2-[4-(3''-cyano-biphenyl-4-yl)-1-cyclopentyl-piperidin-4-ylamino]-N-(4-fluoro-3-trifluoromethyl-phenyl)-acetamide | 538322-09-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-[4-(3''-cyano-biphenyl-4-yl)-1-cyclopentyl-piperidin-4-ylamino]-N-(4-fluoro-3-trifluoromethyl-phenyl)-acetamide
• 英文别名: 2-[[4-[4-(3-cyanophenyl)phenyl]-1-cyclopentylpiperidin-4-yl]amino]-N-[4-fluoro-3-(trifluoromethyl)phenyl]acetamide
• CAS: 538322-09-7
• 化学式: C₃₂H₃₂F₄N₄O
• 分子量: 564.626
• InChiKey: LYRXVDROYYSQFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  41
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  68.2
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2-[4-(3''-cyano-biphenyl-4-yl)-1-cyclopentyl-piperidin-4-ylamino]-N-(4-fluoro-3-trifluoromethyl-phenyl)-acetamide 、 聚合甲醛 在 三乙酰氧基硼氢化钠 作用下， 以 二氯甲烷 、 水 为溶剂， 生成 2-[[4-[4-(3-cyanophenyl)phenyl]-1-cyclopentylpiperidin-4-yl]-methylamino]-N-[4-fluoro-3-(trifluoromethyl)phenyl]acetamide
  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：

  4-(4-Bromophenyl)-1-cyclopentylpiperidin-4-amine 在 四(三苯基膦)钯 、 sodium carbonate 、 potassium carbonate 作用下， 以 甲醇 、 甲苯 、 乙腈 为溶剂， 生成 2-[4-(3''-cyano-biphenyl-4-yl)-1-cyclopentyl-piperidin-4-ylamino]-N-(4-fluoro-3-trifluoromethyl-phenyl)-acetamide
  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
• Synthesis and structure–activity relationships of piperidine-based melanin-concentrating hormone receptor 1 antagonists
  作者：Wen-Lian Wu、Duane A. Burnett、Richard Spring、Li Qiang、Thavalakulamgara K. Sasikumar、Martin S. Domalski、William J. Greenlee、Kim O’Neill、Brian E. Hawes

  DOI：10.1016/j.bmcl.2006.04.061

  日期：2006.7

  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.