3-[4-(2,4-dimethylphenyl)-piperazin-1-yl]-propylamine | 808739-18-6

• 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: 3-[4-(2,4-dimethylphenyl)-piperazin-1-yl]-propylamine
• 英文别名: {3-[4-(2,4-Dimethylphenyl)piperazin-1-yl]propyl}amine；3-[4-(2,4-dimethylphenyl)piperazin-1-yl]propan-1-amine
• CAS: 808739-18-6
• 化学式: C₁₅H₂₅N₃
• mdl: MFCD15732528
• 分子量: 247.384
• InChiKey: UNZAPNPQNORXMX-UHFFFAOYSA-N

物化性质

• 沸点：
  396.5±42.0 °C(Predicted)
• 密度：
  1.017±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  32.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(2-甲氧基苯基)-异噁唑-5-甲醛 、 3-[4-(2,4-dimethylphenyl)-piperazin-1-yl]-propylamine 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， 以58.5%的产率得到{3-[4-(2,4-Dimethyl-phenyl)-piperazin-1-yl]-propyl}-[3-(2-methoxy-phenyl)-isoxazol-5-ylmethyl]-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-(2,4-二甲基苯基)哌嗪 在 potassium carbonate 、 肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 3-[4-(2,4-dimethylphenyl)-piperazin-1-yl]-propylamine
  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

文献信息

• Novel aryl and heteroaryl substituted N-[3-(4-phenylpiperazin-1-yl)propyl]-1,2,4-oxadiazole-5-carboxamides as selective GSK-3 inhibitors
  作者：Angela G. Koryakova、Yan A. Ivanenkov、Elena A. Ryzhova、Elena A. Bulanova、Ruben N. Karapetian、Olga V. Mikitas、Eugeny A. Katrukha、Vasily I. Kazey、Ilya Okun、Dmitry V. Kravchenko、Yan V. Lavrovsky、Oleg M. Korzinov、Alexandre V. Ivachtchenko

  DOI：10.1016/j.bmcl.2007.11.121

  日期：2008.6

  heteroaryl substituted N-[3-(4-phenylpiperazin-1-yl)propyl]-1,2,4-oxadiazole-5-carboxamide inhibitors of GSK-3beta kinase are described. The inhibitory activity of the synthesized compounds is highly dependent on the character of substituents in the phenyl ring and the nature of terminal heterocyclic fragment of the core molecular scaffold. The most potent compounds from this series contain 3,4-di-methyl

  一系列新型的GSK-3beta芳基和杂芳基取代的N- [3-（4-苯基哌嗪-1-基）丙基] -1,2,4-恶二唑-5-羧酰胺抑制剂的合成，生物学评估和SAR依赖性描述了激酶。合成化合物的抑制活性高度依赖于苯环中取代基的特性以及核心分子支架的末端杂环片段的特性。该系列中最有效的化合物在苯环和与1,2,4-恶二唑杂环相连的3-吡啶片段内包含3,4-二甲基或2-甲氧基取代基。这些化合物选择性抑制GSK-3beta激酶，其IC（50）值分别为0.35和0.41 microM。
• Synthesis and biological evaluation of novel T-type Ca2+ channel blockers
  作者：Hee Kyung Jung、Munikumar Reddy Doddareddy、Joo Hwan Cha、Hyewhon Rhim、Yong Seo Cho、Hun Yeong Koh、Bong Young Jung、Ae Nim Pae

  DOI：10.1016/j.bmc.2004.06.011

  日期：2004.8.1

  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.