2-bromo-9,10-dimethylanthracene | 103438-64-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 蒽
• 英文名称: 2-bromo-9,10-dimethylanthracene
• CAS: 103438-64-8
• 化学式: C₁₆H₁₃Br
• 分子量: 285.183
• InChiKey: VMPNESUIRKJIRP-UHFFFAOYSA-N

物化性质

• 熔点：
  106.5-107.5 °C
• 沸点：
  419.2±14.0 °C(Predicted)
• 密度：
  1.381±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  2-bromo-9,10-dimethylanthracene 在 bis-triphenylphosphine-palladium(II) chloride 、 N-溴代丁二酰亚胺(NBS) 、 copper(l) iodide 、 水 、 戴斯-马丁氧化剂 、 溶剂黄146 、 三乙胺 、 N,N-二异丙基乙胺 、 calcium carbonate 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二氯甲烷 、 二甲基亚砜 、 1,2-二氯乙烷 为溶剂， 反应 59.75h， 生成
  参考文献：
  名称：

  NEAR-IR GLUCOSE SENSORS

  摘要：

  提供的是葡萄糖感应发光染料、聚合物和传感器。此外，还提供了包括这些传感器和系统的使用方法。

  公开号：

  US20200000383A1
• 作为产物：
  描述：

  2-Bromo-9,10-dimethyl-9,10-dihydro-anthracene-9,10-diol 在 盐酸 、 tin(ll) chloride 作用下， 以 乙醚 为溶剂， 生成 2-bromo-9,10-dimethylanthracene
  参考文献：
  名称：

  Fluorescent probe, singlet oxygen detection agent, and singlet oxygen detection method

  摘要：

  本发明的目的是提供一种荧光探针，该探针可以轻松穿透细胞，并能够选择性和高效地检测在细胞中产生的单线态氧，以及含有该荧光探针的单线态氧检测剂和使用该荧光探针的单线态氧检测方法。用于检测单线态氧的荧光探针包括具有硅-罗丹明骨架和增强荧光探针在捕获单线态氧后的荧光强度大于捕获单线态氧前的荧光强度的骨架的化合物，或其盐、水合物或溶剂化物。

  公开号：

  US10564164B2

文献信息

• Near-IR glucose sensors
  申请人：Profusa, Inc.

  公开号：US10717751B2

  公开（公告）日：2020-07-21

  The present disclosure provides polymerizable luminescent dyes useful for incorporation into polymers. The dyes and the polymers can be used in sensing and imaging applications, for example, to provide accurate and optionally long term measurements of glucose in vivo. The present disclosure also provides sensors including the polymers described herein. The sensors can be implanted into a tissue of a subject and used for long-term or short-term continuous and semi-continuous collection of data of various biochemical analytes, optionally without the use of implantable hardware of any type and/or enzymatic and electrochemical detection methods.

  本公开提供了可聚合的发光染料，可用于将其掺入聚合物中。这些染料和聚合物可用于传感和成像应用，例如，对体内葡萄糖进行精确和可选的长期测量。本公开还提供了包括本文所述聚合物的传感器。传感器可植入受试者的组织中，用于长期或短期连续或半连续收集各种生化分析物的数据，可选择不使用任何类型的植入硬件和/或酶及电化学检测方法。
• Desulfitative Sonogashira cross-coupling of thiopyronin for the synthesis of NIR arylacetylene-containing rhodamines
  作者：Guangshuai Zhou、Nathaniel Finney、Yali Wang

  DOI：10.1039/d3cc05995b

  日期：——

  A classical, safe and efficient red-shift strategy contributing to NIR arylacetylene-containing rhodamines has been developed via the desulfitative Sonogashira cross-coupling reaction of thiopyronin for the first time, exhibiting a broad substrate scope with good yields. In addition, compound 3m shows great potential for application as a singlet oxygen probe, demonstrating the practicality of the method

  首次通过硫代吡罗宁的脱硫 Sonogashira 交叉偶联反应开发了一种经典、安全且高效的红移策略，有助于产生近红外芳基乙炔含罗丹明，该策略具有广泛的底物范围和良好的产率。此外，化合物3m显示出作为单线态氧探针的巨大应用潜力，证明了该方法的实用性。
• Far-Red Fluorescence Probe for Monitoring Singlet Oxygen during Photodynamic Therapy
  作者：Sooyeon Kim、Takashi Tachikawa、Mamoru Fujitsuka、Tetsuro Majima

  DOI：10.1021/ja504279r

  日期：2014.8.20

  Singlet oxygen ((1)O2), molecular oxygen in the lowest excited state, has a critical role in the cell-killing mechanism of photodynamic therapy (PDT). Although (1)O2 phosphorescence measurement has been mainly used to monitor (1)O2 formation during PDT, its intensity is far insufficient to obtain two-dimensional images of intracellular (1)O2 with the subcellular spatial resolution using the currently available near-IR detector. Here, we propose a new far-red fluorescence probe of (1)O2, namely, Si-DMA, composed of silicon-containing rhodamine and anthracene moieties as a chromophore and a (1)O2 reactive site, respectively. In the presence of (1)O2, fluorescence of Si-DMA increases 17 times due to endoperoxide formation at the anthracene moiety. With the advantage of negligible self-oxidation by photoirradiation (ΦΔ < 0.02) and selective mitochondrial localization, Si-DMA is particularly suitable for imaging (1)O2 during PDT. Among three different intracellular photosensitizers (Sens), Si-DMA could selectively detect the (1)O2 that is generated by 5-aminolevulinic acid-derived protoporphyrin IX, colocalized with Si-DMA in mitochondria. On the other hand, mitochondria-targeted KillerRed and lysosomal porphyrins could not induce fluorescence change of Si-DMA. This surprising selectivity of Si-DMA response depending on the Sens localization and photosensitization mechanism is caused by a limited intracellular (1)O2 diffusion distance (∼300 nm) and negligible generation of (1)O2 by type-I Sens, respectively. For the first time, we successfully visualized (1)O2 generated during PDT with a spatial resolution of a single mitochondrial tubule.
• 9,10-Disubstituted-2-anthracenyl tert-butyl nitroxides. ESR spectroscopic indicators for singlet oxygen
  作者：John F. W. Keana、Vaikunth S. Prabhu、Shigeru Ohmiya、Charles E. Klopfenstein

  DOI：10.1021/jo00368a010

  日期：1986.9
• KEANA J. F. W.; PRABHU VAIKUNTH S.; OHMIYA SHIGERU; KLOPFENSTEIN CH. E., J. ORG. CHEM., 51,(1986) N 18, 3456-3462
  作者：KEANA J. F. W.、 PRABHU VAIKUNTH S.、 OHMIYA SHIGERU、 KLOPFENSTEIN CH. E.

  DOI：——

  日期：——