3-(4-(4-methylphenyl)-1-piperazinyl)propylamine | 40255-47-8

• 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-(4-methylphenyl)-1-piperazinyl)propylamine
• 英文别名: 1-(3-aminopropyl)-4-(4-methylphenyl)piperazine；1-p-Tolyl-4-(3-aminopropyl)-piperazin；1-(3-Aminoipropyl)-4-(2-tolyl)piperazin；3-(4-p-tolyl-piperazin-1-yl)-propylamine；1-(3-amino-propyl)-4-p-tolyl-piperazine；{3-[4-(4-Methylphenyl)piperazin-1-yl]propyl}amine；3-[4-(4-methylphenyl)piperazin-1-yl]propan-1-amine
• CAS: 40255-47-8
• 化学式: C₁₄H₂₃N₃
• mdl: MFCD15732526
• 分子量: 233.357
• InChiKey: QGDYQOBBDRREIR-UHFFFAOYSA-N

物化性质

• 沸点：
  384.7±42.0 °C(Predicted)
• 密度：
  1.028±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.57
• 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-(4-(4-methylphenyl)-1-piperazinyl)propylamine 在 盐酸 、 sodium borohydrid 、 sodium carbonate 、 对甲苯磺酸 作用下， 以 乙醇 、 环己酮 、 苯 为溶剂， 以45%的产率得到1-(3-cyclohexylamino-propyl)-4-p-tolyl-piperazine
  参考文献：
  名称：

  Piperazine compounds

  摘要：

  式为##STR1##的哌嗪化合物，其中R.sub.1是卤素，低烷基，低烷氧基或三氟甲基，R.sub.2和R.sub.3与它们附着的氮原子一起形成一个饱和的杂环，该杂环具有n个环原子，n为4-8，具有镇痛活性。

  公开号：

  US04119719A1
• 作为产物：
  描述：

  3-[4-(4-甲基苯基)哌嗪-1-基]丙腈 在 W-6 Raney nickel 氢气 作用下， 以 甲醇 、 氨 为溶剂， 反应 8.0h， 生成 3-(4-(4-methylphenyl)-1-piperazinyl)propylamine
  参考文献：
  名称：

  Korgaonkar; Kulkarni; Samant, Journal of the Indian Chemical Society, 1983, vol. 60, # 9, p. 874 - 876

  摘要：

  DOI：

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。
• Potential Antagonists of Excitatory Amino Acids and Anticonvulsants: Some Heterocyclic (±)-Pyrrolidine-2-carboxamides
  作者：Vladimír Valenta、Karel Dobrovský、Ivan Krejčí、Zdeněk Polívka

  DOI：10.1135/cccc19961077

  日期：——

  The benzylpyrrolidine amides 1a-1d, 3a-3e, 5a, and 5b were prepared from N-benzyl-L-proline methyl ester with corresponding diamines. Compounds 2a-2d, 4b, and 4e have similarly been synthesized from L-proline methyl ester and the corresponding diamines in refluxing methanol. In both cases, the reactions were accompanied by racemization. Prepared amides were transformed to salts, suitable for pharmacological testing (hydrogen maleates, hydrogen oxalates and hydrochlorides). The products were tested by selected methods of biochemical and behavioural pharmacology.

  苯甲基吡咯啉酰胺1a-1d、3a-3e、5a和5b是由N-苯甲基-L-脯氨酸甲酯与相应的二胺制备而成。化合物2a-2d、4b和4e同样是由L-脯氨酸甲酯和相应的二胺在沸腾的甲醇中合成。在两种情况下，反应都伴随着外消旋反应。制备的酰胺被转化为适合进行药理学测试的盐（马来酸氢盐、草酸氢盐和盐酸盐）。这些产物通过生化和行为药理学的选定方法进行了测试。
• 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.
• Desai; Samant, Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 2000, vol. 39, # 6, p. 455 - 457
  作者：Desai、Samant

  DOI：——

  日期：——
• Samant; Kulkarni, Journal of the Indian Chemical Society, 1981, vol. 58, # 7, p. 692 - 694
  作者：Samant、Kulkarni

  DOI：——

  日期：——