4-cyclohexyl-N-[2-(5-methyl-1H-imidazol-4-yl)ethyl]butanamide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 4-cyclohexyl-N-[2-(5-methyl-1H-imidazol-4-yl)ethyl]butanamide
• 化学式: C₁₆H₂₇N₃O
• 分子量: 277.41
• InChiKey: MBLMTAGRQAJGPZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  20
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  57.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  环已烷丁酸 、 5-(2-氨基乙基)-4-甲基咪唑 在 N,N'-羰基二咪唑 作用下， 生成 4-cyclohexyl-N-[2-(5-methyl-1H-imidazol-4-yl)ethyl]butanamide
  参考文献：
  名称：

  Acylated and alkylated histamine derivatives as new histamine H3-receptor antagonists

  摘要：

  New histamine H-3-receptor antagonists were prepared and investigated for their ability to increase synthesis and release of histamine mediated by inhibition of presynaptically located H-3-receptors. Acyl derivatives of histamine methylated at different positions show poor activity at H-3-receptors, whereas N-alpha-alkyl and particularly N-alpha-acyl derivatives of histamine possess moderate to good H-3-receptor antagonist activity. A not-too-bulky and lipophilic residue in an optimal distance of 3-4 methylene groups from the amide function leads to potent and selective H-3-receptor antagonists. N-alpha-Histamine-gamma-phenylbutyramide 11 and N-alpha-histamine-gamma-cyclohexylbutyramide 13 are H-3-receptor antagonists with -log K-i of 7.1 and 7.3, respectively. Structure-activity relationships of different substitution patterns are discussed.

  DOI：

  10.1016/0223-5234(94)90031-0