1-(quinolin-6-ylmethyl)-6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole | 1448429-52-4

• 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-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-1H-pyrazol-4-yl}-1H-indazole
• CAS: 1448429-52-4
• 化学式: C₃₂H₃₉N₅OSi
• 分子量: 537.78
• InChiKey: KFHKXMBLOGYCPH-OGESRWMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.0
• 重原子数：
  39.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  57.76
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  1-(quinolin-6-ylmethyl)-6-{1-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-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99%的产率得到1-(quinolin-6-ylmethyl)-6-[1-((1R,4R)-4-hydroxy-cyclohexyl)-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-[(1R,4R)-4-(tert-butyldimethylsilyloxy)cyclohexyl]-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.