N,N'-bis(4-nitrophenyl)butanediamide | 42348-39-0

• 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,N'-bis(4-nitrophenyl)butanediamide
• 英文别名: N,N'-bis-(4-nitro-phenyl)-succinamide；Bernsteinsaeure-bis-(4-nitro-anilid)；N,N'-Bis-(4-nitro-phenyl)-succinamid；4.4'-Dinitro-succinanilid；N,N'-Bis-(4-nitro-phenyl)-succinamide
• CAS: 42348-39-0
• 化学式: C₁₆H₁₄N₄O₆
• 分子量: 358.31
• InChiKey: WRPSIJZZBKBDSZ-UHFFFAOYSA-N

物化性质

• 沸点：
  721.3±55.0 °C(Predicted)
• 密度：
  1.491±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  26
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  150
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  N,N'-bis(4-nitrophenyl)butanediamide 在 palladium on activated charcoal 肼 作用下， 以 乙醇 、 水 为溶剂， 反应 2.0h， 以92%的产率得到N,N'-bis-(4-amino-phenyl)-succinamide
  参考文献：
  名称：

  Cytotoxic activity and QSAR of N,N′-diarylalkanediamides

  摘要：

  The one- and two-step syntheses of N,N'-(dinitrophenyl)alkanediamides and N,N'-(diaminophenyl)alkanediamides from 4-nitroaniline were carried out. These compounds were subjected to cytotoxic evaluation against different tumoural cell lines. A QSAR analysis for the aminated series, introducing a QSAR descriptor (DCL) designed herein for groove binders, reveals that the activity in the K562 cell line is related to the charge, polarisability, volume and length of the molecules. (C) 2001 Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01260-0
• 作为产物：
  描述：

  Succinanilid 在 硝酸 作用下， 生成 N,N'-bis(4-nitrophenyl)butanediamide
  参考文献：
  名称：

  Huebner, Justus Liebigs Annalen der Chemie, 1881, vol. 209, p. 381

  摘要：

  DOI：

文献信息

• Tingle; Blanck, Journal of the American Chemical Society, 1908, vol. 30, p. 1591,1594
  作者：Tingle、Blanck

  DOI：——

  日期：——
• Tingle; Burke, Journal of the American Chemical Society, 1909, vol. 31, p. 1317
  作者：Tingle、Burke

  DOI：——

  日期：——
• Anion recognition by N,N′-diarylalkanediamides
  作者：Ewa Wagner-Wysiecka、Natalia Łukasik

  DOI：10.1016/j.tetlet.2012.08.103

  日期：2012.11

  The preparation of N,N'-diarylalkanediamides from the respective aliphatic dicarboxylic acids and 4-nitroaniline via microwave-prompted reactions is presented. The most positive effect of microwave irradiation was observed for N,N'-bis(4-nitrophenyl)butanediamide. Anion binding studies on the obtained diamides were carried out in DMSO and acetonitrile using UV-vis and H-1 NMR spectroscopy. A mechanism for selective fluoride recognition by N,N'-bis(4-nitrophenyl)butanediamide in DMSO is proposed. (C) 2012 Elsevier Ltd. All rights reserved.
• Huebner, Justus Liebigs Annalen der Chemie, 1881, vol. 209, p. 381
  作者：Huebner

  DOI：——

  日期：——
• Cytotoxic activity and QSAR of N,N′-diarylalkanediamides
  作者：Luis Chacón-Garcı́a、Roberto Martı́nez

  DOI：10.1016/s0223-5234(01)01260-0

  日期：2001.9

  The one- and two-step syntheses of N,N'-(dinitrophenyl)alkanediamides and N,N'-(diaminophenyl)alkanediamides from 4-nitroaniline were carried out. These compounds were subjected to cytotoxic evaluation against different tumoural cell lines. A QSAR analysis for the aminated series, introducing a QSAR descriptor (DCL) designed herein for groove binders, reveals that the activity in the K562 cell line is related to the charge, polarisability, volume and length of the molecules. (C) 2001 Editions scientifiques et medicales Elsevier SAS.