1-([5'-([(2S)-2-(methoxymethyl)pyrrolidin-1-yl]sulfonyl)-2'-oxospiro[1,3-dioxane-2,3'-indol]-1'(2'H)-yl]methyl)cyclobutanecarbonitrile | 1202497-83-3

• 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
• 英文名称: 1-([5'-([(2S)-2-(methoxymethyl)pyrrolidin-1-yl]sulfonyl)-2'-oxospiro[1,3-dioxane-2,3'-indol]-1'(2'H)-yl]methyl)cyclobutanecarbonitrile
• CAS: 1202497-83-3
• 化学式: C₂₃H₂₉N₃O₆S
• 分子量: 475.566
• InChiKey: KLZUMVMOEZVHMX-KRWDZBQOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.12
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  109.17
• 氢给体数：
  0.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  1-([5'-([(2S)-2-(methoxymethyl)pyrrolidin-1-yl]sulfonyl)-2'-oxospiro[1,3-dioxane-2,3'-indol]-1'(2'H)-yl]methyl)cyclobutanecarbonitrile 在 氨 、 氢气 、 镍 作用下， 以 四氢呋喃 、 乙醇 为溶剂， 反应 22.0h， 生成
  参考文献：
  名称：

  3,4-Dihydropyrimido(1,2-a)indol-10(2H)-ones as potent non-peptidic inhibitors of caspase-3

  摘要：

  Cysteine-dependant aspartyl protease (caspase) activation has been implicated as a part of the signal transduction pathway leading to apoptosis. It has been postulated that caspase-3 inhibition could attenuate cell damage after an ischemic event and thereby providing for a novel neuroprotective treatment for stroke. As part of a program to develop a small molecule inhibitor of caspase-3, a novel series of 3,4-dihydropyrimido(1,2-a)indol-10(2H)-ones (pyrimidoindolones) was identified. The synthesis, biological evaluation and structure-activity relationships of the pyrimidoindolones are described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.09.036
• 作为产物：
  描述：

  5'-([(2S)-2-(methoxymethyl)pyrrolidin-1-yl]sulfonyl)spiro[1,3-dioxane-2,3'-indol]-2'(1'H)-one 、 1-chloromethyl-cyclobutanecarbonitrile 在 potassium tert-butylate 作用下， 以 二甲基亚砜 为溶剂， 反应 21.33h， 以96%的产率得到1-([5'-([(2S)-2-(methoxymethyl)pyrrolidin-1-yl]sulfonyl)-2'-oxospiro[1,3-dioxane-2,3'-indol]-1'(2'H)-yl]methyl)cyclobutanecarbonitrile
  参考文献：
  名称：

  3,4-Dihydropyrimido(1,2-a)indol-10(2H)-ones as potent non-peptidic inhibitors of caspase-3

  摘要：

  Cysteine-dependant aspartyl protease (caspase) activation has been implicated as a part of the signal transduction pathway leading to apoptosis. It has been postulated that caspase-3 inhibition could attenuate cell damage after an ischemic event and thereby providing for a novel neuroprotective treatment for stroke. As part of a program to develop a small molecule inhibitor of caspase-3, a novel series of 3,4-dihydropyrimido(1,2-a)indol-10(2H)-ones (pyrimidoindolones) was identified. The synthesis, biological evaluation and structure-activity relationships of the pyrimidoindolones are described. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.09.036