N-[3-(2-Cyano-ethyl)-2-hydroxy-phenyl]-propionamide | 625850-66-0

• 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: N-[3-(2-Cyano-ethyl)-2-hydroxy-phenyl]-propionamide
• 英文别名: N-[3-(2-cyanoethyl)-2-hydroxyphenyl]propanamide
• CAS: 625850-66-0
• 化学式: C₁₂H₁₄N₂O₂
• 分子量: 218.255
• InChiKey: ZEJVZIJQDJQKDB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  73.1
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  N-[3-(2-Cyano-ethyl)-2-hydroxy-phenyl]-propionamide 在 镍 ammonium hydroxide 、 氢气 、 4-甲基苯磺酸吡啶 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 、 xylene 为溶剂， 生成 N-[3-(2-ethylbenzoxazol-7-yl)propyl]butanamide
  参考文献：
  名称：

  Synthesis and structure–activity relationship of novel benzoxazole derivatives as melatonin receptor agonists

  摘要：

  A series of benzoxazole derivatives was synthesized and evaluated as melatoninergic ligands. The binding affinity of these compounds for human MT1 and MT2 receptors was determined using 2-[I-125]-iodomelatonin as the radioligand. From this series of benzoxazole derivatives, compounds 14 and 17 were identified as melatonin receptor agonists. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.082
• 作为产物：
  描述：

  3-硝基水杨醛 在 palladium on activated charcoal 氢气 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 生成 N-[3-(2-Cyano-ethyl)-2-hydroxy-phenyl]-propionamide
  参考文献：
  名称：

  Synthesis and structure–activity relationship of novel benzoxazole derivatives as melatonin receptor agonists

  摘要：

  A series of benzoxazole derivatives was synthesized and evaluated as melatoninergic ligands. The binding affinity of these compounds for human MT1 and MT2 receptors was determined using 2-[I-125]-iodomelatonin as the radioligand. From this series of benzoxazole derivatives, compounds 14 and 17 were identified as melatonin receptor agonists. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2004.04.082

文献信息

• Benzoxazole derivatives as novel melatonergic agents
  申请人：——

  公开号：US20030216456A1

  公开（公告）日：2003-11-20

  Novel benzoxazole derivatives which have a binding affinity for the human melatonin receptor and, therefore, are useful as melatonergic agents.

  这是一种新型苯并噁唑衍生物，具有与人体褪黑素受体结合的亲和力，因此可用作褪黑素类药物。
• US6737431B2
  申请人：——

  公开号：US6737431B2

  公开（公告）日：2004-05-18
• Synthesis and structure–activity relationship of novel benzoxazole derivatives as melatonin receptor agonists
  作者：Li-Qiang Sun、Jie Chen、Marc Bruce、Jeffrey A Deskus、James R Epperson、Katherine Takaki、Graham Johnson、Lawrence Iben、Cathy D Mahle、Elaine Ryan、Cen Xu

  DOI：10.1016/j.bmcl.2004.04.082

  日期：2004.7

  A series of benzoxazole derivatives was synthesized and evaluated as melatoninergic ligands. The binding affinity of these compounds for human MT1 and MT2 receptors was determined using 2-[I-125]-iodomelatonin as the radioligand. From this series of benzoxazole derivatives, compounds 14 and 17 were identified as melatonin receptor agonists. (C) 2004 Elsevier Ltd. All rights reserved.