(E)-2-(2-(4-azidostyryl)-4H-chromen-4-ylidene)malononitrile | 1430329-72-8

• 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: (E)-2-(2-(4-azidostyryl)-4H-chromen-4-ylidene)malononitrile
• 英文别名: 2-(2-((E)-4-azidostyryl)-4H-chromen-4-ylidene)malononitrile；2-[2-[(E)-2-(4-azidophenyl)ethenyl]chromen-4-ylidene]propanedinitrile
• CAS: 1430329-72-8
• 化学式: C₂₀H₁₁N₅O
• 分子量: 337.34
• InChiKey: PQFBQBPHMRVXSU-JXMROGBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  71.2
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  (E)-2-(2-(4-azidostyryl)-4H-chromen-4-ylidene)malononitrile 在 硫化氢 作用下， 以 水 、 二甲基亚砜 为溶剂， 生成 (E)-2-(2-(4-aminostyryl)-4H-chromen-4-ylidene)malononitrile
  参考文献：
  名称：

  通过荧光色度和亮度定量分析物的通用策略

  摘要：

  摘要利用荧光探针实现对分析物的定量分析，以实现一种快速，简便，精确的方法，是一个方便检测的目标，尤其是在原位。在本文中，我们报告了一种通常可用于通过荧光色度和发光度区分和定量分析物的方法。合成并测试了针对pH值，半胱氨酸，硫化氢，过氧化氢，钯和肼的七个代表性荧光探针。在不利用昂贵的仪器的情况下，采用便携式设备来响应不同的分析物而从荧光样品中收集照片数据。随后，在映射到CIE 1931 xyY标准色空间后，对照片图像进行数字处理以生成色度/发光度与浓度之间的校准曲线。良好的线性校准曲线和通过光谱技术对低误差的未知样品进行定量分析证明了该方法的可靠性。因此，我们展示了一种具有简单现场可构建/便携式设备的分析方法，有望在更多的荧光探针中应用

  DOI：

  10.1016/j.cclet.2020.07.012
• 作为产物：
  描述：

  2-甲基色原酮 在 乙酸酐 作用下， 以 乙腈 为溶剂， 反应 38.0h， 生成 (E)-2-(2-(4-azidostyryl)-4H-chromen-4-ylidene)malononitrile
  参考文献：
  名称：

  A near-infrared fluorescent probe for hydrogen sulfide in living cells

  摘要：

  Fluorescent probes for hydrogen sulfide have received considerable attention because of the biological significance of H2S recognized recently. However, near-infrared fluorescent probes for H2S are still rare. In this work, a new near-infrared fluorescent probe for H2S was developed based on the reduction reaction of azide with H2S to amine based on the fluorophore of dicyanomethylene-4H-chromene because of its long excitation and emission wavelength. The probe has a high selectivity for H2S over competitive anions and sulfide-containing analytes. Finally, the probe was applied to sense H2S in living cells. Crown Copyright (c) 2013 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.dyepig.2013.03.014

文献信息

• A two-photon fluorescent probe with near-infrared emission for hydrogen sulfide imaging in biosystems
  作者：Wen Sun、Jiangli Fan、Chong Hu、Jianfang Cao、Hua Zhang、Xiaoqing Xiong、Jingyun Wang、Shuang Cui、Shiguo Sun、Xiaojun Peng

  DOI：10.1039/c3cc41244j

  日期：——

  Hydrogen sulfide (H2S) is emerging as an important gasotransmitter but remains difficult to study. Here we report a novel two-photon fluorescent probe with NIR emission for H2S detection. It was successfully used to realize H2S imaging in bovine serum, living cells, tissues as well as in living mice.

  硫化氢（H2S）正在成为一种重要的气体传递介质，但仍然难以研究。在此，我们报告了一种新型的近红外发射双光子荧光探针，用于检测 。它被成功地用于实现牛血清、活细胞、组织以及活体小鼠中的 成像。
• [EN] FLUOROGENIC PROTECTING GROUP<br/>[FR] GROUPE DE PROTECTION FLUOROGÈNE
  申请人：ISIS INNOVATION

  公开号：WO2015071665A1

  公开（公告）日：2015-05-21

  A fluorogenic compound comprising a biologically active component and a hypoxia- activated protecting group which is fluorogenic. The biologically active component is bound to the fluorogenic component at an active binding position such that activity of the biologically active compound is suppressed until the protecting group is released. The protecting group is cleaved under hypoxic conditions, releasing the active compound and a fluorescent compound. The compounds can therefore be used in the treatment of hypoxia- related disease and disorder, such as tumour, and enable imaging of the release of the biologically active compound.

  一种荧光化合物，包括生物活性成分和一种低氧活化保护基团，该保护基团具有荧光性。生物活性成分与荧光性成分在活性结合位点上结合，从而抑制生物活性化合物的活性，直到保护基团被释放。在缺氧条件下，保护基团被割裂，释放出活性化合物和荧光化合物。因此，这些化合物可用于治疗与缺氧相关的疾病和障碍，如肿瘤，并能够成像生物活性化合物的释放。
• FLUOROGENIC PROTECTING GROUP
  申请人：ISIS INNOVATION LIMITED

  公开号：US20160264558A1

  公开（公告）日：2016-09-15

  A fluorogenic compound comprising a biologically active component and a hypoxia-activated protecting group which is fluorogenic. The biologically active component is bound to the fluorogenic component at an active binding position such that activity of the biologically active compound is suppressed until the protecting group is released. The protecting group is cleaved under hypoxic conditions, releasing the active compound and a fluorescent compound. The compounds can therefore be used in the treatment of hypoxia-related disease and disorder, such as tumour, and enable imaging of the release of the biologically active compound.

  一种荧光化合物，包括生物活性组分和一种氧化缺乏激活保护基团，该保护基团是荧光的。生物活性组分与荧光组分在活性结合位点结合，使生物活性化合物的活性被抑制，直到保护基团被释放。在缺氧条件下，保护基团被裂解，释放活性化合物和荧光化合物。因此，这些化合物可以用于治疗与缺氧相关的疾病和障碍，如肿瘤，并能够成像生物活性化合物的释放。