Methyl 3-[4-(4-bromophenyl)-1-cyclopentylpiperidin-4-yl]propanoate | 538324-31-1

• 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: Methyl 3-[4-(4-bromophenyl)-1-cyclopentylpiperidin-4-yl]propanoate
• CAS: 538324-31-1
• 化学式: C₂₀H₂₈BrNO₂
• 分子量: 394.352
• InChiKey: PNQYRHZVGMMJRY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  24
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Methyl 3-[4-(4-bromophenyl)-1-cyclopentylpiperidin-4-yl]propanoate 在 四(三苯基膦)钯 、 正丁基锂 、 sodium carbonate 作用下， 以 四氢呋喃 、 甲醇 、 甲苯 为溶剂， 生成 3-[4-[4-(3-cyanophenyl)phenyl]-1-cyclopentylpiperidin-4-yl]-N-(3,4-difluorophenyl)propanamide
  参考文献：
  名称：

  Synthesis and structure–activity relationships of piperidine-based melanin-concentrating hormone receptor 1 antagonists

  摘要：

  Isosteric replacement of the urea group of lead compound 1 led to novel substituted piperidine phenylamide analogues. SAR on the electron-induced effects of various linkers as well as substituents on the phenyl rings and the piperidine nitrogen has been investigated. Many single-digit nanomolar MCH R1 antagonists have been identified from this series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.061
• 作为产物：
  描述：

  Methyl 3-(1-cyclopentyl-4-phenylpiperidin-4-yl)propanoate 在 甲烷磺酸 、 3,5-dibromohydantoin 作用下， 以 二氯甲烷 为溶剂， 以80%的产率得到Methyl 3-[4-(4-bromophenyl)-1-cyclopentylpiperidin-4-yl]propanoate
  参考文献：
  名称：

  Synthesis and structure–activity relationships of piperidine-based melanin-concentrating hormone receptor 1 antagonists

  摘要：

  Isosteric replacement of the urea group of lead compound 1 led to novel substituted piperidine phenylamide analogues. SAR on the electron-induced effects of various linkers as well as substituents on the phenyl rings and the piperidine nitrogen has been investigated. Many single-digit nanomolar MCH R1 antagonists have been identified from this series. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.04.061

文献信息

• PIPERIDINE-BASED MCH ANTAGONISTS FOR TREATMENT OF OBESITY AND CNS DISORDERS
  申请人：Schering Corporation

  公开号：EP1448526B1

  公开（公告）日：2009-10-21