3-(4-methoxyphenyl)-N-[2-[3-(4-methoxyphenyl)prop-2-enoylamino]ethyl]prop-2-enamide | 496032-96-3

• 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-(4-methoxyphenyl)-N-[2-[3-(4-methoxyphenyl)prop-2-enoylamino]ethyl]prop-2-enamide
• CAS: 496032-96-3
• 化学式: C₂₂H₂₄N₂O₄
• 分子量: 380.444
• InChiKey: HYHPRHFDLOFIOR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  76.7
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-甲氧基肉桂酸 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 生成 3-(4-methoxyphenyl)-N-[2-[3-(4-methoxyphenyl)prop-2-enoylamino]ethyl]prop-2-enamide
  参考文献：
  名称：

  Design, synthesis and antimycobacterial activity of cinnamide derivatives: A molecular hybridization approach

  摘要：

  A series of cinnamide derivatives was designed as potential antimycobacterial agents using molecular hybridization approach. The diamine moiety, a key feature of ethambutol and its other analogs, and certain structural features of cerulenin and cinnamic acid were hybridized to obtain cinnamide derivatives. The minimum inhibitory concentration (MIC) of all synthesized compounds was determined against M. tuberculosis H37Rv using Resazurin Microtitre plate Assay (REMA) method. The synthesized molecules showed good to moderate activity with MIC in the range of 5-150 mu M and good safety profile. Additionally, the most potent compound 1a, having MIC 5.1 mu M exhibited synergy with rifampicin. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.02.022

文献信息

• Design, synthesis and antimycobacterial activity of cinnamide derivatives: A molecular hybridization approach
  作者：Manoj D. Kakwani、Prashant Suryavanshi、Muktikant Ray、M.G.R. Rajan、Sharmila Majee、Abdul Samad、Padma Devarajan、Mariam S. Degani

  DOI：10.1016/j.bmcl.2011.02.022

  日期：2011.4

  A series of cinnamide derivatives was designed as potential antimycobacterial agents using molecular hybridization approach. The diamine moiety, a key feature of ethambutol and its other analogs, and certain structural features of cerulenin and cinnamic acid were hybridized to obtain cinnamide derivatives. The minimum inhibitory concentration (MIC) of all synthesized compounds was determined against M. tuberculosis H37Rv using Resazurin Microtitre plate Assay (REMA) method. The synthesized molecules showed good to moderate activity with MIC in the range of 5-150 mu M and good safety profile. Additionally, the most potent compound 1a, having MIC 5.1 mu M exhibited synergy with rifampicin. (C) 2011 Elsevier Ltd. All rights reserved.