6-(azidomethyl)phenanthridine | 1400866-14-9

• 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
• 英文名称: 6-(azidomethyl)phenanthridine
• 英文别名: 6-(Azidomethyl)phenanthridine
• CAS: 1400866-14-9
• 化学式: C₁₄H₁₀N₄
• 分子量: 234.26
• InChiKey: ABOMCJQUVKBSPM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  27.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-(azidomethyl)phenanthridine 在 10% Pd/C 、 氢气 、 三乙胺 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 20.0 ℃ 、400.01 kPa 条件下， 反应 5.58h， 生成 2-chloro-N-(phenanthridin-6-ylmethyl)acetamide
  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
• 作为产物：
  描述：

  2-硝基联苯 在 N-溴代丁二酰亚胺(NBS) 、 sodium azide 、 lithium hydroxide monohydrate 、 10% Pd/C 、 氢气 作用下， 以 甲醇 、 二氯甲烷 、 丙酮 、 苯 为溶剂， 150.0 ℃ 、500.01 kPa 条件下， 反应 20.33h， 生成 6-(azidomethyl)phenanthridine
  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

• Metal‐Free Electrochemical Coupling of Vinyl Azides: Synthesis of Phenanthridines and <i>β</i> ‐Ketosulfones
  作者：Guodong Li、Xianqiang Kong、Qi Liang、Long Lin、Ke Yu、Bo Xu、Qianjin Chen

  DOI：10.1002/ejoc.202001059

  日期：2020.10.15

  An efficient and environmentally benign synthesis of phenanthridine by electrochemically oxidative cyclocoupling of biaryl vinyl azide with sodium azide and benzenesulfonyl hydrazide, respectively, is reported. The reaction is carried out in undivided cell at room temperature, without additional metal‐catalysis or exogenous oxidant.

  据报道，分别通过联芳基乙烯基叠氮化物与叠氮化钠和苯磺酰肼的电化学氧化环偶联，可有效地和环保地合成菲啶。该反应在室温下在无分隔的池中进行，无需额外的金属催化或外源氧化剂。
• 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。
• US9194802B2
  申请人：——

  公开号：US9194802B2

  公开（公告）日：2015-11-24
• A Selective Luminescent Probe for the Direct Time-Gated Detection of Adenosine Triphosphate
  作者：Evan A. Weitz、Jennifer Y. Chang、Adam H. Rosenfield、Valerie C. Pierre

  DOI：10.1021/ja304373u

  日期：2012.10.3

  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.