N-(pyrazin-2-yl)piperidine-4-formamide

• 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-(pyrazin-2-yl)piperidine-4-formamide
• 英文别名: N-(pyrazin-2-yl)piperidine-4-carboxamide；N-pyrazin-2-ylpiperidine-4-carboxamide
• 化学式: C₁₀H₁₄N₄O
• 分子量: 206.247
• InChiKey: NIKIYFNVBTVJLQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  66.9
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(pyrazin-2-yl)piperidine-4-formamide 在 碳酸氢钠 、 N,N-二异丙基乙胺 、 lithium hydroxide 作用下， 以 二氯甲烷 、 水 、 丙酮 为溶剂， 反应 3.5h， 生成 (2S)-4-methyl-2-[[4-(pyrazin-2-ylcarbamoyl)piperidine-1-carbonyl]amino]pentanoic acid
  参考文献：
  名称：

  Covalent docking modelling-based discovery of tripeptidyl epoxyketone proteasome inhibitors composed of aliphatic-heterocycles

  摘要：

  The potential of specific proteasome inhibitors to act as anti-cancer agents has attracted intensive investigations. The proteasome can be covalently inhibited by epoxyketone derivatives via a two-step reaction. Several computational approaches have been developed to mimic the covalent binding event. Compound 1 composed of a six-membered heterocyclic ring was designed by using covalent docking. With a possible different binding mode from the clinical compound Carfilzomib, it occupied the 55 pocket of 20S proteasome and showed favorable inhibitory activity. Subsequently optimization and evaluation were taken place. Among these compounds, 11h demonstrated extraordinary in vitro inhibitory activity and selectivity, and good in vivo proteasome inhibitory activity, a favorable pharmacokinetic profile and xenograft tumor inhibition. The possible binding pattern of compound 11h against proteasome was further fully explored via calculations, providing a theoretical basis for finding potent proteasome inhibitors. (C) 2018 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2018.12.064
• 作为产物：
  描述：

  tert-butyl 4-(pyrazin-2-ylcarbamoyl)piperidine-1-carboxylate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 1.0h， 生成 N-(pyrazin-2-yl)piperidine-4-formamide
  参考文献：
  名称：

  TRIPEPTIDE EPOXYKETONE COMPOUND CONSTRUCTED BY HETEROCYCLE AND PREPARATION METHOD AND USE THEREOF

  摘要：

  公开了一种三肽环氧酮化合物，其制备方法及其在抗肿瘤药物制备中的用途。

  公开号：

  US20170022250A1

文献信息

• US9856288B2
  申请人：——

  公开号：US9856288B2

  公开（公告）日：2018-01-02