N-[2-(7-chloro-quinolin-4-ylamino)ethyl]-4-(6-p-tolyl[1,2,4,5]tetroxan-3-yl)benzamide | 1312773-33-3

• 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-(7-chloro-quinolin-4-ylamino)ethyl]-4-(6-p-tolyl[1,2,4,5]tetroxan-3-yl)benzamide
• 英文别名: N-[2-[(7-chloro-4-quinolyl)amino]ethyl]-4-[6-(p-tolyl)-1,2,4,5-tetraoxan-3-yl]benzamide；N-[2-[(7-chloroquinolin-4-yl)amino]ethyl]-4-[6-(4-methylphenyl)-1,2,4,5-tetraoxan-3-yl]benzamide
• CAS: 1312773-33-3
• 化学式: C₂₇H₂₄ClN₃O₅
• 分子量: 505.958
• InChiKey: KIZPOKFJTAIQDI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  90.9
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-(6-p-tolyl[1,2,4,5]tetroxan-3-yl)benzoic acid 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 2.75h， 生成 N-[2-(7-chloro-quinolin-4-ylamino)ethyl]-4-(6-p-tolyl[1,2,4,5]tetroxan-3-yl)benzamide
  参考文献：
  名称：

  Synthesis and in vitro antimalarial activity of tetraoxane-amine/amide conjugates

  摘要：

  A series of tetraoxanes, tetraoxane-amine and tetraoxane-amide conjugates have been synthesized and screened for in vitro antimalarial activity against chloroquine-sensitive and chloroquine-resistant strains of Plasmodium falciparum. Most of the conjugates showed slightly better antimalarial activity than the parent tetraoxanes. Three of the conjugate compounds were potentially active with IC(50) values in the range of 0.38-0.80 mu M. Cytotoxicity of four selected compounds was also evaluated in a panel of four cancer (SK-MEL, KB, BT-549, SK-OV-3) and two non-cancer (Vero and LLC-PK(11)) cell lines up to a concentration of 25 mu M and none of the compounds was found toxic to any of the cells. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.04.002

文献信息

• Synthesis and in vitro antimalarial activity of tetraoxane-amine/amide conjugates
  作者：Nitin Kumar、Shabana I. Khan、Himanshu Atheaya、Ritu Mamgain、Diwan S. Rawat

  DOI：10.1016/j.ejmech.2011.04.002

  日期：2011.7

  A series of tetraoxanes, tetraoxane-amine and tetraoxane-amide conjugates have been synthesized and screened for in vitro antimalarial activity against chloroquine-sensitive and chloroquine-resistant strains of Plasmodium falciparum. Most of the conjugates showed slightly better antimalarial activity than the parent tetraoxanes. Three of the conjugate compounds were potentially active with IC(50) values in the range of 0.38-0.80 mu M. Cytotoxicity of four selected compounds was also evaluated in a panel of four cancer (SK-MEL, KB, BT-549, SK-OV-3) and two non-cancer (Vero and LLC-PK(11)) cell lines up to a concentration of 25 mu M and none of the compounds was found toxic to any of the cells. (C) 2011 Elsevier Masson SAS. All rights reserved.