Ethyl 1-(3-cyano-3,3-diphenylpropyl)piperidine-4-carboxylate | 1412903-05-9

• 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: Ethyl 1-(3-cyano-3,3-diphenylpropyl)piperidine-4-carboxylate
• 英文别名: ethyl 1-(3-cyano-3,3-diphenylpropyl)piperidine-4-carboxylate
• CAS: 1412903-05-9
• 化学式: C₂₄H₂₈N₂O₂
• 分子量: 376.499
• InChiKey: PAMKTICGQZAPNI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  53.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-哌啶甲酸 在 氯化亚砜 、 N,N-二异丙基乙胺 作用下， 反应 49.33h， 生成 Ethyl 1-(3-cyano-3,3-diphenylpropyl)piperidine-4-carboxylate
  参考文献：
  名称：

  Structure–activity relationship exploration of Kv1.3 blockers based on diphenoxylate

  摘要：

  Diphenoxylate, a well-known opioid agonist and anti-diarrhoeal agent, was recently found to block Kv1.3 potassium channels, which have been proposed as potential therapeutic targets for a range of autoimmune diseases. The molecular basis for this Kv1.3 blockade was assessed by the selective removal of functional groups from the structure of diphenoxylate as well as a number of other structural variations. Removal of the nitrile functional group and replacement of the C-4 piperidinyl substituents resulted in several compounds with submicromolar IC50 values. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.09.080

文献信息

• Structure–activity relationship exploration of Kv1.3 blockers based on diphenoxylate
  作者：William Nguyen、Brittany L. Howard、David P. Jenkins、Heike Wulff、Philip E. Thompson、David T. Manallack

  DOI：10.1016/j.bmcl.2012.09.080

  日期：2012.12

  Diphenoxylate, a well-known opioid agonist and anti-diarrhoeal agent, was recently found to block Kv1.3 potassium channels, which have been proposed as potential therapeutic targets for a range of autoimmune diseases. The molecular basis for this Kv1.3 blockade was assessed by the selective removal of functional groups from the structure of diphenoxylate as well as a number of other structural variations. Removal of the nitrile functional group and replacement of the C-4 piperidinyl substituents resulted in several compounds with submicromolar IC50 values. (C) 2012 Elsevier Ltd. All rights reserved.