1,4-bis(4-(1H-benzo[d]imidazol-2-yl)phenoxy)butane | 1031382-62-3

• 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-bis(4-(1H-benzo[d]imidazol-2-yl)phenoxy)butane
• 英文别名: 2-[4-[4-[4-(1H-benzimidazol-2-yl)phenoxy]butoxy]phenyl]-1H-benzimidazole
• CAS: 1031382-62-3
• 化学式: C₃₀H₂₆N₄O₂
• 分子量: 474.562
• InChiKey: SYEIGTNGRUFXOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.7
• 重原子数：
  36
• 可旋转键数：
  9
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  75.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对羟基苯甲醛 在 吡啶 、 氯化亚砜 、 四正丁基硫酸铵 、 sodium hydroxide 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 7.17h， 生成 1,4-bis(4-(1H-benzo[d]imidazol-2-yl)phenoxy)butane
  参考文献：
  名称：

  Bis(oxyphenylene)benzimidazoles: A novel class of anti-Plasmodium falciparum agents

  摘要：

  A small library of 26 2,2'-[alkane-alpha,omega-diylbis(oxyphenylene)] bis-1H-benzimidazoles has been prepared and evaluated against Giardia intestinalis, Entamoeba histolytica, Trypanosoma brucei rhodesiense, Trypanosoma cruzi, Leishmania donovani, and Plasmodium falciparum. Among the tested compounds, eight derivatives (17, 19, 20, 24, 27, 30, 32 and 35) exhibited an anti-Plasmodium falciparum activity characterized by IC50 values in the range of 180-410 nM (0.11-0.21 mu g/mL) and selectivity indexes (IC50 rat skeletal myoblasts L6 cells vs IC50 P. falciparum K1 strain) varying between 92 and more than 450. Two of the eight novel drug leads, namely compounds 19 and 32, were also active against G. intestinalis and L. donovani with selectivity indexes of 122 and > 164 respectively. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2011.10.039

文献信息

• Synthesis of novel bis‐ and poly(benzimidazoles) as well as bis‐ and poly(benzothiazoles) as anticancer agents
  作者：Ali M. S. Hebishy、Mohamed S. Abdelfattah、Abdullah Elmorsy、Ahmed H. M. Elwahy

  DOI：10.1002/jhet.3947

  日期：2020.5

  A synthesis of bis‐ and poly(benzimidazoles) as well as bis‐ and poly(benzothiazoles) was attempted using different protocols. The best results were obtained by employing the reaction of the appropriate bis‐ or poly(aldehydes) with o‐phenylenediamine or 2‐aminothiophenol, respectively, in ethanol at reflux in the presence of NaHSO3. The anticancer activities of the synthesized compounds were evaluated

  尝试使用不同的方案合成双和聚苯并咪唑以及双和聚苯并噻唑。通过在NaHSO 3存在下，在乙醇中回流使适当的双醛或多醛分别与邻苯二胺或2-氨基硫酚反应，可获得最佳结果。评估了合成化合物对人乳腺癌细胞系（MCF-7），肝癌细胞系（HepG-2）和上皮结直肠腺癌细胞（CaCO-2）的抗癌活性。已发现Hexakis（苯并噻唑）对HepG-2和MCF-7细胞系的活性最高，IC 50值分别为21.16和13.25μM。
• Utilizing ferrocene for doping Iron to graphitic carbon nitride (FeIII/g-C3N4): An internal dual photocatalyst for tandem oxidation/cyclization of toluene to benzimidazoles under visible light condition
  作者：mohammad bashiri、Yanlong Gu、Deng-Yue Zheng、Mona Hosseini-Sarvari

  DOI：10.1039/d2dt04012c

  日期：——

  photocurrent, SEM, HR-TEM, EDX, BET, EIS, and cyclic voltammetry analyses. The synthesis of benzimidazole derivatives as pharmaceutically active compounds was introduced by using a suitable method under mild reaction conditions without using a base, oxidant, and other reagents or additives. The modification by using iron had a considerable effect on the optical and electronic characteristics in contrast

  最近，考虑将金属掺杂到石墨碳氮化物 (gC 3 N 4 ) 中用于环境应用和有机反应。在这项研究中，我们使用二茂铁作为Fe 3+的来源将铁掺杂到gC 3 N 4上。内部电场支架被认为是提高光催化活性的一种令人印象深刻的策略。Fe 3+掺杂到石墨碳氮化物（Fe III /gC 3 N 4) 通过煅烧法，通过 FT-IR、Raman、XRF、XRD、XPS、UV-visible DRS、光致发光 (PL)、光电流、SEM、HR-TEM、EDX、BET、EIS 和循环伏安法分析。苯并咪唑衍生物作为药物活性化合物的合成是在不使用碱、氧化剂和其他试剂或添加剂的情况下，在温和的反应条件下采用合适的方法引入的。与gC 3 N 4相比，使用铁进行的改性对光学和电子特性具有相当大的影响。纳米复合材料 Fe III /gC 3 N 4可用作多功能光催化剂进行串联过程，甲苯氧化，然后与邻苯二胺在可见光条件下制备苯并咪唑。Fe
• Novel bisbenzimidazoles with antileishmanial effectiveness
  作者：Annie Mayence、Aurélie Pietka、Margaret S. Collins、Melanie T. Cushion、Babu L. Tekwani、Tien L. Huang、Jean Jacques Vanden Eynde

  DOI：10.1016/j.bmcl.2008.03.020

  日期：2008.4

  A small library of 2,2'-[(alpha,omega-alkanediylbis(oxyphenylene)]bis-1H-benzimidazoles has been prepared and screened in vitro against Pneumocystis carinii, Trypanosoma brucei rhodesiense, and Leishmania donovani. Among the six tested compounds two derivatives emerged as promising hits characterized by IC50 values lower than that determined for pentamidine against L. donovani. (C) 2008 Elsevier Ltd. All rights reserved.
• BISBENZIMIDAZOLES AS ANTIMALARIAL AGENTS
  申请人：Université de Mons-Hainaut

  公开号：EP2194981A1

  公开（公告）日：2010-06-16
• Bisbenzimidazoles as antimalarial agents
  申请人：Huang Tien

  公开号：US20100160402A1

  公开（公告）日：2010-06-24

  The present invention relates to antimalarial agents. In particular, the present invention relates to the use of bisbenzimidazoles of Formula I for the prevention and/or treatment of malaria, wherein n is an integer selected from 0 to 10, and R 1 and R 2 are each independently selected from hydrogen, halogen, hydroxyl, alkyl, alkoxy, amino, alkylamino, alkylcarbonylamino, alkylcarbonyloxy, formyl, alkylcarbonyl, alkyloxycarbonyl, halocarbonyl, haloalkyl, haloalkoxy, carbamoyl, cyano, nitro, sulfo, or a carboxyl group.