2-(2-phenyl-4,5,6,7-tetrahydro-1H-indol-1-yl)acetamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 2-(2-phenyl-4,5,6,7-tetrahydro-1H-indol-1-yl)acetamide
• 英文别名: 2-(2-Phenyl-4,5,6,7-tetrahydroindol-1-yl)acetamide；2-(2-phenyl-4,5,6,7-tetrahydroindol-1-yl)acetamide
• 化学式: C₁₆H₁₈N₂O
• 分子量: 254.332
• InChiKey: BGNSSPFNVPOOGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  48
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  6-乙炔基-7-氧杂双环[4.1.0]庚烷 在 copper(l) iodide 、 lithium perchlorate 、 二乙胺 、 三苯基膦 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 作用下， 以 乙腈 为溶剂， 反应 16.0h， 生成 2-(2-phenyl-4,5,6,7-tetrahydro-1H-indol-1-yl)acetamide
  参考文献：
  名称：

  Pri病毒复制和Pri病毒突变蛋白毒性的小分子抑制剂。

  摘要：

  折叠：Pri病毒疾病是神经退行性疾病，其特征是细胞病毒蛋白（PrPC）的自我复制，错误折叠的同工型（PrPSc）在大脑中积累。没有针对这些病理的疗法。我们利用先前描述的基于细胞的分析方法来筛选小分子文库，并鉴定出55种能够抵消病毒复制和毒性的化合物。化合物55可以代表开发病毒疾病的全新疗法的起点。

  DOI：

  10.1002/cmdc.201700302

文献信息

• Discovery of the 2-phenyl-4,5,6,7-Tetrahydro-1H-indole as a novel anti-hepatitis C virus targeting scaffold
  作者：Ivan A. Andreev、Dinesh Manvar、Maria Letizia Barreca、Dmitry S. Belov、Amartya Basu、Noreena L. Sweeney、Nina K. Ratmanova、Evgeny R. Lukyanenko、Giuseppe Manfroni、Violetta Cecchetti、David N. Frick、Andrea Altieri、Neerja Kaushik-Basu、Alexander V. Kurkin

  DOI：10.1016/j.ejmech.2015.04.022

  日期：2015.5

  Although all-oral direct-acting antiviral (DAA) therapy for hepatitis C virus (HCV) treatment is now a reality, today's HCV drugs are expensive, and more affordable drugs are still urgently needed. In this work, we report the identification of the 2-phenyl-4,5,6,7-Tetrahydro-1H-indole chemical scaffold that inhibits cellular replication of HCV genotype 1b and 2a subgenomic replicons. The anti-HCV genotype lb and 2a profiling and effects on cell viability of a selected representative set of derivatives as well as their chemical synthesis are described herein. The most potent compound 39 displayed EC50 values of 7.9 and 2.6 mu M in genotype lb and 2a, respectively. Biochemical assays showed that derivative 39 had no effect on HCV NS5B polymerase, NS3 helicase, IRES mediated translation and selected host factors. Thus, future work will involve both the chemical optimization and target identification of 2-phenyl-4,5,6,7-Tetrahydro-1H-indoles as new anti-HCV agents. (C) 2015 Elsevier Masson SAS. All rights reserved.