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Updated: Jul 16, 2026

Measuring Rates of Herbicide Metabolism in Dicot Weeds with an Excised Leaf Assay
Published on: September 7, 2015
Hydrolytic degradation of azimsulfuron, a sulfonylurea herbicide
Giovanna Boschin1, Alessandra D'Agostina, Cristina Antonioni
1Laboratory of Food Chemistry and Mass Spectrometry, Department of Agri-Food Molecular Sciences, University of Milan, Via Celoria 2, I-20133, Milan, Italy. giovanna.boschin@unimi.it
Abstract:
The chemical degradation of the herbicide azimsulfuron was investigated in aqueous solutions at different pH values. The hydrolysis rate, determined by HPLC analyses, was pH dependent and was much faster in acidic than in neutral or weakly basic conditions. The metabolites formed at different pH values were compared with standards when possible or isolated and identified using ESI-LC-MS/MS, (1)H NMR and (13)C NMR. The two main products of hydrolysis in mild acidic solution were identified as 2-amino-4,6-dimethoxy-pyrimidine and 2-methyl-4-(2-methyl-2H-tetrazol-5-yl)-2H-pyrazole-3-sulfonamide, both produced as a result of the sulfonylurea bridge cleavage. Under basic conditions, a new product, a substituted 2-pyrimidinamine, deriving from the contraction of the sulfonylurea bridge, was isolated and completely characterized for the first time.
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