2-benzyl-1-[3-(4-methyl-piperazin-1-yl)-propyl]-1H-benzimidazol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 2-benzyl-1-[3-(4-methyl-piperazin-1-yl)-propyl]-1H-benzimidazol
• 英文别名: 2-Benzyl-1-[3-(4-methylpiperazin-1-yl)propyl]benzimidazole；2-benzyl-1-[3-(4-methylpiperazin-1-yl)propyl]benzimidazole
• 化学式: C₂₂H₂₈N₄
• 分子量: 348.491
• InChiKey: CEXSLRSSQWYFLN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  24.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  1-(3-氨丙基)-4-甲基哌嗪 在 盐酸 作用下， 以 1,4-二氧六环 、 甲醇 为溶剂， 反应 3.0h， 生成 2-benzyl-1-[3-(4-methyl-piperazin-1-yl)-propyl]-1H-benzimidazol
  参考文献：
  名称：

  Traceless synthesis of benzimidazoles on solid support

  摘要：

  Traceless solid-phase syntheses of benzimidazoles and 5-(benzimidazol-2-yl)benzimidazoles on 2-(4-formyl-3-methoxyphenoxy)ethyl polystyrene are described. No auxiliary functional groups are left in the products after ultimate cleavage and cyclization. (C) 1999 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(99)00592-2

文献信息

• Parallel synthesis of a series of potentially brain penetrant aminoalkyl benzoimidazoles
  作者：Iolanda Micco、Arianna Nencini、Joanna Quinn、Hendrick Bothmann、Chiara Ghiron、Alessandro Padova、Silvia Papini

  DOI：10.1016/j.bmc.2007.11.068

  日期：2008.3

  Alpha7 agonists were identified via GOLD (CCDC) docking in the putative agonist binding site of an alpha7 homology model and a series of aminoalkyl benzoimidazoles was synthesised to obtain potentially brain penetrant drugs. The array was prepared starting from the reaction of ortho-fluoronitrobenzenes with a selection of diamines, followed by reduction of the nitro group to obtain a series of monoalkylated phenylene diamines. N,N'-Carbonyidiimidazole (CDI) mediated acylation, followed by a parallel automated work-up procedure, afforded the monoacylated phenylenediamines which were cyclised under acidic conditions. Parallel work-up and purification afforded the array products in good yields and purities with a robust parallel methodology which will be useful for other libraries. Screening for alpha7 activity revealed compounds with agonist activity for the receptor. (C) 2007 Elsevier Ltd. All rights reserved.
• Traceless synthesis of benzimidazoles on solid support
  作者：Anatoly Mazurov

  DOI：10.1016/s0960-894x(99)00592-2

  日期：2000.1

  Traceless solid-phase syntheses of benzimidazoles and 5-(benzimidazol-2-yl)benzimidazoles on 2-(4-formyl-3-methoxyphenoxy)ethyl polystyrene are described. No auxiliary functional groups are left in the products after ultimate cleavage and cyclization. (C) 1999 Elsevier Science Ltd. All rights reserved.