Sulfometuron

Sulfometuron methyl Sulphur dioxide Sulphur hexafluoride Sulphuric acid -... 

The sulfonyl urea sulfometuron methyl is stable at neutral or alkaline pH values, but is hydrolyzed at pH 5 to methyl 2-aminosulfonylbenzoate that is cyclized to saccharin (Figure 1.21) (Harvey et al. 1985). The original compound is completely degraded to CO2 by photolysis. 

American pondweed responded to GA3 and the herbicide sulfometuron within 7 days after exposure (Table I). As with terrestial plants, GA3 caused elongation of shoots (internodes) compared to controls, whereas sulfometuron almost completely blocked elongation since no significant lengthening occurred between day 7 and 14. Hie presence of GA3 did not counteract the inhibition caused by sulfometuron. This is reasonable since... 

Shoot length of American Pondweed 1 and 2 weeks after continuous exposure to sulfometuron alone and in combination with different plant growth regulators (PGR)... 

M. K. Koeppe, C. F. Mucha, Metabobsm of Sulfometuron Methyl in Lactating Goats , J. Agric. Food. Chem. 1991, 39, 2304-2309. 

Aminocarbonyl)amino)sulfonyl) benzoate, see Sulfometuron-methvl... 

Methylbenzimidazole, see 2-Nitroaniline Methyl 2-benzimidazole carbamate, see Benomvl Methyl benzoate, see Sulfometuron-methvl 4-Methyl-2//-l-benzopyran-2-one, see Naphthalene o-Methylbenzoquinone, see Aminocarb p-Methylbenzoquinone, see Toluene... 

Soil. In unsterilized soils, 58% of C-labeled sulfometuron-methyl degraded after 24 wk. Metabolites identified were 2,3-dihydro-3-oxobenzisosulfonazole (saccharin), methyl-2-(amino-sulfonyl) benzoate, 2-aminosulfonyl benzoic acid, 2-(((aminocarbonyl)amino)sulfonyl) benzoate, and [ C]carbon dioxide. The rate of degradation in aerobic soils was primarily dependent upon pH and soil type (Anderson and Dulka, 1985). The reported half-life in soil was approximately 4 wk (Hartley and Kidd, 1987). 

Chemical/Physical Sulfometuron-methyl is stable in water at pH values of 7 to 9 but is rapidly hydrolyzed at pH 5.0 forming methyl-2-(aminosulfonyl) benzoate and saccharin. When sulfometuron-methyl in an aqueous solution was exposed to UV light (k = 300-400 nm), it degraded to the intermediate methyl benzoate which then mineralized to carbon dioxide (Harvey et ah, 1985). 

Anderson, J.J. and Dulka, J.J. Environmental fate of sulfometuron methyl in aerobic soils, J. Asric. Food Chem., 33(41 596-602, 1985. 

Both chlorsulfuron and sulfometuron methyl can be prepared by the reaction of the appropriate arylsulfonyl isocyanate and the substituted heterocyclic amine as shown in Fig. 2. 

There are several commercially available sulfonylurea herbicides that contain a 2-pyrimidine group <2006H(68)561>. These compounds, which function by inhibition of acetolactate synthase (ALS), an enzyme involved in the early stage of branched-chain amino acid synthesis, include sulfometuron-methyl 1095, primisulfuron-methyl 1096, chlorimuron-ethyl 1097, bensulfuron-methyl 1098, ethoxysulfuron 1099, nicosulfuron 1100, and pyrazosulfuron-ethyl 1101. Related nonsulfonylureas include the sulfide pyrftalid 1102 and the ether pyriminobac-methyl 1103. 

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