6-amino-2-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-pentaoxabenzo[b]cyclopentadecin-15-yl)-2,3-dihydrobenzo[d,e]isoquinoline-1,3(1H)-dione | 1215088-66-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 大环内酰胺类
• 英文名称: 6-amino-2-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-pentaoxabenzo[b]cyclopentadecin-15-yl)-2,3-dihydrobenzo[d,e]isoquinoline-1,3(1H)-dione
• 英文别名: 6-Amino-2-(2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-trien-17-yl)benzo[de]isoquinoline-1,3-dione；6-amino-2-(2,5,8,11,14-pentaoxabicyclo[13.4.0]nonadeca-1(15),16,18-trien-17-yl)benzo[de]isoquinoline-1,3-dione
• CAS: 1215088-66-6
• 化学式: C₂₆H₂₆N₂O₇
• 分子量: 478.502
• InChiKey: VVHUOSIZNLSCEV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  35
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  110
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  6-amino-2-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-pentaoxabenzo[b]cyclopentadecin-15-yl)-2,3-dihydrobenzo[d,e]isoquinoline-1,3(1H)-dione 、 3-(2,3-环氧丙氧)丙基三甲氧基硅烷 以 乙酸丁酯 为溶剂， 反应 0.33h， 生成 6-((2-hydroxy-3-(3-(trimethoxysilyl)propoxy)propyl)amino)-2-(2,3,5,6,8,9,11,12-octahydrobenzo[b][1,4,7,10,13]pentaoxacyclopentadecin-15-yl)-1H-benzo[de]isoquinoline-1,3(2H)-dione
  参考文献：
  名称：

  Hybrid sensor materials based on tin(IV) oxide and crown-containing 4-amino-1,8-naphthalimides

  摘要：

  The cation-dependent spectral properties of crown-containing 4-aminonaphthalimide derivatives have been studied in an acetonitrile solution and within hybrid materials based on tin dioxide; these compounds can be of interest for producing fluorescent sensors for metal ions.

  DOI：

  10.1016/j.mencom.2011.01.005
• 作为产物：
  描述：

  苊 在 盐酸 、 sodium dichromate 、 tin(II) chloride dihdyrate 、 硝酸 、 sodium acetate 、 溶剂黄146 作用下， 以 乙醇 、 水 为溶剂， 反应 3.0h， 生成 6-amino-2-(2,3,5,6,8,9,11,12-octahydro-1,4,7,10,13-pentaoxabenzo[b]cyclopentadecin-15-yl)-2,3-dihydrobenzo[d,e]isoquinoline-1,3(1H)-dione
  参考文献：
  名称：

  Synthesis and spectral properties of 4-amino- and 4-acetylamino-N-arylnaphthalimides containing electron-donating groups in the N-aryl substituent

  摘要：

  本文描述了一种合成N-芳基取代的4-氨基和4-乙酰氨基萘酞亚胺衍生物的方法，这些衍生物在N-芳基取代基中具有单-和二烷氧基团或15-冠-5结构。向N-芳基片段的苯环中引入电子供体烷氧基团会导致萘酞亚胺生色团的荧光猝灭，这在N-乙酰基衍生物的光谱中最为明显。合成的4-氨基和4-乙酰氨基萘酞亚胺的光物理性质取决于溶剂的极性及其由于氢键形成的特定溶剂化能力。含冠醚的化合物有望作为金属阳离子的荧光化学传感器。

  DOI：

  10.1007/s11172-009-0160-x

文献信息

• FRET versus PET: ratiometric chemosensors assembled from naphthalimide dyes and crown ethers
  作者：Pavel A. Panchenko、Yuri V. Fedorov、Olga A. Fedorova、Gediminas Jonusauskas

  DOI：10.1039/c5cp03510d

  日期：——

  Crown-containing naphthalimide dyads exhibited a ratiometric fluorescence response in the presence of metal cations and protons resulting from the competition between PET and FRET processes.

  含冠状物的萘酰亚胺二元化合物在金属阳离子和质子存在下表现出比例荧光响应，这是由于PET和FRET过程之间的竞争引起的。
• Synthesis and spectral properties of 4-amino- and 4-acetylamino-N-arylnaphthalimides containing electron-donating groups in the N-aryl substituent
  作者：P. A. Panchenko、Yu. V. Fedorov、O. A. Fedorova、V. P. Perevalov、G. Jonusauskas

  DOI：10.1007/s11172-009-0160-x

  日期：2009.6

  A method for the synthesis of N-aryl-substituted 4-amino- and 4-acetylaminonaphthalimide derivatives with mono- and dialkoxy groups or a 15-crown-5 moiety in the N-aryl substituent is described. The introduction of electron-donating alkoxy groups into the benzene ring of the N-aryl fragment results in fluorescence quenching of the naphthalimide chromophore, which is most pronounced in the spectra of N-acetyl derivatives. The photophysical properties of the synthesized 4-amino- and 4-acetylaminonaphthalimides depend on the solvent polarity and its specific solvating ability due to H-bonding. The crown-containing compounds are promising fluorescent chemosensors for metal cations.

  本文描述了一种合成N-芳基取代的4-氨基和4-乙酰氨基萘酞亚胺衍生物的方法，这些衍生物在N-芳基取代基中具有单-和二烷氧基团或15-冠-5结构。向N-芳基片段的苯环中引入电子供体烷氧基团会导致萘酞亚胺生色团的荧光猝灭，这在N-乙酰基衍生物的光谱中最为明显。合成的4-氨基和4-乙酰氨基萘酞亚胺的光物理性质取决于溶剂的极性及其由于氢键形成的特定溶剂化能力。含冠醚的化合物有望作为金属阳离子的荧光化学传感器。
• Hybrid sensor materials based on tin(IV) oxide and crown-containing 4-amino-1,8-naphthalimides
  作者：Pavel A. Panchenko、Yury V. Fedorov、Olga A. Fedorova、Boris A. Izmailov、Valery A. Vasnev、Vladislav V. Istratov、Ekaterina A. Makeeva、Marina N. Rumyantseva、Alexander M. Gaskov

  DOI：10.1016/j.mencom.2011.01.005

  日期：2011.1

  The cation-dependent spectral properties of crown-containing 4-aminonaphthalimide derivatives have been studied in an acetonitrile solution and within hybrid materials based on tin dioxide; these compounds can be of interest for producing fluorescent sensors for metal ions.