3-(1,4-benzodioxin-5-yl)-2-propenenitrile | 214894-95-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并二恶英
• 英文名称: 3-(1,4-benzodioxin-5-yl)-2-propenenitrile
• 英文别名: 3-(1,4-Benzodioxin-5-yl)prop-2-enenitrile；3-(1,4-benzodioxin-5-yl)prop-2-enenitrile
• CAS: 214894-95-8
• 化学式: C₁₁H₇NO₂
• 分子量: 185.182
• InChiKey: WTJGSHFLWZMADN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  42.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  3-(1,4-benzodioxin-5-yl)-2-propenenitrile 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 5.0h， 以96%的产率得到1,4-benzodioxin-5-propanamine
  参考文献：
  名称：

  Substituted oxygenated heterocycles and thio-analogues: synthesis and biological evaluation as melatonin ligands

  摘要：

  A new series of substituted oxygenated heterocycles and thio-analogues were synthesized and evaluated as melatonin receptor ligands. The replacement of the indolic moiety of melatonin by heterocyclic skeleton such as 1,4-benzodioxin, 2,3-dihydro-1,4-benzodioxin, chroman, 2,3-dihydro-1,4-benzoxathiin, thiochroman, carrying the amidic chain on the aromatic ring, leads to compounds showing a weak affinity for melatonin receptors, except for the compounds 1cb and 1hb. (C) 2000 Elsevier Science Ltd, All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00265-5
• 作为产物：
  描述：

  氰甲基磷酸二乙酯 、 5-formyl-1,4-benzodioxin 在 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.67h， 以96%的产率得到3-(1,4-benzodioxin-5-yl)-2-propenenitrile
  参考文献：
  名称：

  Substituted oxygenated heterocycles and thio-analogues: synthesis and biological evaluation as melatonin ligands

  摘要：

  A new series of substituted oxygenated heterocycles and thio-analogues were synthesized and evaluated as melatonin receptor ligands. The replacement of the indolic moiety of melatonin by heterocyclic skeleton such as 1,4-benzodioxin, 2,3-dihydro-1,4-benzodioxin, chroman, 2,3-dihydro-1,4-benzoxathiin, thiochroman, carrying the amidic chain on the aromatic ring, leads to compounds showing a weak affinity for melatonin receptors, except for the compounds 1cb and 1hb. (C) 2000 Elsevier Science Ltd, All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00265-5

文献信息

• Substituted oxygenated heterocycles and thio-analogues: synthesis and biological evaluation as melatonin ligands
  作者：Isabelle Charton、Ahmed Mamai、Caroline Bennejean、Pierre Renard、Edward H. Howell、Béatrice Guardiola-Lemaı̂tre、Philippe Delagrange、Peter J. Morgan、Marie-Claude Viaud、Gérald Guillaumet

  DOI：10.1016/s0968-0896(99)00265-5

  日期：2000.1

  A new series of substituted oxygenated heterocycles and thio-analogues were synthesized and evaluated as melatonin receptor ligands. The replacement of the indolic moiety of melatonin by heterocyclic skeleton such as 1,4-benzodioxin, 2,3-dihydro-1,4-benzodioxin, chroman, 2,3-dihydro-1,4-benzoxathiin, thiochroman, carrying the amidic chain on the aromatic ring, leads to compounds showing a weak affinity for melatonin receptors, except for the compounds 1cb and 1hb. (C) 2000 Elsevier Science Ltd, All rights reserved.