(4S,5S)-5-(aminomethyl)-4-(2,5-difluorophenyl)-1-(6-(trifluoromethyl)pyridin-3-yl)piperidin-2-one | 1588522-70-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: (4S,5S)-5-(aminomethyl)-4-(2,5-difluorophenyl)-1-(6-(trifluoromethyl)pyridin-3-yl)piperidin-2-one
• 英文别名: (4S,5S)-5-(aminomethyl)-4-(2,5-difluorophenyl)-1-[6-(trifluoromethyl)pyridin-3-yl]piperidin-2-one
• CAS: 1588522-70-6
• 化学式: C₁₈H₁₆F₅N₃O
• 分子量: 385.337
• InChiKey: LXHGSHFDDCQMDV-GWCFXTLKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  59.2
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 以 乙酸乙酯 为溶剂， 反应 3.0h， 以79%的产率得到(4S,5S)-5-(aminomethyl)-4-(2,5-difluorophenyl)-1-(6-(trifluoromethyl)pyridin-3-yl)piperidin-2-one
  参考文献：
  名称：

  Design, synthesis and biological evaluation of novel aminomethyl-piperidones based DPP-IV inhibitors

  摘要：

  A series of novel aminomethyl-piperidones were designed and evaluated as potential DPP-IV inhibitors. Optimized analogue 12v ((4S, 5S)-5-(aminomethyl)-1-(2-(benzo[d][1,3] dioxol-5-yl) ethyl)-4-(2,5-difluorophenyl) piperidin-2-one) showed excellent in vitro potency and selectivity for DPP-IV over other serine proteases. The lead compound 12v showed potent and long acting antihyperglycemic effects (in vivo), along with improved pharmacokinetic profile. (c) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.03.009

文献信息

• Design, synthesis and biological evaluation of novel aminomethyl-piperidones based DPP-IV inhibitors
  作者：Pradip Jadav、Rajesh Bahekar、Shailesh R. Shah、Dipam Patel、Amit Joharapurkar、Mukul Jain、Kalapatapu V.V.M. Sairam、Praveen Kumar Singh

  DOI：10.1016/j.bmcl.2014.03.009

  日期：2014.4

  A series of novel aminomethyl-piperidones were designed and evaluated as potential DPP-IV inhibitors. Optimized analogue 12v ((4S, 5S)-5-(aminomethyl)-1-(2-(benzo[d][1,3] dioxol-5-yl) ethyl)-4-(2,5-difluorophenyl) piperidin-2-one) showed excellent in vitro potency and selectivity for DPP-IV over other serine proteases. The lead compound 12v showed potent and long acting antihyperglycemic effects (in vivo), along with improved pharmacokinetic profile. (c) 2014 Elsevier Ltd. All rights reserved.