(S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-(2-(1-phenyl-1H-1,2,3-triazol-5-yl)ethyl)indoline-2,3-dione | 1292809-63-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-(2-(1-phenyl-1H-1,2,3-triazol-5-yl)ethyl)indoline-2,3-dione
• 英文别名: 5-[(2S)-2-(methoxymethyl)pyrrolidin-1-yl]sulfonyl-1-[2-(3-phenyltriazol-4-yl)ethyl]indole-2,3-dione
• CAS: 1292809-63-2
• 化学式: C₂₄H₂₅N₅O₅S
• 分子量: 495.559
• InChiKey: RVLTYDVSTIJVSZ-IBGZPJMESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  123
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  3,3-二氯-2-氧化吲哚-5-磺酰氯 在 caesium carbonate 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 氯仿 、 水 、 溶剂黄146 、 乙腈 为溶剂， 反应 0.17h， 生成 (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-(2-(1-phenyl-1H-1,2,3-triazol-4-yl)ethyl)indoline-2,3-dione 、 (S)-5-(2-(methoxymethyl)pyrrolidin-1-ylsulfonyl)-1-(2-(1-phenyl-1H-1,2,3-triazol-5-yl)ethyl)indoline-2,3-dione
  参考文献：
  名称：

  Isatin 1,2,3-triazoles as potent inhibitors against caspase-3

  摘要：

  Sixteen disubstituted 1,2,3-triazoles were prepared using the Huisgen cycloaddition reaction and evaluated as inhibitors against caspase-3. The two most potent inhibitors were found to be (S)-1-((1-(2,3-dihydrobenzo[ b][ 1,4] dioxin-6-yl)-1H-1,2,3-triazol-4-yl)methyl)-5-((2-(methoxymethyl) pyrrolidin-1-yl)sulfonyl) indoline-2,3-dione (7f) and (S)-1-((1-benzyl-1H-1,2,3-triazol-5-yl)methyl)-5-((2-(methoxymethyl) pyrrolidin-1-yl) sulfonyl) indoline-2,3-dione (8g) with IC(50)-values of 17 and 9 nM, respectively. Lineweaver-Burk plots revealed that these two triazoles show competitive inhibitory mechanism against caspase-3. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.110

文献信息

• Isatin 1,2,3-triazoles as potent inhibitors against caspase-3
  作者：Yang Jiang、Trond Vidar Hansen

  DOI：10.1016/j.bmcl.2011.01.110

  日期：2011.3

  Sixteen disubstituted 1,2,3-triazoles were prepared using the Huisgen cycloaddition reaction and evaluated as inhibitors against caspase-3. The two most potent inhibitors were found to be (S)-1-((1-(2,3-dihydrobenzo[ b][ 1,4] dioxin-6-yl)-1H-1,2,3-triazol-4-yl)methyl)-5-((2-(methoxymethyl) pyrrolidin-1-yl)sulfonyl) indoline-2,3-dione (7f) and (S)-1-((1-benzyl-1H-1,2,3-triazol-5-yl)methyl)-5-((2-(methoxymethyl) pyrrolidin-1-yl) sulfonyl) indoline-2,3-dione (8g) with IC(50)-values of 17 and 9 nM, respectively. Lineweaver-Burk plots revealed that these two triazoles show competitive inhibitory mechanism against caspase-3. (C) 2011 Elsevier Ltd. All rights reserved.