1,7-dimethyl-3-(phenylsulfonyl)-2-propyl-1H,3H-2,5-bibenzo[d]imidazole

• 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: 1,7-dimethyl-3-(phenylsulfonyl)-2-propyl-1H,3H-2,5-bibenzo[d]imidazole
• 英文别名: 1-(Benzenesulfonyl)-4-methyl-6-(1-methylbenzimidazol-2-yl)-2-propylbenzimidazole；1-(benzenesulfonyl)-4-methyl-6-(1-methylbenzimidazol-2-yl)-2-propylbenzimidazole
• 化学式: C₂₅H₂₄N₄O₂S
• 分子量: 444.557
• InChiKey: JVCKYIJAJSVTCI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  32
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  78.2
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  单咪唑酯盐酸盐 在 四丁基溴化铵 、 sodium hydroxide 作用下， 以 苯 为溶剂， 反应 12.0h， 生成 1,7-dimethyl-3-(phenylsulfonyl)-2-propyl-1H,3H-2,5-bibenzo[d]imidazole
  参考文献：
  名称：

  Novel synthetic bisbenzimidazole that targets angiogenesis in Ehrlich ascites carcinoma bearing mice

  摘要：

  Cancer is a leading cause of death in developed countries and second cause in developing countries. Herein we are reporting the synthesis of novel bisbenzimidazole derivatives and their anticancer properties. Among the newly synthesized bisbenzimidazoles, 3-(4-flurophenylsulfonyl)-1,7-dimethyl-2-propyl-1H, 3H-2,5-bibenzo[d] imidazole (FDPB) presented as a potent antiproliferative agent against HeLa, HCT116 and A549 cells with selectivity over normal Vero cells (IC50 > 50 mu M). Additionally, we evaluated the efficacy of lead compound against Ehrlich ascites tumor (EAT) bearing mice for its antitumor and antiangiogenic properties. Our lead compound significantly reduced the cell viability, body weight, ascites volume and downregulated the formation of neovasculature and production of Vascular Endothelial Growth Factor (VEGF). (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.04.010

文献信息

• Novel synthetic bisbenzimidazole that targets angiogenesis in Ehrlich ascites carcinoma bearing mice
  作者：Rangaswamy Roopashree、Chakrabhavi Dhananjaya Mohan、Toreshettahally Ramesh Swaroop、Swamy Jagadish、Byregowda Raghava、Kyathegowdanadoddi Srinivas Balaji、Shankar Jayarama、Basappa、Kanchugarakoppal Subbegowda Rangappa

  DOI：10.1016/j.bmcl.2015.04.010

  日期：2015.6

  Cancer is a leading cause of death in developed countries and second cause in developing countries. Herein we are reporting the synthesis of novel bisbenzimidazole derivatives and their anticancer properties. Among the newly synthesized bisbenzimidazoles, 3-(4-flurophenylsulfonyl)-1,7-dimethyl-2-propyl-1H, 3H-2,5-bibenzo[d] imidazole (FDPB) presented as a potent antiproliferative agent against HeLa, HCT116 and A549 cells with selectivity over normal Vero cells (IC50 > 50 mu M). Additionally, we evaluated the efficacy of lead compound against Ehrlich ascites tumor (EAT) bearing mice for its antitumor and antiangiogenic properties. Our lead compound significantly reduced the cell viability, body weight, ascites volume and downregulated the formation of neovasculature and production of Vascular Endothelial Growth Factor (VEGF). (C) 2015 Elsevier Ltd. All rights reserved.