11-(naphthalen-1-ylamino)undecan-1-ol | 1260653-59-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 11-(naphthalen-1-ylamino)undecan-1-ol
• CAS: 1260653-59-5
• 化学式: C₂₁H₃₁NO
• 分子量: 313.483
• InChiKey: GUFQIHBTVUVPAI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  23
• 可旋转键数：
  12
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  32.3
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  5-(ethylamino)-4-methyl-2-nitrosophenol hydrochloride 、 11-(naphthalen-1-ylamino)undecan-1-ol 在 盐酸 作用下， 以 乙醇 为溶剂， 反应 7.0h， 以64%的产率得到N-(5-(11-hydroxyundecylamino)-10-methyl-9H-benzo[a]phenoxazin-9-ylidene)ethanaminium chloride
  参考文献：
  名称：

  Novel DNA fluorescence probes based on N-[5-(11-functionalised-undecylamino)-9H-benzo[a]phenoxazin-9-ylidene]propan-1-aminium chlorides: synthesis and photophysical studies

  摘要：

  Fluorescent benzo[a]phenoxazinium chlorides possessing undecylamino chains with functionalised ending-groups (hydroxyl, carboxylic acid and the ester group) as substituents at the 5-position of the heterocycles were successfully synthesised and characterised. These compounds were used in photophysical studies with DNA, and compared to the corresponding analogue with a non-functionalised terminal (methyl group). It was found that the functionalised terminal exerts a dramatic influence on the type of interaction with the hydroxyl group promoting intercalation, while the ester group promotes groove binding. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.165
• 作为产物：
  描述：

  11-溴-1-十一醇 、 1-萘胺 以 乙醇 为溶剂， 反应 25.0h， 以73%的产率得到11-(naphthalen-1-ylamino)undecan-1-ol
  参考文献：
  名称：

  Novel DNA fluorescence probes based on N-[5-(11-functionalised-undecylamino)-9H-benzo[a]phenoxazin-9-ylidene]propan-1-aminium chlorides: synthesis and photophysical studies

  摘要：

  Fluorescent benzo[a]phenoxazinium chlorides possessing undecylamino chains with functionalised ending-groups (hydroxyl, carboxylic acid and the ester group) as substituents at the 5-position of the heterocycles were successfully synthesised and characterised. These compounds were used in photophysical studies with DNA, and compared to the corresponding analogue with a non-functionalised terminal (methyl group). It was found that the functionalised terminal exerts a dramatic influence on the type of interaction with the hydroxyl group promoting intercalation, while the ester group promotes groove binding. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.165