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Coumaphos

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
CAS Number	56-72-4
3D model (JSmol)	Interactive image
ChEBI	CHEBI:3903
ChEMBL	ChEMBL251680
ChemSpider	2768
ECHA InfoCard	100.000.260
KEGG	D07750
PubChem CID	2871
UNII	L08SZ5Z5JC
CompTox Dashboard (EPA)	DTXSID2020347
InChI InChI=1S/C14H16ClO5PS/c1-4-17-21(22,18-5-2)20-10-6-7-11-9(3)13(15)14(16)19-12(11)8-10/h6-8H,4-5H2,1-3H3Key: BXNANOICGRISHX-UHFFFAOYSA-N InChI=1/C14H16ClO5PS/c1-4-17-21(22,18-5-2)20-10-6-7-11-9(3)13(15)14(16)19-12(11)8-10/h6-8H,4-5H2,1-3H3Key: BXNANOICGRISHX-UHFFFAOYAO
SMILES S=P(OCC)(OCC)Oc2ccc\1c(OC(=O)C(/Cl)=C/1C)c2
Properties
Chemical formula	C14H16ClO5PS
Molar mass	362.77 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). Y verify (what is  ?) Infobox references

Coumaphos is a non-volatile, fat-soluble phosphorothioate with ectoparasiticide properties: it kills insects and mites. It is well known under manufacturer brand-names as a dip or wash, used on farm and domestic animals to control ticks, mites, flies and fleas.

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

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 that it was safe for use on pets.

References

• A Review of Treatment Options for Control of Varroa Mite in New Zealand
• Coumaphos, US Environmental Protection Agency

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