3',6'-bis(diethylamino)-2-methylspiro<1H-isoindole-1,9'(9H)xanthene>-3(2H)-one | 80318-90-7

• 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-methylspiro<1H-isoindole-1,9'(9H)xanthene>-3(2H)-one
• 英文别名: 3',6'-bis(diethylamino)-2-methylspiro[isoindoline-1,9'-xanthen]-3-one；3a(2),6a(2)-Bis(diethylamino)-2-methylspiro[1H-isoindole-1,9a(2)-[9H]xanthen]-3(2H)-one；3',6'-bis(diethylamino)-2-methylspiro[isoindole-3,9'-xanthene]-1-one
• CAS: 80318-90-7
• 化学式: C₂₉H₃₃N₃O₂
• 分子量: 455.6
• InChiKey: UQIIKSPZOWGKSH-UHFFFAOYSA-N

物化性质

• 沸点：
  635.0±55.0 °C(Predicted)
• 密度：
  1.22±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.5
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.34
• 拓扑面积：
  36
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  N-methylrhodaminelactam 以 氯仿 为溶剂， 40.0 ℃ 、98.06 kPa 条件下， 生成 3',6'-bis(diethylamino)-2-methylspiro<1H-isoindole-1,9'(9H)xanthene>-3(2H)-one
  参考文献：
  名称：

  溶剂和压力对N-苯基和N-甲基罗丹明内酰胺热异构化反应的动力学研究

  摘要：

  研究了N-苯基-和N-甲基若丹明内酰胺（RL-Ph和RL-CH 3）从两性离子型到螺线型的异构化速率和溶剂效应。根据反应速率的压力依赖性，对于RL-Ph ，活化体积估计约为5 cm 3 mol -1，对于RL-CH 3，活化体积约为3-10 cm 3 mol -1。有人提出，有色两性离子形式有两种旋转异构体，并讨论了这些旋转异构体在溶剂和压力的动力学效应中的作用。该结果与涉及活化时杂合环闭合的反应机理是一致的。

  DOI：

  10.1002/poc.610060806

文献信息

• Study of Rhodamine‐Based Fluorescent Probes for Organic Radical Intermediates
  作者：Jiaxin He、Boyu Yan、Jiangtao Meng、Maogang Ran、Yutong Zhou、Jinfei Deng、Chao‐Jun Li、Qiuli Yao

  DOI：10.1002/ejoc.202100299

  日期：2021.8.6

  Rhodamine-based amide derivatives were used as fluorescent probes in the detection and real-time monitoring of radical intermediates in different solvents. Mechanism studies reveal a reversible opening and closing of the spirolactam ring with the presence or absence of radicals.

  基于罗丹明的酰胺衍生物被用作荧光探针，用于检测和实时监测不同溶剂中的自由基中间体。机理研究揭示了在存在或不存在自由基的情况下螺内酰胺环的可逆打开和关闭。
• A Tris(hydroxymethyl)aminomethane-Rhodamine Spirolactam Derivative as Dual Channel pH and Water Sensor and Its Application to Bio Imaging
  作者：Manisha Devi、Abhimanew Dhir、Chullikkattil P. Pradeep

  DOI：10.1002/ejoc.201500415

  日期：2015.7

  A rhodamine spirolactam derivative, R1, having tris(hydroxymethyl)aminomethane moiety as substituent on the spirolactam ring has been synthesized and characterized. R1 shows visual colour change and fluorescence in protic solvents and it is capable of sensing trace amounts of water present in organic solvents. In addition, R1 shows reversible ON–OFF switching in its fluorescence and absorption properties

  合成并表征了一种罗丹明螺内酰胺衍生物，R1，在螺内酰胺环上具有三（羟甲基）氨基甲烷部分作为取代基。R1 在质子溶剂中显示视觉颜色变化和荧光，它能够检测有机溶剂中存在的痕量水。此外，R1 在其荧光和吸收特性中显示出可逆的 ON-OFF 切换，作为溶液 pH 的函数。与大多数报道的罗丹明螺内酰胺衍生物不同，R1 在很宽的 pH 范围（pH 3-9）内显示出强烈的荧光和吸收，并且在该范围的任一侧，它都会转化为无色和无荧光的闭环形式。R1 的可逆开环和闭环作为溶液 pH 的函数已得到光谱分析的支持。
• Fluorescent and colorimetric detection of acid vapors by using solid-supported rhodamine hydrazides
  作者：Shincheol Kang、Sungwook Kim、Young-Keun Yang、Shinhyo Bae、Jinsung Tae

  DOI：10.1016/j.tetlet.2009.02.087

  日期：2009.4

  Rhodamine hydrazide-based chemosensors that can detect volatile acidic gases in solid state have been developed. The rhodamine hydrazide probes adsorbed on filter paper respond fluorescently and colorimetrically only to volatile acidic gases but nor to organic bases nor to other volatile organic compounds (VOCs). Diethyl chlorophosphate (DCP), one of model compounds used for the studies of chemical Warfare Agent (CWA), could also be detected by using this method. (C) 2009 Elsevier Ltd. All rights reserved.
• [EN] LYSOSOMAL TARGETING PROBES<br/>[FR] SONDES DE CIBLAGE LYSOSOMAL
  申请人：UNIV MICHIGAN TECH

  公开号：WO2014058535A1

  公开（公告）日：2014-04-17

  Described herein are compounds that may selectively stain lysosomes in cells, which may be used in methods of selectively staining and selectively detecting lysosomes in cells. The compounds are fluorescently labelled carbohydrates in which one or two monosaccharides selected from the group mannose, N- acetyl glucosamine, fucose, galactose and sialic acid are linked via a linker to a fluorescent probe such as rhodamine or cyanine or related probes.