ethyl[4-{3-(4-methoxyphenyl)-3-oxo-2-phenyl-propenyl}phenoxy]acetate | 1423497-63-5

• 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: ethyl[4-{3-(4-methoxyphenyl)-3-oxo-2-phenyl-propenyl}phenoxy]acetate
• 英文别名: ethyl 2-[4-[(E)-3-(4-methoxyphenyl)-3-oxo-2-phenylprop-1-enyl]phenoxy]acetate
• CAS: 1423497-63-5
• 化学式: C₂₆H₂₄O₅
• 分子量: 416.474
• InChiKey: NCDOIMXWDJZBLN-JJIBRWJFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  31
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  ethyl[4-{3-(4-methoxyphenyl)-3-oxo-2-phenyl-propenyl}phenoxy]acetate 在 1-羟基苯并三唑 、 N,N'-二环己基碳二亚胺 、 sodium hydroxide 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 N-butyl-2-[4-[(E)-3-(4-methoxyphenyl)-3-oxo-2-phenyl-prop-1-enyl]phenoxy]acetamide
  参考文献：
  名称：

  Syntheses of lipophilic chalcones and their conformationally restricted analogues as antitubercular agents

  摘要：

  Lipophilic chalcones and their conformationally restricted analogues were synthesized and evaluated for their antitubercular efficacy against Mycobacterium tuberculosis H37Rv strain. Compounds 16, 24, 25a and 25c were found to be active MIC at 60, 30, 3.5 and 7.5 mu g-mL(1). In vitro cytotoxicity of compounds 16, 24, 25a, 25c and 26 in non-cancerous human epithelial kidney cell line (HEK-293) showed that most active compound 25a was approximately 2.85 times selective towards tubercular versus healthy cells whereas compound 24 was found to be 16 times selective. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.096
• 作为产物：
  描述：

  4-甲氧基-2-苯基苯乙酮 在 哌啶 、 potassium carbonate 、 溶剂黄146 作用下， 以 丙酮 、 苯 为溶剂， 反应 30.0h， 生成 ethyl[4-{3-(4-methoxyphenyl)-3-oxo-2-phenyl-propenyl}phenoxy]acetate
  参考文献：
  名称：

  Syntheses of lipophilic chalcones and their conformationally restricted analogues as antitubercular agents

  摘要：

  Lipophilic chalcones and their conformationally restricted analogues were synthesized and evaluated for their antitubercular efficacy against Mycobacterium tuberculosis H37Rv strain. Compounds 16, 24, 25a and 25c were found to be active MIC at 60, 30, 3.5 and 7.5 mu g-mL(1). In vitro cytotoxicity of compounds 16, 24, 25a, 25c and 26 in non-cancerous human epithelial kidney cell line (HEK-293) showed that most active compound 25a was approximately 2.85 times selective towards tubercular versus healthy cells whereas compound 24 was found to be 16 times selective. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.12.096