3-Amino-1-[4,7-bis(7-chloroquinolin-4-yl)-1,4,7-triazonan-1-yl]propan-1-one | 347895-69-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 3-Amino-1-[4,7-bis(7-chloroquinolin-4-yl)-1,4,7-triazonan-1-yl]propan-1-one
• CAS: 347895-69-6
• 化学式: C₂₇H₂₈Cl₂N₆O
• 分子量: 523.465
• InChiKey: RCTWLVXHMKSTOS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  36
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  78.6
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3,5-dimethylpyrazole-1-carboxamidine nitrate 、 3-Amino-1-[4,7-bis(7-chloroquinolin-4-yl)-1,4,7-triazonan-1-yl]propan-1-one 在 碳酸氢钠 作用下， 以 乙醇 为溶剂， 反应 16.0h， 生成 2-[3-[4,7-Bis(7-chloroquinolin-4-yl)-1,4,7-triazonan-1-yl]-3-oxopropyl]guanidine
  参考文献：
  名称：

  Antiplasmodial Activity and Cytotoxicity of Bis-, Tris-, and Tetraquinolines with Linear or Cyclic Amino Linkers

  摘要：

  Bisquinoline heteroalkanediamines were structurally modified in order to study the effects of enhanced bulkiness and rigidity on both their activity on strains of Plasmodium falciparum expressing different degrees of chloroquine (CQ) resistance and their cytotoxicity toward mammalian cells. While cyclization yielded molecules of greater rigidity that were not more active than their linear counterparts, they were characterized by an absence of cytotoxicity. Alternatively, dimerization of these compounds led to tetraquinolines that are very potent for CQ-resistant strains and noncytotoxic.

  DOI：

  10.1021/jm001096a
• 作为产物：
  描述：

  4,7-二氯喹啉 在 potassium carbonate 、 N,N-二异丙基乙胺 、 bromo-tris(1-pyrrolidinyl)phosphonium hexafluorophosphate 、 三氟乙酸 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 30.17h， 生成 3-Amino-1-[4,7-bis(7-chloroquinolin-4-yl)-1,4,7-triazonan-1-yl]propan-1-one
  参考文献：
  名称：

  Antiplasmodial Activity and Cytotoxicity of Bis-, Tris-, and Tetraquinolines with Linear or Cyclic Amino Linkers

  摘要：

  Bisquinoline heteroalkanediamines were structurally modified in order to study the effects of enhanced bulkiness and rigidity on both their activity on strains of Plasmodium falciparum expressing different degrees of chloroquine (CQ) resistance and their cytotoxicity toward mammalian cells. While cyclization yielded molecules of greater rigidity that were not more active than their linear counterparts, they were characterized by an absence of cytotoxicity. Alternatively, dimerization of these compounds led to tetraquinolines that are very potent for CQ-resistant strains and noncytotoxic.

  DOI：

  10.1021/jm001096a

文献信息

• Antiplasmodial Activity and Cytotoxicity of Bis-, Tris-, and Tetraquinolines with Linear or Cyclic Amino Linkers
  作者：Sophie Girault、Philippe Grellier、Amaya Berecibar、Louis Maes、Pascal Lemière、Elisabeth Mouray、Elisabeth Davioud-Charvet、Christian Sergheraert

  DOI：10.1021/jm001096a

  日期：2001.5.1

  Bisquinoline heteroalkanediamines were structurally modified in order to study the effects of enhanced bulkiness and rigidity on both their activity on strains of Plasmodium falciparum expressing different degrees of chloroquine (CQ) resistance and their cytotoxicity toward mammalian cells. While cyclization yielded molecules of greater rigidity that were not more active than their linear counterparts, they were characterized by an absence of cytotoxicity. Alternatively, dimerization of these compounds led to tetraquinolines that are very potent for CQ-resistant strains and noncytotoxic.