2-[3-(4-甲基-2-硝基苯氧基)丙基]异吲哚-1,3-二酮 | 713493-55-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 中文名称: 2-[3-(4-甲基-2-硝基苯氧基)丙基]异吲哚-1,3-二酮
• 英文名称: 1H-Isoindole-1,3(2H)-dione, 2-[3-(4-methyl-2-nitrophenoxy)propyl]-
• 英文别名: 2-[3-(4-methyl-2-nitrophenoxy)propyl]isoindole-1,3-dione
• CAS: 713493-55-1
• 化学式: C₁₈H₁₆N₂O₅
• 分子量: 340.335
• InChiKey: QDFYBPGYOIZGII-UHFFFAOYSA-N

物化性质

• 沸点：
  537.7±40.0 °C(Predicted)
• 密度：
  1.344±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  25
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  92.4
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-[3-(4-甲基-2-硝基苯氧基)丙基]异吲哚-1,3-二酮 在 一水合肼 作用下， 以 乙醇 为溶剂， 反应 6.0h， 生成 3-(4-methyl-2-nitrophenoxy)-1-propylamine
  参考文献：
  名称：

  Selective Small Molecules Blocking HIV-1 Tat and Coactivator PCAF Association

  摘要：

  Development of drug resistance from mutations in the targeted viral proteins leads to continuation of viral production by chronically infected cells, contributing to HIV-mediated immune dysfunction. Targeting a host cell protein essential for viral reproduction, rather than a viral protein, may minimize the viral drug resistance problem as observed with HIV protease inhibitors. We report here the development of a novel class of N1-aryl-propane-1,3-diamine compounds using a structure-based approach that selectively inhibit the activity of the bromodomain of the human transcriptional co-activator PCAF, of which association with the HIV trans-activator Tat is essential for transcription and replication of the integrated HIV provirus.

  DOI：

  10.1021/ja044885g
• 作为产物：
  描述：

  2-硝基-4-甲苯酚 在 sodium hydroxide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 2-[3-(4-甲基-2-硝基苯氧基)丙基]异吲哚-1,3-二酮
  参考文献：
  名称：

  Selective Small Molecules Blocking HIV-1 Tat and Coactivator PCAF Association

  摘要：

  Development of drug resistance from mutations in the targeted viral proteins leads to continuation of viral production by chronically infected cells, contributing to HIV-mediated immune dysfunction. Targeting a host cell protein essential for viral reproduction, rather than a viral protein, may minimize the viral drug resistance problem as observed with HIV protease inhibitors. We report here the development of a novel class of N1-aryl-propane-1,3-diamine compounds using a structure-based approach that selectively inhibit the activity of the bromodomain of the human transcriptional co-activator PCAF, of which association with the HIV trans-activator Tat is essential for transcription and replication of the integrated HIV provirus.

  DOI：

  10.1021/ja044885g

文献信息

• Selective Small Molecules Blocking HIV-1 Tat and Coactivator PCAF Association
  作者：Lei Zeng、Jiaming Li、Michaela Muller、Sherry Yan、Shiraz Mujtaba、Chongfeng Pan、Zhiyong Wang、Ming-Ming Zhou

  DOI：10.1021/ja044885g

  日期：2005.3.1

  Development of drug resistance from mutations in the targeted viral proteins leads to continuation of viral production by chronically infected cells, contributing to HIV-mediated immune dysfunction. Targeting a host cell protein essential for viral reproduction, rather than a viral protein, may minimize the viral drug resistance problem as observed with HIV protease inhibitors. We report here the development of a novel class of N1-aryl-propane-1,3-diamine compounds using a structure-based approach that selectively inhibit the activity of the bromodomain of the human transcriptional co-activator PCAF, of which association with the HIV trans-activator Tat is essential for transcription and replication of the integrated HIV provirus.