{2-[(7-chloroquinolin-4-yl)amino]phenyl}methanol | 49712-66-5

• 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}methanol
• 英文别名: [2-[(7-Chloroquinolin-4-yl)amino]phenyl]methanol
• CAS: 49712-66-5
• 化学式: C₁₆H₁₃ClN₂O
• 分子量: 284.745
• InChiKey: NMXWHPJUBCZMFS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 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：
  45.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  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
• 作为产物：
  描述：

  邻氨基苯甲醇 、 4,7-二氯喹啉 以 乙醇 为溶剂， 反应 5.0h， 以35%的产率得到{2-[(7-chloroquinolin-4-yl)amino]phenyl}methanol
  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

• [EN] INHIBITION OF THE GROWTH OF TUMOUR CELLS<br/>[FR] INHIBITION DE LA CROISSANCE DE CELLULES TUMORALES
  申请人：UNIV PRETORIA

  公开号：WO2008135886A2

  公开（公告）日：2008-11-13

  (EN) The invention provides the use of a compound selected from compounds of the formula (2) and pharmaceutically acceptable salts thereof in which: R1 is halogen; either R2 is H and R3 is XR4 or R3 is H and R2 is XR4; X is -COCH=CH- or -CH=CHCO-; and XR4 is Formula (I) in which: R5, R6, R7, and R8 are independently H, halogen, OR9 or CH2- NR10R11 in which R9 is H or C1-C3 alkyl and R10 and R11 are together or independently H, pyrrolidinyl, piperidinyl, morpholinyl, -CH2 - morpholine, 1 -ethyl-1 -piperizinyl, t- butylamino, dimethylamino or diethylamino, in the manufacture of a medicament for the inhibition of the growth of tumour cells.(FR) L'invention concerne l'utilisation d'un composé choisi parmi des composés de la formule (2) et des sels pharmaceutiquement acceptables de ceux-ci, dans laquelle : R1 est halogène; soit R2 est H et R3 est XR4, soit R3 est H et R2 est XR4; X est -COCH=CH- ou -CH=CHCO-; et XR4 est représenté par la formule (I) dans laquelle : R5, R6, R7 et R8 sont indépendamment H, halogène, OR9 ou CH2- NR10R11, R9 étant H ou alkyle en C1-C3 et R10 et R11 étant ensembles ou indépendamment H pyrrolidinyle, piperidinyle, morpholinyle, -CH2- morpholine, 1-éthyl-1-piperizinyl, t-butylamino, diméthylamino ou diéthylamino, cette utilisation étant dans la fabrication d'un médicament pour l'inhibition de la croissance de cellules tumorales.
• 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.