1-(2-Acetoxyethoxy)methyl-3-cyano-2,5-diphenyl-4-nitropyrrole | 206350-57-4

• 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-cyano-2,5-diphenyl-4-nitropyrrole
• 英文别名: 2-[(3-Cyano-4-nitro-2,5-diphenyl-pyrrol-1-yl)methoxy]ethyl acetate；2-[(3-cyano-4-nitro-2,5-diphenylpyrrol-1-yl)methoxy]ethyl acetate
• CAS: 206350-57-4
• 化学式: C₂₂H₁₉N₃O₅
• 分子量: 405.41
• InChiKey: PZTQLOCBKUCIQV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  30
• 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：
  110
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1-(2-Acetoxyethoxy)methyl-3-cyano-2,5-diphenyl-4-nitropyrrole 在 sodium methylate 作用下， 以 甲醇 为溶剂， 以60%的产率得到4-Cyano-2,5-diphenyl-1-(2-hydroxyethoxy)methyl-3-nitropyrrole
  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 、 4-氰基-2,5-二苯基-3-硝基吡咯 在 sodium hydride 作用下， 以 乙腈 为溶剂， 反应 2.0h， 以95%的产率得到1-(2-Acetoxyethoxy)methyl-3-cyano-2,5-diphenyl-4-nitropyrrole
  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

文献信息

• Glycosidopyrroles Part 1. Acyclic derivatives: 1-(2-hydroxyethoxy) methylpyrroles as potential anti-viral agents
  作者：Anna Maria Almerico、Patrizia Diana、Paola Barraja、Gaetano Dattolo、Francesco Mingoia、Anna Giulia Loi、Franca Scintu、Carlo Milia、Ivana Puddu、Paolo La Colla

  DOI：10.1016/s0014-827x(97)00002-5

  日期：1998.1

  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.