2-[[(1-Benzylpiperidin-4-yl)-methylamino]methyl]-4-chlorobenzonitrile | 1009633-31-1

• 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: 2-[[(1-Benzylpiperidin-4-yl)-methylamino]methyl]-4-chlorobenzonitrile
• CAS: 1009633-31-1
• 化学式: C₂₁H₂₄ClN₃
• 分子量: 353.895
• InChiKey: DOFZOAMBMNJKJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  30.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-Chloro-2-[[methyl(piperidin-4-yl)amino]methyl]benzonitrile 、 苯甲醛 在 三乙酰氧基硼氢化钠 、 溶剂黄146 、 三乙胺 作用下， 以 1,2-二氯乙烷 为溶剂， 生成 2-[[(1-Benzylpiperidin-4-yl)-methylamino]methyl]-4-chlorobenzonitrile
  参考文献：
  名称：

  Discovery of a series of aminopiperidines as novel iNOS inhibitors

  摘要：

  Nitric oxide (NO), a mediator of various physiological and pathophysiological processes, is synthesized by three isozymes of nitric oxide synthase (NOS). Potential candidate clinical drugs should be devoid of inhibitory activity against endothelial NOS (eNOS), since eNOS plays an important role in maintaining normal blood pressure and flow. A new series of aminopiperidines as potent inhibitors of iNOS were identified from a HTS lead. From this study, we identified compound 33 as a potent iNOS inhibitor, with >25-fold selectivity over eNOS and 16-fold selectivity over nNOS. Published by Elsevier Ltd.

  DOI：

  10.1016/j.bmcl.2007.10.073

文献信息

• Discovery of a series of aminopiperidines as novel iNOS inhibitors
  作者：Bertrand Le Bourdonnec、Lara K. Leister、Christopher A. Ajello、Joel A. Cassel、Pamela R. Seida、Heather O’Hare、Minghua Gu、Guo-Hua Chu、Paul A. Tuthill、Robert N. DeHaven、Roland E. Dolle

  DOI：10.1016/j.bmcl.2007.10.073

  日期：2008.1

  Nitric oxide (NO), a mediator of various physiological and pathophysiological processes, is synthesized by three isozymes of nitric oxide synthase (NOS). Potential candidate clinical drugs should be devoid of inhibitory activity against endothelial NOS (eNOS), since eNOS plays an important role in maintaining normal blood pressure and flow. A new series of aminopiperidines as potent inhibitors of iNOS were identified from a HTS lead. From this study, we identified compound 33 as a potent iNOS inhibitor, with >25-fold selectivity over eNOS and 16-fold selectivity over nNOS. Published by Elsevier Ltd.