(E)-3-(2-hydroxy-3-nitrophenyl)prop-2-enenitrile | 625850-65-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: (E)-3-(2-hydroxy-3-nitrophenyl)prop-2-enenitrile
• CAS: 625850-65-9
• 化学式: C₉H₆N₂O₃
• 分子量: 190.158
• InChiKey: ZXPIMPRZFUYXJI-DUXPYHPUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  89.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-3-(2-hydroxy-3-nitrophenyl)prop-2-enenitrile 在 palladium on activated charcoal 氢气 、 4-甲基苯磺酸吡啶 作用下， 以 四氢呋喃 、 xylene 为溶剂， 生成 3-[2-(4-phenylbutyl)benzoxazol-7-yl]propanenitrile
  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：

  氰甲基磷酸二乙酯 、 3-硝基水杨醛 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 以95%的产率得到(E)-3-(2-hydroxy-3-nitrophenyl)prop-2-enenitrile
  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