2-[(4-Butoxybenzyl)oxy]-1H-isoindole-1,3(2H)-dione | 428455-37-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 2-[(4-Butoxybenzyl)oxy]-1H-isoindole-1,3(2H)-dione
• 英文别名: 2-[(4-butoxyphenyl)methoxy]isoindole-1,3-dione
• CAS: 428455-37-2
• 化学式: C₁₉H₁₉NO₄
• 分子量: 325.364
• InChiKey: ZIAXFSMFGMXNNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.26
• 拓扑面积：
  55.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-[(4-Butoxybenzyl)oxy]-1H-isoindole-1,3(2H)-dione 在 肼 作用下， 以 二氯甲烷 为溶剂， 生成 O-<4-Butyloxy-benzyl>-hydroxylamin
  参考文献：
  名称：

  A solid-phase approach to DDB derivatives

  摘要：

  Since the discovery of 2,2'-dimethoxycarbonyl-4,4-dimethoxy-5,6,5',6'-biomethylenedioxy-biphenyl (DDB) as a potent anti-HBV agent, we have studied the structure-activity relationships of 4,4'-dimethoxy -5,6,5',6'-dimethenedioxy-2-alkyloxycarbonyl-2'-(4- substituted benzyl piperazin-1-yl)carbonyl-biphenyl as anti-HBV agents. Therefore, it is rational to extend this study to the 3,3'-disustituted-4,4'-dimethoxy5,6,5',6'-dimethenedioxy-2-alkyloxycarbonyl-2'-Serine derivatives. Thus, in an attempt to develop an efficient method for the preparation of a large number of DDB derivatives, the reaction between a DDB acid chloride and serine derivatives on solid support was studied. The structure of resulted compounds was confirmed by LC-MS and H-1 NMR analysis. Compounds 2a, 2d, 2f, 2j showed in vitro anti-HBV activity without significant toxicity up to 100 mu M. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.03.024
• 作为产物：
  描述：

  N-羟基邻苯二甲酰亚胺 、 4-丁氧基苯甲醇 在 偶氮二甲酸二异丙酯 、 三苯基膦 作用下， 以 四氢呋喃 为溶剂， 生成 2-[(4-Butoxybenzyl)oxy]-1H-isoindole-1,3(2H)-dione
  参考文献：
  名称：

  A solid-phase approach to DDB derivatives

  摘要：

  Since the discovery of 2,2'-dimethoxycarbonyl-4,4-dimethoxy-5,6,5',6'-biomethylenedioxy-biphenyl (DDB) as a potent anti-HBV agent, we have studied the structure-activity relationships of 4,4'-dimethoxy -5,6,5',6'-dimethenedioxy-2-alkyloxycarbonyl-2'-(4- substituted benzyl piperazin-1-yl)carbonyl-biphenyl as anti-HBV agents. Therefore, it is rational to extend this study to the 3,3'-disustituted-4,4'-dimethoxy5,6,5',6'-dimethenedioxy-2-alkyloxycarbonyl-2'-Serine derivatives. Thus, in an attempt to develop an efficient method for the preparation of a large number of DDB derivatives, the reaction between a DDB acid chloride and serine derivatives on solid support was studied. The structure of resulted compounds was confirmed by LC-MS and H-1 NMR analysis. Compounds 2a, 2d, 2f, 2j showed in vitro anti-HBV activity without significant toxicity up to 100 mu M. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.03.024