1-苄基-5-硫代吗啉磺酰基靛红 | 1144853-50-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 中文名称: 1-苄基-5-硫代吗啉磺酰基靛红
• 英文名称: 1-benzyl-5-(thiomorpholine-4-sulfonyl)indoline-2,3-dione
• 英文别名: 1-Benzyl-5-thiomorpholinosulfonyl Isatin；1-benzyl-5-thiomorpholin-4-ylsulfonylindole-2,3-dione
• CAS: 1144853-50-8
• 化学式: C₁₉H₁₈N₂O₄S₂
• 分子量: 402.495
• InChiKey: VIDUBXGYLLMUAS-UHFFFAOYSA-N

物化性质

• 熔点：
  224.1-224.9 °C
• 沸点：
  650.6±65.0 °C(Predicted)
• 密度：
  1.459±0.06 g/cm3(Predicted)
• 溶解度：
  可溶于二氯甲烷、乙酸乙酯、甲醇

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  27
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-苄基-5-硫代吗啉磺酰基靛红 、 丙二腈 以 甲醇 为溶剂， 反应 0.5h， 以34%的产率得到2-[（1-苄基-2-氧代-5-（硫吗啉代磺酰基）吲哚-3-亚叉基]丙二腈
  参考文献：
  名称：

  Synthesis and in Vitro Evaluation of Sulfonamide Isatin Michael Acceptors as Small Molecule Inhibitors of Caspase-6

  摘要：

  A key step in the onset of Huntington's disease is the caspase-6 mediated cleavage of the protein huntingtin into toxic fragments. Therefore. the inhibition of caspase-6 has been identified as a target for therapeutic drug development for the treatment of this disease. In this study a series of isatin sulfonamide Michael acceptors having a high nanomolar potency for inhibiting caspase-6 and increased selectivity for caspase-6 versus caspase-3 inhibition is reported.

  DOI：

  10.1021/jm900135r
• 作为产物：
  描述：

  5-硫代吗啉基磺酰基靛红 、 溴甲苯 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.25h， 以24%的产率得到1-苄基-5-硫代吗啉磺酰基靛红
  参考文献：
  名称：

  Synthesis and in Vitro Evaluation of Sulfonamide Isatin Michael Acceptors as Small Molecule Inhibitors of Caspase-6

  摘要：

  A key step in the onset of Huntington's disease is the caspase-6 mediated cleavage of the protein huntingtin into toxic fragments. Therefore. the inhibition of caspase-6 has been identified as a target for therapeutic drug development for the treatment of this disease. In this study a series of isatin sulfonamide Michael acceptors having a high nanomolar potency for inhibiting caspase-6 and increased selectivity for caspase-6 versus caspase-3 inhibition is reported.

  DOI：

  10.1021/jm900135r

文献信息

• Synthesis and in Vitro Evaluation of Sulfonamide Isatin Michael Acceptors as Small Molecule Inhibitors of Caspase-6
  作者：Wenhua Chu、Justin Rothfuss、Yunxiang Chu、Dong Zhou、Robert H. Mach

  DOI：10.1021/jm900135r

  日期：2009.4.23

  A key step in the onset of Huntington's disease is the caspase-6 mediated cleavage of the protein huntingtin into toxic fragments. Therefore. the inhibition of caspase-6 has been identified as a target for therapeutic drug development for the treatment of this disease. In this study a series of isatin sulfonamide Michael acceptors having a high nanomolar potency for inhibiting caspase-6 and increased selectivity for caspase-6 versus caspase-3 inhibition is reported.