(2R,3S)-[(((7-chloroquinolin-4-yl)aminopropyl)-1H-1,2,3-triazol-4-yl)methyl]-3-benzamido-2-hydroxy-3-phenylpropanamide | 1435475-05-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (2R,3S)-[(((7-chloroquinolin-4-yl)aminopropyl)-1H-1,2,3-triazol-4-yl)methyl]-3-benzamido-2-hydroxy-3-phenylpropanamide
• 英文别名: N-[(1S,2R)-3-[[1-[3-[(7-chloroquinolin-4-yl)amino]propyl]triazol-4-yl]methylamino]-2-hydroxy-3-oxo-1-phenylpropyl]benzamide
• CAS: 1435475-05-0
• 化学式: C₃₁H₃₀ClN₇O₃
• 分子量: 584.077
• InChiKey: ZFZPIOHPMQPDPZ-URLMMPGGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  42
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  134
• 氢给体数：
  4
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  3-[(7-chloroquinolin-4-yl)amino]propan-1-ol 在 氯化亚砜 、 sodium azide 、 copper(ll) sulfate pentahydrate 、 sodium ascorbate 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 12.0h， 生成 (2R,3S)-[(((7-chloroquinolin-4-yl)aminopropyl)-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

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.