2-[[7-(Diethylamino)-2-oxochromen-3-yl]methylidene]indene-1,3-dione | 168027-07-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 茚满类
• 英文名称: 2-[[7-(Diethylamino)-2-oxochromen-3-yl]methylidene]indene-1,3-dione
• 英文别名: 2-[[7-(diethylamino)-2-oxochromen-3-yl]methylidene]indene-1,3-dione
• CAS: 168027-07-4
• 化学式: C₂₃H₁₉NO₄
• 分子量: 373.408
• InChiKey: FHZNEPUXUVRNIT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  63.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[[7-(Diethylamino)-2-oxochromen-3-yl]methylidene]indene-1,3-dione 、 氰化四丁基铵 以 水 、 N,N-二甲基甲酰胺 、 乙腈 为溶剂， 反应 0.02h， 生成
  参考文献：
  名称：

  Coumarin?indanedione conjugate as a doubly activated Michael addition type probe for the colorimetric and ratiometric fluorescent detection of cyanide

  摘要：

  A coumarin-indanedione conjugate as an activated Michael addition type probe was prepared for cyanide ion detection. The colorimetric and ratiometric fluorescent response of the probe to cyanide ion is due to the Michael addition of cyanide to the doubly activated Michael receptor of the probe which blocks an intramolecular charge transfer process. The probe displays a fast response to cyanide ion at room temperature, and a maximal ratiometric fluorescent signal is achieved in the presence of only 2 equivalents of cyanide ion. Moreover, competitive species did not induce any significant changes both in color and emission intensity ratio (I-485/I-609), demonstrating the high selectivity of the probe to cyanide. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2012.03.025
• 作为产物：
  描述：

  1,3-茚满二酮 、 2H-1-苯并吡喃-3-羧醛, 7-(二乙基氨基)-2-氧代- 在 三乙胺 作用下， 以 乙醇 、 氯仿 为溶剂， 生成 2-[[7-(Diethylamino)-2-oxochromen-3-yl]methylidene]indene-1,3-dione
  参考文献：
  名称：

  Photo-Activated Ratiometric Fluorescent Indicator for Real-Time and Visual Detection of Plasma Membrane Homeostasis

  摘要：

  开发特异性质膜（PM）粘度的活化比率指示剂在疾病诊断和治疗中具有广阔的应用前景，但仍是一项巨大的挑战。本文设计并巧妙制备了一种光活化荧光探针（CQ-IC），该探针可基于双通道比率成像模型分析并实时监测质膜的微环境稳态。有趣的是，在光照射下，CQ-IC 会产生活性氧，从而增加细胞粘度，使 480 和 610 纳米波长处的两个发射峰增加。这项工作将提出一种新的策略来传感 PM 的平衡，并有效指导各种生理和病理过程中与粘度相关疾病的治疗。

  DOI：

  10.1021/acs.analchem.2c02793

文献信息

• Coumarin?indanedione conjugate as a doubly activated Michael addition type probe for the colorimetric and ratiometric fluorescent detection of cyanide
  作者：Xianshu Zhou、Xin Lv、Junsheng Hao、Diansheng Liu、Wei Guo

  DOI：10.1016/j.dyepig.2012.03.025

  日期：2012.11

  A coumarin-indanedione conjugate as an activated Michael addition type probe was prepared for cyanide ion detection. The colorimetric and ratiometric fluorescent response of the probe to cyanide ion is due to the Michael addition of cyanide to the doubly activated Michael receptor of the probe which blocks an intramolecular charge transfer process. The probe displays a fast response to cyanide ion at room temperature, and a maximal ratiometric fluorescent signal is achieved in the presence of only 2 equivalents of cyanide ion. Moreover, competitive species did not induce any significant changes both in color and emission intensity ratio (I-485/I-609), demonstrating the high selectivity of the probe to cyanide. (C) 2012 Elsevier Ltd. All rights reserved.
• Photo-Activated Ratiometric Fluorescent Indicator for Real-Time and Visual Detection of Plasma Membrane Homeostasis
  作者：Yingcui Bu、Haoran Wang、Yu Deng、Feng Zhong、Zhi-peng Yu、Xiaojiao Zhu、Hongping Zhou

  DOI：10.1021/acs.analchem.2c02793

  日期：——

  Development of an activated ratiometric indicator that is specific to plasma membrane (PM) viscosity exhibits great application prospects in disease diagnosis and treatment but remains a great challenge. Herein, a photo-activated fluorescent probe (CQ-IC) was designed and prepared tactfully, which could analyze and real-time monitor the microenvironmental homeostasis of the PM based on a two-channel ratiometric imaging model. Interestingly, upon light irradiation, CQ-IC generates reactive oxygen species and thus increases the cellular viscosity, which increases two emission peaks at 480 and 610 nm. This work would propose a new strategy to sensor PM homeostasis and effectively guide the treatment of viscosity-related diseases among various physiological and pathological processes.

  开发特异性质膜（PM）粘度的活化比率指示剂在疾病诊断和治疗中具有广阔的应用前景，但仍是一项巨大的挑战。本文设计并巧妙制备了一种光活化荧光探针（CQ-IC），该探针可基于双通道比率成像模型分析并实时监测质膜的微环境稳态。有趣的是，在光照射下，CQ-IC 会产生活性氧，从而增加细胞粘度，使 480 和 610 纳米波长处的两个发射峰增加。这项工作将提出一种新的策略来传感 PM 的平衡，并有效指导各种生理和病理过程中与粘度相关疾病的治疗。