7-chloro-N-(5-(5-methyl-5H-[1,2,4]triazino[5,6-b]indol-3-ylthio)pentyl)quinolin-4-amine

• 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: 7-chloro-N-(5-(5-methyl-5H-[1,2,4]triazino[5,6-b]indol-3-ylthio)pentyl)quinolin-4-amine
• 英文别名: 7-chloro-N-[5-[(5-methyl-[1,2,4]triazino[5,6-b]indol-3-yl)sulfanyl]pentyl]quinolin-4-amine
• 化学式: C₂₄H₂₃ClN₆S
• 分子量: 463.006
• InChiKey: BPYQHLGVSRCZDF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  93.8
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  7-chloro-4-[(5-hydroxypentyl)amino]quinoline 在 硫酸 、 氢溴酸 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 1.75h， 生成 7-chloro-N-(5-(5-methyl-5H-[1,2,4]triazino[5,6-b]indol-3-ylthio)pentyl)quinolin-4-amine
  参考文献：
  名称：

  Triazino indole–quinoline hybrid: A novel approach to antileishmanial agents

  摘要：

  A novel series of 1,2,4-triazino-[5,6b] indole-3-thione covalently linked to 7-chloro-4-aminoquinoline have been synthesized and evaluated for their in vitro activity against extracellular promastigote and intracellular amastigote form of Leishmania donovani. Among all tested compounds, compounds 7a and 7b were found to be the most active with IC50 values 1.11, 0.36 mu M and selectivity index (SI) values 67, >1111, respectively, against amastigote form of L. donovani which is several folds more potent than the standard drugs, miltefosine (IC50 = 8.10 mu M, SI = 7) and sodium stibo-gluconate (IC50 = 54.60 mu M, SI >= 7). (C) 2013 Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2013.11.018

文献信息

• Triazino indole–quinoline hybrid: A novel approach to antileishmanial agents
  作者：Rashmi Sharma、Anand Kumar Pandey、Rahul Shivahare、Khushboo Srivastava、Suman Gupta、Prem M.S. Chauhan

  DOI：10.1016/j.bmcl.2013.11.018

  日期：2014.1

  A novel series of 1,2,4-triazino-[5,6b] indole-3-thione covalently linked to 7-chloro-4-aminoquinoline have been synthesized and evaluated for their in vitro activity against extracellular promastigote and intracellular amastigote form of Leishmania donovani. Among all tested compounds, compounds 7a and 7b were found to be the most active with IC50 values 1.11, 0.36 mu M and selectivity index (SI) values 67, >1111, respectively, against amastigote form of L. donovani which is several folds more potent than the standard drugs, miltefosine (IC50 = 8.10 mu M, SI = 7) and sodium stibo-gluconate (IC50 = 54.60 mu M, SI >= 7). (C) 2013 Published by Elsevier Ltd.