2-(2-溴乙基)-5-硝基异吲哚-1,3-二酮 | 6321-16-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 中文名称: 2-(2-溴乙基)-5-硝基异吲哚-1,3-二酮
• 英文名称: 2-(2-bromo-ethyl)-5-nitro-isoindoline-1,3-dione
• 英文别名: 2-(2-Brom-aethyl)-5-nitro-isoindolin-1,3-dion；2-(2-Bromoethyl)-5-nitro-1h-isoindole-1,3(2h)-dione；2-(2-bromoethyl)-5-nitroisoindole-1,3-dione
• CAS: 6321-16-0
• 化学式: C₁₀H₇BrN₂O₄
• mdl: MFCD11147740
• 分子量: 299.081
• InChiKey: MYLMHXLPHPUQQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  83.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(2-溴乙基)-5-硝基异吲哚-1,3-二酮 在 palladium on activated charcoal 、 甲酸铵 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 生成 5-amino-2-(2-bromoethyl)isoindole-1,3-dione
  参考文献：
  名称：

  A new series of N2-substituted-5-(p-toluenesulfonylamino)phthalimide analogues as α-glucosidase inhibitors

  摘要：

  Several members of a new family of non-sugar-type alpha-glycosidase inhibitors, bearing a 5-(p-toluenesulfonylamino)phthalimide moiety and various substituent at the N2 position, were synthesized and their activities were investigated. The newly synthesized compounds displayed different inhibition profile towards yeast alpha-glycosidase and rat intestinal alpha-glycosidase. Almost all the compounds had strong inhibitory activities against yeast alpha-glycosidase. Regarding rat intestinal alpha-glycosidase, only analogs with N2-aromatic substituents displayed varying degrees of inhibitory activities on rat intestinal maltase and lactase and nearly all compounds showed no inhibition against rat intestinal alpha-amylase. Structure-activity relationship studies indicated that 5-(p-toluenesulfonylamino)phthalimide moiety is a favorable scaffold to exert the alpha-glucosidase inhibitory activity and substituents at the N2 position have considerable influence on the efficacy of the inhibition activities. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.02.011
• 作为产物：
  描述：

  4-硝基邻苯二甲酰亚胺 在 三溴化磷 、 甲苯 作用下， 生成 2-(2-溴乙基)-5-硝基异吲哚-1,3-二酮
  参考文献：
  名称：

  Soine, Journal of the American Pharmaceutical Association (1912), 1946, vol. 35, p. 42

  摘要：

  DOI：