| ethoxysulfuron
 Herbicide
 HRAC  B WSSA  2; sulfonylurea
 
     
 NOMENCLATURE Common name ethoxysulfuron (BSI, pa ISO)
 IUPAC name 1-(4,6-dimethoxypyrimidin-2-yl)-3-(2-ethoxyphenoxysulfonyl)urea
 Chemical Abstracts name 2-ethoxyphenyl [[(4,6-dimethoxy-2-pyrimidinyl)amino]carbonyl]sulfamate
 CAS RN [126801-58-9]  Development codes Hoe 095404 (Hoechst); Hoe-404 (Hoechst)
 PHYSICAL CHEMISTRY Mol. wt. 398.4  M.f. C15H18N4O7S  Form White to beige powder.  M.p. 144-147 °C  V.p. 6.6 ´ 10-2 mPa  KOW logP = 2.89 (pH 3), 0.004 (pH 7), -1.2 (pH 9) (20 °C)  Henry (calc.) 1.00 ´ 10-3 (pH 5); 1.94 ´ 10-5 (pH 7); 2.73 ´ 10-6 (pH 9) Pa m3 mol-1 (20 °C)  Solubility In water 26 (pH 5), 1353 (pH 7), 9628 (pH 9) ppm (20 °C).  Stability Hydrolytic DT50 65 d (pH 5), 259 d (pH 7), 331 d (pH 9).
 COMMERCIALISATION History Reported by E. Hacker et al. (Proc. Br. Crop Prot. Conf. - Weeds, 1995, 1, 73).  Manufacturers Bayer CropScience
 APPLICATIONS Biochemistry Branched chain amino acid synthesis (ALS or AHAS) inhibitor. Acts by inhibiting biosynthesis of the essential amino acids valine and isoleucine, hence stopping cell division and plant growth. Selectivity is due to differential metabolism in crop and weed (H Köcher & G Dickerhof, Proc. Br. Crop Prot. Conf. - Weeds, 1995, 1, 249). Metabolic basis of crop selectivity in sulfonylureas reviewed (M. K. Koeppe & H. M. Brown, Agro-Food-Industry, 6, 9-14 (1995)).  Uses Under development for broad-leaved and sedge weed control in cereals, rice and sugar cane, at 10-120 g/ha. Formulation types WG.
 OTHER PRODUCTS 'Sunrice' (Bayer CropScience); 'Sunrise' (Bayer CropScience); 'Sunstar' (Bayer CropScience) mixtures: 'Pulgman' (+ pretilachlor+ daimuron) (Bayer CropScience); 'Sanattack' (+ cafenstrole) (Sankyo Agro); 'Topran' (+ pretilachlor+ pyrazolynate) (Bayer CropScience) Discontinued products mixtures: 'Bingo' * (+ anilofos+ benfuresate+ daimuron) (Aventis); 'Goku-Jumbo' * (+ anilofos+ daimuron) (Aventis); 'Kimanmae' * (+ anilofos+ daimuron) (Aventis); 'Kita-bingo' * (+ anilofos+ benfuresate) (Aventis)
 ANALYSIS Methods for sulfonylurea residues in crops, soil and water reviewed (A. C. Barefoot et al., Proc. Br. Crop Prot. Conf. - Weeds, 1995, 2, 707).
 MAMMALIAN TOXICOLOGY Oral Acute oral LD50 for rats >3270 mg/kg.  Skin and eye Acute percutaneous LD50 for rats <4000 mg/kg. Not irritating to eyes or skin (rats).  Other Not mutagenic (Ames).  EC classification N; R50, R53
 ENVIRONMENTAL FATE Soil/Environment In lab. tests, DT50 in biologically active soil is c. 18-20 d. Under paddy conditions, DT50 is 10-60 d.
 
 
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