Dichlorvos

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Dichlorvos
File:Dichlorvos Structural Formulae .V.1.svg
File:Dichlorvos3d.png
Systematic (IUPAC) name
2,2-dichlorovinyl dimethyl phosphate
Clinical data
Trade names DDVP, Vapona etc.[1]
AHFS/Drugs.com International Drug Names
Identifiers
CAS Number 62-73-7 YesY
ATCvet code QP52AB03 (WHO) QP53AF04 (WHO)
PubChem CID: 3039
ChemSpider 2931 YesY
UNII 7U370BPS14 YesY
KEGG D03791 YesY
ChEBI CHEBI:34690 YesY
ChEMBL CHEMBL167911 YesY
Chemical data
Formula C4H7Cl2O4P
Molecular mass 220.98 g/mol
  • O=P(O\C=C(/Cl)Cl)(OC)OC
  • InChI=1S/C4H7Cl2O4P/c1-8-11(7,9-2)10-3-4(5)6/h3H,1-2H3 YesY
  • Key:OEBRKCOSUFCWJD-UHFFFAOYSA-N YesY
  (verify)

Dichlorvos or 2,2-dichlorovinyl dimethyl phosphate (commonly abbreviated as DDVP[1]) is a organophosphate, widely used as an insecticide to control household pests, in public health, and protecting stored product from insects. The compound has been commercially available since 1961 and has become controversial because of its prevalence in urban waterways and the fact that its toxicity extends well beyond insects.[2]

Use

It is effective against mushroom flies, aphids, spider mites, caterpillars, thrips, and whiteflies in greenhouse, outdoor fruit, and vegetable crops. It is also used in the milling and grain handling industries and to treat a variety of parasitic worm infections in dogs, livestock, and humans. It is fed to livestock to control bot fly larvae in the manure. It acts against insects as both a contact and a stomach poison. It is available as an aerosol and soluble concentrate. It is also used in pet collars and "no-pest strips" in the form of a pesticide-impregnated plastic; this material has been available to households since 1964 and has been the source of some concern, partly due to its misuse.[3]

Mechanism of action

Dichlorvos, like other organophosphate insecticides, acts on acetylcholinesterase, associated with the nervous systems of insects. Evidence for other modes of action, applicable to higher animals, have been presented.[4][5] It is claimed to damage DNA of insects.[6]

Regulation

The United States Environmental Protection Agency have reviewed the safety data of dichlovos several times.[7] In 1995 a voluntary agreement was reached with the supplier, Amvac Chemical Corporation which restricted the use of dichlovos in many, but not all, domestic uses, all aerial applications, and other uses.[8] Additional voluntary cancellations were implemented in 2006, 2008 and 2010. Major concerns focus on acute and chronic toxicity and the fact that this pesticide is prevalent in urban waterways.[9] A 2010 study found that each 10-fold increase in urinary concentration of organophosphate metabolites was associated with a 55% to 72% increase in the odds of ADHD in children.[10][11][12]

Safety

People can be exposed to dichlorvos in the workplace by breathing it in, skin absorption, swallowing it, and eye contact. The Occupational Safety and Health Administration (OSHA) has set the legal limit (permissible exposure limit) for dichlorvos exposure in the workplace as 1 mg/m3 over an 8-hour workday. The National Institute for Occupational Safety and Health (NIOSH) has set a recommended exposure limit (REL) of 1 mg/m3 over an 8-hour workday. At levels of 100 mg/m3, dichlorvos is immediately dangerous to life and health.[13]

Since it is an acetylcholinesterase inhibitor, symptoms of dichlorvos exposure include weakness, headache, tightness in chest, blurred vision, salivation, sweating, nausea, vomiting, diarrhea, abdominal cramps, eye and skin irritation, miosis (pupil constriction), eye pain, runny nose, wheezing, laryngospasm, cyanosis, anorexia, muscle fasciculation, paralysis, dizziness, ataxia, convulsions, hypotension (low blood pressure), and cardiac arrhythmias.[13]

Lethal concentration data[14]

Dose Organism Time
15 mg/m3 rat 4 hr
13 mg/m3 mouse 4 hr

Lethal dose data[14]

Dose Organism Route
100 mg/kg dog oral
61 mg/kg mouse oral
10 mg/kg rabbit oral
17 mg/kg rat oral

Pop culture

DDVP was mentioned in episode 3 of season 1 of Rosewood (TV series).[citation needed]

See also

References

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External links

  1. ↑ 1.0 1.1 Lua error in package.lua at line 80: module 'strict' not found.
  2. ↑ Lua error in package.lua at line 80: module 'strict' not found.
  3. ↑ Lua error in package.lua at line 80: module 'strict' not found.
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  9. ↑ http://www.nytimes.com/2014/09/12/us/pesticide-levels-in-waterways-have-dropped-reducing-the-risks-to-humans.html?hp&action=click&pgtype=Homepage&version=HpHeadline&module=second-column-region&region=top-news&WT.nav=top-news
  10. ↑ Medscape: Medscape Access
  11. ↑ http://pediatrics.aappublications.org/content/early/2010/05/17/peds.2009-3058.full.pdf
  12. ↑ Slow-Acting: Scientific American
  13. ↑ 13.0 13.1 Lua error in package.lua at line 80: module 'strict' not found.
  14. ↑ 14.0 14.1 Lua error in package.lua at line 80: module 'strict' not found.
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