(11e) | 66997-23-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: (11e)
• 英文别名: 3,10,10-trimethyl-2-phenyl-2,3-dihydro-10H-3,10a-epidisulfano-pyrazino[1,2-a]indole-1,4-dione
• CAS: 66997-23-7
• 化学式: C₂₀H₁₈N₂O₂S₂
• 分子量: 382.507
• InChiKey: NPZYKXNBQAQYRB-UXHICEINSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.17
• 重原子数：
  26.0
• 可旋转键数：
  1.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  40.62
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  3,3-dimethyl-3H-indole-2-carboxylic acid anilide 、 pyruvoyl chloride 生成 (11e)
  参考文献：
  名称：

  Gliotoxin analogs as inhibitors of reverse transcriptase. 1. Effect of lipophilicity

  摘要：

  The reaction scheme, developed for the synthesis of the gliotoxin analogue 2, was found to be of general applicability for analogues with varying substituents at N(1) and C(2). Analogues 11b-g prepared by this method are inhibitors of reverse transcriptase (RNA-directed DNA polymerase). Their inhibitory activity seems to be related to the lipophilicity of the effector molecules: the most lipophilic compound is the most active inhibitor. The techniques of reversed-phase thin-layer chromatography with silylated, precoated plates as well as reversed-phase high-performance liquid chromatography were used to measure the relative lipophilicities; both techniques gave analogous results.

  DOI：

  10.1021/jm00206a015

文献信息

• Gliotoxin analogs as inhibitors of reverse transcriptase. 1. Effect of lipophilicity
  作者：Harry C. J. Ottenheijm、Jacobus D. M. Herscheid、Marian W. Tijhuis、Marijn Oosterbaan、Erik De Clercq

  DOI：10.1021/jm00206a015

  日期：1978.8

  The reaction scheme, developed for the synthesis of the gliotoxin analogue 2, was found to be of general applicability for analogues with varying substituents at N(1) and C(2). Analogues 11b-g prepared by this method are inhibitors of reverse transcriptase (RNA-directed DNA polymerase). Their inhibitory activity seems to be related to the lipophilicity of the effector molecules: the most lipophilic compound is the most active inhibitor. The techniques of reversed-phase thin-layer chromatography with silylated, precoated plates as well as reversed-phase high-performance liquid chromatography were used to measure the relative lipophilicities; both techniques gave analogous results.