methyl 3-[({[(4-hydroxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl}amino)sulfonyl]-2-thiophene methyl carboxylate | 150258-68-7

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: methyl 3-[({[(4-hydroxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl}amino)sulfonyl]-2-thiophene methyl carboxylate
• 英文别名: methyl 3-({[(4-hydroxy-6-methyl-1,3,5-triazin-2-yl)carbamoyl]amino}sulfonyl)thiophene-2-carboxylate；Methyl 3-(N-((4-methyl-6-oxo-1,6-dihydro-1,3,5-triazin-2-yl)carbamoyl)sulfamoyl)thiophene-2-carboxylate；methyl 3-[(2-methyl-6-oxo-1H-1,3,5-triazin-4-yl)carbamoylsulfamoyl]thiophene-2-carboxylate
• CAS: 150258-68-7
• 化学式: C₁₁H₁₁N₅O₆S₂
• 分子量: 373.37
• InChiKey: GKVBQTUDNBQJLK-UHFFFAOYSA-N

物化性质

• 密度：
  1.79±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  192
• 氢给体数：
  3
• 氢受体数：
  7

安全信息

• 危险性防范说明：
  P261,P280,P301+P312,P302+P352,P305+P351+P338
• 危险性描述：
  H302,H315,H319,H335

反应信息

• 作为反应物：
  描述：

  methyl 3-[({[(4-hydroxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl}amino)sulfonyl]-2-thiophene methyl carboxylate 在 pH 4 buffer 、 水 作用下， 生成 3-磺酰氨基-2-噻吩甲酸甲酯
  参考文献：
  名称：

  Hydrolysis Kinetics of Thifensulfuron Methyl in Aqueous Buffer Solutions

  摘要：

  The hydrolysis of thifensulfuron methyl and thifensulfuron were investigated in buffered aqueous solutions with pH values of 4, 5, 9, and 10. Hydrolysis of thifensulfuron methyl was pH dependent and relatively fast both in acidic and alkaline buffer solutions. In the case of thifensulfuron, hydrolysis rates were of the same order of magnitude as thifensulfuron methyl at acidic pH, but very low at alkaline pH. In acidic solutions, cleavage of the sulfonylurea bridge and O-demethylation of the methoxy group of the triazine ring occurred concurrently The resulting intermediates gave two parallel reactions: cleavage of the sulfonylurea bridge and opening of the triazine ring. The relative rates of the different hydrolysis pathways were influenced by the pK(a) of compounds. At alkaline pH, thifensulfuron methyl hydrolyzed to thifensulfuron, which was slowly transformed by cleavage of the sulfonylurea bridge and O-demethylation.

  DOI：

  10.1021/jf950194f
• 作为产物：
  描述：

  噻吩磺隆 在 pH 4 buffer 、 水 作用下， 生成 methyl 3-[({[(4-hydroxy-6-methyl-1,3,5-triazin-2-yl)amino]carbonyl}amino)sulfonyl]-2-thiophene methyl carboxylate
  参考文献：
  名称：

  Hydrolysis Kinetics of Thifensulfuron Methyl in Aqueous Buffer Solutions

  摘要：

  The hydrolysis of thifensulfuron methyl and thifensulfuron were investigated in buffered aqueous solutions with pH values of 4, 5, 9, and 10. Hydrolysis of thifensulfuron methyl was pH dependent and relatively fast both in acidic and alkaline buffer solutions. In the case of thifensulfuron, hydrolysis rates were of the same order of magnitude as thifensulfuron methyl at acidic pH, but very low at alkaline pH. In acidic solutions, cleavage of the sulfonylurea bridge and O-demethylation of the methoxy group of the triazine ring occurred concurrently The resulting intermediates gave two parallel reactions: cleavage of the sulfonylurea bridge and opening of the triazine ring. The relative rates of the different hydrolysis pathways were influenced by the pK(a) of compounds. At alkaline pH, thifensulfuron methyl hydrolyzed to thifensulfuron, which was slowly transformed by cleavage of the sulfonylurea bridge and O-demethylation.

  DOI：

  10.1021/jf950194f

文献信息

• Rearrangement products in aqueous photolysis of thifensulfuron methyl
  作者：Ashok K. Sharma、David L. Ryan、Nina L. Marr、Michael P. Wadsley、Steve F. Cheatham

  DOI：10.1016/j.jphotochem.2017.06.028

  日期：2017.9

  Photo-degradation of [14C]-thifensulfuron methyl has been investigated in aqueous media using a light source which simulates sunlight. Degradation of thifensulfuron methyl proceeds predominantly via sulfonylurea bridge ipso-contraction, and via cleavage of the bridge structure, to yield products in which the thiophene and the triazine rings have disconnected. One significant degradation product, which

  [ 14的光降解已经在水性介质中使用模拟阳光的光源研究了C]-噻吩磺隆甲基。噻吩磺隆的降解主要通过磺酰脲桥的ipso收缩和桥结构的裂解进行，以产生噻吩和三嗪环已断开的产物。一种占约10％的重要降解产物保留了两个带有截短桥部分的环。令人惊讶地，该产物具有从其原始位置重排的噻吩环取代基。其他实验室已经报告了噻吩磺隆的光降解，并确定了类似的降解产物。在以前的报道中，由于噻吩环的重排未被广泛认识，因此重排产物的结构被错误地识别。