1-benzylpiperidine-4-carboxylic acid pentylamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 1-benzylpiperidine-4-carboxylic acid pentylamide
• 英文别名: 1-benzyl-N-pentylpiperidine-4-carboxamide
• 化学式: C₁₈H₂₈N₂O
• 分子量: 288.433
• InChiKey: AOTFJDNTOUGIPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  21
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  32.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-benzylpiperidine-4-carboxylic acid pentylamide 在 dimethyl sulfide borane 、 盐酸 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以41%的产率得到N-(1-benzylpiperidin-4-ylmethyl)-N-pentylamine
  参考文献：
  名称：

  [35S]GTPγS binding studies of amphiphilic drugs-activated Gi proteins: A caveat

  摘要：

  This paper documents a serious problem met during the testing of Gi protein-activating properties of a new series of synthetic compounds by measuring the induced binding of [(35)S]GTP gamma S to different subtypes of Gi protein. The problem arose from the strong affinity between [(35)S]GTP gamma S and the tested compounds, that are characterized by several (2-4) positive charges and high lipophilicity. Apparently, such affinity yields insoluble, labelled complexes that, also in the absence of Gi protein, are retained on the filters and give rise to false positive results. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.097
• 作为产物：
  描述：

  1-苄基哌啶-4-甲酸 、 1-氨基戊烷 在 氯甲酸乙酯 、 三乙胺 作用下， 以 氯仿 为溶剂， 反应 1.5h， 以68%的产率得到1-benzylpiperidine-4-carboxylic acid pentylamide
  参考文献：
  名称：

  [35S]GTPγS binding studies of amphiphilic drugs-activated Gi proteins: A caveat

  摘要：

  This paper documents a serious problem met during the testing of Gi protein-activating properties of a new series of synthetic compounds by measuring the induced binding of [(35)S]GTP gamma S to different subtypes of Gi protein. The problem arose from the strong affinity between [(35)S]GTP gamma S and the tested compounds, that are characterized by several (2-4) positive charges and high lipophilicity. Apparently, such affinity yields insoluble, labelled complexes that, also in the absence of Gi protein, are retained on the filters and give rise to false positive results. (c) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.02.097

文献信息

• Revolutionizing Resin Handling for Combinatorial Synthesis
  作者：Butrus Atrash、Mark Bradley、Ryzard Kobylecki、Dan Cowell、John Reader

  DOI：10.1002/1521-3773(20010302)40:5<938::aid-anie938>3.0.co;2-c

  日期：2001.3.2
• [35S]GTPγS binding studies of amphiphilic drugs-activated Gi proteins: A caveat
  作者：Dina Manetti、Lorenzo Di Cesare Mannelli、Silvia Dei、Luca Guandalini、Elisabetta Martini、Martina Banchelli、Carla Ghelardini

  DOI：10.1016/j.bmcl.2009.02.097

  日期：2009.4

  This paper documents a serious problem met during the testing of Gi protein-activating properties of a new series of synthetic compounds by measuring the induced binding of [(35)S]GTP gamma S to different subtypes of Gi protein. The problem arose from the strong affinity between [(35)S]GTP gamma S and the tested compounds, that are characterized by several (2-4) positive charges and high lipophilicity. Apparently, such affinity yields insoluble, labelled complexes that, also in the absence of Gi protein, are retained on the filters and give rise to false positive results. (c) 2009 Elsevier Ltd. All rights reserved.