N-(2-Aminoethyl)-4-((2-aminoethyl)amino)-7-chloroquinoline-2-carboxamide | 1414872-47-1

• 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: N-(2-Aminoethyl)-4-((2-aminoethyl)amino)-7-chloroquinoline-2-carboxamide
• CAS: 1414872-47-1
• 化学式: C₁₄H₁₈ClN₅O
• 分子量: 307.783
• InChiKey: BKMXODBAZMOFSC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.95
• 重原子数：
  21.0
• 可旋转键数：
  6.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  106.06
• 氢给体数：
  4.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  二茂铁甲醛 、 N-(2-Aminoethyl)-4-((2-aminoethyl)amino)-7-chloroquinoline-2-carboxamide 、 sodium tetrahydroborate 以 甲醇 为溶剂， 以23%的产率得到N-(2-Aminoethyl)-7-chloro-4-((2-((ferrocenylmethyl)amino)ethyl)amino)quinoline-2-carboxamide
  参考文献：
  名称：

  Synthesis and in vitro anticancer activity of ferrocenyl-aminoquinoline-carboxamide conjugates

  摘要：

  The syntheses and characterization of new multifunctional aminoquinoline-carboxamides and their ferrocene derivatives are reported, as well as their cytotoxicity against human colon adenocarcinoma (Caco-2, HTB-37), human breast carcinoma (HTB-129) and a normal cell line as a control (human normal breast epithelial cells MCF-10A, CRL-10317). All tested compounds showed higher activity against HTB-129 cells than against Caco-2 cells. The ferrocenyl-chloroquine amide conjugates displayed higher activity against both cancer cells than did their parent organic compounds. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.06.039
• 作为产物：
  描述：

  3-氯苯胺 在 sodium hydroxide 、 三氯氧磷 作用下， 以 甲醇 、 二苯醚 为溶剂， 生成 N-(2-Aminoethyl)-4-((2-aminoethyl)amino)-7-chloroquinoline-2-carboxamide
  参考文献：
  名称：

  Synthesis and in vitro anticancer activity of ferrocenyl-aminoquinoline-carboxamide conjugates

  摘要：

  The syntheses and characterization of new multifunctional aminoquinoline-carboxamides and their ferrocene derivatives are reported, as well as their cytotoxicity against human colon adenocarcinoma (Caco-2, HTB-37), human breast carcinoma (HTB-129) and a normal cell line as a control (human normal breast epithelial cells MCF-10A, CRL-10317). All tested compounds showed higher activity against HTB-129 cells than against Caco-2 cells. The ferrocenyl-chloroquine amide conjugates displayed higher activity against both cancer cells than did their parent organic compounds. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ica.2012.06.039