N-<2-(5-methoxy-1H-indol-3-yl)ethyl>octanamide

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: N-<2-(5-methoxy-1H-indol-3-yl)ethyl>octanamide
• 英文别名: N-[2-(5-methoxy-1H-indol-3-yl)ethyl]octanamide
• 化学式: C₁₉H₂₈N₂O₂
• 分子量: 316.444
• InChiKey: MBOMFXMUMIKGBV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  23
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  54.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  5-甲氧基色胺 、 辛酰氯 以 甲苯 为溶剂， 反应 1.0h， 以78%的产率得到N-<2-(5-methoxy-1H-indol-3-yl)ethyl>octanamide
  参考文献：
  名称：

  潜在的辐射防护剂。1.褪黑激素的同源物。

  摘要：

  褪黑激素的同系物通过用适当的酰氯或酸酐酰化5-甲氧基色胺来制备。在用950 cGy的6 mV光子照射之前，通过腹腔注射将产物以大豆油中的溶液或悬浮液的形式给予小鼠30分钟。所有化合物均可实现保护，用己酸酰胺5和辛酸酰胺6处理的小鼠的存活率最高。

  DOI：

  10.1002/jps.2600830220

文献信息

• Far superior oxidation catalysts based on macrocyclic compounds
  申请人：Carnegie Mellon University

  公开号：US10926248B2

  公开（公告）日：2021-02-23

  An especially robust compound and its derivative metal complexes that are approximately one hundred-fold superior in catalytic performance to the previously invented TAML analogs is provided having the formula: wherein Y1, Y2, Y3 and Y4 are oxidation resistant groups which are the same or different and which form 5- or 6-membered rings with a metal, M, when bound to D; at least one Y incorporates a group that is significantly more stable towards nucleophilic attack than the organic amides of TAML activators; D is a metal complexing donor atom, preferably N; each X is a position for addition of a labile Lewis acidic substituent such as (i) H, deuterium, (ii) Li, Na, K, alkali metals, (iii) alkaline earth metals, transition metals, rare earth metals, which may be bound to one or more than one D, (iv) or is unoccupied with the resulting negative charge being balanced by a nonbonded countercation; at least one Y may contain a site that is labile to acid dissociation, providing a mechanism for shortening complex lifetime. The new complexes deliver catalytic performances that promise to revolutionize multiple oxidation technology spaces including water purification.

  一种特别强效的化合物及其衍生物金属配合物的催化性能比之前发明的 TAML 类似物高出约 100 倍，其分子式为 其中 Y1、Y2、Y3 和 Y4 是相同或不同的抗氧化基团，在与 D 结合时与金属 M 形成 5 或 6 元环；至少有一个 Y 含有比 TAML 活化剂的有机酰胺对亲核攻击更稳定的基团；D 是金属络合供体原子，最好是 N；每个 X 都是添加易受路易斯酸性取代基的位置，如 (i) H、氘，(ii) Li、Na、K、碱金属，(iii) 碱土金属、过渡金属、稀土金属，这些取代基可与一个或多个 D 结合，(iv) 或未被占用，由此产生的负电荷由非键反离子平衡；至少一个 Y 可包含一个易受酸解离的位点，为缩短络合物寿命提供了机制。新复合物具有催化性能，有望彻底改变包括水净化在内的多个氧化技术领域。
• LONG-LIVED HOMOGENOUS OXIDATION CATALYSTS
  申请人：CARNEGIE MELLON UNIVERSITY

  公开号：EP0914206B1

  公开（公告）日：2002-12-11
• HYPNOTIC BETA-CARBOLINE DERIVATIVES, PROCESS FOR THEIR PREPARATION AND THEIR USE AS MEDICINAL PRODUCTS
  申请人：MACEF

  公开号：EP1064284B1

  公开（公告）日：2002-03-27
• FAR SUPERIOR OXIDATION CATALYSTS BASED ON MACROCYCLIC COMPOUNDS
  申请人：Carnegie Mellon University

  公开号：US20180304247A1

  公开（公告）日：2018-10-25

  An especially robust compound and its derivative metal complexes that are approximately one hundred-fold superior in catalytic performance to the previously invented TAML analogs is provided having the formula: wherein Y 1 , Y 2 , Y 3 and Y 4 are oxidation resistant groups which are the same or different and which form 5- or 6-membered rings with a metal, M, when bound to D; at least one Y incorporates a group that is significantly more stable towards nucleophilic attack than the organic amides of TAML activators; D is a metal complexing donor atom, preferably N; each X is a position for addition of a labile Lewis acidic substituent such as (i) H, deuterium, (ii) Li, Na, K, alkali metals, (iii) alkaline earth metals, transition metals, rare earth metals, which may be bound to one or more than one D, (iv) or is unoccupied with the resulting negative charge being balanced by a nonbonded countercation; at least one Y may contain a site that is labile to acid dissociation, providing a mechanism for shortening complex lifetime. The new complexes deliver catalytic performances that promise to revolutionize multiple oxidation technology spaces including water purification.