N-[3-(4-p-tolyl-piperazin-1-yl)-propyl]-phthalimide | 763877-21-0

• 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: N-[3-(4-p-tolyl-piperazin-1-yl)-propyl]-phthalimide
• 英文别名: 2-[3-[4-(4-methylphenyl)piperazin-1-yl]propyl]isoindole-1,3-dione
• CAS: 763877-21-0
• 化学式: C₂₂H₂₅N₃O₂
• 分子量: 363.459
• InChiKey: RLWKQZGKHMOZKH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  27.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  43.86
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-[3-(4-p-tolyl-piperazin-1-yl)-propyl]-phthalimide 在 molecular sieve 、 三乙酰氧基硼氢化钠 、 肼 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 6.0h， 生成 3-[4-(4-methylphenyl)piperazin-1-yl]-N-[[3-[2-(trifluoromethyl)phenyl]-1,2-oxazol-5-yl]methyl]propan-1-amine
  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：

  1-(4-甲基苯基)哌嗪 、 N-(3-溴丙基)苯二胺 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 N-[3-(4-p-tolyl-piperazin-1-yl)-propyl]-phthalimide
  参考文献：
  名称：

  Synthesis and biological evaluation of oxazole derivatives as T-type calcium channel blockers

  摘要：

  T-type calcium channel is one of therapeutic targets for the treatment of cardiovascular diseases and neuropathic pain. In this study, as a part of our ongoing efforts to develop potent T-type calcium channel blockers, we designed oxazole derivatives substituted with arylpiperazinylalkylamines. The oxazoles were synthesized in a convenient convergent synthetic method, and biologically evaluated against alpha(1G) (Ca(V)3.1) T-type calcium channel. Among total 41 oxazole compounds synthesized, the most active one was the compound 10-35 with an IC(50) value of 0.65 mu M, which is comparable with that of mibefradil. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.030