanogaster (hsp70-lacZ): induction of hsp70, anti-oxidant enzymes and inhibition of acetylcholinesterase. | 2005 Aug 30 |
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Poor efficacy of the most commonly used anthelmintics in sport horse nematodes in Morocco in relation to resistance. | 2005 Dec |
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Albumin, a new biomarker of organophosphorus toxicant exposure, identified by mass spectrometry. | 2005 Feb |
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Weak inhibitors protect cholinesterases from stronger inhibitors (dichlorvos): in vitro effect of tiapride. | 2005 Mar-Apr |
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Measuring sorption of hydrophilic organic compounds in soils by an unsaturated transient flow method. | 2005 May-Jun |
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Acute pancreatitis subsequent to voluntary methomyl and dichlorvos intoxication. | 2005 Nov |
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Weak inhibitors protect cholinesterases from strong inhibitors (paraoxon): in vitro effect of tiapride. | 2005 Nov-Dec |
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Pesticides associated with wheeze among commercial pesticide applicators in the Agricultural Health Study. | 2006 Jun 15 |
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The L-type calcium channel blocker nimodipine mitigates cytoskeletal proteins phosphorylation in dichlorvos-induced delayed neurotoxicity in rats. | 2006 May |
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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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Adverse effect of organophosphate compounds, dichlorvos and chlorpyrifos in the reproductive tissues of transgenic Drosophila melanogaster: 70kDa heat shock protein as a marker of cellular damage. | 2007 Aug 16 |
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Pesticide use and chronic bronchitis among farmers in the Agricultural Health Study. | 2007 Dec |
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Matrix-assisted laser desorption/ionization time-of-flight mass spectrometry assay for organophosphorus toxicants bound to human albumin at Tyr411. | 2007 Feb 15 |
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Brain regional acetylcholinesterase activity and muscarinic acetylcholine receptors in rats after repeated administration of cholinesterase inhibitors and its withdrawal. | 2007 Mar |
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Impaired mitochondrial energy metabolism and neuronal apoptotic cell death after chronic dichlorvos (OP) exposure in rat brain. | 2007 Nov |
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DDVP markedly decreases the expression of granzyme B and granzyme 3/K in human NK cells. | 2008 Jan 20 |
Sample Use Guides
In Vivo Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/20302853
Rats received orally 2.5, 5 and 10mg/kg body weight of Dichlorvos (DDVP) respectively for 28 days.
Route of Administration:
Oral
In Vitro Use Guide
Sources: https://www.ncbi.nlm.nih.gov/pubmed/10953051
Acylpeptide hydrolase from porcine brain was found to be potently inhibited by dichlorvos (20-min IC(50) value of 118.7 +/- 9.7 nM).
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Classification Tree | Code System | Code | ||
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IARC | Dichlorvos | ||
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EPA PESTICIDE CODE |
600020
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CFR |
21 CFR 520.600
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WHO-VATC |
QP53AF04
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CFR |
21 CFR 558.205
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CFR |
21 CFR 556.180
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NCI_THESAURUS |
C737
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WHO-VATC |
QP53AF54
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WHO-VATC |
QP52AB03
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DTXSID5020449
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DB11397
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dichlorvos
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C76871
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DICHLORVOS
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ACTIVE MOIETY