2-(4'-cyano-4-hydroxybiphenyl-3-yl)-1H-benzimidazole-5-carbonitrile | 769972-02-3

• 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: 2-(4'-cyano-4-hydroxybiphenyl-3-yl)-1H-benzimidazole-5-carbonitrile
• 英文别名: 2-(4'-cyano-4-hydroxy-biphenyl-3-yl)-1H-benzimidazole-5-carbonitrile；2-[5-(4-cyanophenyl)-2-hydroxyphenyl]-3H-benzimidazole-5-carbonitrile
• CAS: 769972-02-3
• 化学式: C₂₁H₁₂N₄O
• 分子量: 336.352
• InChiKey: FWPDDXXYHZXDCD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  96.5
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-(4'-cyano-4-hydroxybiphenyl-3-yl)-1H-benzimidazole-5-carbonitrile 在 羟胺 作用下， 以 二甲基亚砜 为溶剂， 生成 2-[4-hydroxy-4'-(N-hydroxyamidino)biphenyl-3-yl]-1H-benzimidazole-5-N-hydroxyamidine
  参考文献：
  名称：

  [EN] DICATIONIC TRIARYL ANALOGS AS ANTI-PROTOZOAN AGENTS
  [FR] ANALOGUES TRIARYL DICATIONIQUES UTILISES EN TANT QU'AGENTS ANTIPROTOZOAIRES

  摘要：

  新颖的二正离子、杂环三芳基化合物在治疗微生物感染方面很有用，例如Trypanosoma brucei rhodesiense感染和Plasmodium falciparum感染。因此，这些化合物在治疗第二阶段的人类非洲锥虫病中很有用。含有这些化合物的药物配方可用于治疗微生物感染的方法。

  公开号：

  WO2005040132A1
• 作为产物：
  描述：

  4-氰基苯硼酸 在 四(三苯基膦)钯 sodium carbonate 、 对苯醌 作用下， 以 甲醇 、 乙醇 、 甲苯 为溶剂， 反应 12.0h， 生成 2-(4'-cyano-4-hydroxybiphenyl-3-yl)-1H-benzimidazole-5-carbonitrile
  参考文献：
  名称：

  Dicationic biphenyl benzimidazole derivatives as antiprotozoal agents

  摘要：

  A series of biphenyl benzimidazoles diamidines 6a-i were synthesized from their respective diamidoximes, through the bis-O-acetoxyamidoxime followed by hydrogenation in glacial acetic acid/ethanol in the presence of Pd-C. The target compounds contain hydroxy and/or methoxy substituted 1,3-phenyl groups as the central spacer between the two amidino bearing aryl groups. All of the diamidines showed strong DNA affinities as judged by high DeltaT(m) values with poly(dA(.)dT)(2), which varied with structure and is discussed. Seven of the nine new diamidines gave in vitro IC50 values of approximately 30nM or less versus Trypanosoma brucei rhodesiense (T.b.r.). Generally the diamidines were less active versus Plasmodium falciparum (P.f), however one compound exhibited excellent activity with an IC50 value of 2.1 nM. Five of the nine diamidines exhibited excellent in vivo activity in the trypanosomal STIB900 mouse model giving 3/4 or 4/4 cures at dosage of 20mg/kg ip and three showed similar efficacy at dosage of 10mg/kg or lower. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2004.07.056

文献信息

• Dicationic triaryl analogs as anti-protozoan agents
  申请人：Boykin W. David

  公开号：US20050148646A1

  公开（公告）日：2005-07-07

  Novel dicationic, heterocyclic triaryl compounds are useful in the treatment of microbial infections, such as Trypanosoma brucei rhodesiense infection and Plasmodium falciparum infection. These compounds are accordingly useful in treating second-stage human African trypanosomiasis. Pharmaceutical formulations comprising these compounds can be used in methods of treating microbial infections.

  新型二元离子、杂环三芳基化合物可用于治疗微生物感染，例如Trypanosoma brucei rhodesiense感染和Plasmodium falciparum感染。因此，这些化合物可用于治疗第二阶段的人类非洲锥虫病。包含这些化合物的药物制剂可用于治疗微生物感染的方法中。
• DICATIONIC TRIARYL ANALOGS AS ANTI-PROTOZOAN AGENTS
  申请人：UNIVERSITY OF NORTH CAROLINA AT CHAPEL HILL

  公开号：EP1682518A1

  公开（公告）日：2006-07-26