5-Bromo-3-ethyl-2-oxo-2,3-dihydro-benzoimidazole-1-carboxylic acid tert-butyl ester | 396725-92-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 5-Bromo-3-ethyl-2-oxo-2,3-dihydro-benzoimidazole-1-carboxylic acid tert-butyl ester
• CAS: 396725-92-1
• 化学式: C₁₄H₁₇BrN₂O₃
• 分子量: 341.205
• InChiKey: JYUHMMWGAJJLRK-UHFFFAOYSA-N

物化性质

• 沸点：
  409.9±47.0 °C(Predicted)
• 密度：
  1.433±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.37
• 重原子数：
  20.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  53.23
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  5-Bromo-3-ethyl-2-oxo-2,3-dihydro-benzoimidazole-1-carboxylic acid tert-butyl ester 在 四(三苯基膦)钯 、 potassium carbonate 、 三氟乙酸 作用下， 以 乙醇 、 二氯甲烷 、 水 、 甲苯 为溶剂， 生成 6-(3-Chloro-phenyl)-1-ethyl-1,3-dihydro-benzoimidazol-2-one
  参考文献：
  名称：

  Synthesis and progesterone receptor antagonist activities of 6-aryl benzimidazolones and benzothiazolones

  摘要：

  Novel 6-aryl benzimidazolones and benzothiazolones were prepared and examined as bioisosteres of the recently reported 6-aryl dihydroquinolines (1) for progesterone receptor (PR) antagonist activities. PR antagonist activities increased when compounds 9c-f possessed a more lipophilic group at position-1 and pendent aryl moiety para to NH moiety. Furthermore, conversion of carbonyl moiety of 9e,f to the thio-carbonyl led to benzoimidazolethiones 15a,b with significantly improved potency and binding affinity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00554-6
• 作为产物：
  描述：

  乙醇 、 5-溴-2-氧代-2,3-二氢-1H-苯并[D]咪唑-1-羧酸叔丁酯 在 三苯基膦 、 偶氮二甲酸二乙酯 作用下， 以 四氢呋喃 为溶剂， 生成 5-Bromo-3-ethyl-2-oxo-2,3-dihydro-benzoimidazole-1-carboxylic acid tert-butyl ester
  参考文献：
  名称：

  Synthesis and progesterone receptor antagonist activities of 6-aryl benzimidazolones and benzothiazolones

  摘要：

  Novel 6-aryl benzimidazolones and benzothiazolones were prepared and examined as bioisosteres of the recently reported 6-aryl dihydroquinolines (1) for progesterone receptor (PR) antagonist activities. PR antagonist activities increased when compounds 9c-f possessed a more lipophilic group at position-1 and pendent aryl moiety para to NH moiety. Furthermore, conversion of carbonyl moiety of 9e,f to the thio-carbonyl led to benzoimidazolethiones 15a,b with significantly improved potency and binding affinity. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0960-894x(01)00554-6