1-(quinolin-6-ylmethyl)-6-[1-(2-tetrahydro-2H-pyran-2-yloxyethyl)-1H-pyrazol-4-yl]-1H-indazole | 1448429-50-2

• 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: 1-(quinolin-6-ylmethyl)-6-[1-(2-tetrahydro-2H-pyran-2-yloxyethyl)-1H-pyrazol-4-yl]-1H-indazole
• 英文别名: 6-[[6-[1-[2-(Oxan-2-yloxy)ethyl]pyrazol-4-yl]indazol-1-yl]methyl]quinoline；6-[[6-[1-[2-(oxan-2-yloxy)ethyl]pyrazol-4-yl]indazol-1-yl]methyl]quinoline
• CAS: 1448429-50-2
• 化学式: C₂₇H₂₇N₅O₂
• 分子量: 453.544
• InChiKey: KUZAYSZLNQTGIG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  67
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(quinolin-6-ylmethyl)-6-[1-(2-tetrahydro-2H-pyran-2-yloxyethyl)-1H-pyrazol-4-yl]-1H-indazole 在 盐酸 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 水 为溶剂， 反应 1.0h， 以97%的产率得到1-(quinolin-6-ylmethyl)-6-[1-(2-hydroxyethyl)-1H-pyrazol-4-yl]-1H-indazole
  参考文献：
  名称：

  Indazoles as potential c-met inhibitors: Design, synthesis and molecular docking studies

  摘要：

  Deregulation of the receptor tyrosine kinase c-Met has been implicated in several human cancers and is considered as an attractive target for small molecule drug discovery. In this study, a series of indazoles were designed, synthesized and evaluated as novel c-Met inhibitors. The results showed that the majority of the compounds exhibited significant inhibition on c-Met and compound 4d showed highest activity against c-Met with IC50 value of 0.17 mu M in TR-FRET-based assay and IC50 value of 5.45 mu M in cell-based assay as compared to other tested compounds. Molecular docking experiments verified the results and explained the molecular mechanism of pretty activities to c-Met. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.004
• 作为产物：
  描述：

  6-溴吲唑 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 四氢呋喃 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 1-(quinolin-6-ylmethyl)-6-[1-(2-tetrahydro-2H-pyran-2-yloxyethyl)-1H-pyrazol-4-yl]-1H-indazole
  参考文献：
  名称：

  Indazoles as potential c-met inhibitors: Design, synthesis and molecular docking studies

  摘要：

  Deregulation of the receptor tyrosine kinase c-Met has been implicated in several human cancers and is considered as an attractive target for small molecule drug discovery. In this study, a series of indazoles were designed, synthesized and evaluated as novel c-Met inhibitors. The results showed that the majority of the compounds exhibited significant inhibition on c-Met and compound 4d showed highest activity against c-Met with IC50 value of 0.17 mu M in TR-FRET-based assay and IC50 value of 5.45 mu M in cell-based assay as compared to other tested compounds. Molecular docking experiments verified the results and explained the molecular mechanism of pretty activities to c-Met. (C) 2013 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2013.04.004

文献信息

• Indazoles as potential c-met inhibitors: Design, synthesis and molecular docking studies
  作者：Lianbao Ye、Xiaomin Ou、Yuanxin Tian、Bangwei Yu、Yan Luo、Binghong Feng、Hansen Lin、Jiajie Zhang、Shuguang Wu

  DOI：10.1016/j.ejmech.2013.04.004

  日期：2013.7

  Deregulation of the receptor tyrosine kinase c-Met has been implicated in several human cancers and is considered as an attractive target for small molecule drug discovery. In this study, a series of indazoles were designed, synthesized and evaluated as novel c-Met inhibitors. The results showed that the majority of the compounds exhibited significant inhibition on c-Met and compound 4d showed highest activity against c-Met with IC50 value of 0.17 mu M in TR-FRET-based assay and IC50 value of 5.45 mu M in cell-based assay as compared to other tested compounds. Molecular docking experiments verified the results and explained the molecular mechanism of pretty activities to c-Met. (C) 2013 Elsevier Masson SAS. All rights reserved.