1-(4-ethoxyphenyl)-1H-benzo[d]imidazole-5-carbonitrile | 1420044-31-0

• 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: 1-(4-ethoxyphenyl)-1H-benzo[d]imidazole-5-carbonitrile
• 英文别名: 1-(4-Ethoxyphenyl)-1H-benzo[d]imidazole-5-carbonitrile；1-(4-ethoxyphenyl)benzimidazole-5-carbonitrile
• CAS: 1420044-31-0
• 化学式: C₁₆H₁₃N₃O
• 分子量: 263.299
• InChiKey: HEHGSHQMKPEVFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  50.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(4-ethoxyphenyl)-1H-benzo[d]imidazole-5-carbonitrile 在 sodium tetrahydroborate 、 二异丁基氢化铝 作用下， 以 甲醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 1.5h， 生成 N-[[1-(4-ethoxyphenyl)benzimidazol-5-yl]methyl]-4-ethyl-aniline
  参考文献：
  名称：

  [EN] ANTIVIRAL DRUGS FOR TREATMENT OF ARENAVIRUS INFECTION
  [FR] MÉDICAMENTS ANTIVIRAUX POUR LE TRAITEMENT D'INFECTIONS À ARÉNAVIRUS

  摘要：

  公开号：

  WO2013123215A3
• 作为产物：
  描述：

  4-bromo-N-1-(4-ethoxyphenyl)benzene-1,2-diamine 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 锌 作用下， 以 乙醇 、 N,N-二甲基乙酰胺 、 水 为溶剂， 反应 12.5h， 生成 1-(4-ethoxyphenyl)-1H-benzo[d]imidazole-5-carbonitrile
  参考文献：
  名称：

  [EN] ANTIVIRAL DRUGS FOR TREATMENT OF ARENAVIRUS INFECTION
  [FR] MÉDICAMENTS ANTIVIRAUX POUR LE TRAITEMENT D'INFECTIONS À ARÉNAVIRUS

  摘要：

  公开号：

  WO2013123215A3

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。
• Antiviral drugs for treatment of arenavirus infection
  申请人：Kineta Four, LLC

  公开号：US10000486B2

  公开（公告）日：2018-06-19

  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.

  本发明公开了通过施用治疗有效量的某些化合物来治疗病毒感染的化合物、方法和药物组合物。还公开了制备化合物的方法和使用化合物及其药物组合物的方法。特别是治疗和预防由阿伦病毒科引起的病毒感染，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。
• Discovery and optimization of potent broad-spectrum arenavirus inhibitors derived from benzimidazole
  作者：Dongcheng Dai、James R. Burgeson、Dima N. Gharaibeh、Amy L. Moore、Ryan A. Larson、Natasha R. Cerruti、Sean M. Amberg、Tove’ C. Bolken、Dennis E. Hruby

  DOI：10.1016/j.bmcl.2012.11.095

  日期：2013.2

  A chemically diverse library of about 400,000 small molecules was screened for antiviral activity against lentiviral pseudotypes with the Lassa virus envelope glycoprotein (LASV GP) gene incorporated. High-throughput screening resulted in discovery of a hit compound (ST-37) possessing a benzimidazole core which led to a potent compound series. Herein, we report SAR studies which involved structural modifications to the phenyl rings and methylamino linker portion attached to the benzimidazole core. Many analogs in this study possessed single digit nanomolar potency against LASV pseudotypes. Compounds in this benzimidazole series also exhibited nanomolar antiviral activity against pseudotypes generated from other arenavirus envelopes indicating the potential for development of a broad-spectrum inhibitor. Ultimately, lead compound ST-193 was identified and later found to be efficacious in a lethal LASV guinea pig model showing superior protection compared to ribavirin treatment. (c) 2012 Elsevier Ltd. All rights reserved.
• US9498470B2
  申请人：——

  公开号：US9498470B2

  公开（公告）日：2016-11-22
• [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