(R)-1-[4,4-Bis-(3-cyclohexyloxymethyl-thiophen-2-yl)-but-3-enyl]-piperidine-3-carboxylic acid

• 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: (R)-1-[4,4-Bis-(3-cyclohexyloxymethyl-thiophen-2-yl)-but-3-enyl]-piperidine-3-carboxylic acid
• 英文别名: (R)-1-(4,4-bis(3-(cyclohexyloxymethyl)thiophen-2-yl)but-3-enyl)piperidine-3-carboxylic acid hydrochloride；(3R)-1-[4,4-bis[3-(cyclohexyloxymethyl)thiophen-2-yl]but-3-enyl]piperidine-3-carboxylic acid
• 化学式: C₃₂H₄₅NO₄S₂
• 分子量: 571.846
• InChiKey: ANJKFCIPNGLMIF-XMMPIXPASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  39
• 可旋转键数：
  12
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.66
• 拓扑面积：
  116
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-溴-3-溴甲基噻吩 在 sodium hydroxide 、 正丁基锂 、 硫酸 、 sodium 、 potassium carbonate 、 potassium iodide 作用下， 以 乙醚 、 乙醇 、 异丙醇 、 丙酮 为溶剂， 生成 (R)-1-[4,4-Bis-(3-cyclohexyloxymethyl-thiophen-2-yl)-but-3-enyl]-piperidine-3-carboxylic acid
  参考文献：
  名称：

  Design, synthesis, and biological evaluation of the N-diarylalkenyl-piperidinecarboxylic acid derivatives as GABA uptake inhibitors (I)

  摘要：

  Twenty novel N-diarylalkenyl-piperidinecarboxylic acid derivatives were synthesized and evaluated as gamma-aminobutyric acid uptake inhibitors. The biological assay showed that (R)-1-[4,4-bis(3-phenoxymethyl-2-thienyl)-3-butenyl]-3-piperidinecarboxylic hydrochloride (4e) possessed almost as strong GAT1 inhibitory activity as tiagabine. The synthesis and structure-activity relationships are discussed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.09.004

文献信息

• Design, synthesis, and biological evaluation of the N-diarylalkenyl-piperidinecarboxylic acid derivatives as GABA uptake inhibitors (I)
  作者：Jianbin Zheng、Ren Wen、Xiaomin Luo、Guoqiang Lin、Jiange Zhang、Linfeng Xu、Lihe Guo、Hualiang Jiang

  DOI：10.1016/j.bmcl.2005.09.004

  日期：2006.1

  Twenty novel N-diarylalkenyl-piperidinecarboxylic acid derivatives were synthesized and evaluated as gamma-aminobutyric acid uptake inhibitors. The biological assay showed that (R)-1-[4,4-bis(3-phenoxymethyl-2-thienyl)-3-butenyl]-3-piperidinecarboxylic hydrochloride (4e) possessed almost as strong GAT1 inhibitory activity as tiagabine. The synthesis and structure-activity relationships are discussed. (c) 2005 Elsevier Ltd. All rights reserved.