2-((3,5-dibromo-4-methoxybenzoyl)oxy)-N,N,N-trimethylethanaminium chloride | 1563242-92-1

• 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: 2-((3,5-dibromo-4-methoxybenzoyl)oxy)-N,N,N-trimethylethanaminium chloride
• 英文别名: pulmonarin A；2-(3,5-Dibromo-4-methoxybenzoyl)oxyethyl-trimethylazanium;chloride；2-(3,5-dibromo-4-methoxybenzoyl)oxyethyl-trimethylazanium;chloride
• CAS: 1563242-92-1
• 化学式: C₁₃H₁₈Br₂NO₃*Cl
• 分子量: 431.552
• InChiKey: ZDSHULZYSJQBKM-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  0.09
• 重原子数：
  20
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.46
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3,5二溴-4-甲氧基安息香酸 、 氯化胆碱 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 144.0h， 以4%的产率得到2-((3,5-dibromo-4-methoxybenzoyl)oxy)-N,N,N-trimethylethanaminium chloride
  参考文献：
  名称：

  Isolation and Synthesis of Pulmonarins A and B, Acetylcholinesterase Inhibitors from the Colonial Ascidian Synoicum pulmonaria

  摘要：

  Pulmonarins A and B are two new dibrominated marine acetylcholinesterase inhibitors that were isolated and characterized from the sub-Arctic ascidian Synoicum pulmonaria collected off the Norwegian coast. The structures of natural pulmonarins A and B were tentatively elucidated by spectroscopic methods and later verified by comparison with synthetically prepared material. Both pulmonarins A and B displayed reversible, noncompetitive acetylcholinesterase inhibition comparable to several known natural acetylcholinesterase inhibitiors. Pulmonarin B was the strongest inhibitor, with an inhibition constant (K-i) of 20 mu M. In addition to reversible, noncompetitive acetylcholinesterase inhibition, the compounds displayed weak antibacterial activity but no cytotoxicity or other investigated bioactivities.

  DOI：

  10.1021/np401002s

文献信息

• Isolation and Synthesis of Pulmonarins A and B, Acetylcholinesterase Inhibitors from the Colonial Ascidian <i>Synoicum pulmonaria</i>
  作者：Margey Tadesse、Johan Svenson、Kristina Sepčić、Laurent Trembleau、Magnus Engqvist、Jeanette H. Andersen、Marcel Jaspars、Klara Stensvåg、Tor Haug

  DOI：10.1021/np401002s

  日期：2014.2.28

  Pulmonarins A and B are two new dibrominated marine acetylcholinesterase inhibitors that were isolated and characterized from the sub-Arctic ascidian Synoicum pulmonaria collected off the Norwegian coast. The structures of natural pulmonarins A and B were tentatively elucidated by spectroscopic methods and later verified by comparison with synthetically prepared material. Both pulmonarins A and B displayed reversible, noncompetitive acetylcholinesterase inhibition comparable to several known natural acetylcholinesterase inhibitiors. Pulmonarin B was the strongest inhibitor, with an inhibition constant (K-i) of 20 mu M. In addition to reversible, noncompetitive acetylcholinesterase inhibition, the compounds displayed weak antibacterial activity but no cytotoxicity or other investigated bioactivities.