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Degradation of the sulfonylurea herbicide LGC‐42153 in flooded soil
Author(s) -
Kim Jin,
Liu KwangHyeon,
Kang SeungHun,
Koo SukJin,
Kim JeongHan
Publication year - 2003
Publication title -
pest management science
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.296
H-Index - 125
eISSN - 1526-4998
pISSN - 1526-498X
DOI - 10.1002/ps.709
Subject(s) - sulfonylurea , chemistry , solvent , nuclear chemistry , hydrolysis , urea , degradation (telecommunications) , environmental chemistry , carbon dioxide , chromatography , organic chemistry , endocrinology , biology , insulin , telecommunications , computer science
LGC‐42153, 2‐fluoro‐1‐[3‐(4,6‐dimethoxypyrimidin‐2‐ylcarbamoylsulfamoyl)pyridin‐2‐yl]propyl methoxyacetate, is a new sulfonylurea herbicide for use in rice. Its breakdown and metabolism was studied in soil under flooded conditions using two radioactive tracer compounds labelled at either the propyl group or the pyrimidine ring. The half‐life of LGC‐42153 was approximately 3.0 days. The mass balance over 120 days ranged from 94.0 to 104.2% of applied radiocarbon, and no significant amount of volatiles or [ 14 C]carbon dioxide were observed. Solvent non‐extractable radiocarbon reached about 11–14% of applied radiocarbon at 120 days after treatment. The major metabolic reaction was the cleavage of the carboxyl ester bond to give 1‐(4,6‐dimethoxypyrimidin‐2‐yl)‐3‐[2‐(1‐hydroxy‐2‐fluoropropyl)pyridine‐3‐sulfonyl]urea, which underwent hydrolysis of the sulfonylurea bridge giving 2‐(1‐hydroxy‐2‐fluoro)propyl‐3‐pyridinesulfonamide and 4,6‐dimethoxy‐2‐aminopyrimidine. Copyright © 2003 Society of Chemical Industry