4-(1-benzotriazolyl)-7-chloroquinoline | 851900-02-2

• 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: 4-(1-benzotriazolyl)-7-chloroquinoline
• 英文别名: 4-(Benzotriazol-1-yl)-7-chloroquinoline
• CAS: 851900-02-2
• 化学式: C₁₅H₉ClN₄
• 分子量: 280.716
• InChiKey: NRUJGPWSSXDQIZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  43.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4-(1-benzotriazolyl)-7-chloroquinoline 在 polyphosphoric acid 作用下， 以78%的产率得到3-chloro-11H-indolo[3,2-c]quinoline
  参考文献：
  名称：

  Synthesis and antimalarial evaluation of novel isocryptolepine derivatives

  摘要：

  A series of mono- and di-substituted analogues of isocryptolepine have been synthesized and evaluated for in vitro antimalarial activity against chloroquine sensitive (3D7) and resistant (W2mef) Plasmodium falciparum and for cytotoxicity (3T3 cells). Di-halogenated compounds were the most potent derivatives and 8-bromo-2-chloroisocryptolepine displayed the highest selectivity index (106; the ratio of cytotoxicity (IC(50) = 9005 nM) to antimalarial activity (IC(50) = 85 nM)). Our evaluation of novel isocryptolepine compounds has demonstrated that di-halogenated derivatives are promising antimalarial lead compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.037
• 作为产物：
  描述：

  T406石油添加剂 、 4,7-二氯喹啉 反应 0.5h， 以78%的产率得到4-(1-benzotriazolyl)-7-chloroquinoline
  参考文献：
  名称：

  Synthesis and antimalarial evaluation of novel isocryptolepine derivatives

  摘要：

  A series of mono- and di-substituted analogues of isocryptolepine have been synthesized and evaluated for in vitro antimalarial activity against chloroquine sensitive (3D7) and resistant (W2mef) Plasmodium falciparum and for cytotoxicity (3T3 cells). Di-halogenated compounds were the most potent derivatives and 8-bromo-2-chloroisocryptolepine displayed the highest selectivity index (106; the ratio of cytotoxicity (IC(50) = 9005 nM) to antimalarial activity (IC(50) = 85 nM)). Our evaluation of novel isocryptolepine compounds has demonstrated that di-halogenated derivatives are promising antimalarial lead compounds. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.037

文献信息

• CASEIN KINASE 1DELTA (CK1DELTA) INHIBITORS
  申请人：Electrophoretics Limited

  公开号：EP2651404B1

  公开（公告）日：2015-10-14
• CASEIN KINASE 1DELTA (CK 1DELTA) INHIBITORS
  申请人：Sheridan Joseph M.

  公开号：US20140018540A1

  公开（公告）日：2014-01-16

  The invention relates to pharmaceutical compositions comprising casein kinase 1 delta (CK1δ) and to the use of said inhibitors in the treatment of neurodegenerative disorders such as Alzheimer's disease.
• CASEIN KINASE 1delta (CK 1delta) INHIBITORS AND THEIR USE IN THE TREATMENT OF NEURODEGENERATIVE DISEASES SUCH AS TAUOPATHIES
  申请人：Electrophoretics Limited

  公开号：US20160354375A1

  公开（公告）日：2016-12-08

  The invention relates to pharmaceutical compositions comprising casein kinase 1 delta (CK1δ) and to the use of said inhibitors in the treatment of neurodegenerative disorders such as Alzheimer's disease.
• US9763947B2
  申请人：——

  公开号：US9763947B2

  公开（公告）日：2017-09-19
• US9789111B2
  申请人：——

  公开号：US9789111B2

  公开（公告）日：2017-10-17