3-[[3-(6-Methylpyridin-2-yl)-4-quinolin-4-ylpyrazol-1-yl]methyl]benzonitrile | 1239466-22-8

• 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: 3-[[3-(6-Methylpyridin-2-yl)-4-quinolin-4-ylpyrazol-1-yl]methyl]benzonitrile
• CAS: 1239466-22-8
• 化学式: C₂₆H₁₉N₅
• 分子量: 401.47
• InChiKey: MOSBNPJRRQLTDV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  67.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-[[3-(6-Methylpyridin-2-yl)-4-quinolin-4-ylpyrazol-1-yl]methyl]benzonitrile 在 水 、 双氧水 、 sodium hydroxide 作用下， 以 乙醇 为溶剂， 以90%的产率得到3-[[3-(6-Methylpyridin-2-yl)-4-quinolin-4-ylpyrazol-1-yl]methyl]benzamide
  参考文献：
  名称：

  Synthesis and biological evaluation of 2-pyridyl-substituted pyrazoles and imidazoles as transforming growth factor-β type 1 receptor kinase inhibitors

  摘要：

  A series of 2-pyridyl-substituted pyrazoles (16a-d, 17, 18, and 28a-e) and imidazoles (22 and 23) has been synthesized and evaluated for their ALK5 inhibitory activity in cell-based luciferase reporter assays. Among them, 3-(3-(6-methylpyridin-2-yl)-4-(quinolin-6-yl)-1H-pyrazole-1-carbothioamido)benzamide (28c) showed 96% and 93% inhibition at 0.1 mu M in luciferase reporter assays using HaCaT cells transiently transfected with p3TP-luc reporter construct and ARE-luc reporter construct, respectively. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.032
• 作为产物：
  描述：

  3-氰基苄基溴 、 4-[3-(6-甲基-2-吡啶基)-1H-吡唑-4-基]喹啉 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以75%的产率得到3-[[3-(6-Methylpyridin-2-yl)-4-quinolin-4-ylpyrazol-1-yl]methyl]benzonitrile
  参考文献：
  名称：

  Synthesis and biological evaluation of 2-pyridyl-substituted pyrazoles and imidazoles as transforming growth factor-β type 1 receptor kinase inhibitors

  摘要：

  A series of 2-pyridyl-substituted pyrazoles (16a-d, 17, 18, and 28a-e) and imidazoles (22 and 23) has been synthesized and evaluated for their ALK5 inhibitory activity in cell-based luciferase reporter assays. Among them, 3-(3-(6-methylpyridin-2-yl)-4-(quinolin-6-yl)-1H-pyrazole-1-carbothioamido)benzamide (28c) showed 96% and 93% inhibition at 0.1 mu M in luciferase reporter assays using HaCaT cells transiently transfected with p3TP-luc reporter construct and ARE-luc reporter construct, respectively. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.032

文献信息

• Synthesis and biological evaluation of 2-pyridyl-substituted pyrazoles and imidazoles as transforming growth factor-β type 1 receptor kinase inhibitors
  作者：Purushottam M. Dewang、Dae-Kee Kim

  DOI：10.1016/j.bmcl.2010.05.032

  日期：2010.7

  A series of 2-pyridyl-substituted pyrazoles (16a-d, 17, 18, and 28a-e) and imidazoles (22 and 23) has been synthesized and evaluated for their ALK5 inhibitory activity in cell-based luciferase reporter assays. Among them, 3-(3-(6-methylpyridin-2-yl)-4-(quinolin-6-yl)-1H-pyrazole-1-carbothioamido)benzamide (28c) showed 96% and 93% inhibition at 0.1 mu M in luciferase reporter assays using HaCaT cells transiently transfected with p3TP-luc reporter construct and ARE-luc reporter construct, respectively. (C) 2010 Elsevier Ltd. All rights reserved.