8-(dimethylamino)-2,3,4,4a-tetrahydro-1H-benzo[b]xanthen-1-one

• 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: 8-(dimethylamino)-2,3,4,4a-tetrahydro-1H-benzo[b]xanthen-1-one
• 英文别名: 8-(dimethylamino)-2,3,4,4a-tetrahydro-1H-5-oxatetracen-1-one；8-(Dimethylamino)-2,3,4,4a-tetrahydronaphtho[2,3-b]chromen-1-one；8-(dimethylamino)-2,3,4,4a-tetrahydronaphtho[2,3-b]chromen-1-one
• 化学式: C₁₉H₁₉NO₂
• 分子量: 293.365
• InChiKey: MZXMFXOSLZFJGH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2-环己烯-1-酮 、 6-(dimethylamino)-3-hydroxy-2-naphthaldehyde 在 三乙烯二胺 作用下， 以 1,4-二氧六环 、 水 为溶剂， 反应 48.0h， 以38%的产率得到8-(dimethylamino)-2,3,4,4a-tetrahydro-1H-benzo[b]xanthen-1-one
  参考文献：
  名称：

  NOVEL PI-EXTENDED ACEDAN DERIVATIVES, THEIR APPLICATION FOR TWO-PHOTON MICROSCOPY IMAGING, AND THEIR APPLICATION FOR TWO-PHOTON MICROSCOPY IMAGING OF AMYLOID-BETA PLAQUE IN AN ALZHEIMER'S DISEASE ANIMAL MODEL

  摘要：

  提供了具有扩展π键的acedan衍生物，一种制备acedan衍生物的方法，以及使用acedan衍生物进行淀粉样蛋白β斑块的双光子显微成像的方法；更具体地说，提供了具有比传统双光子吸收荧光物质更长吸收波长和发射波长的双光子吸收荧光化合物。所提供的化合物可用于通过使用这些化合物成像细胞或组织进行体内成像研究，并且还可用于通过使用这些化合物成像淀粉样蛋白β斑块来诊断阿尔茨海默病。

  公开号：

  US20160202263A1

文献信息

• Two-Photon Absorbing Dyes with Minimal Autofluorescence in Tissue Imaging: Application to <i>in Vivo</i> Imaging of Amyloid-β Plaques with a Negligible Background Signal
  作者：Dokyoung Kim、Hyunsoo Moon、Sung Hoon Baik、Subhankar Singha、Yong Woong Jun、Taejun Wang、Ki Hean Kim、Byung Sun Park、Junyang Jung、Inhee Mook-Jung、Kyo Han Ahn

  DOI：10.1021/jacs.5b03548

  日期：2015.6.3

  Fluorescence imaging of tissues offer an essential means for studying biological systems. Autofluorescence becomes a serious issue in tissue imaging under excitation at UV-vis wavelengths where biological molecules compete with the fluorophore. To address this critical issue, a novel class of fluorophores that can :be excited at, similar to 900 nm under two-photon excitation conditions and emits in the red wavelength region (>= 600 nm) has been disclosed. The new pi-extended dipolar dye system, shows several advantageous features including minimal antofluorescence in tissue imaging and pronounced solvent-sensitive emission behavior, compared with a widely used two-photon absorbing dye, acedan. As an important application of the new dye system, one of the dyes was developed into a fluorescent probe for amyloicl-beta plaques, a key biomarker of Alzheimer's disease. The probe enabled in Vivo imaging of amyloid-beta plaques in a disease-model mouse, with negligible background signal. The new dye system has great potential for the development of other types of two-photon fluorescent probes and tags for imaging of tissues with minimal autofluorescence.
• US9658235B2
  申请人：——

  公开号：US9658235B2

  公开（公告）日：2017-05-23