| Names | |
|---|---|
| Preferred IUPAC name O-(3-Chloro-4-methyl-2-oxo-2H-1-benzopyran-7-yl)O,O-diethyl phosphorothioate | |
| Other names 3-Chloro-7-diethoxyphosphinothioyloxy-4-methyl-2-chromenone Coumaphos, Meldane, Asuntol, Azunthol, Muscatox, Agridip, Asuntol, Meldone, Resitox, Baymix | |
| Identifiers | |
| |
3D model (JSmol) | |
| ChEBI | |
| ChEMBL | |
| ChemSpider |
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| ECHA InfoCard | 100.000.260 |
| KEGG |
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| UNII | |
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| Properties | |
| C14H16ClO5PS | |
| Molar mass | 362.77 g/mol |
| Pharmacology | |
| QP53AF08 (WHO) | |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Coumaphos is a nonvolatile, fat-solublephosphorothioate withectoparasiticide properties: it killsinsects andmites. 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 controlVarroa mites inhoney bee colonies, though in many areas it is falling out of favor as the mites developresistance and as the residual toxicity effects are becoming better understood.[2][3]
InAustralia, its registration as suited to homeveterinary use was cancelled by theAustralian 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 anextremely 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]