3-(3,5-dimethoxy-4-hydroxyphenyl)-N-(3,5-di-t-butyl-4-hydroxybenzyl)acrylamide

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(3,5-dimethoxy-4-hydroxyphenyl)-N-(3,5-di-t-butyl-4-hydroxybenzyl)acrylamide
• 英文别名: (E)-N-[(3,5-ditert-butyl-4-hydroxyphenyl)methyl]-3-(4-hydroxy-3,5-dimethoxyphenyl)prop-2-enamide
• 化学式: C₂₆H₃₅NO₅
• 分子量: 441.568
• InChiKey: TVDJNWGQAWTVFW-MDZDMXLPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  32
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  88
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3,5-二叔丁基-4-羟基苄胺 、 3,5-二甲氧基-4-羟基肉桂酸 在 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 、 三乙胺 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 以68%的产率得到3-(3,5-dimethoxy-4-hydroxyphenyl)-N-(3,5-di-t-butyl-4-hydroxybenzyl)acrylamide
  参考文献：
  名称：

  Synthesis and antioxidant activities of 3,5-dialkoxy-4-hydroxycinnamamides

  摘要：

  A series of 3,5-dialkoxy-4-hydroxycinnamamides 6 and 7 was synthesized, and their antioxidant activity was assessed using the thiobarbituric acid reactive substance (TBARS) assay. Interestingly, cinnamamides with longer alkoxy groups on the C-3 and C-5 positions display enhanced inhibition, and most of the compounds in the series tested exhibit excellent lipid peroxidation inhibitory activities. Some cinamamides bearing hexyloxy or 2,6-di-tert-butyl-4-methyl phenol groups have submicromolar inhibitory activities. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.01.061

文献信息

• 4-Hydroxycinnamamide derivatives as antioxidants and pharmaceutical compositions containing them
  申请人：——

  公开号：US20030162789A1

  公开（公告）日：2003-08-28

  The present invention relates to 4-hydroxycinnamamide derivatives as antioxidants and pharmaceutical compositions containing them. More particularly, it relates to 4-hydroxycinnamamide derivatives showing superior antioxidant activity compared to the known antioxidant compounds, their pharmaceutically acceptable salt, and pharmaceutical compositions containing them. It can be usefully used in treating neurodegerative diseases such as aging, cancer, diabetes, ischemic stroke, Parkin's disease, dementia and Huntinton's disease.

  本发明涉及4-羟基肉桂酰胺衍生物作为抗氧化剂以及含有它们的药物组合物。更具体地，它涉及4-羟基肉桂酰胺衍生物，其显示出比已知抗氧化剂化合物更优越的抗氧化活性，它们的药用可接受盐，以及含有它们的药物组合物。它可以有效用于治疗神经退行性疾病，如衰老、癌症、糖尿病、缺血性中风、帕金森病、痴呆症和亨廷顿病。
• US7078407B2
  申请人：——

  公开号：US7078407B2

  公开（公告）日：2006-07-18
• Synthesis and antioxidant activities of 3,5-dialkoxy-4-hydroxycinnamamides
  作者：Tae-Souk Kang、Hyang-Ok Jo、Woo-Kyu Park、Jong-Pyung Kim、Yasuo Konishi、Jae-Yang Kong、No-Sang Park、Young-Sik Jung

  DOI：10.1016/j.bmcl.2008.01.061

  日期：2008.3

  A series of 3,5-dialkoxy-4-hydroxycinnamamides 6 and 7 was synthesized, and their antioxidant activity was assessed using the thiobarbituric acid reactive substance (TBARS) assay. Interestingly, cinnamamides with longer alkoxy groups on the C-3 and C-5 positions display enhanced inhibition, and most of the compounds in the series tested exhibit excellent lipid peroxidation inhibitory activities. Some cinamamides bearing hexyloxy or 2,6-di-tert-butyl-4-methyl phenol groups have submicromolar inhibitory activities. (c) 2008 Elsevier Ltd. All rights reserved.