Coumaphos

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 Y
ChEBI	CHEBI:3903 Y
ChEMBL	ChEMBL251680 Y
ChemSpider	2768 Y
Jmol interactive 3D	Image
KEGG	D07750 Y
PubChem	2871
UNII	L08SZ5Z5JC Y
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,4-5H2,1-3H3 Y Key: BXNANOICGRISHX-UHFFFAOYSA-N Y 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,4-5H2,1-3H3 Key: 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
Pharmacology
ATCvet code	QP53AF08
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Y verify (what is YN ?)
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.

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.

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.

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

External links

• Coumaphos, US Environmental Protection Agency