Coumaphos

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Coumaphos
Skeletal formula of coumaphos
Space-filling model of the coumaphos molecule
Names
IUPAC name
O,O-Diethyl O-3-chloro-4-methyl-2-oxo-2H-chromen-7-yl phosphorothioate
Other names
3-Chloro-7-diethoxyphosphinothioyloxy-4-methyl-2-chromenone
Coumafos, Meldane, Asunthol, Azunthol, Muscatox, Agridip, Asuntol, Meldone, Resitox, Baymix
Identifiers
56-72-4 YesY
ChEBI CHEBI:3903 YesY
ChEMBL ChEMBL251680 YesY
ChemSpider 2768 YesY
Jmol 3D model Interactive image
KEGG D07750 YesY
PubChem 2871
UNII L08SZ5Z5JC YesY
Properties
C14H16ClO5PS
Molar mass 362.77 g/mol
Pharmacology
QP53AF08 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
YesY verify (what is YesYN ?)
Infobox references

Coumaphos is a nonvolatile, fat-soluble phosphorothioate with ectoparasiticide properties: it kills insects and mites. It is well known by a variety of brand names as a dip or wash, used on farm and domestic animals to control ticks, mites, flies and fleas.[1]

It is also used to control Varroa mites in honey bee colonies, though in many areas it is falling out of favor as the mites develop resistance and as the residual toxicity effects are becoming better understood.[2][3]

In Australia, its registration as suited to home veterinary use was cancelled by the Australian Pesticides and Veterinary Medicines Authority in June 2004 after the manufacturer failed to show it was safe for use on pets.[4]

The compound has been linked to neurological problems in bees, and may be a factor in colony collapse.[5]

It is classified as an extremely hazardous substance in the United States as defined in Section 302 of the U.S. Emergency Planning and Community Right-to-Know Act (42 U.S.C. 11002), and is subject to strict reporting requirements by facilities which produce, store, or use it in significant quantities.[6]

References[edit]

  1. ^ "Asuntol - Cattle, Goat, Sheep - anti lice, fleas, sucking flies and mite". vetcontact.com. 
  2. ^ "A Review of Treatment Options for Control of Varroa Mite in New Zealand". biosecurity.govt.nz. 
  3. ^ Johnson, Reed M.; Ellis, Marion D.; Mullin, Christopher A.; Frazier, Maryann (2010). "Pesticides and honey bee toxicity – USA". Apidologie. 41 (3): 312. doi:10.1051/apido/2010018. 
  4. ^ http://www.apvma.gov.au/chemrev/coumaphos.shtml Archived August 29, 2008, at the Wayback Machine.
  5. ^ http://www.bbc.co.uk/news/science-environment-21958547
  6. ^ "40 C.F.R.: Appendix A to Part 355—The List of Extremely Hazardous Substances and Their Threshold Planning Quantities" (PDF) (July 1, 2008 ed.). Government Printing Office. Retrieved October 29, 2011. 

External links[edit]

  • Coumaphos, US Environmental Protection Agency