t-butyl 3-{4-(5,7-dimethoxy-1-methyl-4-oxo-1,4-dihydroquinolin-2-yl)-2-[(3-pyridin-3-ylpropanoyl)amino]phenoxy}propylcarbamate | 1132660-87-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: t-butyl 3-{4-(5,7-dimethoxy-1-methyl-4-oxo-1,4-dihydroquinolin-2-yl)-2-[(3-pyridin-3-ylpropanoyl)amino]phenoxy}propylcarbamate
• CAS: 1132660-87-7
• 化学式: C₃₄H₄₀N₄O₇
• 分子量: 616.714
• InChiKey: QKSZLTDAJXDMTB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.48
• 重原子数：
  45.0
• 可旋转键数：
  12.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  130.01
• 氢给体数：
  2.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  t-butyl 3-{4-(5,7-dimethoxy-1-methyl-4-oxo-1,4-dihydroquinolin-2-yl)-2-[(3-pyridin-3-ylpropanoyl)amino]phenoxy}propylcarbamate 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以12%的产率得到N-[2-(3-aminopropoxy)-5-(5,7-dimethoxy-1-methyl-4-oxo-1,4-dihydroquinolin-2-yl)phenyl]-3-pyridin-3-ylpropanamide
  参考文献：
  名称：

  Synthesis and biological evaluation of 2-phenylquinolones targeted at Tat/TAR recognition

  摘要：

  Tat (transactivator of transcription) is a small HIV protein rich in arginines that interacts with a viral RNA structure called TAR (trans-activation responsive region). Tat-TAR interaction is essential for viral gene expression, replication and pathogenesis. Small molecules able to interfere with TAR and to compete for Tat binding possess antiviral activity due to inhibition of viral transcription and expression, thus impairing formation of infectious virions. We report here, the synthesis and biological evaluation of a new series of quinolone derivatives, namely 2-phenylquinolones, designed with the aim of interfering with the protein/RNA complex. These new derivatives are able to efficiently interfere with Tat/TAR complex in vitro depending on precise structural requirements as demonstrated by fluorescence quenching assay analysis. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.034
• 作为产物：
  描述：

  3-(3-吡啶基)丙酸 、 t-butyl 3-[2-amino-4-(5,7-dimethoxy-1-methyl-4-oxo-1,4-dihydroquinolin-2-yl)phenoxy]propyl carbamate 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以77%的产率得到t-butyl 3-{4-(5,7-dimethoxy-1-methyl-4-oxo-1,4-dihydroquinolin-2-yl)-2-[(3-pyridin-3-ylpropanoyl)amino]phenoxy}propylcarbamate
  参考文献：
  名称：

  Synthesis and biological evaluation of 2-phenylquinolones targeted at Tat/TAR recognition

  摘要：

  Tat (transactivator of transcription) is a small HIV protein rich in arginines that interacts with a viral RNA structure called TAR (trans-activation responsive region). Tat-TAR interaction is essential for viral gene expression, replication and pathogenesis. Small molecules able to interfere with TAR and to compete for Tat binding possess antiviral activity due to inhibition of viral transcription and expression, thus impairing formation of infectious virions. We report here, the synthesis and biological evaluation of a new series of quinolone derivatives, namely 2-phenylquinolones, designed with the aim of interfering with the protein/RNA complex. These new derivatives are able to efficiently interfere with Tat/TAR complex in vitro depending on precise structural requirements as demonstrated by fluorescence quenching assay analysis. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.12.034