N-cyclohexyl-2-(4-cyclopentylpiperazin-1-yl)acetamide | 1259917-08-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N-cyclohexyl-2-(4-cyclopentylpiperazin-1-yl)acetamide
• CAS: 1259917-08-2
• 化学式: C₁₇H₃₁N₃O
• 分子量: 293.453
• InChiKey: KNJJOWALGUDOAQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.94
• 拓扑面积：
  35.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  环己胺 在 sodium carbonate 作用下， 以 乙醇 、 水 、 乙腈 为溶剂， 反应 2.0h， 生成 N-cyclohexyl-2-(4-cyclopentylpiperazin-1-yl)acetamide
  参考文献：
  名称：

  Favorskii-Like Rearrangement of an Aliphatic α-Halo Amide

  摘要：

  The reaction of the -bromoamide 2a with 1-cyclopentylpiperazine gives the Favorskii-like rearranged product 4 when the reaction is heated to 70 degrees C in a mixture of aqueous potassium hydroxide and ethanol. However, when solid sodium carbonate/potassium iodide is used in ethanol, the nonrearranged product 3a is formed instead. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.

  DOI：

  10.1080/00397911.2011.629357

文献信息

• Synthesis and biological evaluation of Esaprazole analogues showing σ1 binding and neuroprotective properties in vitro
  作者：Nicholas M. Kelly、Anja Wellejus、Heidi Elbrønd-Bek、Morten Sloth Weidner、Signe Humle Jørgensen

  DOI：10.1016/j.bmc.2013.02.058

  日期：2013.6

  surprisingly discovered to have neuroprotective activities and σ1 binding in vitro. A highly diverse set of Esaprazole analogues 2–5 was prepared in order to increase blood–brain barrier penetration. The analogues showed a structure–activity relationship at the σ1 receptor closely matching already published pharmacophores. Many of the analogues were shown to have neuroprotective properties in two assays using

  Esaprazole，分子先前承认，以防止胃和肠道溃疡惊奇地发现有神经保护活动和σ 1体外结合。高度多样化Esaprazole的类似物2 - 5是为了提高血脑屏障渗透制备。所述类似物表现出在σ的结构-活性关系1紧密匹配的已公开的药效受体。在使用暴露于谷氨酸和过氧化氢的皮层神经元的原代培养物的两种测定中，许多类似物被证明具有神经保护特性。但是，无法针对这两种测定法开发出明显的SAR。还研究了类似物的代谢稳定性，并研究了R的结构图1对化合物的ADME性能有重要影响，产生了两个系列的化合物。R 1为H或酰基的化合物在RLM中具有良好的代谢稳定性，但BBB渗透性较差，而R 1为环或双环烷基的化合物具有较弱的代谢稳定性，但BBB渗透性良好。
• [EN] AMINOALKAMIDES FOR USE IN THE TREATMENT OF INFLAMMATORY, DEGENERATIVE OR DEMYELINATING DISEASES OF THE CNS<br/>[FR] AMINOALCAMIDES POUR UNE UTILISATION DANS LE TRAITEMENT DE MALADIES INFLAMMATOIRES, DÉGÉNÉRATIVES OU DÉMYÉLINISANTES DU SYSTÈME NERVEUX CENTRAL
  申请人：NENSIUS RES AS

  公开号：WO2011000945A9

  公开（公告）日：2011-04-07
• Favorskii-Like Rearrangement of an Aliphatic α-Halo Amide
  作者：Nicholas M. Kelly、Anja Wellejus、Heidi Elbrønd-Bek、Morten Sloth Weidner、Signe Humle Jørgensen

  DOI：10.1080/00397911.2011.629357

  日期：2013.5.3

  The reaction of the -bromoamide 2a with 1-cyclopentylpiperazine gives the Favorskii-like rearranged product 4 when the reaction is heated to 70 degrees C in a mixture of aqueous potassium hydroxide and ethanol. However, when solid sodium carbonate/potassium iodide is used in ethanol, the nonrearranged product 3a is formed instead. Supplemental materials are available for this article. Go to the publisher's online edition of Synthetic Communications (R) to view the free supplemental file.