(E)-5-chloro-1-(2-hydroxy-3-(4-((2-(3-(2,3,4-trimethoxyphenyl)acryloyl)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)propyl)indoline-2,3-dione | 1227420-35-0

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (E)-5-chloro-1-(2-hydroxy-3-(4-((2-(3-(2,3,4-trimethoxyphenyl)acryloyl)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)propyl)indoline-2,3-dione
• 英文别名: 5-chloro-1-[2-hydroxy-3-[4-[[2-[(E)-3-(2,3,4-trimethoxyphenyl)prop-2-enoyl]phenoxy]methyl]triazol-1-yl]propyl]indole-2,3-dione
• CAS: 1227420-35-0
• 化学式: C₃₂H₂₉ClN₄O₈
• 分子量: 633.057
• InChiKey: KXIHSPLNLFJSDH-XYOKQWHBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  45
• 可旋转键数：
  13
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  142
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  1-(3-azido-2-hydroxypropyl)-5-chloroindoline-2,3-dione 、 (E)-1-(2-prop-2-ynoxyphenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one 在 copper(ll) sulfate pentahydrate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 3.0h， 以83%的产率得到(E)-5-chloro-1-(2-hydroxy-3-(4-((2-(3-(2,3,4-trimethoxyphenyl)acryloyl)phenoxy)methyl)-1H-1,2,3-triazol-1-yl)propyl)indoline-2,3-dione
  参考文献：
  名称：

  Comparison of the antiplasmodial and falcipain-2 inhibitory activity of β-amino alcohol thiolactone-chalcone and isatin-chalcone hybrids

  摘要：

  The synthesis and biological evaluation of two novel series of natural-product-like hybrids based on the chalcone, thiolactone and isatin scaffolds is herein described. Results for a 36-member beta-amino alcohol triazole library showed that the thiolactone-chalcones, with IC(50)s ranging from 0.68 to 6.08 mu M, were more active against W2 strain Plasmodium falciparum than the isatin-chalcones with IC(50)s of 14.9 mu M or less. Also of interest is falcipain-2 inhibitory activity displayed by the latter, whereas the thiolactone-chalcones lacked enzyme inhibitory activity. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.02.017