2-[3-[5-[3-(1H-benzimidazol-2-yl)phenoxy]pentoxy]phenyl]-1H-benzimidazole | 1031382-70-3

• 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: 2-[3-[5-[3-(1H-benzimidazol-2-yl)phenoxy]pentoxy]phenyl]-1H-benzimidazole
• CAS: 1031382-70-3
• 化学式: C₃₁H₂₈N₄O₂
• 分子量: 488.589
• InChiKey: QZPOASXCOYQSRX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.1
• 重原子数：
  37
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 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：

  1,5-bis(3-formylphenoxy)pentane 、 邻苯二胺 在 sodium disulfite 作用下， 以 乙醇 、 水 为溶剂， 反应 0.25h， 生成 2-[3-[5-[3-(1H-benzimidazol-2-yl)phenoxy]pentoxy]phenyl]-1H-benzimidazole
  参考文献：
  名称：

  Novel bisbenzimidazoles with antileishmanial effectiveness

  摘要：

  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.

  DOI：

  10.1016/j.bmcl.2008.03.020

文献信息

• 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.
• [EN] BISBENZIMIDAZOLES AS ANTIMALARIAL AGENTS<br/>[FR] BISBENZIMIDAZOLES EN TANT QU'AGENTS ANTIPALUDIQUES
  申请人：UNIV MONS HAINAUT

  公开号：WO2009043902A1

  公开（公告）日：2009-04-09

  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 R1 and R2 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.
• Bis(oxyphenylene)benzimidazoles: A novel class of anti-Plasmodium falciparum agents
  作者：Annie Mayence、Jean Jacques Vanden Eynde、Marcel Kaiser、Reto Brun、Nigel Yarlett、Tien L. Huang

  DOI：10.1016/j.bmc.2011.10.039

  日期：2011.12

  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.