N-[2-(1H-imidazol-4-yl)ethyl]heptanamide | 126377-35-3

• 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: N-[2-(1H-imidazol-4-yl)ethyl]heptanamide
• 英文别名: N-[2-(1H-imidazol-5-yl)ethyl]heptanamide
• CAS: 126377-35-3
• 化学式: C₁₂H₂₁N₃O
• 分子量: 223.318
• InChiKey: SKXWOXXBSYCKPE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 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-4-yl)ethyl]heptanamide 在 lithium aluminium tetrahydride 作用下， 以 四氢呋喃 为溶剂， 反应 18.0h， 生成 Heptyl-[2-(1H-imidazol-4-yl)-ethyl]-amine
  参考文献：
  名称：

  Cardiotonic agents. 6. Histamine analogs as potential cardiovascular selective H2 agonists

  摘要：

  Twenty-six alkyl and aralkyl histamine analogues were prepared as potential cardiotonic agents. Compounds were designed to allow interaction with a putative secondary aryl binding site at the H2 receptor, the presence of which was inferred from the structure of cyprohepatadine, which is known to have H2-antagonist properties. The compounds were examined for inotropic activity in ferret papillary muscle. Potent inotropic activity was generally found in N-alkyl- and N,N-dialkylimidazole-4-ethanamines, whereas N-(amidoalkyl)imidazole-4-ethanamines and N-alkylimidazole-4-propanamines were at best weakly active. Five compounds were examined in screens designed to assess hemodynamic effects and gastric acid secretion in vivo. Two of these compounds, alpha-(3-phenyl-2-transpropenyl)-1H-imidazole-4-ethanamine and N-heptyl-1H-imidazole-4-ethanamine, showed positive inotropic activity with minimal effects on heart rate and mean arterial pressure in vivo; however, both compounds were found to stimulate gastric acid secretion. These results demonstrate that selectivity between various H2-receptor-mediated activities can be obtained with substituted histamine analogues.

  DOI：

  10.1021/jm00168a024
• 作为产物：
  描述：

  庚酸 在 碳酸氢钠 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 生成 N-[2-(1H-imidazol-4-yl)ethyl]heptanamide
  参考文献：
  名称：

  瞬态金属类脂组装体增强水性和非水性反应的共价催化

  摘要：

  利用配体L1和四配位螯合剂 NTA-R 构建了瞬态金属类脂超分子组装体。自组装的囊泡结构上调水性和非水性化学反应的催化。金属离子促进组件的瞬时激活，从而实现催化化学反应的时间控制。

  DOI：

  10.1002/anie.202400348

文献信息

• LAMPE, JOHN W.;HANNA, REDA G.;PISCITELLI, THOMAS A.;CHOU, YUO-LING;ERHARD+, J. MED. CHEM., 33,(1990) N, C. 1688-1697
  作者：LAMPE, JOHN W.、HANNA, REDA G.、PISCITELLI, THOMAS A.、CHOU, YUO-LING、ERHARD+

  DOI：——

  日期：——
• Cardiotonic agents. 6. Histamine analogs as potential cardiovascular selective H2 agonists
  作者：John W. Lampe、Reda G. Hanna、Thomas A. Piscitelli、Yuo Ling Chou、Paul W. Erhardt、William C. Lumma、Stanley S. Greenberg、William R. Ingebretsen、Dennis C. Marshall、Jay Wiggins

  DOI：10.1021/jm00168a024

  日期：1990.6

  Twenty-six alkyl and aralkyl histamine analogues were prepared as potential cardiotonic agents. Compounds were designed to allow interaction with a putative secondary aryl binding site at the H2 receptor, the presence of which was inferred from the structure of cyprohepatadine, which is known to have H2-antagonist properties. The compounds were examined for inotropic activity in ferret papillary muscle. Potent inotropic activity was generally found in N-alkyl- and N,N-dialkylimidazole-4-ethanamines, whereas N-(amidoalkyl)imidazole-4-ethanamines and N-alkylimidazole-4-propanamines were at best weakly active. Five compounds were examined in screens designed to assess hemodynamic effects and gastric acid secretion in vivo. Two of these compounds, alpha-(3-phenyl-2-transpropenyl)-1H-imidazole-4-ethanamine and N-heptyl-1H-imidazole-4-ethanamine, showed positive inotropic activity with minimal effects on heart rate and mean arterial pressure in vivo; however, both compounds were found to stimulate gastric acid secretion. These results demonstrate that selectivity between various H2-receptor-mediated activities can be obtained with substituted histamine analogues.
• Transient Metallo‐Lipidoid Assemblies Amplify Covalent Catalysis of Aqueous and Non‐Aqueous Reactions
  作者：Manju Solra、Rohit Kapila、Sourav Das、Preeti Bhatt、Subinoy Rana

  DOI：10.1002/anie.202400348

  日期：2024.4.8

  A transient metallo-lipidoid supramolecular assembly is constructed utilizing a ligand L1 and a tetracoordinate chelating agent NTA-R. The self-assembled vesicular structures upregulate the catalysis of both aqueous and non-aqueous chemical reactions. The metal ions facilitate transient activation of the assembly, thereby enabling temporal control of the catalytic chemical reactions.

  利用配体L1和四配位螯合剂 NTA-R 构建了瞬态金属类脂超分子组装体。自组装的囊泡结构上调水性和非水性化学反应的催化。金属离子促进组件的瞬时激活，从而实现催化化学反应的时间控制。