1-{N-(naphthalene-1-yl-acetamide)}-1,4,7,10-tetraazacyclododecane | 941704-41-2

• 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: 1-{N-(naphthalene-1-yl-acetamide)}-1,4,7,10-tetraazacyclododecane
• 英文别名: N-naphthalen-1-yl-2-(1,4,7,10-tetrazacyclododec-1-yl)acetamide
• CAS: 941704-41-2
• 化学式: C₂₀H₂₉N₅O
• 分子量: 355.483
• InChiKey: CRLPJFOKDQWUAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  26
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  68.4
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-{N-(naphthalene-1-yl-acetamide)}-1,4,7,10-tetraazacyclododecane 在 N,N-二异丙基乙胺 、 calcium carbonate 、 potassium iodide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 72.0h， 生成 2-[4,10-bis[2-(dimethylamino)-2-oxoethyl]-7-[2-oxo-2-(1,4,7,10,13-pentaoxa-16-azacyclooctadec-16-yl)ethyl]-1,4,7,10-tetrazacyclododec-1-yl]-N-naphthalen-1-ylacetamide
  参考文献：
  名称：

  Luminescent Sensing of Dicarboxylates in Water by a Bismacrocyclic Dinuclear Eu(III) Conjugate

  摘要：

  The design, synthesis, and characterization of a novel dinuclear Eu(III) bismacrocyclic conjugate 1 center dot Eu-2 as a delayed luminescent lanthanide sensor for dicarboxylates is discussed. The sensor was shown to bind small dicarboxylic acids such as aspartic, malonic, succinic, or glutaric acid in pH 6.5 solutions. However, only malonic acid gave rise to selective Eu(III) luminescent enhancements, as the emission was reduced for all of the other acids.

  DOI：

  10.1021/ol070339r
• 作为产物：
  描述：

  2-氯-N-1-萘基乙酰胺 、 轮环藤宁 在 calcium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 以69%的产率得到1-{N-(naphthalene-1-yl-acetamide)}-1,4,7,10-tetraazacyclododecane
  参考文献：
  名称：

  Luminescent Sensing of Dicarboxylates in Water by a Bismacrocyclic Dinuclear Eu(III) Conjugate

  摘要：

  The design, synthesis, and characterization of a novel dinuclear Eu(III) bismacrocyclic conjugate 1 center dot Eu-2 as a delayed luminescent lanthanide sensor for dicarboxylates is discussed. The sensor was shown to bind small dicarboxylic acids such as aspartic, malonic, succinic, or glutaric acid in pH 6.5 solutions. However, only malonic acid gave rise to selective Eu(III) luminescent enhancements, as the emission was reduced for all of the other acids.

  DOI：

  10.1021/ol070339r

文献信息

• Solution studies of trimetallic lanthanide luminescent anion sensors: towards ratiometric sensing using an internal reference channel
  作者：Sally E. Plush、Thorfinnur Gunnlaugsson

  DOI：10.1039/b805610b

  日期：——

  Luminescent europium and terbium complexes and a mixed Eu(III)–Tb(III) complex were prepared, each with three macrocycles coordinating to a single lanthanide ion to form a trimetallic system, and can be used for the ratiometric sensing of anions in the case of the mixed complex.

  制备了发光的and和ter配合物以及Eu（III）-Tb（III）的混合配合物，每种配合物具有三种大环 与单个镧系元素离子配位以形成三金属体系，在混合配合物的情况下，可用于比例感测阴离子。
• Luminescent Sensing of Dicarboxylates in Water by a Bismacrocyclic Dinuclear Eu(III) Conjugate
  作者：Sally E. Plush、Thorfinnur Gunnlaugsson

  DOI：10.1021/ol070339r

  日期：2007.5.1

  The design, synthesis, and characterization of a novel dinuclear Eu(III) bismacrocyclic conjugate 1 center dot Eu-2 as a delayed luminescent lanthanide sensor for dicarboxylates is discussed. The sensor was shown to bind small dicarboxylic acids such as aspartic, malonic, succinic, or glutaric acid in pH 6.5 solutions. However, only malonic acid gave rise to selective Eu(III) luminescent enhancements, as the emission was reduced for all of the other acids.
• Selective Imaging of Damaged Bone Structure (Microcracks) Using a Targeting Supramolecular Eu(III) Complex As a Lanthanide Luminescent Contrast Agent
  作者：Brian McMahon、Peter Mauer、Colin P. McCoy、T. Clive Lee、Thorfinnur Gunnlaugsson

  DOI：10.1021/ja908006r

  日期：2009.12.9

  The synthesis and photophysical evaluation of a new supramolecular lanthanide complex is described which was developed as a luminescent contrast agent for bone structure analysis. We show that the Eu(III) emission of this complex is not pH dependent within the physiological pH range and its steady state emission is not significantly modulated by a series of group I and II as well as D-metal ions and that this agent can be successfully employed to image mechanically formed cracks (scratches) in bone samples after 4 or 24 h, using confocal laser-scanning microscopy.