[2-hydroxy-3-[4-[[methyl(2-phenylethyl)amino]methyl]triazol-1-yl]propyl] N-benzylcarbamate | 1234358-26-9

• 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: [2-hydroxy-3-[4-[[methyl(2-phenylethyl)amino]methyl]triazol-1-yl]propyl] N-benzylcarbamate
• CAS: 1234358-26-9
• 化学式: C₂₃H₂₉N₅O₃
• 分子量: 423.515
• InChiKey: SWIIKUYLACGAIY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  31
• 可旋转键数：
  12
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  92.5
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  Benzeneethanamine, N-methyl-N-2-propynyl- 、 3-azido-2-hydroxypropyl benzylcarbamate 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 水 、 叔丁醇 为溶剂， 反应 24.0h， 以93%的产率得到[2-hydroxy-3-[4-[[methyl(2-phenylethyl)amino]methyl]triazol-1-yl]propyl] N-benzylcarbamate
  参考文献：
  名称：

  Library of 1,4-Disubstituted 1,2,3-Triazole Analogs of Oxazolidinone RNA-Binding Agents

  摘要：

  The design and synthesis of small molecules that target RNA is immensely important in antibacterial therapy. We had previously reported on the RNA binding of a series of 4,5-disubstituted 2-oxazolidinones that bind to a highly conserved bulge region of bacterial RNA. This biological target T box antitermination system, which is found mainly in Gram-positive bacteria, regulates the expression of several amino acid related genes. In an effort to amplify our library, we have prepared a library of I,4-disubstituted 1,2,3-triazole analogs that entails an isosteric replacement of the oxazolidinone nucleus. The synthesis of the new analogs was enhanced via copper(I) catalysis of an azide and alkyne cycloaddition reaction. A total of 108 1,4-disubstituted 1,2,3-triazole compounds have been prepared. All compounds were evaluated as RNA binding agents.

  DOI：

  10.1021/cc100029y

文献信息

• Library of 1,4-Disubstituted 1,2,3-Triazole Analogs of Oxazolidinone RNA-Binding Agents
  作者：George Acquaah-Harrison、Shu Zhou、Jennifer V. Hines、Stephen C. Bergmeier

  DOI：10.1021/cc100029y

  日期：2010.7.12

  The design and synthesis of small molecules that target RNA is immensely important in antibacterial therapy. We had previously reported on the RNA binding of a series of 4,5-disubstituted 2-oxazolidinones that bind to a highly conserved bulge region of bacterial RNA. This biological target T box antitermination system, which is found mainly in Gram-positive bacteria, regulates the expression of several amino acid related genes. In an effort to amplify our library, we have prepared a library of I,4-disubstituted 1,2,3-triazole analogs that entails an isosteric replacement of the oxazolidinone nucleus. The synthesis of the new analogs was enhanced via copper(I) catalysis of an azide and alkyne cycloaddition reaction. A total of 108 1,4-disubstituted 1,2,3-triazole compounds have been prepared. All compounds were evaluated as RNA binding agents.