3',6'-bis(diethylamino)-2-(((8-hydroxyquinolin-2-yl)methylene)amino)spiro[isoindoline-1,9'-xanthen]-3-one | 1031207-89-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3',6'-bis(diethylamino)-2-(((8-hydroxyquinolin-2-yl)methylene)amino)spiro[isoindoline-1,9'-xanthen]-3-one
• CAS: 1031207-89-2
• 化学式: C₃₈H₃₇N₅O₃
• 分子量: 611.743
• InChiKey: VVFLEQVKWSNXBT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.52
• 重原子数：
  46.0
• 可旋转键数：
  8.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  81.5
• 氢给体数：
  1.0
• 氢受体数：
  7.0

反应信息

• 作为反应物：
  描述：

  3',6'-bis(diethylamino)-2-(((8-hydroxyquinolin-2-yl)methylene)amino)spiro[isoindoline-1,9'-xanthen]-3-one 、 1-chloro-2-(5-dimethylamino-1-naphthalenesulfonamido)ethane 在 potassium carbonate 、 potassium iodide 作用下， 以 丙酮 为溶剂， 反应 6.0h， 以75%的产率得到
  参考文献：
  名称：

  Ratiometric fluorescence probe for two-photon bioimaging of Cr3+ in living cells

  摘要：

  We presented a ratiometric fluorescent probe dansylamide-rhodamine dyad (DANS-RE) for selectively detecting Cr3+ in semi-aqueous solution. The detection mechanism relies on the fluorescent resonance energy transfer (FRET) process from the dansylamide (energy donor) to the rhodamine (energy acceptor) after the addition of Cr3+. The cell-permeability of DANS-RE was confirmed by the two-photon fluorescence microscopy experiments, which demonstrated DANS-RB was a good candidate for monitoring the intracellular Cr3+ level with the ratiometric fluorescent method. Combining the excellent selectivity, the ratiometric quantitative detection, and the cell-permeability, DANS-RB may find a broad application in the investigation on biologically relevant species in living cells. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.06.014
• 作为产物：
  描述：

  C.I.颜料紫1 在 一水合肼 作用下， 以 乙醇 为溶剂， 生成 3',6'-bis(diethylamino)-2-(((8-hydroxyquinolin-2-yl)methylene)amino)spiro[isoindoline-1,9'-xanthen]-3-one
  参考文献：
  名称：

  Donor atom selective coordination of Fe³⁺and Cr³⁺trigger fluorophore specific emission in a rhodamine–naphthalimide dyad

  摘要：

  合成了一种罗丹明-萘酰亚胺二元化合物，能够在水样中区分Fe³⁺和Cr³⁺离子，并展示了其在活细胞成像中的应用。

  DOI：

  10.1039/c4ra02797c

文献信息

• FRET-based sensor for imaging chromium(iii) in living cells
  作者：Zhiguo Zhou、Mengxiao Yu、Hong Yang、Kewei Huang、Fuyou Li、Tao Yi、Chunhui Huang

  DOI：10.1039/b801503a

  日期：——

  energy transfer from 1,8-naphthalimide to rhodamine, a fluorophore dyad (FD8) containing rhodamine and a naphthalimide moiety was synthesized as a Cr3+-selective fluorescent probe for monitoring Cr3+ in living cells with ratiometric fluorescent methods.

  基于从1,8-萘二甲酰亚胺到若丹明的荧光共振能量转移，合成了含有若丹明和萘二甲酰亚胺基团的荧光二联体（FD8）作为Cr3 +选择性荧光探针，用于通过比例荧光法监测活细胞中的Cr3 +。
• New Application of a Known Molecule: Rhodamine B 8-hydroxy-2-quinolinecarboxaldehyde Schiff Base as a Colorimetric and Fluorescent “Off-On” Probe for Copper (II)
  作者：Lijun Tang、Jiaojiao Guo、Yanhua Cao、Ning Zhao

  DOI：10.1007/s10895-012-1101-x

  日期：2012.11

  Rhodamine B 8-hydroxy-2-quinolinecarboxaldehyde Schiff base (1) has been investigated as a colorimetric and fluorescent “off-on” probe for the recognition of Cu2+ in aqueous solution. Probe 1 was synthesized by condensation of rhodamine B hydrazide and 8-hydroxy-2-quinolinecarboxaldehyde, which exhibited good selectivity for Cu2+ among a range of biologically and environmentally important metal ions

  罗丹明 B 8-羟基-2-喹啉甲醛席夫碱 ( 1 ) 已被研究作为用于识别水溶液中 Cu 2+的比色和荧光“关闭”探针。探针1是由罗丹明 B 酰肼和 8-羟基-2-喹啉甲醛缩合合成的，在一系列对生物和环境重要的金属离子中表现出对 Cu 2+ 的良好选择性。Cu 2+识别事件经历了Cu 2+促进的探针1水解以释放罗丹明B，并且识别过程几乎不受其他共存金属离子的干扰。 罗丹明 B 8-羟基-2-喹啉甲醛希夫碱作为CH 3 CN-H 2 O 中Cu 2+的比色和荧光“关闭”探针的新应用（1:1，v/v，HEPES 10 mM， pH = 7.0) 已开发出溶液
• Multisignal Chemosensor for Cr³⁺ and Its Application in Bioimaging
  作者：Kewei Huang、Hong Yang、Zhiguo Zhou、Mengxiao Yu、Fuyou Li、Xia Gao、Tao Yi、Chunhui Huang

  DOI：10.1021/ol800778a

  日期：2008.6.1

  A multisignal sensor based on rhodamine B with a ferrocene substituent (FD7) has been developed as a highly sensitive chemosensor for Cr3+. A prominent fluorescence enhancement was found in the presence of Cr3+, which was accompanied by changes in the absorption spectrum and the electrochemical parameters. Furthermore, by means of confocal laser scanning microscopy experiments, it has been demonstrated that FD7 can be used as a fluorescent probe for monitoring Cr3+ in living cells.