[1-(1H-indol-3-yl)isoquinolin-2(1H)-yl](4-nitrophenyl)methanone | 81810-81-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: [1-(1H-indol-3-yl)isoquinolin-2(1H)-yl](4-nitrophenyl)methanone
• 英文别名: [1-(1H-indol-3-yl)-1H-isoquinolin-2-yl]-(4-nitrophenyl)methanone
• CAS: 81810-81-3
• 化学式: C₂₄H₁₇N₃O₃
• 分子量: 395.417
• InChiKey: YZZXCUWPHHOKMU-UHFFFAOYSA-N

物化性质

• 沸点：
  689.3±55.0 °C(Predicted)
• 密度：
  1.382±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.29
• 重原子数：
  30.0
• 可旋转键数：
  3.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  79.24
• 氢给体数：
  1.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  [1-(1H-indol-3-yl)isoquinolin-2(1H)-yl](4-nitrophenyl)methanone 在 2,2,6,6-tetramethyl-1-oxopiperidinium perchlorate 作用下， 以85%的产率得到2-(p-nitrobenzoyl)-1-(3-indolyl)isoquinolinium perchlorate
  参考文献：
  名称：

  Dual reactivities of 1,2-disubstituted dihydro-N-heteroaromatic systems. 3. Electrochemical aromatization of substituted N-acyldihydropyridines and imidazoles

  摘要：

  DOI：

  10.1007/bf00522127
• 作为产物：
  描述：

  异喹啉 、 吲哚 、 4-硝基苯甲酰氯 以80%的产率得到[1-(1H-indol-3-yl)isoquinolin-2(1H)-yl](4-nitrophenyl)methanone
  参考文献：
  名称：

  Dual reactivities of 1,2-disubstituted dihydro-N-heteroaromatic systems. 3. Electrochemical aromatization of substituted N-acyldihydropyridines and imidazoles

  摘要：

  DOI：

  10.1007/bf00522127

文献信息

• Telescoped Synthesis of 2-Acyl-1-aryl-1,2-dihydroisoquinolines and Their Inhibition of the Transcription Factor NF-κB
  作者：Tsai-Wen Chung、Yi-Tzu Hung、Tushar Thikekar、Vijaykumar V. Paike、Fu Yuan Lo、Pei-Hua Tsai、Mei-Chih Liang、Chung-Ming Sun

  DOI：10.1021/acscombsci.5b00001

  日期：2015.8.10

  A sequential single-flask multicomponent reactions is highly effective for the synthesis of 1,2-dihydroisoquinolines through amidealkylation from intermediate N-acylisoquinolinium salts under mild conditions. N-Acylisoquinolinium ions and trichloromethyl-1-(1H-indol-3-yl)isoquinoline-2(1H)-carboxylate have demonstrated their reactivity toward aromatic and aliphatic pi-nucleophiles. One of the 1,2-dihydroisoquinoline derivatives was found to be a potent inhibitor for transcription factor NF-kappa B by blocking I kappa B alpha degradation, p65 nuclear translocation, and NF-kappa B DNA binding in TNF-alpha-induced NIH 3T3 cells.
• Dual reactivity of 1,2-disubstituted dihydro-N-heteroaromatic systems. 4. Factors that affect the rate of aromatization of substituted N-acyldihydropyridines
  作者：A. K. Sheinkman、Z. M. Skorobogatova、L. V. Luk'yanenko

  DOI：10.1007/bf00522128

  日期：1982.3
• SHEJNKMAN, A. K.;KOZAK, I. YU.;YASHCHENKO, P. N., XIMIYA GETEROTSIKL. SOEDIN., 1984, N 9, 1280-1281
  作者：SHEJNKMAN, A. K.、KOZAK, I. YU.、YASHCHENKO, P. N.

  DOI：——

  日期：——