2-chloro-1-[2-[4-(4-hydroxy-2,3,5-trimethylphenoxy)butoxy]ethyl]-1H-benzimidazole | 264925-30-6

• 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-chloro-1-[2-[4-(4-hydroxy-2,3,5-trimethylphenoxy)butoxy]ethyl]-1H-benzimidazole
• 英文别名: 4-[4-[2-(2-Chlorobenzimidazol-1-yl)ethoxy]butoxy]-2,3,6-trimethylphenol
• CAS: 264925-30-6
• 化学式: C₂₂H₂₇ClN₂O₃
• 分子量: 402.921
• InChiKey: REXSYCIOCWXUNQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  28
• 可旋转键数：
  9
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  56.5
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-甲基高哌嗪 、 2-chloro-1-[2-[4-(4-hydroxy-2,3,5-trimethylphenoxy)butoxy]ethyl]-1H-benzimidazole 反应 3.0h， 以72%的产率得到1-[2-[4-(1-hydroxy-2,3,6-trimethylphenoxy)butoxy]ethyl]-2-(4-methyl-1-homopiperazino)-1H-benzimidazole
  参考文献：
  名称：

  Synthesis and biological activities of novel antiallergic agents with 5-lipoxygenase inhibiting action

  摘要：

  Novel benzimidazole derivatives were synthesized and their pharmacological activities were examined. These compounds showed a good suppressive action on histamine release from rat peritoneal mast cells produced by antigen-antibody reaction, an antagonistic action on guinea pig ileum contraction caused by histamine, an inhibitory action on 5-lipoxygenase in rat basophilic leukemia-1 (RBL-1) cells, and a preventive action on NADPH dependent lipid peroxidation induced by Fe3+-ADP in rat liver microsomes. In addition, 1-[2-[2-(4-Hydroxy-2,3,5-trimethylphenoxy)ethoxyl-ethyl]-2-(4-methyl-1-homopiperazino)-1H-benzimidazole difumarate (BOM1006) exhibited a dose dependent suppressive action on 48 h homologous passive cutaneous anaphylaxis (PCA) reaction in rats orally administered the drug. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00291-6
• 作为产物：
  描述：

  4-(4-bromobutoxy)-2,3,6-trimethylphenol 在 sodium hydroxide 、 四溴化碳 、 sodium hydride 、 三苯基膦 作用下， 以 氯仿 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.17h， 生成 2-chloro-1-[2-[4-(4-hydroxy-2,3,5-trimethylphenoxy)butoxy]ethyl]-1H-benzimidazole
  参考文献：
  名称：

  Synthesis and biological activities of novel antiallergic agents with 5-lipoxygenase inhibiting action

  摘要：

  Novel benzimidazole derivatives were synthesized and their pharmacological activities were examined. These compounds showed a good suppressive action on histamine release from rat peritoneal mast cells produced by antigen-antibody reaction, an antagonistic action on guinea pig ileum contraction caused by histamine, an inhibitory action on 5-lipoxygenase in rat basophilic leukemia-1 (RBL-1) cells, and a preventive action on NADPH dependent lipid peroxidation induced by Fe3+-ADP in rat liver microsomes. In addition, 1-[2-[2-(4-Hydroxy-2,3,5-trimethylphenoxy)ethoxyl-ethyl]-2-(4-methyl-1-homopiperazino)-1H-benzimidazole difumarate (BOM1006) exhibited a dose dependent suppressive action on 48 h homologous passive cutaneous anaphylaxis (PCA) reaction in rats orally administered the drug. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0968-0896(99)00291-6