N-(5-(4-amino-5-benzoyl-2-(phenylamino)thiophen-3-yl)1,3,4-oxadiazol-2-yl)benzamide | 1357597-97-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-(5-(4-amino-5-benzoyl-2-(phenylamino)thiophen-3-yl)1,3,4-oxadiazol-2-yl)benzamide
• 英文别名: N-[5-(4-amino-2-anilino-5-benzoylthiophen-3-yl)-1,3,4-oxadiazol-2-yl]benzamide
• CAS: 1357597-97-7
• 化学式: C₂₆H₁₉N₅O₃S
• 分子量: 481.535
• InChiKey: KXSDEVSOYRHBAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  35
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  151
• 氢给体数：
  3
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  N-(5-(cyanomethyl)-1,3,4-oxadiazol-2-yl)benzamide 在 三乙胺 、 potassium hydroxide 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 8.0h， 生成 N-(5-(4-amino-5-benzoyl-2-(phenylamino)thiophen-3-yl)1,3,4-oxadiazol-2-yl)benzamide
  参考文献：
  名称：

  Synthesis and antitumor evaluation of some new 1,3,4-oxadiazole-based heterocycles

  摘要：

  The synthetic strategies and characterization of some novel 1,3,4-oxadiazole derivatives carrying different pharmacophores and heterocyclic rings that are relevant to potential antitumor and cytotoxic activities are described. The antitumor activities of the newly synthesized compounds were evaluated according to the protocol of the National Cancer Institute (NCI) in-vitro disease-oriented human cells screening panel assay. The results revealed that five compounds, namely 2, 7a, ha, 12b, and 17; displayed promising in-vitro antitumor activity in the 4-cell lines assay. Incorporating a thiazole ring to 1,3,4-oxadiazole skeleton resulted in better antitumor activities than those displayed by the pyrazole and thiophene ring systems. Transformation of 1,3,4-oxadiazole 2 to N-(6-amino-7H-pyrazolo[5,1-c][1,2,4] triazol-3-yl)benzamide (15) diminished the antitumor activity. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.12.013

文献信息

• Synthesis and antitumor evaluation of some new 1,3,4-oxadiazole-based heterocycles
  作者：Samir Bondock、Shymaa Adel、Hassan A. Etman、Farid A. Badria

  DOI：10.1016/j.ejmech.2011.12.013

  日期：2012.2

  The synthetic strategies and characterization of some novel 1,3,4-oxadiazole derivatives carrying different pharmacophores and heterocyclic rings that are relevant to potential antitumor and cytotoxic activities are described. The antitumor activities of the newly synthesized compounds were evaluated according to the protocol of the National Cancer Institute (NCI) in-vitro disease-oriented human cells screening panel assay. The results revealed that five compounds, namely 2, 7a, ha, 12b, and 17; displayed promising in-vitro antitumor activity in the 4-cell lines assay. Incorporating a thiazole ring to 1,3,4-oxadiazole skeleton resulted in better antitumor activities than those displayed by the pyrazole and thiophene ring systems. Transformation of 1,3,4-oxadiazole 2 to N-(6-amino-7H-pyrazolo[5,1-c][1,2,4] triazol-3-yl)benzamide (15) diminished the antitumor activity. (C) 2011 Elsevier Masson SAS. All rights reserved.