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解説
ベンスルフロンメチル,白色の固体．融点185～188 ℃．水溶解度120 mg L－1(pH 7，20 ℃)．スルホニルウレア系の除草剤で，多数の水田用一発処理剤の主成分である．ほかのスルホニルウレア系の除草剤と同じく，バリンなどの分岐アミノ酸生合成過程の鍵酵素であるアセト乳酸合成酵素の阻害剤である．
森北出版「化学辞典（第2版）
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製造
ベンスルフロンメチル,ロンダックスともいう．2-メトキシカルボニルフェニルメタンスルホンアミドをホスゲンと130 ℃
で反応させ，2-メトキシカルボニルフェニルメチルスルホニルイソシアネートとし，これに2-アミノ-4,6-ジメトキシピリミジンを反応させると得られる．
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毒性
ベンスルフロンメチル,LD50 5000 mg/kg(ラット，経口)．
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農薬用途
除草剤
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使用
Bensulfuron methyl (BSM) was the first sulfonylurea herbicide commercialized for use in rice, and it remains the dominant sulfonylurea for broadleaf and sedge weed control in this crop.
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定義
ChEBI: Bensulfuron-methyl is the methyl ester of bensulfuron. An acetolactate synthase inhibitor, it is used as a herbicide for the control of a variety of both annual and perennial weeds in crops, particularly wheat and rice. It is not licensed for use within the UK. It has a role as a herbicide, an agrochemical and an EC 2.2.1.6 (acetolactate synthase) inhibitor. It is a N-sulfonylurea, a member of pyrimidines, a methyl ester and an aromatic ether. It derives from a bensulfuron.
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安全性プロファイル
Moderately toxic by ingestion.When heated to decomposition it emits toxic vapors ofNOx and SOx.
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代謝経路
Bensulfuron methyl is metabolized by mammals and
birds and the major metabolites identified include
mono-O-demethylated and 5-hydroxylated bensulfuron
methyl and 5-hydroxy-2-amino-3,5-
dimethoxypyrimidine. As bird metabolites, cleavage of
the pyrimidine ring of bensulfuron methyl is observed which results in two pyrimidine ring-opening
metabolites. In rice plants, bensulfuron methyl
undergoes rapid O-demethylation at one of the
methoxy groups on the pyrimidine ring which will
proceed through hydroxylation at the methyl group.
Alcoholysis and hydrolysis of bensulfuron methyl (H1)
involve mainly the breakdown of the urea moiety
which leads to several degradation products, some of
which are also identified as metabolites in mammals
and plants.
