(R)-5-Isothiocyanatomethyl-3-(4H,6H-5-oxa-10b-aza-benzo[e]azulen-8-yl)-oxazolidin-2-one | 916914-13-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 恶嗪烷类
• 英文名称: (R)-5-Isothiocyanatomethyl-3-(4H,6H-5-oxa-10b-aza-benzo[e]azulen-8-yl)-oxazolidin-2-one
• CAS: 916914-13-1
• 化学式: C₁₇H₁₅N₃O₃S
• 分子量: 341.39
• InChiKey: OLVHAZWTIWVZKJ-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.94
• 重原子数：
  24.0
• 可旋转键数：
  3.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  56.06
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (R)-5-Isothiocyanatomethyl-3-(4H,6H-5-oxa-10b-aza-benzo[e]azulen-8-yl)-oxazolidin-2-one 、 乙醇 反应 16.0h， 生成
  参考文献：
  名称：

  Substituent activity relationship studies on new azolo benzoxazepinyl oxazolidinones

  摘要：

  In an effort to discover potent antibacterials based on the entropically favored 'bioactive conformation' approach, a series of novel tricyclic molecules mimicking the conformationally constrained structure of Linezolid is reported. Based on the initial tricyclic molecule 1, the benzazepine derivative 2 was designed where the tricyclic structure had more flexibility around C-N bond compared to 1. While, the molecule 2 was less active, the molecule 3 showed promising antibacterial activity presumably after having obtained rigidity due to pyrrole ring. The syntheses, SAR studies, and evaluation of 3 as a lead compound are reported.

  DOI：

  10.1016/j.bmc.2006.07.040
• 作为产物：
  描述：

  4H,6H-5-oxa-10b-azabenzo[e]azulen-8-ylamine 在 正丁基锂 、 sodium azide 、 水 、 碳酸氢钠 、 三乙胺 、 三苯基膦 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 丙酮 为溶剂， 反应 23.5h， 生成 (R)-5-Isothiocyanatomethyl-3-(4H,6H-5-oxa-10b-aza-benzo[e]azulen-8-yl)-oxazolidin-2-one
  参考文献：
  名称：

  Substituent activity relationship studies on new azolo benzoxazepinyl oxazolidinones

  摘要：

  In an effort to discover potent antibacterials based on the entropically favored 'bioactive conformation' approach, a series of novel tricyclic molecules mimicking the conformationally constrained structure of Linezolid is reported. Based on the initial tricyclic molecule 1, the benzazepine derivative 2 was designed where the tricyclic structure had more flexibility around C-N bond compared to 1. While, the molecule 2 was less active, the molecule 3 showed promising antibacterial activity presumably after having obtained rigidity due to pyrrole ring. The syntheses, SAR studies, and evaluation of 3 as a lead compound are reported.

  DOI：

  10.1016/j.bmc.2006.07.040