phenyl 5,6-dimethoxy-3-phenoxybenzothiophene-2-carboxylate | 138835-18-4

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: phenyl 5,6-dimethoxy-3-phenoxybenzothiophene-2-carboxylate
• 英文别名: phenyl 5,6-dimethoxy-3-phenoxy-1-benzothiophene-2-carboxylate
• CAS: 138835-18-4
• 化学式: C₂₃H₁₈O₅S
• 分子量: 406.459
• InChiKey: DKUYFVGRCSFDPL-UHFFFAOYSA-N

物化性质

• 沸点：
  552.8±50.0 °C(Predicted)
• 密度：
  1.290±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.93
• 重原子数：
  29.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  53.99
• 氢给体数：
  0.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  phenyl 5,6-dimethoxy-3-phenoxybenzothiophene-2-carboxylate 在 sodium hydroxide 作用下， 以 甲醇 为溶剂， 反应 5.0h， 以84%的产率得到5,6-dimethoxy-3-phenoxybenzothiophene-2-carboxylic acid
  参考文献：
  名称：

  Novel benzothiophene-, benzofuran-, and naphthalenecarboxamidotetrazoles as potential antiallergy agents

  摘要：

  The synthesis and antiallergic activity of a series of novel benzothiophene-, benzofuran-, and naphthalenecarbox-amidotetrazoles are described. A number of the compounds inhibit the release of histamine from anti-IgE stimulated basophils obtained from allergic donors. Optimal inhibition is exhibited in benzothiophenes with a 3-alkoxy substituent in combination with a 5-methoxy, 6-methoxy, or a 5,6-dimethoxy group. Compounds 13c (CI-959) also inhibited respiratory burst of human neutrophils and the release of mediators from anti-IgE-stimulated human chopped lung.

  DOI：

  10.1021/jm00083a023
• 作为产物：
  描述：

  苯酚 在 三乙胺 作用下， 以 二甲基亚砜 、 丙酮 为溶剂， 反应 7.0h， 生成 phenyl 5,6-dimethoxy-3-phenoxybenzothiophene-2-carboxylate
  参考文献：
  名称：

  Novel benzothiophene-, benzofuran-, and naphthalenecarboxamidotetrazoles as potential antiallergy agents

  摘要：

  The synthesis and antiallergic activity of a series of novel benzothiophene-, benzofuran-, and naphthalenecarbox-amidotetrazoles are described. A number of the compounds inhibit the release of histamine from anti-IgE stimulated basophils obtained from allergic donors. Optimal inhibition is exhibited in benzothiophenes with a 3-alkoxy substituent in combination with a 5-methoxy, 6-methoxy, or a 5,6-dimethoxy group. Compounds 13c (CI-959) also inhibited respiratory burst of human neutrophils and the release of mediators from anti-IgE-stimulated human chopped lung.

  DOI：

  10.1021/jm00083a023