4-(2-(3-tert-butylphenylamino)ethyl)-1H-imidazole | 1225013-18-2

• 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: 4-(2-(3-tert-butylphenylamino)ethyl)-1H-imidazole
• 英文别名: 3-tert-butyl-N-[2-(1H-imidazol-5-yl)ethyl]aniline
• CAS: 1225013-18-2
• 化学式: C₁₅H₂₁N₃
• 分子量: 243.352
• InChiKey: LRIVTYQQFCXAFC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  40.7
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2-(3-tert-butylphenylamino)ethyl)-1H-imidazole 在 盐酸 作用下， 以 水 为溶剂， 生成 4-(2-(3-tert-butylphenylamino)ethyl)-1H-imidazole dihydrochloride
  参考文献：
  名称：

  Role of Hydrophobic Substituents on the Terminal Nitrogen of Histamine in Receptor Binding and Agonist Activity: Development of an Orally Active Histamine Type 3 Receptor Agonist and Evaluation of Its Antistress Activity in Mice

  摘要：

  The terminal nitrogen atom of histamine was modified with lipophilic substituents to investigate the structure activity relationship of histamine type 3 receptor (H3R) agonists. The introduction of an alkylated benzene rings maintained or increased the H3R binding affinity. The most potent compound, 4-(2-(4-tert-butylphenylthio)ethyl)-1H-imidazole, possessed in vivo agonistic activity, decreasing brain N-tau-methylhistamine levels in mice after oral administration. It also exhibited antistress activity in the mouse resident intruder test.

  DOI：

  10.1021/jm901890s
• 作为产物：
  描述：

  3-叔丁基苯胺 、 4(5)-(2-bromoethyl)imidazole hydrobromide 以 N,N-二甲基甲酰胺 为溶剂， 反应 16.0h， 生成 4-(2-(3-tert-butylphenylamino)ethyl)-1H-imidazole
  参考文献：
  名称：

  Role of Hydrophobic Substituents on the Terminal Nitrogen of Histamine in Receptor Binding and Agonist Activity: Development of an Orally Active Histamine Type 3 Receptor Agonist and Evaluation of Its Antistress Activity in Mice

  摘要：

  The terminal nitrogen atom of histamine was modified with lipophilic substituents to investigate the structure activity relationship of histamine type 3 receptor (H3R) agonists. The introduction of an alkylated benzene rings maintained or increased the H3R binding affinity. The most potent compound, 4-(2-(4-tert-butylphenylthio)ethyl)-1H-imidazole, possessed in vivo agonistic activity, decreasing brain N-tau-methylhistamine levels in mice after oral administration. It also exhibited antistress activity in the mouse resident intruder test.

  DOI：

  10.1021/jm901890s

文献信息

• Role of Hydrophobic Substituents on the Terminal Nitrogen of Histamine in Receptor Binding and Agonist Activity: Development of an Orally Active Histamine Type 3 Receptor Agonist and Evaluation of Its Antistress Activity in Mice
  作者：Makoto Ishikawa、Rie Shinei、Fumikazu Yokoyama、Miki Yamauchi、Masayo Oyama、Kunihiro Okuma、Takako Nagayama、Kazuhiko Kato、Nobukazu Kakui、Yasuo Sato

  DOI：10.1021/jm901890s

  日期：2010.5.13

  The terminal nitrogen atom of histamine was modified with lipophilic substituents to investigate the structure activity relationship of histamine type 3 receptor (H3R) agonists. The introduction of an alkylated benzene rings maintained or increased the H3R binding affinity. The most potent compound, 4-(2-(4-tert-butylphenylthio)ethyl)-1H-imidazole, possessed in vivo agonistic activity, decreasing brain N-tau-methylhistamine levels in mice after oral administration. It also exhibited antistress activity in the mouse resident intruder test.