{2-[(7-chloroquinolin-4-yl)amino]phenyl}chloromethane | 1435475-02-7

• 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: {2-[(7-chloroquinolin-4-yl)amino]phenyl}chloromethane
• 英文别名: 7-chloro-N-[2-(chloromethyl)phenyl]quinolin-4-amine
• CAS: 1435475-02-7
• 化学式: C₁₆H₁₂Cl₂N₂
• 分子量: 303.191
• InChiKey: FILJRRBUAZTVSU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  {2-[(7-chloroquinolin-4-yl)amino]phenyl}chloromethane 在 sodium azide 、 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 12.0h， 生成 (2R,3S)-[((-2-(7-chloroquinolin-4-yl)aminobenzyl)-1H-1,2,3-triazol-4-yl)methyl]-3-benzamido-2-hydroxy-3-phenylpropanamide
  参考文献：
  名称：

  Design, Synthesis, and Antiplasmodial Activity of Hybrid Compounds Based on (2R,3S)-N-Benzoyl-3-phenylisoserine

  摘要：

  A series of hybrid compounds based, on.(2R,3S)-N-benzoyl-3-phenylisoserine, artemisinin, and quinoline moieties was synthesized and tested for in vitro antiplasmodial activity against erythrocytic stages of K1 and W2 strains of Plasmodium falciparum Two hybrid compounds incorporating (2R,3S)-N-benzoyl-3-phenylisoserine and artemisinin scaffolds were 3- to 4-fold more active than dihydroartemisinin, with nanomolar IC50 values against Plasmodium falciparum K1 strain.

  DOI：

  10.1021/ml400164t
• 作为产物：
  描述：

  {2-[(7-chloroquinolin-4-yl)amino]phenyl}methanol 在 氯化亚砜 、 N,N-二甲基甲酰胺 作用下， 以60%的产率得到{2-[(7-chloroquinolin-4-yl)amino]phenyl}chloromethane
  参考文献：
  名称：

  Design, Synthesis, and Antiplasmodial Activity of Hybrid Compounds Based on (2R,3S)-N-Benzoyl-3-phenylisoserine

  摘要：

  A series of hybrid compounds based, on.(2R,3S)-N-benzoyl-3-phenylisoserine, artemisinin, and quinoline moieties was synthesized and tested for in vitro antiplasmodial activity against erythrocytic stages of K1 and W2 strains of Plasmodium falciparum Two hybrid compounds incorporating (2R,3S)-N-benzoyl-3-phenylisoserine and artemisinin scaffolds were 3- to 4-fold more active than dihydroartemisinin, with nanomolar IC50 values against Plasmodium falciparum K1 strain.

  DOI：

  10.1021/ml400164t

文献信息

• Design, Synthesis, and Antiplasmodial Activity of Hybrid Compounds Based on (2<i>R</i>,3<i>S</i>)-<i>N</i>-Benzoyl-3-phenylisoserine
  作者：Peter M. Njogu、Jiri Gut、Philip J. Rosenthal、Kelly Chibale

  DOI：10.1021/ml400164t

  日期：2013.7.11

  A series of hybrid compounds based, on.(2R,3S)-N-benzoyl-3-phenylisoserine, artemisinin, and quinoline moieties was synthesized and tested for in vitro antiplasmodial activity against erythrocytic stages of K1 and W2 strains of Plasmodium falciparum Two hybrid compounds incorporating (2R,3S)-N-benzoyl-3-phenylisoserine and artemisinin scaffolds were 3- to 4-fold more active than dihydroartemisinin, with nanomolar IC50 values against Plasmodium falciparum K1 strain.