1-(3-bromopropoxy)-3-methyl-2-nitrobenzene | 848589-66-2

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1-(3-bromopropoxy)-3-methyl-2-nitrobenzene
• CAS: 848589-66-2
• 化学式: C₁₀H₁₂BrNO₃
• 分子量: 274.114
• InChiKey: QGRYHCNWUWUGRT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  15
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  55
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(3-bromopropoxy)-3-methyl-2-nitrobenzene 在 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 生成 3-(3-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-3-甲基苯酚 、 1,3-二溴丙烷 在 sodium hydroxide 作用下， 生成 1-(3-bromopropoxy)-3-methyl-2-nitrobenzene
  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

• Structural Optimization of Zn(II)-Activated Magnetic Resonance Imaging Probes
  作者：Lauren M. Matosziuk、Jonathan H. Leibowitz、Marie C. Heffern、Keith W. MacRenaris、Mark A. Ratner、Thomas J. Meade

  DOI：10.1021/ic400681j

  日期：2013.11.4

  We report the structural optimization and mechanistic investigation of a series of bioactivated magnetic resonance imaging contrast agents that transform from low relaxivity to high relaxivity in the presence of Zn(II). The change in relaxivity results from a structural transformation of the complex that alters the coordination environment about the Gd(III) center. Here, we have performed a series of systematic modifications to determine the structure that provides the optimal change in relaxivity in response to the presence of Zn(II). Relaxivity measurements in the presence and absence of Zn(II) were used in conjunction with measurements regarding water access (namely, number of water molecules bound) to the Gd(III) center and temperature-dependent C-13 NMR spectroscopy to determine how the coordination environment about the Gd(III) center is affected by the distance between the Zn(II)-binding domain and the Gd(III) chelate, the number of functional groups on the Zn(II)-binding domain, and the presence of Zn(II). The results of this study provide valuable insight into the design principles for future bioactivated magnetic resonance probes.