6-Bromo-3-(4-ethoxyphenyl)-3h-imidazo[4,5-b]pyridine | 1421589-81-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: 6-Bromo-3-(4-ethoxyphenyl)-3h-imidazo[4,5-b]pyridine
• 英文别名: 6-bromo-3-(4-ethoxyphenyl)imidazo[4,5-b]pyridine
• CAS: 1421589-81-2
• 化学式: C₁₄H₁₂BrN₃O
• 分子量: 318.173
• InChiKey: IFGKGYXWRGGNGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  39.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  6-Bromo-3-(4-ethoxyphenyl)-3h-imidazo[4,5-b]pyridine 在 二苯甲酮亚胺 、 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium tert-butylate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 甲苯 为溶剂， 反应 64.0h， 以34%的产率得到3-(4-Ethoxyphenyl)imidazo[4,5-b]pyridin-6-amine
  参考文献：
  名称：

  Discovery and optimization of potent broad-spectrum arenavirus inhibitors derived from benzimidazole and related heterocycles

  摘要：

  A series of potent arenavirus inhibitors sharing a benzimidazole core were previously reported by our group. SAR studies were expanded beyond the previous analysis, which involved the attached phenyl rings and methylamino linker portion, to include modifications focused on the benzimidazole core. These changes included the introduction of various substituents to the bicyclic benzimidazole ring system along with alternate core heterocycles. Many of the analogs containing alternate nitrogen-based bicyclic ring systems were found to retain antiviral potency compared to the benzimidazole series from which we derived our lead compound, ST-193. In fact, 21h, built on an imidazopyridine core, possessed a near tenfold increase in potency against Lassa virus pseudotypes compared to ST-193. As found with the benzimidazole series, broad-spectrum arenavirus activity was also observed for a number of the analogs discovered during this study. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2012.11.093

文献信息

• ANTIVIRAL DRUGS FOR TREATMENT OF ARENAVIRUS INFECTION
  申请人：SIGA TECHNOLOGIES INC.

  公开号：US20150023916A1

  公开（公告）日：2015-01-22

  Compounds, methods and pharmaceutical compositions for treating viral infections, by administering certain compounds in therapeutically effective amounts are disclosed. Methods for preparing the compounds and methods of using the compounds and pharmaceutical compositions thereof are also disclosed. In particular, the treatment and prophylaxis of viral infections such as caused by the Arenavirus family such as Lassa fever, Argentine hemorrhagic fever, Bolivian hemorrhagic fever, and Venezuelan hemorrhagic fever.

  本发明揭示了通过以治疗有效的剂量给予某些化合物来治疗病毒感染的化合物、方法和制药组合物。还揭示了制备这些化合物的方法以及使用这些化合物和其制药组合物的方法。特别是治疗和预防由Arenavirus家族引起的病毒感染，例如拉沙热、阿根廷出血热、玻利维亚出血热和委内瑞拉出血热。
• [EN] ANTIVIRAL DRUGS FOR TREATMENT OF ARENAVIRUS INFECTION<br/>[FR] MÉDICAMENTS ANTIVIRAUX POUR LE TRAITEMENT D'INFECTIONS À ARÉNAVIRUS
  申请人：SIGA TECHNOLOGIES INC

  公开号：WO2013123215A3

  公开（公告）日：2015-03-12
• US9498470B2
  申请人：——

  公开号：US9498470B2

  公开（公告）日：2016-11-22