(E)-1-(4-phenylbut-2-en-1-yl)piperazine | 1535200-78-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (E)-1-(4-phenylbut-2-en-1-yl)piperazine
• CAS: 1535200-78-2
• 化学式: C₁₄H₂₀N₂
• 分子量: 216.326
• InChiKey: PCMKWHGDHQPFGP-SNAWJCMRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.69
• 重原子数：
  16.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  15.27
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  (E)-1-(4-phenylbut-2-en-1-yl)piperazine 、 N-Boc-2,6-二甲基-L-酪氨酸 在 N,N-二异丙基乙胺 、 6-氯-1-羟基苯并三氮唑 、 三氟乙酸 、 N-[(dimethylamino)-3-oxo-1H-1,2,3-triazolo[4,5-b]pyridin-1-yl-methylene]-N-methylmethanaminium hexafluorophosphate 作用下， 以 二氯甲烷 为溶剂， 反应 16.0h， 生成 (S,E)-2-amino-3-(4-hydroxy-2,6-dimethylphenyl)-1-(4-(4-phenylbut-2-en-1-yl)piperazin-1-yl)propan-1-one
  参考文献：
  名称：

  Synthesis and evaluation of 4-substituted piperidines and piperazines as balanced affinity μ opioid receptor (MOR) agonist/δ opioid receptor (DOR) antagonist ligands

  摘要：

  In this letter, we describe a series of 4-substituted piperidine and piperazine compounds based on tetrahydroquinoline 1, a compound that shows balanced, low nanomolar binding affinity for the mu opioid receptor (MOR) and the delta opioid receptor (DOR). We have shown that by changing the length and flexibility profile of the side chain in this position, binding affinity is improved at both receptors by a significant degree. Furthermore, several of the compounds described herein display good efficacy at MOR, while simultaneously displaying DOR antagonism. The MOR agonist/DOR antagonist has shown promise in the reduction of negative side effects displayed by selective MOR agonists, namely the development of dependence and tolerance. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.021
• 作为产物：
  描述：

  methyl (E)-4-phenyl-2-butenoate 在 二异丁基氢化铝 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 17.25h， 生成 (E)-1-(4-phenylbut-2-en-1-yl)piperazine
  参考文献：
  名称：

  Synthesis and evaluation of 4-substituted piperidines and piperazines as balanced affinity μ opioid receptor (MOR) agonist/δ opioid receptor (DOR) antagonist ligands

  摘要：

  In this letter, we describe a series of 4-substituted piperidine and piperazine compounds based on tetrahydroquinoline 1, a compound that shows balanced, low nanomolar binding affinity for the mu opioid receptor (MOR) and the delta opioid receptor (DOR). We have shown that by changing the length and flexibility profile of the side chain in this position, binding affinity is improved at both receptors by a significant degree. Furthermore, several of the compounds described herein display good efficacy at MOR, while simultaneously displaying DOR antagonism. The MOR agonist/DOR antagonist has shown promise in the reduction of negative side effects displayed by selective MOR agonists, namely the development of dependence and tolerance. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.12.021

文献信息

• An expeditious one-pot synthesis of thiourea derivatives of carbohydrates from sugar azides
  作者：Kunj B. Mishra、Sanchayita Rajkhowa、Vinod K. Tiwari

  DOI：10.1080/07328303.2020.1822997

  日期：2020.9.1

  Abstract A facile and practical route for the high-yielding synthesis of various thiourea derivatives of carbohydrates has been accomplished through the coupling of carbohydrate-based azides and amines under Staudinger condition (PPh3/CS2). Structures of all the developed compounds have been elucidated using various spectroscopic techniques, including NMR, IR, and MS. Weak interactions within compound

  摘要通过在施陶丁格条件下（PPh3 / CS2）偶联基于碳水化合物的叠氮化物和胺类，已完成了一种高产合成各种碳水化合物的硫脲衍生物的简便实用方法。已使用各种光谱技术（包括NMR，IR和MS）阐明了所有已开发化合物的结构。通过分析化合物3a的单晶X射线数据，还讨论了化合物3a内的弱相互作用。图形概要