3-溴吡咯并[2,3-b]吡咯里嗪-8(1H)-酮 | 918331-14-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 3-溴吡咯并[2,3-b]吡咯里嗪-8(1H)-酮
• 英文名称: 3-bromopyrrolo[2,3-b]pyrrolizin-8(1H)-one
• 英文别名: 3-bromo-1H-pyrrolo[2,3-b]pyrrolizin-8-one
• CAS: 918331-14-3
• 化学式: C₉H₅BrN₂O
• 分子量: 237.055
• InChiKey: ABGPKSFYHBKPKH-UHFFFAOYSA-N

物化性质

• 熔点：
  234 °C
• 沸点：
  434.6±45.0 °C(Predicted)
• 密度：
  2.02±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  37.8
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  ethyl 4'-bromo-1'H-1,3'-bipyrrole-2'-carboxylate 在 4-二甲氨基吡啶 、 三乙胺 、 三氯氧磷 作用下， 生成 3-溴吡咯并[2,3-b]吡咯里嗪-8(1H)-酮
  参考文献：
  名称：

  Synthesis and biological evaluation of novel pyrrolopyrrolizinones as anticancer agents

  摘要：

  We herein describe the synthesis of novel 3-(het)aryl-pyrrolo[2,3-b]pyrrolizin-8(1H)-ones starting from commercial (het)aryl-acetonitriles. A more convergent route was also described through the first synthesis of ethyl 3-amino-4-bromo-1H-pyrrole-2-carboxylate 17. The antiproliferative activities of these compounds were tested toward various cell lines and one of them 10k shows interesting cytotoxic properties, although it was less potent than our lead compound in thiophene series 1k. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.09.022

文献信息

• Synthesis and biological evaluation of novel pyrrolopyrrolizinones as anticancer agents
  作者：C. Rochais、V. Lisowski、P. Dallemagne、S. Rault

  DOI：10.1016/j.bmc.2006.09.022

  日期：2006.12

  We herein describe the synthesis of novel 3-(het)aryl-pyrrolo[2,3-b]pyrrolizin-8(1H)-ones starting from commercial (het)aryl-acetonitriles. A more convergent route was also described through the first synthesis of ethyl 3-amino-4-bromo-1H-pyrrole-2-carboxylate 17. The antiproliferative activities of these compounds were tested toward various cell lines and one of them 10k shows interesting cytotoxic properties, although it was less potent than our lead compound in thiophene series 1k. (c) 2006 Elsevier Ltd. All rights reserved.