NOMENCLATURE

Common name amitraz (BSI, E-ISO, ANSI, ESA, BAN, JMAF); amitraze ((m) F-ISO)

IUPAC name N-methylbis(2,4-xylyliminomethyl)amine 

Chemical Abstracts name N'-(2,4-dimethylphenyl)-N-[[(2,4-dimethylphenyl)imino]methyl]-N-methylmethanimidamide 

Other names N,N-bis(2,4-xylyliminomethyl)methylamine; N-methyl-N'-2,4-xylyl-N-(N-2,4-xylylformimidoyl)formamidine; 1,5-di-(2,4-dimethylphenyl)-3-methyl-1,3,5-triazapenta-1,4-diene  CAS RN [33089-61-1]  EEC no. 251-375-4  Development codes BTS 27 419 (Boots)  Official codes OMS 1820; ENT 27 967 

PHYSICAL CHEMISTRY

Mol. wt. 293.4  M.f. C19H23N3  Form White/pale yellow crystalline solid.  M.p. 86-88 ºC  V.p. 0.34 mPa (25 ºC) using clapeyron-clausius analysis  KOW logP = 5.5 (25 ºC, pH 5.8)  Henry 1.0 Pa m3 mol-1 (measured)  S.g./density 1.128 (20 ºC)  Solubility In water <0 .1 mg/l (20 ºC). Soluble in most organic solvents; in acetone, toluene, xylene >300 g/l.  Stability Hydrolysis DT50 (25 ºC) 2.1 h (pH 5), 22.1 h (pH 7), 25.5 h (pH 9). U.V. light appears to have little effect on stability.  pKa 4.2, weak base 

APPLICATIONS

Biochemistry Mode of action probably involves an interaction with octopamine receptors in the tick nervous system, causing an increase in nervous activity.  Mode of action Non-systemic, with contact and respiratory action. Expellent action causes ticks to withdraw mouthparts rapidly and fall off the host animal.  Uses Control of all stages of tetranychid and eriophyid mites, pear suckers, scale insects, mealybugs, whitefly, aphids, and eggs and first instar larvae of Lepidoptera on pome fruit, citrus fruit, cotton, stone fruit, bush fruit, strawberries, hops, cucurbits, aubergines, capsicums, tomatoes, ornamentals, and some other crops. Also used as an animal ectoparasiticide to control ticks, mites and lice on cattle, dogs, goats, pigs and sheep.  Phytotoxicity At high temperatures, young capsicums and pears may be injured.  Formulation types EC; PO; WP.  Compatibility Incompatible with alkaline materials, parathion, and others.