1-(2-{[1,3-dioxo-2-(prop-2-en-1-yl)-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl]amino}ethyl)-3-phenylthiourea | 1127232-14-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 1-(2-{[1,3-dioxo-2-(prop-2-en-1-yl)-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl]amino}ethyl)-3-phenylthiourea
• 英文别名: 1-(2-{[1,3-dioxo-2-(prop-2-en-1-yl)-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl]amino}ethyl)-3-phenylurea；1-[2-[(1,3-Dioxo-2-prop-2-enylbenzo[de]isoquinolin-6-yl)amino]ethyl]-3-phenylthiourea；1-[2-[(1,3-dioxo-2-prop-2-enylbenzo[de]isoquinolin-6-yl)amino]ethyl]-3-phenylthiourea
• CAS: 1127232-14-7
• 化学式: C₂₄H₂₂N₄O₂S
• 分子量: 430.53
• InChiKey: VZHOEYYROMWJML-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  106
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  苊 在 N-溴代丁二酰亚胺(NBS) 、 sodium dichromate 、 溶剂黄146 作用下， 以 乙醇 、 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 135.0h， 生成 1-(2-{[1,3-dioxo-2-(prop-2-en-1-yl)-2,3-dihydro-1H-benzo[de]isoquinolin-6-yl]amino}ethyl)-3-phenylthiourea
  参考文献：
  名称：

  A new polymerizable fluorescent PET chemosensor of fluoride (F−) based on naphthalimide–thiourea dye

  摘要：

  A novel N-allyl-4-amino-substituted 1,8-naphthalimide dye, containing thiourea functional group with intense yellow-green fluorescence was successfully synthesized. Copolymerization was done with styrene. The photophysical characteristics of dye and its copolymer in solution and solid film were investigated in the presence of halide ions. The results reveal that the fluorescence emissions of the monomer dye and also its polymer were 'switched off' in the presence of fluoride ions. The dye showed spectral shifts and intensity changes in the presence of more fluoride ions which lead to detect certain fluoride concentrations of 10-150 mM at visible wavelengths. By adding the fluoride ions, green-yellow to purple color changes occurs and the green fluorescence emission quenches, all of which easily observed by naked eyes. These phenomena are essential for producing a dual responsive chemosensor for fluoride ions. The polymeric sensor, in the film state exhibited a fast response to the fluoride ions. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.saa.2012.01.008

文献信息

• A new polymerizable fluorescent PET chemosensor of fluoride (F−) based on naphthalimide–thiourea dye
  作者：Parvaneh Alaei、Shohre Rouhani、Kamaladin Gharanjig、Jahanbakhsh Ghasemi

  DOI：10.1016/j.saa.2012.01.008

  日期：2012.5

  A novel N-allyl-4-amino-substituted 1,8-naphthalimide dye, containing thiourea functional group with intense yellow-green fluorescence was successfully synthesized. Copolymerization was done with styrene. The photophysical characteristics of dye and its copolymer in solution and solid film were investigated in the presence of halide ions. The results reveal that the fluorescence emissions of the monomer dye and also its polymer were 'switched off' in the presence of fluoride ions. The dye showed spectral shifts and intensity changes in the presence of more fluoride ions which lead to detect certain fluoride concentrations of 10-150 mM at visible wavelengths. By adding the fluoride ions, green-yellow to purple color changes occurs and the green fluorescence emission quenches, all of which easily observed by naked eyes. These phenomena are essential for producing a dual responsive chemosensor for fluoride ions. The polymeric sensor, in the film state exhibited a fast response to the fluoride ions. (C) 2012 Elsevier B.V. All rights reserved.