1-(2-Acetoxyethoxy)methyl-3-amino-4-cyano-2,5-diphenylpyrrole | 206350-62-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-(2-Acetoxyethoxy)methyl-3-amino-4-cyano-2,5-diphenylpyrrole
• 英文别名: 2-[(3-Amino-4-cyano-2,5-diphenyl-pyrrol-1-yl)methoxy]ethyl acetate；2-[(3-amino-4-cyano-2,5-diphenylpyrrol-1-yl)methoxy]ethyl acetate
• CAS: 206350-62-1
• 化学式: C₂₂H₂₁N₃O₃
• 分子量: 375.427
• InChiKey: DNPXLIIPHFIIKE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  28
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  90.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(2-Acetoxyethoxy)methyl-3-amino-4-cyano-2,5-diphenylpyrrole 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以60%的产率得到3-Amino-4-cyano-2,5-diphenyl-1-(2-hydroxyethoxy)methylpyrrole
  参考文献：
  名称：

  Glycosidopyrroles Part 1. Acyclic derivatives: 1-(2-hydroxyethoxy) methylpyrroles as potential anti-viral agents

  摘要：

  Acyclic glycosidopyrroles of type 1, synthesized in good overall yields, were evaluated for anti-viral activity. Compound 10i was found to inhibit the HIV-1 replication at concentrations that were very close to those cytotoxic for MT-4 cells. Compounds 10a,f,i inhibited both strains HSV-1 and HSV-2 at concentrations slightly below those cytotoxic for Vero cells. However for this series of glycosidopyrroles some relationship between calculated log P values and the observed cytotoxicity was found. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0014-827x(97)00002-5
• 作为产物：
  描述：

  (2-乙酰氧基乙氧基)-甲基溴 在 palladium on activated charcoal 氢气 、 sodium hydride 作用下， 以 乙醇 、 乙腈 为溶剂， 25.0 ℃ 、344.73 kPa 条件下， 反应 2.0h， 生成 1-(2-Acetoxyethoxy)methyl-3-amino-4-cyano-2,5-diphenylpyrrole
  参考文献：
  名称：

  Glycosidopyrroles Part 1. Acyclic derivatives: 1-(2-hydroxyethoxy) methylpyrroles as potential anti-viral agents

  摘要：

  Acyclic glycosidopyrroles of type 1, synthesized in good overall yields, were evaluated for anti-viral activity. Compound 10i was found to inhibit the HIV-1 replication at concentrations that were very close to those cytotoxic for MT-4 cells. Compounds 10a,f,i inhibited both strains HSV-1 and HSV-2 at concentrations slightly below those cytotoxic for Vero cells. However for this series of glycosidopyrroles some relationship between calculated log P values and the observed cytotoxicity was found. (C) 1998 Elsevier Science S.A.

  DOI：

  10.1016/s0014-827x(97)00002-5