2-(8-(7-chloroquinolin-4-ylamino)octyl)isoindoline-1,3-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-(8-(7-chloroquinolin-4-ylamino)octyl)isoindoline-1,3-dione
• 英文别名: 2-[8-[(7-Chloroquinolin-4-yl)amino]octyl]isoindole-1,3-dione；2-[8-[(7-chloroquinolin-4-yl)amino]octyl]isoindole-1,3-dione
• 化学式: C₂₅H₂₆ClN₃O₂
• 分子量: 435.953
• InChiKey: WZJQGFKGTJSELO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  62.3
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  1,8-辛二胺 在 三乙胺 作用下， 以 氘代二甲亚砜 为溶剂， 反应 8.0h， 生成 2-(8-(7-chloroquinolin-4-ylamino)octyl)isoindoline-1,3-dione
  参考文献：
  名称：

  Microwave-promoted facile access to 4-aminoquinoline-phthalimides: Synthesis and anti-plasmodial evaluation

  摘要：

  Microwave promoted high yielding synthesis of 4-aminoquinoline-phthalimides was developed with an aim to evaluate their anti-plasmodial potential. The scaffolds with longer spacer length (n = 6, 8) between two pharmacophores and a halogen substituent on the phthalimide ring displayed good anti-plasmodial activity. Compound 5w, with an optimum combination of hexyl chain as spacer along with a tetra-bromophthalimide ring proved to be most potent and non-cytotoxic among the series exhibiting an IC50 value of 0.10 mu M. (C) 2017 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2017.11.033

文献信息

• Microwave-promoted facile access to 4-aminoquinoline-phthalimides: Synthesis and anti-plasmodial evaluation
  作者：Anu Rani、Amandeep Singh、Jiri Gut、Philip J. Rosenthal、Vipan Kumar

  DOI：10.1016/j.ejmech.2017.11.033

  日期：2018.1

  Microwave promoted high yielding synthesis of 4-aminoquinoline-phthalimides was developed with an aim to evaluate their anti-plasmodial potential. The scaffolds with longer spacer length (n = 6, 8) between two pharmacophores and a halogen substituent on the phthalimide ring displayed good anti-plasmodial activity. Compound 5w, with an optimum combination of hexyl chain as spacer along with a tetra-bromophthalimide ring proved to be most potent and non-cytotoxic among the series exhibiting an IC50 value of 0.10 mu M. (C) 2017 Elsevier Masson SAS. All rights reserved.