N-(1H-苯并咪唑-2-基)-4-硝基苯甲酰胺 | 36855-68-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 中文名称: N-(1H-苯并咪唑-2-基)-4-硝基苯甲酰胺
• 英文名称: 4-nitro-N-(1H-benzimidazol-2-yl)benzamide
• 英文别名: N-(2-Benzimidazolyl)-4-nitrobenzamid；N-(1H-benzoimidazol-2-yl)-4-nitro-benzamide；2-(p-Nitrobenzoylamino)benzimidazol；2-(p-Nitrobenzamido)benzimidazol；N-(1,3-dihydrobenzimidazol-2-ylidene)-4-nitrobenzamide
• CAS: 36855-68-2
• 化学式: C₁₄H₁₀N₄O₃
• mdl: MFCD01666896
• 分子量: 282.258
• InChiKey: ATJLQYUJQCDLFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  104
• 氢给体数：
  2
• 氢受体数：
  4

安全信息

• 海关编码：
  2933990090

反应信息

• 作为反应物：
  描述：

  N-(1H-苯并咪唑-2-基)-4-硝基苯甲酰胺 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以79.4%的产率得到4-amino-N-(1H-benzimidazol-2-yl)benzamide
  参考文献：
  名称：

  Synthesis, Crystal Structure Determination and Antiproliferative Evaluation of Novel Benzazoyl Benzamides

  摘要：

  A series of benzazoyl-benzamides containing different substituents (7-17) were synthesized by condensation of 2-aminobenzazole derivatives (3a-6) with p-substituted benzoyl chlorides. All compounds were characterized by IR, H-1 and C-13 NMR, MS and elemental analysis. Crystal structure was determined for the compound (9). Some of the new synthesized compounds (7-17) were screened for antitumor activities. Based on presented in vitro screening results we may conclude that compounds (10, 15a, 15b and 16) showed accentuated cell growth inhibitory activity.

  DOI：

  10.3987/com-06-10844
• 作为产物：
  描述：

  N-(4-nitrobenzoyl)pyrrolidine-1-carboximidoyl chloride 、 邻苯二胺 在 三乙胺 作用下， 以 乙二醇二甲醚 为溶剂， 反应 1.0h， 以79%的产率得到N-(1H-苯并咪唑-2-基)-4-硝基苯甲酰胺
  参考文献：
  名称：

  Ried, Walter; Erle, Hanns-Eberhard, Chemische Berichte, 1982, vol. 115, # 2, p. 475 - 482

  摘要：

  DOI：

文献信息

• [EN] METHODS AND COMPOSITIONS FOR SELECTIVE AND TARGETED CANCER THERAPY<br/>[FR] PROCÉDÉS ET COMPOSITIONS POUR UNE CANCÉROTHÉRAPIE SÉLECTIVE ET CIBLÉE
  申请人：UNIV TEXAS

  公开号：WO2015035051A1

  公开（公告）日：2015-03-12

  Provided herein are methods and compositions for selective and targeted cancer therapy, in particular certain benzothiophenes, benzothiazoles, oxalamides, N-acyl ureas and chromones, and their use in selectively treating certain adenocarcinomas. In some embodiments, the selective toxicity of the compounds may be mediated through SCD1 and/or CYP450 such as CYP4F11.

  本文提供了用于选择性和靶向癌症治疗的方法和组合物，特别是某些苯并噻吩、苯并噻唑、草酰胺、N-酰基脲和色酮，以及它们在选择性治疗某些腺癌中的应用。在某些实施例中，这些化合物的选择性毒性可能通过SCD1和/或CYP450（如CYP4F11）介导。
• Discovery and initial SAR of inhibitors of interleukin-1 receptor-associated kinase-4
  作者：Jay P. Powers、Shyun Li、Juan C. Jaen、Jinqian Liu、Nigel P.C. Walker、Zhulun Wang、Holger Wesche

  DOI：10.1016/j.bmcl.2006.03.020

  日期：2006.6

  High-throughput screening of a small-molecule compound library resulted in the identification of a novel series of N-acyl 2-aminobenzimidazoles that are potent inhibitors of interleukin-1 receptor-associated kinase-4. (c) 2006 Elsevier Ltd. All rights reserved.
• 13C NMR spectra and biological activity of N-(1H-benzimidazol-2-yl)benzamides
  作者：V. S. Pilyugin、Yu. E. Sapozhnikov、A. M. Davydov、G. E. Chikisheva、T. P. Vorob’eva、E. V. Klimakova、G. V. Kiseleva、S. L. Kuznetsova、R. D. Davletov、N. A. Sapozhnikova、R. Kh. Yumadilov

  DOI：10.1134/s1070363206100264

  日期：2006.10

  Derivatives of 1H-benzimidazol-2-amine and halo-, nitro-, methoxy-, and hydroxy-substituted benzoic acids were synthesized, and their fungicide activity against pure Fusarium culmorum and Helminthosporium sativum cultures and pathogenic microflora of wheat and barley seeds in laboratory and field tests was studied. Some compounds were found to exhibit a strong fungicide activity.
• Sridevi, G.; Rao, P. Jayaprasad; Reddy, K. Kondal, Synthetic Communications, 1989, vol. 19, # 5and6, p. 965 - 972
  作者：Sridevi, G.、Rao, P. Jayaprasad、Reddy, K. Kondal

  DOI：——

  日期：——
• RASTOGI R.; SHARMA S.; IYER R. N., EUR. J. MED. CHEM.-CHIM. THER., 1979, 14, NO 6, 489-491
  作者：RASTOGI R.、 SHARMA S.、 IYER R. N.

  DOI：——

  日期：——