3-(氨基磺酰基)噻吩-2-羧酸 | 59337-97-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 中文名称: 3-(氨基磺酰基)噻吩-2-羧酸
• 英文名称: 3-sulfamoylthiophene-2-carboxylic acid
• CAS: 59337-97-2
• 化学式: C₅H₅NO₄S₂
• mdl: MFCD01760861
• 分子量: 207.231
• InChiKey: NRAVSUNXRBRPRE-UHFFFAOYSA-N

物化性质

• 沸点：
  484.0±55.0 °C(Predicted)
• 密度：
  1.721±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于DMSO（少许）、甲醇（少许）

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  134
• 氢给体数：
  2
• 氢受体数：
  6

安全信息

• 海关编码：
  2935009090
• WGK Germany：
  3

反应信息

• 作为反应物：
  描述：

  3-(氨基磺酰基)噻吩-2-羧酸 以 氯化亚砜 为溶剂， 生成 1,1-二氧代噻吩并[2,3-D]异噻唑-3-酮
  参考文献：
  名称：

  Thiophene saccharines

  摘要：

  硫代噻唑糖精的类似物，即新化合物2,3-二氢-3-氧代噻吩-[3,4-d]-、-[2,3-d]-和-[3,2-d]-异噻唑-1,1-二氧化物，以及它们的制备方法。这些新化合物是优秀的甜味剂，没有不愉快的味道。

  公开号：

  US04028373A1
• 作为产物：
  描述：

  3-氯磺酰基-2-噻吩甲酸甲酯 在 sodium hydroxide 、 氨 作用下， 反应 6.0h， 生成 3-(氨基磺酰基)噻吩-2-羧酸
  参考文献：
  名称：

  新型磺胺酰基杂羧酸衍生物的合成及抗炎评价

  摘要：

  合成了一系列新的氨磺酰噻吩和氨磺酰吡唑羧酸衍生物。其中一些化合物在几种炎症模型中显示出有趣的镇痛特性和显着的非甾体抗炎活性。

  DOI：

  10.1002/ardp.19963290503

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。
• Transformation rates of<i>ortho</i>-substituted thiophene and benzene carboxylic esters: Application to thifensulfuron-methyl and metsulfuron-methyl herbicides
  作者：Jean Bastide、Robert Badon、Jean-Pierre Cambon、Danielle Vega

  DOI：10.1002/ps.2780400407

  日期：1994.4

  AbstractThe rate constants for soil degradation and alkaline hydrolysis of two herbicides, metsulfuron‐methyl and thifensulfuron‐methyl, have been determined. In order to explain the difference in behaviour of the two compounds, the chemical and enzymatic hydrolysis of some ortho‐substituted methyl benzoates and methyl 3‐substituted thiophene‐2‐carboxylates were studied. The data are consistent with a difference in polar and steric effects of the substituents in benzene and thiophene derivatives.
• Hydrolysis Kinetics of Thifensulfuron Methyl in Aqueous Buffer Solutions
  作者：Jean-Pierre Cambon、Jean Bastide

  DOI：10.1021/jf950194f

  日期：1996.1.1

  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.
• Thiophene saccharines
  申请人：BASF Aktiengesellschaft

  公开号：US04028373A1

  公开（公告）日：1977-06-07

  Thiophene analogs of saccharine, i.e., the new compounds 2,3-dihydro-3-oxothieno-[3,4-d]-, -[2,3-d]- and -[3,2-d]-isothiazole-1,1-dioxide, and processes for their manufacture. The new compounds are excellent sweeteners and have no unpleasant taste.

  硫代噻唑糖精的类似物，即新化合物2,3-二氢-3-氧代噻吩-[3,4-d]-、-[2,3-d]-和-[3,2-d]-异噻唑-1,1-二氧化物，以及它们的制备方法。这些新化合物是优秀的甜味剂，没有不愉快的味道。
• Synthesis and Anti-inflammatory Evaluation of New Sulfamoylheterocarboxylic Derivatives
  作者：Juan A. Díaz、M. Esther Morante、Salvador Vega、Victoriano Darias、Susana Abdala、Laura Delgado、Beatriz de las Heras、Angel Villar、José María Vivas

  DOI：10.1002/ardp.19963290503

  日期：——

  A series of new sulfamoylthiophene and sulfamoylpyrazole carboxylic acid derivatives was synthesized. Some of these compounds show interesting analgesic properties and significant nonsteroidal anti‐inflammatory activities in several models of inflammation.

  合成了一系列新的氨磺酰噻吩和氨磺酰吡唑羧酸衍生物。其中一些化合物在几种炎症模型中显示出有趣的镇痛特性和显着的非甾体抗炎活性。