7-[2-(N,N,-diisopropylamino)ethoxy]-4-methylcoumarin | 1173695-46-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 香豆素及其衍生物
• 英文名称: 7-[2-(N,N,-diisopropylamino)ethoxy]-4-methylcoumarin
• 英文别名: 7-[2-(N,N-diisopropylamino)ethoxy]-4-methylchromen-2-one；7-(2-Diisopropylaminoethoxy)-4-methylchromen-2-one；7-[2-[di(propan-2-yl)amino]ethoxy]-4-methylchromen-2-one
• CAS: 1173695-46-9
• 化学式: C₁₈H₂₅NO₃
• 分子量: 303.401
• InChiKey: LFJRNTWZDJYHDA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  38.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  7-[2-(N,N,-diisopropylamino)ethoxy]-4-methylcoumarin 在 盐酸 作用下， 以 乙醇 为溶剂， 以94%的产率得到7-[2-(N,N-diisopropylamino)ethoxy]-4-methylchromen-2-one hydrochloride
  参考文献：
  名称：

  Synthesis and pharmacological activity of O-aminoalkyl derivatives of 7-hydroxycoumarin

  摘要：

  A series of novel O-aminoalkyl substituted 7-hydroxycoumarins were synthesized and evaluated for antibacterial and anticancer toxicity. Two different synthetic procedures, conventional and microwave assisted were used, and the structures of the compounds were confirmed by IR. H-1, C-13 NMR and MAS spectroscopic data. The molecular and crystal structures of 8-acetyl-7-(2-(1-morpholino)ethoxy) 4-methylchromen-2-one in solid state were analyzed by single crystal X-ray diffraction. The compound crystallizes in the monoclinic space group P2(1)/c. The main driving forces for the supramolecular structure are the C-H center dot center dot center dot O hydrogen bonds and the it pi...pi it intermolecular interactions. The most active compounds are those, where the O-aminoalkyl substituent has N,N-diethylamino part, and acetyl group is at C6 or at C8 atoms. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.03.006
• 作为产物：
  描述：

  羟甲香豆素 、 二异丙氨基乙基氯盐酸盐 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 0.35h， 以79%的产率得到7-[2-(N,N,-diisopropylamino)ethoxy]-4-methylcoumarin
  参考文献：
  名称：

  新型 7-[2-(N,N-二异丙基氨基)乙氧基]香豆素的 X 射线和 13C CP/MAS NMR 固态结构

  摘要：

  摘要 采用传统方法和微波合成了7-[2-(N,N-二异丙基氨基)乙氧基]香豆素(1)和7-[2-(N,N-二异丙基氨基)乙氧基]-4-甲基香豆素(2)。 -辅助合成。使用X-射线衍射和13 C CP/MAS NMR方法分析固态结构。在 2 的光谱中观察到双共振，与 1 的光谱相反。X射线衍射结果表明，化合物2在单斜空间群P 2 1 / c中结晶，在不对称单元中具有两个分子A和B。

  DOI：

  10.1016/j.molstruc.2009.05.017

文献信息

• Synthesis and pharmacological activity of O-aminoalkyl derivatives of 7-hydroxycoumarin
  作者：Joanna Trykowska Konc、Elżbieta Hejchman、Hanna Kruszewska、Irena Wolska、Dorota Maciejewska

  DOI：10.1016/j.ejmech.2011.03.006

  日期：2011.6

  A series of novel O-aminoalkyl substituted 7-hydroxycoumarins were synthesized and evaluated for antibacterial and anticancer toxicity. Two different synthetic procedures, conventional and microwave assisted were used, and the structures of the compounds were confirmed by IR. H-1, C-13 NMR and MAS spectroscopic data. The molecular and crystal structures of 8-acetyl-7-(2-(1-morpholino)ethoxy) 4-methylchromen-2-one in solid state were analyzed by single crystal X-ray diffraction. The compound crystallizes in the monoclinic space group P2(1)/c. The main driving forces for the supramolecular structure are the C-H center dot center dot center dot O hydrogen bonds and the it pi...pi it intermolecular interactions. The most active compounds are those, where the O-aminoalkyl substituent has N,N-diethylamino part, and acetyl group is at C6 or at C8 atoms. (C) 2011 Elsevier Masson SAS. All rights reserved.
• Solid state structure by X-ray and 13C CP/MAS NMR of new 7-[2-(N,N-diisopropylamino)ethoxy]coumarins
  作者：Joanna Trykowska、Elżbieta Hejchman、Irena Wolska、Dorota Maciejewska

  DOI：10.1016/j.molstruc.2009.05.017

  日期：2009.7

  xy]coumarin ( 1 ) and 7-[2-( N,N -diisopropylamino)ethoxy]-4-methylcoumarin ( 2 ) were synthesized in a traditional way and by microwave-assisted synthesis. The solid state structure was analyzed using X-ray diffraction and 13 C CP/MAS NMR methods. Double resonances were observed in the spectrum of 2 , in contrary to the spectrum of 1 . The X-ray diffraction results indicate that the compound 2 crystallizes

  摘要 采用传统方法和微波合成了7-[2-(N,N-二异丙基氨基)乙氧基]香豆素(1)和7-[2-(N,N-二异丙基氨基)乙氧基]-4-甲基香豆素(2)。 -辅助合成。使用X-射线衍射和13 C CP/MAS NMR方法分析固态结构。在 2 的光谱中观察到双共振，与 1 的光谱相反。X射线衍射结果表明，化合物2在单斜空间群P 2 1 / c中结晶，在不对称单元中具有两个分子A和B。