Amitraz
Title: Amitraz
CAS Registry Number: 33089-61-1
CAS Name: N¢-(2,4-Dimethylphenyl)-N-[[(2,4-dimethylphenyl)imino]methyl]-N-methylmethanimidamide
Additional Names: N-methyl-N¢-2,4-xylyl-N-(N-2,4-xylylformimidoyl)formamidine; N,N-di-(2,4-xylyliminomethyl)methylamine; 2-methyl-1,3-di-(2,4-xylylimino)-2-azapropane; 1,5-di-(2,4-dimethylphenyl)-3-methyl-1,3,5-triazapenta-1,4-diene; N-methylbis(2,4-xylyliminomethyl)amine
Manufacturers' Codes: BTS-27419; U-36059; ENT-27967
Trademarks: Aludex (Intervet); Ectodex (Intervet); Mitaban (Pharmacia & Upjohn); Mitac (Bayer CropSci.); Taktic (Intervet); Topline (Intervet)
Molecular Formula: C19H23N3
Molecular Weight: 293.41
Percent Composition: C 77.78%, H 7.90%, N 14.32%
Literature References: Formamide insecticide for use on deciduous fruit and citrus mites, and tick eradication in cattle. Prepn: I. R. Harrison et al., DE 2061132; eidem, US 3781355 (1971, 1973 both to Boots); and activity: idem et al., Pestic. Sci. 4, 901 (1973). Prepn and characterization of polymorphs: M. M. de Villiers et al., J. Agric. Food Chem. 52, 7362 (2004). Bacterial degradation: E. R. Allcock, D. R. Woods, J. Appl. Bacteriol. 44, 383 (1978). Properties and use as insecticide: V. Labonne et al. Def. Veg. 33, 66 (1979). Pharmacokinetics and metabolism in animals: M. A. Pass, T. D. Mogg, J. Vet. Pharmacol. Ther. 18, 210 (1995). Use in treatment of demodicosis in dogs: L. Medleau, T. Willemse, J. Small Anim. Pract. 36, 3 (1995).
Properties: White monoclinic needles, mp 86-87°. Unstable to acidic pH. Soly at 20° (g/100 cc): water <10-4; methanol 2.5; xylene 33; acetone 50. LD50 in male rats, female mice, rabbits, guinea pigs, bobwhite quail (mg/kg): 800, >1600, >100, >400, 788 orally; LD50 in rabbits, male rats (mg/kg): >200, >1600 dermally; LC50 (48 hr) in rainbow trout, Japanese carp: 3.3, 1.2 ppm (Labonne).
Melting point: mp 86-87°
Toxicity data: LD50 in male rats, female mice, rabbits, guinea pigs, bobwhite quail (mg/kg): 800, >1600, >100, >400, 788 orally; LD50 in rabbits, male rats (mg/kg): >200, >1600 dermally; LC50 (48 hr) in rainbow trout, Japanese carp: 3.3, 1.2 ppm (Labonne)
Use: Acaricide; insecticide.
Therap-Cat-Vet: Ectoparasiticide.

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