2-(4,7-Bis-diethylcarbamoylmethyl-[1,4,7]triazonan-1-yl)-N,N-diethyl-acetamide | 126320-55-6

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 2-(4,7-Bis-diethylcarbamoylmethyl-[1,4,7]triazonan-1-yl)-N,N-diethyl-acetamide
• 英文别名: 2-[4,7-bis[2-(diethylamino)-2-oxoethyl]-1,4,7-triazonan-1-yl]-N,N-diethylacetamide
• CAS: 126320-55-6
• 化学式: C₂₄H₄₈N₆O₃
• 分子量: 468.684
• InChiKey: PGVRNNVZYPOMQP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  33
• 可旋转键数：
  12
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  70.6
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  N,N-二乙基-2-氯乙酰胺 、 1,4,7-三氮杂环壬烷 在 碳酸氢钠 作用下， 以 甲醇 为溶剂， 反应 96.0h， 以54%的产率得到2-(4,7-Bis-diethylcarbamoylmethyl-[1,4,7]triazonan-1-yl)-N,N-diethyl-acetamide
  参考文献：
  名称：

  Co-ordination chemistry and molecular mechanics study of the magnesium(II) and calcium(II) complexes of trisubstituted 1,4,7-triazacyclononane derivatives

  摘要：

  发现1,4,7-三(2-羟烷基)-1,4,7-三氮杂环壬烷衍生物对MgII和CaII的亲和力差异很大。而 1,4,7-三(2-羟乙基)- (L1)、1,4,7-三(2-羟基-2-甲基丙基)-(L2) 和不对称 1,4,7-三(2 (羟丙基)-1,4,7-三氮杂环壬烷衍生物L3b几乎无法区分MgII和CaII，对称异构体L3a对MgII的选择性比对CaII的选择性高500倍以上。在 1,4,7-三(2-羟基-2-苯基乙基)-(L4) 和 1,4,7-三(2-羟基十二烷基)-1,4,7-三氮杂环壬烷的非对映异构体之间观察到类似的选择性差异（L5）。正如分子力学 (MMX) 计算所示，这些选择性与镁络合物的结构有关。只有那些有利于形成镁配合物的配体，该配合物在配位氧和环氮平面之间具有大扭转角，从而形成小而紧密的空腔，才显示出对 MgII 的优先选择超过 CaII。 MMX 计算预测了次膦酸酯衍生物和膦酸酯单酯衍生物的大扭转角结构，并且发现这些配体对 MgII 具有高选择性。类似地，计算出的对较小扭转角的偏好正确地预测了 MgII/CaII 对乙酸酯和酰胺衍生物以及膦酸酯二酯衍生物缺乏选择性。在 MgII 和 CaII 存在的情况下，配体复合物的平衡很慢，如 CaL3a 的 kd,0 = 2.1 × 10–4 s–1 所示。在两相（水-氯仿）系统的边界处，这些解离速率是原来的 100 倍。

  DOI：

  10.1039/a703640j

文献信息

• Perkin communications. Amide-armed azamacrocycles as a new series of synthetic carriers for alkali and alkaline earth metal cations
  作者：Hiroshi Tsukube、Hayamitsu Adachi、Shiro Morosawa

  DOI：10.1039/p19890001537

  日期：——

  Novel azamacrocycles having amide-functionalized arm groups have been shown to mediate selective and efficient transport of ‘hard’ alkali and alkaline earth metal cations via three-dimensional complexations, while the parent azamacrocycles favour ‘soft’ metal cations.

  已显示具有酰胺官能化的臂基的新型氮杂大环化合物可通过三维络合介导“硬”碱金属和碱土金属阳离子的选择性和有效转运，而母体氮杂大环化合物偏爱“软”金属阳离子。
• Multiarmed macrocyclic polyamines exhibiting unique cation-binding and cation-transport properties toward alkali-metal and alkaline-earth-metal cations
  作者：Hiroshi Tsukube、Hayamitsu Adachi、Shiro Morosawa

  DOI：10.1021/jo00025a028

  日期：1991.12

  A variety of multiarmed macrocyclic polyamines were prepared as a new type of metal carrier, in which amide-, ester-, nitrile-, and ketone-functionalized arms were attached as secondary donor sites. Extraction and C-13 NMR binding experiments revealed that their cation-binding behavior was largely dependent on the nature of the arm donor group as well as the size of the parent polyamine ring. In particular, introduction of an amide-functionalized arm into a suitable polyamine ring significantly enhanced binding ability toward "hard" metal cations, while the parent polyamine ring weakly bound these metal cations. Their unique cation-binding properties offered an effective membrane transport of hard metal cations. Since the cation-binding and -transport profiles of the new multiarmed macrocyclic polyamines differed greatly from those observed with conventional polyamines and related macrocycles, the present study provides a new possibility for designing a novel, macrocyclic polyamine type of synthetic carrier.
• TSUKUBE, HIROSHI;ADACHI, HAYAMITSU;MOROSAWA, SHIRO, J. CHEM. SOC. PERKIN TRANS. PT 1,(1989) N, C. 1537-1538
  作者：TSUKUBE, HIROSHI、ADACHI, HAYAMITSU、MOROSAWA, SHIRO

  DOI：——

  日期：——