5-bromo-1-{1-[3-(7-chloro-quinolin-4-ylamino)propyl]-1H-[1,2,3]triazol-4-ylmethyl}-1H-indole-2,3-dione | 1430681-99-4

• 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: 5-bromo-1-{1-[3-(7-chloro-quinolin-4-ylamino)propyl]-1H-[1,2,3]triazol-4-ylmethyl}-1H-indole-2,3-dione
• 英文别名: 5-Bromo-1-[[1-[3-[(7-chloro-4-quinolyl)amino]propyl]triazol-4-yl]methyl]indoline-2,3-dione；5-bromo-1-[[1-[3-[(7-chloroquinolin-4-yl)amino]propyl]triazol-4-yl]methyl]indole-2,3-dione
• CAS: 1430681-99-4
• 化学式: C₂₃H₁₈BrClN₆O₂
• 分子量: 525.792
• InChiKey: DRAJKGKHUONVBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  33
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  93
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3-[(7-chloroquinolin-4-yl)amino]propan-1-ol 在 sodium azide 、 copper(ll) sulfate pentahydrate 、 (+)-sodium ascorbate 、 三乙胺 作用下， 以 乙醇 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 19.0h， 生成 5-bromo-1-{1-[3-(7-chloro-quinolin-4-ylamino)propyl]-1H-[1,2,3]triazol-4-ylmethyl}-1H-indole-2,3-dione
  参考文献：
  名称：

  Azide-alkyne cycloaddition en route to 1 H -1,2,3-triazole-tethered 7-chloroquinoline-isatin chimeras: Synthesis and antimalarial evaluation

  摘要：

  We describe the synthesis and antimalarial activities of 1H-1,2,3-triazole tethered 7-chloroquinoline-isatin hybrids. Activity against cultured parasites was dependent on the C-5 substituent of the isatin ring as well as the alkyl chain length between the isatin and 7-chloroquinoline moieties. Compound 8h, with an optimum alkyl chain length (n = 3) and a chloro substituent at the C-5 position of the isatin ring, displayed the best activity among the test compounds, with IC50 value of 1.21 mu M against cultured W2-strain Plasmodium falciparum. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.01.032

文献信息

• Azide-alkyne cycloaddition en route to 1 H -1,2,3-triazole-tethered 7-chloroquinoline-isatin chimeras: Synthesis and antimalarial evaluation
  作者：Raghu Raj、Pardeep Singh、Parvesh Singh、Jiri Gut、Philip J. Rosenthal、Vipan Kumar

  DOI：10.1016/j.ejmech.2013.01.032

  日期：2013.4

  We describe the synthesis and antimalarial activities of 1H-1,2,3-triazole tethered 7-chloroquinoline-isatin hybrids. Activity against cultured parasites was dependent on the C-5 substituent of the isatin ring as well as the alkyl chain length between the isatin and 7-chloroquinoline moieties. Compound 8h, with an optimum alkyl chain length (n = 3) and a chloro substituent at the C-5 position of the isatin ring, displayed the best activity among the test compounds, with IC50 value of 1.21 mu M against cultured W2-strain Plasmodium falciparum. (C) 2013 Elsevier Masson SAS. All rights reserved.