pyribenzoxim
Herbicide
HRAC B WSSA 2; pyrimidinyloxybenzoic
NOMENCLATURE
Common name pyribenzoxim (BSI, pa ISO)
IUPAC name benzophenone O-[2,6-bis(4,6-dimethoxypyrimidin-2-yloxy)benzoyl]oxime
Chemical Abstracts name diphenylmethanone, O-[[2,6-bis(4,6-dimethoxy-2-pyrimidinyl)oxy]benzoyl]oxime
CAS RN [168088-61-7] Development codes LGC-40863 (LG Chemical)
PHYSICAL CHEMISTRY
Mol. wt. 609.6 M.f. C32H27N5O8 Form White, odourless solid. M.p. 128-130 °C V.p. <9.9 ´ 10-1 mPa KOW logP = 3.04 Solubility In water 3.5 ppm (25 °C).
COMMERCIALISATION
History Reported by J. H. Cho et al. (Proc. 1997 Br. Crop Prot. Conf. - Weeds, 1, 39). Registered in Korea in 1997 and under development by LG Life Sciences Ltd. Patents EP 658549 A1 Manufacturers LG
APPLICATIONS
Biochemistry Branched chain amino acid synthesis (ALS or AHAS) inhibitor. Selectivity appears to derive from differential metabolism rates. Uses Post-emergence herbicide, controlling barnyardgrass (Echinochloa spp.), blackgrass (Alopecurus myosuroides) and polygonums in rice, wheat and zoysiagrass, at 30 g/ha. Formulation types EC Selected products: 'Kiljabi Gold' (LG); 'Pyanchor' (LG, Dow AgroSciences)
OTHER PRODUCTS
'Pynachor' (LG)
MAMMALIAN TOXICOLOGY
Oral Acute oral LD50 for rats and mice >5000 mg/kg. Skin and eye Acute percutaneous LD50 for rats >2000 mg/kg. Not an eye irritant, nor a skin sensitiser. Other Negative in chromosome aberration, teratogenicity and Ames tests.
ECOTOXICOLOGY
Daphnia LC50 (48 h) >100mg/l. Algae EC50 (96 h) for algae >100 mg/l. Bees LD50 (24 h) for honeybees >100 mg/l.
ENVIRONMENTAL FATE
Soil/Environment Relatively immobile and rapidly degraded in soil. In leaching tests using either sandy loam or silty clay soil, in artificial soil columns, >90% of pyribenzoxim accumulated in the 0-10 cm zone. Koc in sandy loam (pH 4.3, o.c. 1.7%) 5.19 ´ 105, in silty clay (pH 4.8, o.c. 1.6%) 5.15 ´ 105, in clay (pH 5.9, o.c. 2.5%) 8.57 ´ 104, in silt loam (pH 7.7, o.c. 0.8%) 2.47 ´ 106; Freundlich K in these soils, respectively, 8820, 8340, 2100, 20 654. DT50 in the field 7 d.
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