四氢-3-呋喃基氰基乙酸酯 | 215045-41-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧唑烯
• 中文名称: 四氢-3-呋喃基氰基乙酸酯
• 英文名称: tetrahydrofuran-3-yl 2-cyanoacetate
• 英文别名: oxolan-3-yl 2-cyanoacetate
• CAS: 215045-41-3
• 化学式: C₇H₉NO₃
• 分子量: 155.153
• InChiKey: GCBFTNLAYWYMGX-UHFFFAOYSA-N

物化性质

• 沸点：
  291.8±30.0 °C(Predicted)
• 密度：
  1.19±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.1
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  59.3
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  四氢-3-呋喃基氰基乙酸酯 在 吗啉 、 吡啶 、 sulfur 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 36.0h， 生成 2-(3-phenyl-ureido)-4,5,6,7,8,9-hexahydro-cycloocta[b]thiophene-3-carboxylic acid tetrahydro-furan-3-yl ester
  参考文献：
  名称：

  A new class of small molecule RNA polymerase inhibitors with activity against Rifampicin-resistant Staphylococcus aureus1

  摘要：

  The RNA polymerase holoenzyme is a proven target for antibacterial agents. A high-throughput screening program based on this enzyme from Staphylococcus aureus had previously identified a 2-ureidothiophene-3-carboxylate as a low micromolar inhibitor. An investigation of the relationships between the structures of this class of compounds and their inhibitory- and antibacterial activities is described here, leading to a set of potent RNA polymerase inhibitors with antibacterial activity. Characterization of this bioactivity, including studies of the mechanism of action, is provided, highlighting the power of the reverse chemical genetics approach in providing tools to inhibit the bacterial RNA polymerase. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.035
• 作为产物：
  描述：

  3-羟基四氢呋喃 、 氰乙酸 在 硫酸 作用下， 以 苯 为溶剂， 反应 2.5h， 以60%的产率得到四氢-3-呋喃基氰基乙酸酯
  参考文献：
  名称：

  A new class of small molecule RNA polymerase inhibitors with activity against Rifampicin-resistant Staphylococcus aureus1

  摘要：

  The RNA polymerase holoenzyme is a proven target for antibacterial agents. A high-throughput screening program based on this enzyme from Staphylococcus aureus had previously identified a 2-ureidothiophene-3-carboxylate as a low micromolar inhibitor. An investigation of the relationships between the structures of this class of compounds and their inhibitory- and antibacterial activities is described here, leading to a set of potent RNA polymerase inhibitors with antibacterial activity. Characterization of this bioactivity, including studies of the mechanism of action, is provided, highlighting the power of the reverse chemical genetics approach in providing tools to inhibit the bacterial RNA polymerase. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.035