2-(4-pyridin-2-ylpiperazin-1-yl)-N-[[3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-5-yl]methyl]ethanamine | 697287-72-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-(4-pyridin-2-ylpiperazin-1-yl)-N-[[3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-5-yl]methyl]ethanamine
• CAS: 697287-72-2
• 化学式: C₂₂H₂₄F₃N₅O
• 分子量: 431.461
• InChiKey: HOGUCXQBQACFHJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  57.4
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  乙醛 、 2-(4-pyridin-2-ylpiperazin-1-yl)-N-[[3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-5-yl]methyl]ethanamine 在 molecular sieve 、 三乙酰氧基硼氢化钠 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 N-ethyl-2-(4-pyridin-2-ylpiperazin-1-yl)-N-[[3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-5-yl]methyl]ethanamine
  参考文献：
  名称：

  Synthesis and biological evaluation of novel T-type Ca2+ channel blockers

  摘要：

  A small molecule library of piperazinylalkylisoxazole derivatives containing about 600 compounds was designed, synthesized and evaluated for blocking effects on T-type Ca2+ channel. Several ligands were identified to possess high inhibitory activity against the T-type Ca2+ channel. The compound 21 with trifluoromethyl substituents at C-3-position of phenyl group (W) and C-2-position of phenyl group (R-2) showed the highest inhibitory activity with IC50 value of 1.02 muM, which is comparable to that of mibefradil. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.06.011
• 作为产物：
  描述：

  2-(trifluoromethyl)benzaldehyde oxime 在 吡啶 、 N-氯代丁二酰亚胺 、 molecular sieve 、 silica gel 、 三乙酰氧基硼氢化钠 、 pyridinium chlorochromate 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 8.5h， 生成 2-(4-pyridin-2-ylpiperazin-1-yl)-N-[[3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-5-yl]methyl]ethanamine
  参考文献：
  名称：

  Synthesis and biological evaluation of novel T-type Ca2+ channel blockers

  摘要：

  A small molecule library of piperazinylalkylisoxazole derivatives containing about 600 compounds was designed, synthesized and evaluated for blocking effects on T-type Ca2+ channel. Several ligands were identified to possess high inhibitory activity against the T-type Ca2+ channel. The compound 21 with trifluoromethyl substituents at C-3-position of phenyl group (W) and C-2-position of phenyl group (R-2) showed the highest inhibitory activity with IC50 value of 1.02 muM, which is comparable to that of mibefradil. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.06.011