N-benzyl-N-piperidin-4-ylcyclopropanecarboxamide | 902472-97-3

• 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: N-benzyl-N-piperidin-4-ylcyclopropanecarboxamide
• CAS: 902472-97-3
• 化学式: C₁₆H₂₂N₂O
• 分子量: 258.363
• InChiKey: KBBQJJVKCHABNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.56
• 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：

  N-benzyl-N-piperidin-4-ylcyclopropanecarboxamide 、 3-苄基-3-氮杂双环[3.2.1]辛-8-酮 在 三乙酰氧基硼氢化钠 、 溶剂黄146 、 sodium hydroxide 、 水 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以52%的产率得到N-benzyl-N-{1-[(8-syn)-3-benzyl-3-azabicyclo[3.2.1]oct-8-yl]piperidin-4-yl}cyclopropanecarboxamide
  参考文献：
  名称：

  WO2006/77499

  摘要：

  公开号：
• 作为产物：
  描述：

  tert-butyl 4-[benzyl(cyclopropylcarbonyl)amino]piperidine-1-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 以91%的产率得到N-benzyl-N-piperidin-4-ylcyclopropanecarboxamide
  参考文献：
  名称：

  The design and discovery of novel amide CCR5 antagonists

  摘要：

  The synthesis of a range of novel amine-containing structures and their primary potency as inhibitors of HIV-1 fusion via blocking of the CCR5 receptor is described. The development of the medicinal chemistry strategy and SAR's which led to the identification of the piperidine amide compounds 33 and 36 as excellent leads for further evaluation is described, along with key physicochemical data which highlighted their lead potential. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2009.01.012

文献信息

• CHEMICAL COMPOUNDS
  申请人：Barber Christopher Gordon

  公开号：US20090124635A1

  公开（公告）日：2009-05-14

  The present invention provides compounds of formula (I) wherein R 1 , R 2 , R 3 , R 4 , R 5 , m and n are as defined hereinabove. The compounds of the present invention are modulators, especially antagonists, of the activity of chemokine CCR5 receptors. Modulators of the CCR5 receptor may be useful in the treatment of various inflammatory diseases and conditions, and in the treatment of infection by HIV and genetically related retroviruses.

  本发明提供式（I）的化合物，其中R1，R2，R3，R4，R5，m和n如上所定义。本发明的化合物是趋化因子CCR5受体活性的调节剂，特别是拮抗剂。CCR5受体的调节剂可用于治疗各种炎症性疾病和情况，并用于治疗HIV和遗传相关逆转录病毒的感染。
• WO2006/77499
  申请人：——

  公开号：——

  公开（公告）日：——
• The design and discovery of novel amide CCR5 antagonists
  作者：David C. Pryde、Martin Corless、David R. Fenwick、Helen J. Mason、Blanda C. Stammen、Peter T. Stephenson、David Ellis、David Bachelor、David Gordon、Christopher G. Barber、Anthony Wood、Donald S. Middleton、David C. Blakemore、Gemma C. Parsons、Rachel Eastwood、Michelle Y. Platts、Keith Statham、Kerry A. Paradowski、Catherine Burt、Wolfgang Klute

  DOI：10.1016/j.bmcl.2009.01.012

  日期：2009.2

  The synthesis of a range of novel amine-containing structures and their primary potency as inhibitors of HIV-1 fusion via blocking of the CCR5 receptor is described. The development of the medicinal chemistry strategy and SAR's which led to the identification of the piperidine amide compounds 33 and 36 as excellent leads for further evaluation is described, along with key physicochemical data which highlighted their lead potential. (C) 2009 Elsevier Ltd. All rights reserved.