1-(1-oxo-3H-2-benzofuran-5-yl)-3-propylurea | 1354933-51-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 1-(1-oxo-3H-2-benzofuran-5-yl)-3-propylurea
• CAS: 1354933-51-9
• 化学式: C₁₂H₁₄N₂O₃
• 分子量: 234.255
• InChiKey: BSJDZAASDUGQNR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  67.4
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  4-硝基邻苯二甲酰亚胺 在 盐酸 、 copper(II) sulfate 、 N,N-二异丙基乙胺 、 tin(ll) chloride 、 sodium hydroxide 、 锌 作用下， 以 四氢呋喃 、 水 、 二甲基亚砜 为溶剂， 生成 1-(1-oxo-3H-2-benzofuran-5-yl)-3-propylurea
  参考文献：
  名称：

  The design, synthesis and in vitro immunosuppressive evaluation of novel isobenzofuran derivatives

  摘要：

  The synthesis and biological evaluation of a series of novel isobenzofuran-based compounds are described. The compounds were evaluated for their immunosuppressive effects of T-cell proliferation and IMPDH type II inhibitor activity in vitro, as well as their structure-activity relationships were assessed. Several compounds demonstrated highly efficacious immunosuppressive properties, especially compounds 2d, 2e, 2h and 2j, which were superior to MPA, while compounds 2k, 2m, 2n, 4c and 5d exhibited an equipotent inhibitory activity compared to MPA. Generally, it was obviously demonstrated that alpha,beta-unsaturated amides proved more potent than the diamide and urea series. The present study provides a guide for further research on development of safe and effective immunosuppressive agents. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.11.078

文献信息

• The design, synthesis and in vitro immunosuppressive evaluation of novel isobenzofuran derivatives
  作者：Na Yang、Qing-He Wang、Wen-Qian Wang、Jian Wang、Feng Li、Shen-Peng Tan、Mao-Sheng Cheng

  DOI：10.1016/j.bmcl.2011.11.078

  日期：2012.1

  The synthesis and biological evaluation of a series of novel isobenzofuran-based compounds are described. The compounds were evaluated for their immunosuppressive effects of T-cell proliferation and IMPDH type II inhibitor activity in vitro, as well as their structure-activity relationships were assessed. Several compounds demonstrated highly efficacious immunosuppressive properties, especially compounds 2d, 2e, 2h and 2j, which were superior to MPA, while compounds 2k, 2m, 2n, 4c and 5d exhibited an equipotent inhibitory activity compared to MPA. Generally, it was obviously demonstrated that alpha,beta-unsaturated amides proved more potent than the diamide and urea series. The present study provides a guide for further research on development of safe and effective immunosuppressive agents. (C) 2011 Elsevier Ltd. All rights reserved.