N-{4-[4-(biphenyl-4-yl)-4-oxobutanamido]butyl}-5-(2,5-dimethylphenoxy)-2,2-dimethylpentanamide | 1284259-13-7

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: N-{4-[4-(biphenyl-4-yl)-4-oxobutanamido]butyl}-5-(2,5-dimethylphenoxy)-2,2-dimethylpentanamide
• 英文别名: N-(4-(4-(biphenyl-4-yl)-4-oxobutanamido)butyl)-5-(2,5-dimethylphenoxy)-2,2-dimethylpentanamide；5-(2,5-dimethylphenoxy)-2,2-dimethyl-N-[4-[[4-oxo-4-(4-phenylphenyl)butanoyl]amino]butyl]pentanamide
• CAS: 1284259-13-7
• 化学式: C₃₅H₄₄N₂O₄
• 分子量: 556.745
• InChiKey: ZIPQQOHZDBTNAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.4
• 重原子数：
  41
• 可旋转键数：
  16
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  84.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  芬布芬 在 10% palladium on activated charcoal 、 氢气 、 O-(1H-benzotriazol-1-yl)-N,N,N',N'-tetramethyluronium hexafluorophosphate 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 2.08h， 生成 N-{4-[4-(biphenyl-4-yl)-4-oxobutanamido]butyl}-5-(2,5-dimethylphenoxy)-2,2-dimethylpentanamide
  参考文献：
  名称：

  Solution-phase parallel synthesis and screening of anti-tumor activities from fenbufen and ethacrynic acid libraries

  摘要：

  The derivatives with fenbufen and ethacrynic acid core compounds was synthesized through a facial preparation of 1-amino-4-azidobutane. The subsequent coupling with 102 members of carboxylic acids afforded amide products. The in situ screening using colorimetric assay with 3-(4.5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide showed that fenbufen but not ethacrynic acid butyl amide members displayed the cytotoxicities to tumor cells substantially, including two human cell lines (MCF7 and A549) and two murine cell lines (C26 and TRAMP-C1). Three fenbufen analogs were found to have a good anti-tumor activity comparable to cisplatin. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2011.01.068

文献信息

• CONSTRUCTION AND SCREENING OF SOLUTION-PHASE DERIVED LIBRARY OF FENBUFEN AND ETHACRYNIC ACID
  申请人：Yu Chung-Shan

  公开号：US20110306668A1

  公开（公告）日：2011-12-15

  A process for synthesizing and screening solution phase derived libraries of fenbufen and ethacrynic acid is provided in the present invention. Compounds in the present invention having cytotoxicities are useful for a variety of therapeutic applications.

  本发明提供了一种合成和筛选溶液相衍生的芬布芬和依他克酸库的过程。本发明中具有细胞毒性的化合物对多种治疗应用是有用的。
• US8093427B2
  申请人：——

  公开号：US8093427B2

  公开（公告）日：2012-01-10
• Solution-phase parallel synthesis and screening of anti-tumor activities from fenbufen and ethacrynic acid libraries
  作者：Yuan-Hsiao Su、Li-Wu Chiang、Kee-Ching Jeng、Ho-Lien Huang、Jenn-Tzong Chen、Wuu-Jyh Lin、Chia-Wen Huang、Chung-Shan Yu

  DOI：10.1016/j.bmcl.2011.01.068

  日期：2011.3

  The derivatives with fenbufen and ethacrynic acid core compounds was synthesized through a facial preparation of 1-amino-4-azidobutane. The subsequent coupling with 102 members of carboxylic acids afforded amide products. The in situ screening using colorimetric assay with 3-(4.5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide showed that fenbufen but not ethacrynic acid butyl amide members displayed the cytotoxicities to tumor cells substantially, including two human cell lines (MCF7 and A549) and two murine cell lines (C26 and TRAMP-C1). Three fenbufen analogs were found to have a good anti-tumor activity comparable to cisplatin. (C) 2011 Elsevier Ltd. All rights reserved.