1-(chrysen-6-yl)-1H-pyrrole | 1190362-54-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 菲及其衍生物
• 英文名称: 1-(chrysen-6-yl)-1H-pyrrole
• 英文别名: 1-Chrysen-6-ylpyrrole
• CAS: 1190362-54-9
• 化学式: C₂₂H₁₅N
• 分子量: 293.368
• InChiKey: RSKGQLZJZYWMMY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.1
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2,5-二甲氧基四氢呋喃 、 7-胺基去乙酰氧基头胞烷酸 在 碘 作用下， 反应 0.17h， 以90%的产率得到1-(chrysen-6-yl)-1H-pyrrole
  参考文献：
  名称：

  An Expeditious Synthesis of N-substituted Pyrroles via Microwave-Induced Iodine-Catalyzed Reactions under Solventless Conditions

  摘要：

  在无溶剂条件下，利用微波诱导的碘分子催化反应，使 2,5 二甲基四氢呋喃和几种胺发生反应，从而开发出一种快速合成 N-取代吡咯的方法。

  DOI：

  10.3390/molecules15042520

文献信息

• An Expeditious Synthesis of N-substituted Pyrroles via Microwave-Induced Iodine-Catalyzed Reactions under Solventless Conditions
  作者：Debasish Bandyopadhyay、Sanghamitra Mukherjee、Bimal K. Banik

  DOI：10.3390/molecules15042520

  日期：——

  An expeditious synthesis of N-substituted pyrroles has been developed by reacting 2,5-dimethoxy tetrahydrofuran and several amines using a microwave-induced molecular iodine-catalyzed reaction under solventless conditions.

  在无溶剂条件下，利用微波诱导的碘分子催化反应，使 2,5 二甲基四氢呋喃和几种胺发生反应，从而开发出一种快速合成 N-取代吡咯的方法。
• Facile synthesis of N-substituted pyrroles via microwave-induced bismuth nitrate-catalyzed reaction
  作者：Sonya Rivera、Debasish Bandyopadhyay、Bimal K. Banik

  DOI：10.1016/j.tetlet.2009.06.002

  日期：2009.9

  Simple synthesis of N-substituted pyrroles using microwave-induced bismuth nitrate-catalyzed reaction has been accomplished with an excellent yield. A plausible mechanism has been advanced. This reaction also provides a simple method to prepare diverse varieties of N-substituted pyrrole derivatives with less nucleophilic polyaromatic amines. (C) 2009 Published by Elsevier Ltd.
• Ultrasound-assisted bismuth nitrate-induced green synthesis of novel pyrrole derivatives and their biological evaluation as anticancer agents
  作者：Debasish Bandyopadhyay、Sanghamitra Mukherjee、Jose C. Granados、John D. Short、Bimal K. Banik

  DOI：10.1016/j.ejmech.2012.01.055

  日期：2012.4

  A series of novel N-substituted pyrrole derivatives have been designed and synthesized following ultrasound-assisted and bismuth nitrate-catalyzed eco-friendly route. This reaction has also provided a general method to prepare diverse varieties of N-substituted pyrroles with less nucleophilic polyaromatic amines. Based on H-1 NMR spectroscopy, a plausible mechanistic pathway has been advanced. Cytotoxicity of some selected N-substituted pyrrole derivatives has been evaluated in vitro in a panel of mammalian cancer cell lines which includes liver cancer cell lines (HepG2 and Hepa1-6), colon cancer cell lines (HT-29 and Caco-2), a cervical cancer cell line (HeLa) and NIH3T3 cells. Two compounds, 5-(1H-pyrrol-1-yl)-1,10-phenanthroline (9) and 1-(phenanthren-2-yl)-1H-pyrrole (10) have shown good cytotoxicity against some cancer cell lines. Furthermore, these compounds have exhibited cytotoxic specificity against liver cancer cell lines in vitro when compared with normal cultured primary hepatocytes. (C) 2012 Published by Elsevier Masson SAS.