2-bromo-N-(2-((7-chloroquinolin-4-yl)amino)ethyl)acetamide | 1101829-52-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-bromo-N-(2-((7-chloroquinolin-4-yl)amino)ethyl)acetamide
• CAS: 1101829-52-0
• 化学式: C₁₃H₁₃BrClN₃O
• 分子量: 342.623
• InChiKey: PKFKKVHDPDAEKM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.81
• 重原子数：
  19.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  54.02
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  2-氮杂螺[4.5]癸烷 、 2-bromo-N-(2-((7-chloroquinolin-4-yl)amino)ethyl)acetamide 在 potassium carbonate 作用下， 以31%的产率得到2-(2-azaspiro[4.5]decan-2-yl)-N-[2-[(7-chloroquinolin-4-yl)amino]ethyl]acetamide
  参考文献：
  名称：

  Synthesis of spiro-1,2-dioxolanes and their activity against Plasmodium falciparum

  摘要：

  Artemisinin-derived compounds play an integral role in current malaria chemotherapy. Given the virtual certainty of emerging resistance, we have investigated spiro-1,2-dioxolanes as an alternative scaffold. The endoperoxide functionality was generated by the SnCl(4)-mediated annulation of a bis-silylperoxide and an alkene. The first set of eight analogs gave EC(50) values of 50-150 nM against Plasmodium falciparum 3D7 and Dd2 strains, except for the carboxylic acid analog. A second series, synthesized by coupling a spiro-1,2-dioxolane carboxylic acid to four separate amines, afforded the most potent compound ( EC50 similar to 5 nM). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.083
• 作为产物：
  描述：

  4-(2-氨基乙基)氨基-7-氯喹啉 、 溴乙酸 在 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以22%的产率得到2-bromo-N-(2-((7-chloroquinolin-4-yl)amino)ethyl)acetamide
  参考文献：
  名称：

  Synthesis of spiro-1,2-dioxolanes and their activity against Plasmodium falciparum

  摘要：

  Artemisinin-derived compounds play an integral role in current malaria chemotherapy. Given the virtual certainty of emerging resistance, we have investigated spiro-1,2-dioxolanes as an alternative scaffold. The endoperoxide functionality was generated by the SnCl(4)-mediated annulation of a bis-silylperoxide and an alkene. The first set of eight analogs gave EC(50) values of 50-150 nM against Plasmodium falciparum 3D7 and Dd2 strains, except for the carboxylic acid analog. A second series, synthesized by coupling a spiro-1,2-dioxolane carboxylic acid to four separate amines, afforded the most potent compound ( EC50 similar to 5 nM). (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.10.083