5-(4-acetamidophenylsulfanyl)-1,10-phenanthroline | 1335008-92-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 菲咯啉
• 英文名称: 5-(4-acetamidophenylsulfanyl)-1,10-phenanthroline
• 英文别名: N-[4-(1,10-phenanthrolin-5-ylsulfanyl)phenyl]acetamide
• CAS: 1335008-92-8
• 化学式: C₂₀H₁₅N₃OS
• 分子量: 345.425
• InChiKey: GWEBBAUQTHGJRL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  25
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  80.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-乙酰氨基苯硫酚 、 5,6-环氧-5,6-二氢-[1,10]菲咯啉 在 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以97%的产率得到5-(4-acetamidophenylsulfanyl)-1,10-phenanthroline
  参考文献：
  名称：

  Convenient synthesis of 5-aryl(alkyl)sulfanyl-1,10-phenanthrolines from 5,6-epoxy-5,6-dihydro-1,10-phenanthroline, and their activity towards fungal β-d-glycosidases

  摘要：

  A broad series of novel 5-aryl(alkyl)sulfanyl-1,10-phenanthrolines has been prepared by a new simple procedure: a treatment of the commercially available 5,6-epoxy-5,6-dihydro-1,10-phenanthroline with various thiols in the presence of a base. Other functional groups attached to the thiol allow a use of the products as building blocks in synthesis of versatile ligands and in functionalization of surfaces. The synthesized phenanthrolines showed a moderate ability as activators or inhibitors of fungal beta-D-glucosidases and beta-D-galactosidases. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.07.058

文献信息

• Convenient synthesis of 5-aryl(alkyl)sulfanyl-1,10-phenanthrolines from 5,6-epoxy-5,6-dihydro-1,10-phenanthroline, and their activity towards fungal β-d-glycosidases
  作者：Irina A. Dotsenko、Matthew Curtis、Nataliya M. Samoshina、Vyacheslav V. Samoshin

  DOI：10.1016/j.tet.2011.07.058

  日期：2011.9

  A broad series of novel 5-aryl(alkyl)sulfanyl-1,10-phenanthrolines has been prepared by a new simple procedure: a treatment of the commercially available 5,6-epoxy-5,6-dihydro-1,10-phenanthroline with various thiols in the presence of a base. Other functional groups attached to the thiol allow a use of the products as building blocks in synthesis of versatile ligands and in functionalization of surfaces. The synthesized phenanthrolines showed a moderate ability as activators or inhibitors of fungal beta-D-glucosidases and beta-D-galactosidases. (C) 2011 Elsevier Ltd. All rights reserved.