Amitraz

Amitraz
Names
	IUPAC name N,N'-[(Methylimino)dimethylidyne]di-2,4-xylidine
Identifiers
CAS Number	33089-61-1 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:2665 ;
ChEMBL	ChEMBL1365675 ;
ChemSpider	33405 ;
ECHA InfoCard	100.046.691
KEGG	D02380 ;
PubChem CID	36324;
UNII	33IAH5017S ;
CompTox Dashboard (EPA)	DTXSID5023871 ;
	InChI InChI=1S/C19H23N3/c1-14-6-8-18(16(3)10-14)20-12-22(5)13-21-19-9-7-15(2)11-17(19)4/h6-13H,1-5H3/b20-12+,21-13+ Key: QXAITBQSYVNQDR-ZIOPAAQOSA-N ; InChI=1/C19H23N3/c1-14-6-8-18(16(3)10-14)20-12-22(5)13-21-19-9-7-15(2)11-17(19)4/h6-13H,1-5H3/b20-12+,21-13+ Key: QXAITBQSYVNQDR-ZIOPAAQOBL;
	SMILES N(=C/N(\C=N\c1ccc(cc1C)C)C)\c2ccc(cc2C)C;
Properties
Chemical formula	C19H23N3
Molar mass	293.41 g/mol
Melting point	86 to 87 °C (187 to 189 °F; 359 to 360 K)
Solubility in water	Insoluble
Vapor pressure	2.6 x 10−6 mmHg
Pharmacology
ATCvet code	QP53AD01 (WHO)
Legal status	AU: S6 (Poison);
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Amitraz (development code BTS27419) is a non-systemic acaricide and insecticide and has also been described as a scabicide. It was first synthesized by the Boots Co. in England in 1969. Amitraz has been found to have an insect repellent effect, works as an insecticide and also as a pesticide synergist. Its effectiveness is traced back on alpha-adrenergic agonist activity, interaction with octopamine receptors of the central nervous system and inhibition of monoamine oxidases and prostaglandin synthesis. Therefore, it leads to overexcitation and consequently paralysis and death in insects. Because amitraz is less harmful to mammals, amitraz is among many other purposes best known as insecticide against mite- or tick-infestation of dogs. It is also widely used in the beekeeping industry as a control for the Varroa destructor mite, although there are recent reports of resistance (driven by overuse and off label use).

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