6-(溴甲基)菲啶 | 146174-69-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 中文名称: 6-(溴甲基)菲啶
• 英文名称: 6-(bromomethyl)phenanthridine
• 英文别名: 6-(Bromomethyl)phenanthridine
• CAS: 146174-69-8
• 化学式: C₁₄H₁₀BrN
• 分子量: 272.144
• InChiKey: DAEZWKLSPNGFFV-UHFFFAOYSA-N

物化性质

• 沸点：
  404.1±20.0 °C(Predicted)
• 密度：
  1.508±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  12.9
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  6-(溴甲基)菲啶 在 potassium carbonate 、 三氟乙酸 作用下， 以 乙腈 为溶剂， 反应 36.0h， 生成 1-(6'-phenanthridylmethyl)-4,7,10-tris(carboxymethyl)-1,4,7,10-tetraazacyclododecane
  参考文献：
  名称：

  Experimental assessment of the efficacy of sensitised emission in water from a europium ion, following intramolecular excitation by a phenanthridinyl group

  摘要：

  已经在H2O和D2O中测量了五种结构相关的八齿配体中，苯并噻啶铵敏化欧盟离子发射的整体量子产率，其中苯并噻啶色素到Eu离子的距离从2.5 Å变化到约8.2 Å。整体量子产率（pD≤2）范围从0.25到0.012，这表明在该系统中，分子内能量转移50%效率的实验距离接近5.5 Å。

  DOI：

  10.1039/b001319f
• 作为产物：
  描述：

  2-硝基联苯 在 N-溴代丁二酰亚胺(NBS) 、 lithium hydroxide monohydrate 、 10% Pd/C 、 氢气 作用下， 以 甲醇 、 二氯甲烷 、 苯 为溶剂， 150.0 ℃ 、500.01 kPa 条件下， 反应 17.33h， 生成 6-(溴甲基)菲啶
  参考文献：
  名称：

  A Selective Luminescent Probe for the Direct Time-Gated Detection of Adenosine Triphosphate

  摘要：

  A molecular probe for the luminescent detection of adenosine nucleotides is presented. The probe, Tb-DOTAm-Phen, readily distinguishes among the three adenosine nucleotides in buffered aqueous conditions at neutral pH, a requirement for the direct monitoring of enzymatic reactions converting adenosine triphosphate (ATP) to adenosine diphosphate or adenosine monophosphate. The probe is most efficient under millimolar concentrations of ATP which are relevant to intracellular conditions. Moreover, the long luminescence lifetime of the probe readily enables time-gating experiments.

  DOI：

  10.1021/ja304373u

文献信息

• Achieving selectivity for copper over zinc with luminescent terbium probes bearing phenanthridine antennas
  作者：S. M. Harris、K. Srivastava、A. B. League、K. E. Ziebarth、V. C. Pierre

  DOI：10.1039/c7dt04203e

  日期：——

  A family of terbium probes was synthesized and evaluated for the luminescence detection of copper and zinc in water at neutral pH. Each probe incorporates a terbium ion chelated by a macrocyclic polyaminocarboxylate and conjugated to either one, two, or three phenanthridine antennas via a diamine linker. All three probes, Tb-1Phen, Tb-2Phen, and Tb-3Phen, exhibit similar responses toward copper and

  合成了family探针家族，并评估了其在中性pH值下水中铜和锌的发光检测。每个探针都掺入ion离子，by离子被大环聚氨基羧酸盐螯合，并通过二胺接头与一个，两个或三个菲啶天线偶联。Tb-1Phen，Tb-2Phen和Tb-3Phen这三种探针对铜和锌的反应都相似。在每种情况下，结合Cu I或Cu II时，以center为中心的随时间变化的磷光都会降低，但添加Zn II时则不会降低。Tb-2Phen的磷光也不受其他金属离子的显着影响，包括Mg II，Ca II，Mn II，FeII，Ni II，Cd II和Hg II。另一方面，Tb-1Phen对Mn II，Fe II和Ni II的反应较弱。通过与Cu I和Cu II的竞争实验进一步证实了每种探针对Zn II的亲和力不足。值得注意的是，尽管每个探针的以-为中心的发射在铜配位时被淬灭，但是以菲啶为中心的发光发射却没有。这样，每个探针都用作比例探针
• LUMINESCENT PROBES HAVING A PHENANTHRIDINYL ANTENNA, AND METHODS OF USE
  申请人：Pierre Valerie Christine

  公开号：US20140080163A1

  公开（公告）日：2014-03-20

  A molecular probe for the luminescent detection of nucleotides (e.g., adenosine nucleotides) is presented. In certain embodiments, the probe can readily distinguish between the three adenosine nucleotides in buffered aqueous conditions at neutral pH, a need for the direct monitoring of enzymatic reactions converting ATP to ADP or AMP. The probe is most efficient under millimolar concentrations of ATP, which are relevant to intracellular conditions. In preferred embodiments, the long luminescence lifetime of the probe readily enables time-gating experiments.

  本文介绍了一种用于发光检测核苷酸（例如腺苷酸）的分子探针。在某些实施例中，该探针可以在缓冲的水溶液中，在中性pH条件下轻松区分三种腺苷酸，这是直接监测将ATP转化为ADP或AMP的酶反应的需要。该探针在毫摩尔浓度的ATP下最有效，这与细胞内条件相关。在首选实施例中，探针的长发光寿命可轻松实现时间分段实验。
• Luminescent probes having a phenanthridinyl antenna, and methods of use
  申请人：REGENTS OF THE UNIVERSITY OF MINNESOTA

  公开号：US09194802B2

  公开（公告）日：2015-11-24

  A molecular probe for the luminescent detection of nucleotides (e.g., adenosine nucleotides) is presented. In certain embodiments, the probe can readily distinguish between the three adenosine nucleotides in buffered aqueous conditions at neutral pH, a need for the direct monitoring of enzymatic reactions converting ATP to ADP or AMP. The probe is most efficient under millimolar concentrations of ATP, which are relevant to intracellular conditions. In preferred embodiments, the long luminescence lifetime of the probe readily enables time-gating experiments.

  这是一种用于发光检测核苷酸（例如腺苷酸）的分子探针。在某些实施例中，该探针可以在缓冲的水溶液中，在中性pH下轻松区分三种腺苷酸，这是直接监测将ATP转化为ADP或AMP的酶反应的需要。该探针在毫摩尔浓度的ATP下最有效，这与细胞内条件相关。在优选实施例中，探针的长发光寿命可以轻松地进行时间门控实验。
• Electro‐oxidative Methylation of 2‐Isocyanobiaryls Using <i>N</i>,<i>N</i>‐dimethylformamide (DMF) as Carbon Source: Synthesis of 6‐Methylphenanthridines
  作者：Kannika La‐ongthong、Teera Chantarojsiri、Darunee Soorukram、Pawaret Leowanawat、Vichai Reutrakul、Chutima Kuhakarn

  DOI：10.1002/asia.202400176

  日期：——

  This study reported the synthesis of 6-methylphenanthridines from 2-isocyanobiaryls using dimethylformamide (DMF) as a methyl carbon souce. The reactions were conducted in open-air atmosphere using electrochemical process at ambient temperature.

  本研究报道了使用二甲基甲酰胺（DMF）作为甲基碳源从 2-异氰基联芳基化合物合成 6-甲基菲啶。该反应是在环境温度下使用电化学过程在露天气氛中进行的。
• Photolytic generation of ketones from 6-phenanthridinylmethyl ethers of secondary alcohols
  作者：Vatcharin Rukachaisirikul、Reinhard W. Hoffmann

  DOI：10.1016/s0040-4020(01)88353-8

  日期：1992.11

  Ketones are generated by photolysis (> 320 nm) of 6-phenanthridinylmethyl ethers of secondary alcohols. The 6-phenanthridinylmethyl group may therefore be utilized as a latent carbonyl function, especially as the 6-phenanthridinyl-methyl group is chemically inert toward hydroboration, Grignard additions, LiAlH4-reduction, bromination or ozonolysis at other parts of the molecule.