2'-(2-Benzyloxy-phenyl)-1H,1'H-[2,4']bibenzoimidazolyl-4-carboxylic acid methyl ester | 908371-36-8

• 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'-(2-Benzyloxy-phenyl)-1H,1'H-[2,4']bibenzoimidazolyl-4-carboxylic acid methyl ester
• 英文别名: 2'-(2-Benzyloxy-phenyl)-1h,1'h-[2,4]-bibenzo imidazolyl-4-carboxylic acid methyl ester；methyl 2-[2-(2-phenylmethoxyphenyl)-1H-benzimidazol-4-yl]-1H-benzimidazole-4-carboxylate
• CAS: 908371-36-8
• 化学式: C₂₉H₂₂N₄O₃
• 分子量: 474.519
• InChiKey: UKEQKOJRKARPFY-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  92.9
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2'-(2-Benzyloxy-phenyl)-1H,1'H-[2,4']bibenzoimidazolyl-4-carboxylic acid methyl ester 在 palladium on activated charcoal 氢气 作用下， 以 甲醇 为溶剂， 以66%的产率得到
  参考文献：
  名称：

  Synthesis and anticancer evaluation of bis(benzimidazoles), bis(benzoxazoles), and benzothiazoles

  摘要：

  Four classes of UK-1 analogues were synthesized and their cytotoxicity testing against human A-549, BFTC-905, RD, MES-SA, and HeLa carcinoma cell lines was determined. The results revealed that UK-1 and four of these analogues (15-18) are potent against the cancer cell lines. In particular, compound 16 is more potent than UK-1 against A-549 and HeLa cell lines, and compounds 15, 17, and 18 selectively exhibit potent cytotoxic activity against the BFTV-905 cells (IC50 9.6 PM), A-549 cells (IC50 6.6 mu M), and MES-SA cells (IC50 9.2 mu M),respectively. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.007
• 作为产物：
  描述：

  2-Amino-3-{[2-(2-benzyloxy-phenyl)-1H-benzoimidazole-4-carbonyl]-amino}-benzoic acid methyl ester 在 溶剂黄146 作用下， 反应 2.0h， 以85%的产率得到2'-(2-Benzyloxy-phenyl)-1H,1'H-[2,4']bibenzoimidazolyl-4-carboxylic acid methyl ester
  参考文献：
  名称：

  Synthesis and anticancer evaluation of bis(benzimidazoles), bis(benzoxazoles), and benzothiazoles

  摘要：

  Four classes of UK-1 analogues were synthesized and their cytotoxicity testing against human A-549, BFTC-905, RD, MES-SA, and HeLa carcinoma cell lines was determined. The results revealed that UK-1 and four of these analogues (15-18) are potent against the cancer cell lines. In particular, compound 16 is more potent than UK-1 against A-549 and HeLa cell lines, and compounds 15, 17, and 18 selectively exhibit potent cytotoxic activity against the BFTV-905 cells (IC50 9.6 PM), A-549 cells (IC50 6.6 mu M), and MES-SA cells (IC50 9.2 mu M),respectively. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2006.05.007