7-amino-2-phenyl-5-(tert-butoxycarbonylamino)-1H-benzo[d]imidazole | 1434143-17-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并咪唑类
• 英文名称: 7-amino-2-phenyl-5-(tert-butoxycarbonylamino)-1H-benzo[d]imidazole
• 英文别名: tert-butyl N-(7-amino-2-phenyl-3H-benzimidazol-5-yl)carbamate
• CAS: 1434143-17-5
• 化学式: C₁₈H₂₀N₄O₂
• 分子量: 324.382
• InChiKey: VRPCJXHDWPWWHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  93
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  金黃大茴香酸 在 氯化亚砜 、 sodium azide 、 palladium 10% on activated carbon 、 甲酸铵 作用下， 以 乙醇 、 水 、 丙酮 、 甲苯 为溶剂， 反应 38.33h， 生成 7-amino-2-phenyl-5-(tert-butoxycarbonylamino)-1H-benzo[d]imidazole
  参考文献：
  名称：

  Benzimidazole-based antibacterial agents against Francisella tularensis

  摘要：

  Francisella tularensis is a highly virulent pathogenic bacterium. In order to identify novel potential antibacterial agents against F. tularensis, libraries of trisubstituted benzimidazoles were screened against F. tularensis LVS strain. In a preliminary screening assay, remarkably, 23 of 2,5,6- and 2,5,7-trisubstituted benzimidazoles showed excellent activity exhibiting greater than 90% growth inhibition at 1 mu g/mL. Among those hits, 21 compounds showed MIC90 values in the range of 0.35-48.6 mu g/mL after accurate MIC determination. In ex vivo efficacy assays, four of these compounds exhibited 2-3 log reduction in colony forming units (CFU) per mL at concentrations of 10 and 50 mu g/mL. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.02.059

文献信息

• [EN] 5-CARBONYLAMINO-/(SULFONAMIDO-) SUBSTITUTED BENZ IMIDAZOLES AND USE THEREOF TREATMENT OF TUBERCULOSIS<br/>[FR] BENZ IMIDAZOLES SUBSTITUÉS 5-CARBONYLAMINO-/ (SULFONAMIDO-) ET UTILISATION DE CELUI-CI ET LE TRAITEMENT DE LA TUBERCULOSE
  申请人：UNIV NEW YORK STATE RES FOUND

  公开号：WO2013142326A1

  公开（公告）日：2013-09-26

  The present invention discloses novel 5-/6- or 5-/7- substituded benzimidazoles and pharmaceutically acceptable salts thereof. Another aspect of the invention relates to their use in treating a patient infected by Mycobacterium tuberculosis or Francisella tularensis.
• Benzimidazole-based antibacterial agents against Francisella tularensis
  作者：Kunal Kumar、Divya Awasthi、Seung-Yub Lee、Jason E. Cummings、Susan E. Knudson、Richard A. Slayden、Iwao Ojima

  DOI：10.1016/j.bmc.2013.02.059

  日期：2013.6

  Francisella tularensis is a highly virulent pathogenic bacterium. In order to identify novel potential antibacterial agents against F. tularensis, libraries of trisubstituted benzimidazoles were screened against F. tularensis LVS strain. In a preliminary screening assay, remarkably, 23 of 2,5,6- and 2,5,7-trisubstituted benzimidazoles showed excellent activity exhibiting greater than 90% growth inhibition at 1 mu g/mL. Among those hits, 21 compounds showed MIC90 values in the range of 0.35-48.6 mu g/mL after accurate MIC determination. In ex vivo efficacy assays, four of these compounds exhibited 2-3 log reduction in colony forming units (CFU) per mL at concentrations of 10 and 50 mu g/mL. (C) 2013 Elsevier Ltd. All rights reserved.