N-[(3,4-dimethoxyphenyl)methylideneamino]-2-phenylmethoxybenzamide

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-[(3,4-dimethoxyphenyl)methylideneamino]-2-phenylmethoxybenzamide
• 化学式: C₂₃H₂₂N₂O₄
• 分子量: 390.439
• InChiKey: XDNAUBPMFJUBOM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  29
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  69.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-[(3,4-dimethoxyphenyl)methylideneamino]-2-phenylmethoxybenzamide 在 copper(II) oxide 、 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 9.5h， 以84%的产率得到2-(2-(benzyloxy)phenyl)-5-(3,4-dimethoxyphenyl)-1,3,4-oxadiazole
  参考文献：
  名称：

  Recyclable CuO nanoparticles-catalyzed synthesis of novel-2,5-disubstituted 1,3,4-oxadiazoles as antiproliferative, antibacterial, and antifungal agents

  摘要：

  A series of new 2,5-disubstituted 1,3,4-oxadiazoles have been conveniently synthesized through an oxidative C-O coupling by direct C-H bond activation of N-aroyl-N-arylidinehydrazines using a catalytic quantity of CuO nanoparticles. Twenty compounds have been synthesized in good to excellent yields (75-90 %). All the synthesized compounds were evaluated for their in vitro antiproliferative, antibacterial, and antifungal activity. Compounds 8d and 10d are more promising antiproliferative agents with IC50 value of 3.66 and 3.89 A mu M in MCF-7 cell line, and compounds 8a and 10a were showed more potent antifungal activity than standard drug.

  DOI：

  10.1007/s00044-014-1025-x
• 作为产物：
  描述：

  2-苯氧基苯甲酸甲酯 在 一水合肼 、 溶剂黄146 作用下， 以 甲醇 、 乙醇 为溶剂， 反应 5.0h， 生成 N-[(3,4-dimethoxyphenyl)methylideneamino]-2-phenylmethoxybenzamide
  参考文献：
  名称：

  Recyclable CuO nanoparticles-catalyzed synthesis of novel-2,5-disubstituted 1,3,4-oxadiazoles as antiproliferative, antibacterial, and antifungal agents

  摘要：

  A series of new 2,5-disubstituted 1,3,4-oxadiazoles have been conveniently synthesized through an oxidative C-O coupling by direct C-H bond activation of N-aroyl-N-arylidinehydrazines using a catalytic quantity of CuO nanoparticles. Twenty compounds have been synthesized in good to excellent yields (75-90 %). All the synthesized compounds were evaluated for their in vitro antiproliferative, antibacterial, and antifungal activity. Compounds 8d and 10d are more promising antiproliferative agents with IC50 value of 3.66 and 3.89 A mu M in MCF-7 cell line, and compounds 8a and 10a were showed more potent antifungal activity than standard drug.

  DOI：

  10.1007/s00044-014-1025-x

文献信息

• Recyclable CuO nanoparticles-catalyzed synthesis of novel-2,5-disubstituted 1,3,4-oxadiazoles as antiproliferative, antibacterial, and antifungal agents
  作者：M. S. R. Murty、Raju Penthala、Sudheer Kumar Buddana、R. S. Prakasham、Pompi Das、Sowjanya Polepalli、N. Jain、Sreedhar Bojja

  DOI：10.1007/s00044-014-1025-x

  日期：2014.10

  A series of new 2,5-disubstituted 1,3,4-oxadiazoles have been conveniently synthesized through an oxidative C-O coupling by direct C-H bond activation of N-aroyl-N-arylidinehydrazines using a catalytic quantity of CuO nanoparticles. Twenty compounds have been synthesized in good to excellent yields (75-90 %). All the synthesized compounds were evaluated for their in vitro antiproliferative, antibacterial, and antifungal activity. Compounds 8d and 10d are more promising antiproliferative agents with IC50 value of 3.66 and 3.89 A mu M in MCF-7 cell line, and compounds 8a and 10a were showed more potent antifungal activity than standard drug.