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Myclobutanil 95%TC
NOMENCLATURE Common name Myclobutanil (BSI, pa E-ISO)IUPAC name (?-(E)-5-(4-chlorobenzylidene)-2,2-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol Chemical Abstracts name 5-[(4-chlorophenyl)methylene]-2,2-dimethyl-1-(1H-1,2,4-triazol-1-ylmethyl)cyclopentanol CAS RN [131983-72-7] Development codes RPA 400727 (Rhône-Poulenc)
PHYSICAL CHEMISTRY Composition Material is a racemic mixture; 95% pure. Mol. wt. 317.8 M.f. C17H20ClN3O Form White powder, odourless at 22 ºC. M.p. 139-140.5 ºC V.p. <1 ´ 10-5 mPa (50 ºC) KOW logP = 3.29 (20 ºC) Henry <3.9 ´ 10-5 Pa m3 mol-1 (calc.) S.g./density 1.326-1.369 (20 ºC) Solubility In water 9.3 mg/l (20 ºC), independent of pH. Stability Slight decomposition at 180 ºC.
APPLICATIONS Biochemistry Inhibition of sterol demethylation. Uses Seed disinfectant against seed-borne diseases, and a preventive treatment against a number of foliar pathogens such as rusts, powdery mildew, leaf spot, eye spot, leaf and net blotch of cereals, and head smut of maize; applied as a seed treatment at 50 g/t for cereals and 200 g/t for maize. Formulation types FS.
MAMMALIAN TOXICOLOGY Oral Acute oral LD50 for rats >2000 mg/kg. Skin and eye Acute percutaneous LD50 for rats >2000 mg/kg. Not a skin or eye irritant. Inhalation LC50 >1.4 mg/l air. NOEL Chronic NOEL for rats 750 ppm (29.4 and 38.3 mg/kg b.w. daily for males and females, respy.); for dogs 2.5 mg/kg b.w. ADI (France) 0.0025 mg/kg (provisional). Toxicity class WHO (a.i.) III (Table 5)
ECOTOXICOLOGY Birds Acute oral LD50 for bobwhite quail >2000 mg/kg. Fish Low acute toxicity to rainbow trout; LC50 >10 mg/l. Daphnia LC50 (48 h) >9.3 mg/l. Algae EC50 (96 h) >1.0 mg/l. Worms Non-toxic.
ENVIRONMENTAL FATE Animals 90% Elimination via faeces within 7 days in the rat. Plants Metabolised to a dihydroxy metabolite and others. Soil/Environment DT50 224-360 d (10 ºC).
Myclobutanil tech 95% / Myclobutanil 25% ec, fungicide