1-(6-{(E)-[4-(dimethylamino)phenyl]diazenyl}naphthalen-2-yl)ethanone | 1554027-11-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 偶氮苯
• 英文名称: 1-(6-{(E)-[4-(dimethylamino)phenyl]diazenyl}naphthalen-2-yl)ethanone
• CAS: 1554027-11-0
• 化学式: C₂₀H₁₉N₃O
• 分子量: 317.39
• InChiKey: IYINWBPQGRMAJV-QURGRASLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.52
• 重原子数：
  24.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  45.03
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  1-(6-{(E)-[4-(dimethylamino)phenyl]diazenyl}naphthalen-2-yl)ethanone 、 丙二腈 在 吡啶 作用下， 反应 6.0h， 以26%的产率得到[1-(6-{(E)-[4-(dimethylamino)phenyl]diazenyl}naphthalen-2-yl)ethylidene]propanedinitrile
  参考文献：
  名称：

  Elongation of the molecular probe DDNP with phenylethynylidene or phenyldiazenylidene spacers

  摘要：

  In this work, we report the synthesis, X-ray structures, and optical properties of two DDNP analogs containing an unsaturated spacer inserted between the donor N,N-dimethylamino group and the naphthalene ring. The new compounds have longer distances between the donor and acceptor groups and are intended to serve as molecular probes for the assessment of spatial and polarity requirements for binding to protein aggregates found in the central nervous system (CNS) of patients with neurodegenerative diseases. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.002
• 作为产物：
  描述：

  6-乙酰基-2-萘酚 在 盐酸 、 ammonium hydroxide 、 溴 、 palladium diacetate 、 sodium hydrogensulfite 、 三苯基膦 、 sodium nitrite 作用下， 以 二氯甲烷 、 水 、 正丁醇 为溶剂， 反应 103.5h， 生成 1-(6-{(E)-[4-(dimethylamino)phenyl]diazenyl}naphthalen-2-yl)ethanone
  参考文献：
  名称：

  Elongation of the molecular probe DDNP with phenylethynylidene or phenyldiazenylidene spacers

  摘要：

  In this work, we report the synthesis, X-ray structures, and optical properties of two DDNP analogs containing an unsaturated spacer inserted between the donor N,N-dimethylamino group and the naphthalene ring. The new compounds have longer distances between the donor and acceptor groups and are intended to serve as molecular probes for the assessment of spatial and polarity requirements for binding to protein aggregates found in the central nervous system (CNS) of patients with neurodegenerative diseases. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.01.002