4-[(3-溴苄基)氧基]苯甲酸 | 860597-31-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 4-[(3-溴苄基)氧基]苯甲酸
• 英文名称: 4-(3-bromobenzyloxy)benzoic acid
• 英文别名: 4-(3-Brom-benzyloxy)-benzoesaeure；4-[(3-Bromobenzyl)oxy]benzoic acid；4-[(3-bromophenyl)methoxy]benzoic acid
• CAS: 860597-31-5
• 化学式: C₁₄H₁₁BrO₃
• mdl: MFCD11529223
• 分子量: 307.144
• InChiKey: GVPOODVGKYUSNC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.071
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

安全信息

• 危险等级：
  IRRITANT
• 海关编码：
  2918990090

反应信息

• 作为反应物：
  描述：

  4-[(3-溴苄基)氧基]苯甲酸 在 吡啶 、 sodium hydroxide 、 四(三苯基膦)钯 、 草酰氯 、 碳酸氢钠 、 溶剂黄146 、 N,N-二甲基甲酰胺 作用下， 以 四氢呋喃 、 乙二醇二甲醚 、 乙醇 、 二氯甲烷 为溶剂， 反应 10.0h， 生成 2-[4-(Biphenyl-3-ylmethoxy)-phenyl]-1-cyclohexyl-1H-benzoimidazole-5-carboxylic acid
  参考文献：
  名称：

  Benzimidazole inhibitors of hepatitis C virus NS5B polymerase: Identification of 2-[(4-diarylmethoxy)phenyl]-benzimidazole

  摘要：

  A series of 1-cycloalkyl-2-phenyl-1H-benzimidazole-5-carboxylic acid derivatives was synthesized and evaluated for inhibitory activity against HCV NS5B RNA-dependent RNA polymerase (RdRp). A SAR study was performed and led to identify the 2-[(4-diarylmethoxy)phenyl]-benzimidazoles as potent inhibitors. They inhibit subgenomic HCV RNA replication in the replicon cells at low micromolar concentrations (EC50 as low as 1.1 mu M). They are selective against. DNA polymerases (IC50 > 10 mu M) and exhibit low cytotoxicity. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.032
• 作为产物：
  描述：

  methyl 4-(3-bromobenzyloxy)benzoate 在 sodium hydroxide 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 1.0h， 以96%的产率得到4-[(3-溴苄基)氧基]苯甲酸
  参考文献：
  名称：

  Benzimidazole inhibitors of hepatitis C virus NS5B polymerase: Identification of 2-[(4-diarylmethoxy)phenyl]-benzimidazole

  摘要：

  A series of 1-cycloalkyl-2-phenyl-1H-benzimidazole-5-carboxylic acid derivatives was synthesized and evaluated for inhibitory activity against HCV NS5B RNA-dependent RNA polymerase (RdRp). A SAR study was performed and led to identify the 2-[(4-diarylmethoxy)phenyl]-benzimidazoles as potent inhibitors. They inhibit subgenomic HCV RNA replication in the replicon cells at low micromolar concentrations (EC50 as low as 1.1 mu M). They are selective against. DNA polymerases (IC50 > 10 mu M) and exhibit low cytotoxicity. (C) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.01.032

文献信息

• 427. The halogenation of phenolic ethers and anilides. Part VI. Benzyl and substituted-benzyl ethers
  作者：Brynmor Jones

  DOI：10.1039/jr9350001835

  日期：——
• Benzimidazole inhibitors of hepatitis C virus NS5B polymerase: Identification of 2-[(4-diarylmethoxy)phenyl]-benzimidazole
  作者：Tomio Ishida、Takayoshi Suzuki、Shintaro Hirashima、Kenji Mizutani、Atsuhito Yoshida、Izuru Ando、Satoru Ikeda、Tsuyoshi Adachi、Hiromasa Hashimoto

  DOI：10.1016/j.bmcl.2006.01.032

  日期：2006.4

  A series of 1-cycloalkyl-2-phenyl-1H-benzimidazole-5-carboxylic acid derivatives was synthesized and evaluated for inhibitory activity against HCV NS5B RNA-dependent RNA polymerase (RdRp). A SAR study was performed and led to identify the 2-[(4-diarylmethoxy)phenyl]-benzimidazoles as potent inhibitors. They inhibit subgenomic HCV RNA replication in the replicon cells at low micromolar concentrations (EC50 as low as 1.1 mu M). They are selective against. DNA polymerases (IC50 > 10 mu M) and exhibit low cytotoxicity. (C) 2006 Elsevier Ltd. All rights reserved.