2-[2-(4-phenylimidazolyl)ethyl]-1,3-dioxolane | 172678-72-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 2-[2-(4-phenylimidazolyl)ethyl]-1,3-dioxolane
• 英文别名: 1-[2-(1,3-Dioxolan-2-yl)ethyl]-4-phenylimidazole
• CAS: 172678-72-7
• 化学式: C₁₄H₁₆N₂O₂
• 分子量: 244.293
• InChiKey: VCWARFFRLNGENW-UHFFFAOYSA-N

物化性质

• 沸点：
  456.6±25.0 °C(Predicted)
• 密度：
  1.21±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  36.3
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-[2-(4-phenylimidazolyl)ethyl]-1,3-dioxolane 在 盐酸 、 sodium cyanoborohydride 、 溶剂黄146 作用下， 以 丙酮 为溶剂， 反应 99.0h， 生成 2,3-anhydro-5-O-desosaminyl-11-{[3-(4-phenylimidazolyl)propyl]hydrazo}-6-O-methylerythronolide A, 11,12-carbamate
  参考文献：
  名称：

  Anhydrolide Macrolides. 2. Synthesis and Antibacterial Activity of 2,3-Anhydro-6-O-methyl 11,12-Carbazate Erythromycin A Analogues

  摘要：

  A series of 3-descladinosyl-2,3-anhydro-6-O-methylerythromycin A 11,12-cyclic carbazate analogues was prepared and evaluated for antibacterial activity. These 2,3-anhydro macrolides were found to be potent antibacterial agents in vitro against macrolide-susceptible organisms including Staphylococcus aureus 6538P, Streptococcus pyogenes EES61, and Streptococcus pneumoniae ATCC6303. These compounds were also very active against some organisms that show macrolide resistance (S. aureus A5177, S. pyogenes PIU2584, and S. pneumoniae 5649). The compounds generally showed poor activity against organisms with constitutive MLS resistance. Selected compounds were evaluated in vivo in mouse protection studies. Although most of the compounds tested in vivo showed poor efficacy, two compounds, 38 and 57, were more active than clarithromycin against S. pneumoniae ATCC6303.

  DOI：

  10.1021/jm970548p
• 作为产物：
  描述：

  2-(2-溴乙基)-1,3-二恶烷 、 4-苯基咪唑 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 28.0h， 以63%的产率得到2-[2-(4-phenylimidazolyl)ethyl]-1,3-dioxolane
  参考文献：
  名称：

  Anhydrolide Macrolides. 2. Synthesis and Antibacterial Activity of 2,3-Anhydro-6-O-methyl 11,12-Carbazate Erythromycin A Analogues

  摘要：

  A series of 3-descladinosyl-2,3-anhydro-6-O-methylerythromycin A 11,12-cyclic carbazate analogues was prepared and evaluated for antibacterial activity. These 2,3-anhydro macrolides were found to be potent antibacterial agents in vitro against macrolide-susceptible organisms including Staphylococcus aureus 6538P, Streptococcus pyogenes EES61, and Streptococcus pneumoniae ATCC6303. These compounds were also very active against some organisms that show macrolide resistance (S. aureus A5177, S. pyogenes PIU2584, and S. pneumoniae 5649). The compounds generally showed poor activity against organisms with constitutive MLS resistance. Selected compounds were evaluated in vivo in mouse protection studies. Although most of the compounds tested in vivo showed poor efficacy, two compounds, 38 and 57, were more active than clarithromycin against S. pneumoniae ATCC6303.

  DOI：

  10.1021/jm970548p