3-(thiophen-3-yl)benzenesulfonamide | 848188-10-3

• 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: 3-(thiophen-3-yl)benzenesulfonamide
• 英文别名: 3-Thiophen-3-ylbenzenesulfonamide；3-thiophen-3-ylbenzenesulfonamide
• CAS: 848188-10-3
• 化学式: C₁₀H₉NO₂S₂
• 分子量: 239.319
• InChiKey: FLXGJSRWBQMARZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(thiophen-3-yl)benzenesulfonamide 在 吡啶 、 4-二甲氨基吡啶 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 silver(I) acetate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 5.0h， 生成 dimethyl 2-(2-(N-acetylsulfamoyl)-4-(thiophen-3-yl)phenyl)malonate
  参考文献：
  名称：

  铑（iii）催化的磺酰胺通过金属卡宾迁移插入而指导邻位C–H类胡萝卜素官能化†

  摘要：

  铑（III）催化的磺酰胺定向的邻位C-H类胡萝卜素官能化已经得到了良好的收率。该方法由于其广泛的底物范围而具有吸引力，并且能够衍生出多种生物活性的磺酰胺结构和磺胺药物的后期修饰。

  DOI：

  10.1039/c8cc08837c
• 作为产物：
  描述：

  3-噻吩硼酸 、 3-溴苯磺胺 在 四(三苯基膦)钯 作用下， 生成 3-(thiophen-3-yl)benzenesulfonamide
  参考文献：
  名称：

  2,3-Diarylthiophenes as selective EP1 receptor antagonists

  摘要：

  The synthesis and the EPI receptor binding affinity of 2,3-diarylthiophene derivatives are described. The evaluation of the structure-activity relationship (SAR) in this series led to the identification of compounds 4, 7, and 12a, which exhibit high affinity for the human EPI receptor and a selectivity greater than 100-fold against the EP2, EP3, EP4, DP, FP, and IP receptors and greater than 25-fold versus the TP receptor. These three antagonists present good pharmacokinetics in rats and significant differences in the way they are distributed in the brain. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.12.005

文献信息

• Rhodium(<scp>iii</scp>)-catalyzed sulfonamide directed <i>ortho</i> C–H carbenoid functionalization <i>via</i> metal carbene migratory insertion
  作者：Yi Dong、Jiajing Chen、Heng Xu

  DOI：10.1039/c8cc08837c

  日期：——

  A rhodium(III)-catalyzed sulfonamide directed ortho C–H carbenoid functionalization has been developed with good yields. This method is attractive due to its broad substrate scope, and enables derivation of diverse biologically active sulfonamide structures and late-stage modification of sulfa drugs.

  铑（III）催化的磺酰胺定向的邻位C-H类胡萝卜素官能化已经得到了良好的收率。该方法由于其广泛的底物范围而具有吸引力，并且能够衍生出多种生物活性的磺酰胺结构和磺胺药物的后期修饰。
• 2,3-Diarylthiophenes as selective EP1 receptor antagonists
  作者：Yves Ducharme、Marc Blouin、Marie-Claude Carrière、Anne Chateauneuf、Bernard Côté、Danielle Denis、Richard Frenette、Gillian Greig、Stacia Kargman、Sonia Lamontagne、Evelyn Martins、François Nantel、Gary O’Neill、Nicole Sawyer、Kathleen M. Metters、Richard W. Friesen

  DOI：10.1016/j.bmcl.2004.12.005

  日期：2005.2

  The synthesis and the EPI receptor binding affinity of 2,3-diarylthiophene derivatives are described. The evaluation of the structure-activity relationship (SAR) in this series led to the identification of compounds 4, 7, and 12a, which exhibit high affinity for the human EPI receptor and a selectivity greater than 100-fold against the EP2, EP3, EP4, DP, FP, and IP receptors and greater than 25-fold versus the TP receptor. These three antagonists present good pharmacokinetics in rats and significant differences in the way they are distributed in the brain. (C) 2004 Elsevier Ltd. All rights reserved.