methyl 2-[[[[[amino[(aminocarbonyl)imino]methyl]amino]carbonyl]amino]sulfonyl]benzoate | 223907-38-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: methyl 2-[[[[[amino[(aminocarbonyl)imino]methyl]amino]carbonyl]amino]sulfonyl]benzoate
• 英文别名: Carbamoyl guanidine (IN-NC148)；methyl 2-[(N-carbamoylcarbamimidoyl)carbamoylsulfamoyl]benzoate
• CAS: 223907-38-8
• 化学式: C₁₁H₁₃N₅O₆S
• 分子量: 343.32
• InChiKey: CTMGRMBHPWLHJP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  23
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  191
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  氨基甲酰基胍 、 2-异氰酸磺酰基苯甲酸甲酯 以 乙腈 为溶剂， 反应 24.0h， 以42%的产率得到methyl 2-[[[[[amino[(aminocarbonyl)imino]methyl]amino]carbonyl]amino]sulfonyl]benzoate
  参考文献：
  名称：

  Aerobic soil metabolism of metsulfuron-methyl

  摘要：

  A laboratory study was conducted to determine the degradation rates and identify major metabolites of the herbicide metsulfuron-methyl in sterile and non-sterile aerobic soils in the dark at 20 degrees C. Bath [phenyl-U-C-14]- and [triazine-2-C-14]metsulfuron-methyl were used. The soil was treated with [C-14]metsulfuron-methyl (0.1 mg kg(-1)) and incubated in flow-through systems for one year. The degradation rate constants, DT50, and DT90 were obtained based on the first-order and biphasic models. The DT50 (time required for 50% of applied chemical to degrade) for metsulfuron-methyl, estimated using a biphasic model, was approximately 10 days (9-11 days, 95% confidence limits) in the non-sterile soil and 20 days (12-32 days, 95% confidence limits) in the sterile soil. One-year cumulative carbon dioxide accounted for approximately 48% and 23% of the applied radioactivity in the [phenyl-U-C-14] and [triazine-2-C-14]metsulfuron-methyl systems, respectively. Seven metabolites were identified by HPLC or LC/MS with synthetic standards. The degradation pathways included O-demethylation, cleavage of the sulfonylurea bridge, and triazine ring opening. The triazine ring-opened products were methyl 2-[ [ [ [ [ [ [(acetylamino)carbonyl]amino]carbonyl]amino] carbonyl]-amino]sulfonyl]benzoate in the sterile soil and methyl 2-[ [ [ [ [amino[(aminocarbonyl)imino]methyl] amino]carbonyl]amino]sulfonyl]benzoate in the non-sterile soil, indicating that different pathways were operable. (C) 1999 Society of Chemical Industry.

  DOI：

  10.1002/(sici)1096-9063(199904)55:4<434::aid-ps909>3.0.co;2-z

文献信息

• Aerobic soil metabolism of metsulfuron-methyl
  作者：Yutai Li、W T Zimmerman、M K Gorman、R W Reiser、A J Fogiel、P E Haney

  DOI：10.1002/(sici)1096-9063(199904)55:4<434::aid-ps909>3.0.co;2-z

  日期：1999.4

  A laboratory study was conducted to determine the degradation rates and identify major metabolites of the herbicide metsulfuron-methyl in sterile and non-sterile aerobic soils in the dark at 20 degrees C. Bath [phenyl-U-C-14]- and [triazine-2-C-14]metsulfuron-methyl were used. The soil was treated with [C-14]metsulfuron-methyl (0.1 mg kg(-1)) and incubated in flow-through systems for one year. The degradation rate constants, DT50, and DT90 were obtained based on the first-order and biphasic models. The DT50 (time required for 50% of applied chemical to degrade) for metsulfuron-methyl, estimated using a biphasic model, was approximately 10 days (9-11 days, 95% confidence limits) in the non-sterile soil and 20 days (12-32 days, 95% confidence limits) in the sterile soil. One-year cumulative carbon dioxide accounted for approximately 48% and 23% of the applied radioactivity in the [phenyl-U-C-14] and [triazine-2-C-14]metsulfuron-methyl systems, respectively. Seven metabolites were identified by HPLC or LC/MS with synthetic standards. The degradation pathways included O-demethylation, cleavage of the sulfonylurea bridge, and triazine ring opening. The triazine ring-opened products were methyl 2-[ [ [ [ [ [ [(acetylamino)carbonyl]amino]carbonyl]amino] carbonyl]-amino]sulfonyl]benzoate in the sterile soil and methyl 2-[ [ [ [ [amino[(aminocarbonyl)imino]methyl] amino]carbonyl]amino]sulfonyl]benzoate in the non-sterile soil, indicating that different pathways were operable. (C) 1999 Society of Chemical Industry.