N-[2-(1H-imidazol-5-yl)ethyl]-2-phenylacetamide | 134115-99-4

• 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: N-[2-(1H-imidazol-5-yl)ethyl]-2-phenylacetamide
• CAS: 134115-99-4
• 化学式: C₁₃H₁₅N₃O
• mdl: MFCD08285301
• 分子量: 229.282
• InChiKey: NVQPCTZTCWXYIH-UHFFFAOYSA-N

物化性质

• 溶解度：
  >34.4 [ug/mL]

计算性质

• 辛醇/水分配系数(LogP)：
  1.3
• 重原子数：
  17
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  57.8
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[2-(1H-imidazol-5-yl)ethyl]-2-phenylacetamide 在 盐酸 、 sodium tetrahydroborate 、 三氯氧磷 作用下， 生成 [2-(1H-Imidazol-4-yl)-ethyl]-phenethyl-amine; hydrochloride
  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
• 作为产物：
  描述：

  苯乙酰氯 在 三乙胺 作用下， 以 氯仿 、 丙酮 为溶剂， 反应 29.0h， 生成 N-[2-(1H-imidazol-5-yl)ethyl]-2-phenylacetamide
  参考文献：
  名称：

  3-Acyl-1,3-diaryltriazenes as neutral and selective acylating agents

  摘要：

  New 3-acyl-1,3-diaryltriazenes have been prepared and their reactions with amino compounds have been studied. Reactions proceed rapidly under mild conditions to give the corresponding N-acyl products: Reagents enable chemoselective acylation of aliphatic primary and secondary amines in the presence of other acylable functional groups. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0040-4039(01)01358-2