1,4,7,10-tetraazacyclododecane-1-acetic acid ethyl ester | 468743-81-9

• 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: 1,4,7,10-tetraazacyclododecane-1-acetic acid ethyl ester
• 英文别名: 1-[1-(ethoxycarbonyl)methyl]-1,4,7,10-tetraazacyclododecane；ethyl 2-(1,4,7,10-tetraazacyclododecan-1-yl)acetate；Ethyl 2-(1,4,7,10-tetrazacyclododec-1-yl)acetate
• CAS: 468743-81-9
• 化学式: C₁₂H₂₆N₄O₂
• 分子量: 258.364
• InChiKey: VFXCLIAKJLQWMX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.92
• 拓扑面积：
  65.6
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  1,4,7,10-tetraazacyclododecane-1-acetic acid ethyl ester 在 sodium carbonate 、 sodium hydroxide 作用下， 以 甲醇 、 水 、 乙腈 为溶剂， 反应 48.0h， 生成 1,4,7,10-四氮杂环十二烷-1,4,7,10-四乙酸三叔丁酯
  参考文献：
  名称：

  Synthesis of Chlorin-Sensitized Near Infrared-Emitting Lanthanide Complexes

  摘要：

  Lanthanide (Yb3+, Nd3+) complexes equipped with red-absorbing hydroporphyrin (chlorin) antennae were synthesized and characterized. The syntheses are scalable, highly modular, and enable the introduction of different chlorins functionalized with a single reactive group (COOH or NH2). Absorption maxima were dependent on chlorin substitution pattern (monomeso aryl or dimeso aryl) and metalation state (free base or zinc chelate). The complexes benefit from dual chlorin (610-639 nm) and lanthanide (980 or 1065 nm for Yb- or Nd-complexes, respectively) emission in the biologically relevant red and near IR region of the spectrum.

  DOI：

  10.1021/ic3015354
• 作为产物：
  描述：

  在 caesium carbonate 作用下， 生成 1,4,7,10-tetraazacyclododecane-1-acetic acid ethyl ester
  参考文献：
  名称：

  Straightforward and mild deprotection methods of N-mono- and N,N-functionalised bisaminal cyclens

  摘要：

  Strategic removal of the bisaminal bridge of N-mono- and N-1,N-7-difunctionalised cyclen glyoxal derivatives was carried out via transamination processes with vicinal diamines. These procedures were found to be particularly well-suited for cyclen targets bearing sensitive groups. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.04.021

文献信息

• New Synthetic Routes for 1-Benzyl-1,4,7,10-tetraazacyclododecane and 1,4,7,10-Tetraazacyclododecane-1-acetic Acid Ethyl Ester, Important Starting Materials for Metal-coded DOTA-Based Affinity Tags
  作者：Stephan W. Kohl、Katharina Kuse、Markus Hummert、Herbert Schumann、Clemens Mügge、Katharina Janek、Hardy Weißhoff

  DOI：10.1515/znb-2007-0313

  日期：2007.3.1

  Two improved routes to synthesize 1-benzyl-1,4,7,10-tetraazacyclododecane (6) and 1,4,7,10- tetraazacyclododecane-1-acetic acid ethyl ester (11) are described as well as the synthesis of 1-2-[4-(maleimido-N-propylacetamidobutyl)amino]-2-oxoethyl}-1,4,7,10-tetraazacyclododecane- 4,7,10-triacetic acid (17) and its Y, Ho, Tm, and Lu complexes. The 1H and 13C NMR spectra of the new compounds as well as

  描述了合成 1-苄基-1,4,7,10-四氮杂环十二烷 (6) 和 1,4,7,10- 四氮杂环十二烷-1-乙酸乙酯 (11) 的两种改进路线以及 1 -2-[4-(马来酰亚胺-N-丙基乙酰胺丁基)氨基]-2-氧乙基}-1,4,7,10-四氮杂环十二烷-4,7,10-三乙酸(17)及其Y、Ho、Tm , 和 Lu 络合物。新化合物的 1H 和 13C NMR 谱以及中间体 4-苄基-1,7-双(对甲苯磺酰基)二亚乙基三胺 (3) 和 1,4,7-tris 的单晶 X 射线结构分析(对甲苯磺酰基)二亚乙基三胺(7)进行了报道和讨论。17 的稀土配合物已通过 1 H NMR 光谱和 MALDI-TOF 质谱进行表征。
• Comparative Study of the Luminescence Properties and Relative Stability of a Series of Europium(III) Complexes Bearing One to Four Coordinated Azaxanthone Groups
  作者：David Parker、James W. Walton、Laurent Lamarque、Jurriaan M. Zwier

  DOI：10.1002/ejic.201000501

  日期：2010.9

  The synthesis and spectral properties are reported of a set of four europium(III) complexes containing between one and four 3-azaxanthone sensitising chromophores. Each complex is based on a macrocyclic cyclen core. The emission and aqueous solution 1 H NMR spectral properties are compared, revealing information about the local complex symmetry on the experimental timescale. A C 2 -symmetric mono-cationic

  报告了一组四种铕 (III) 配合物的合成和光谱特性，其中包含一到四个 3-氮杂蒽酮敏化发色团。每个复合体都基于一个大环循环核心。比较了发射和水溶液的 1 H NMR 光谱特性，揭示了有关实验时间尺度上局部复杂对称性的信息。AC 2 对称单阳离子配合物在 HEPES 缓冲液中的总发射量子产率为 10%，并且在存在百万倍过量添加的金属盐或 EDTA 的情况下表现出最佳的相对稳定性，如时间依赖性所示在 3-氮杂蒽酮发色团的间接激发后，总铕排放的变化。
• [EN] RADIODRUG FOR DIAGNOSTIC/THERAPEUTIC USE IN NUCLEAR MEDICINE AND RADIO-GUIDED MEDICINE<br/>[FR] RADIOMÉDICAMENT POUR UNE UTILISATION DIAGNOSTIQUE/THÉRAPEUTIQUE EN MÉDECINE NUCLÉAIRE ET EN MÉDECINE GUIDÉE PAR RADIO
  申请人：UNIV DEGLI STUDI ROMA LA SAPIENZA

  公开号：WO2020144586A1

  公开（公告）日：2020-07-16

  Radio-drug suitable for performing radio-guided surgery, imaging diagnostics, radio-metabolic therapy.

  放射性药物适用于进行放射引导手术、影像诊断和放射代谢疗法。
• Lanthanide(<scp>III</scp>) Complexes of DOTA-Glycoconjugates: A Potential New Class of Lectin-Mediated Medical Imaging Agents
  作者：João P. André、Carlos F. G. C. Geraldes、José A. Martins、André E. Merbach、Maria I. M. Prata、Ana C. Santos、João J. P. de Lima、Éva Tóth

  DOI：10.1002/chem.200400187

  日期：2004.11.19

  The synthesis and characterization of a new class of DOTA (1,4,7,10-tetrakis(carboxymethyl)-1,4,7,10-tetraazacyclododecane) monoamide-linked glycoconjugates (glucose, lactose and galactose) of different valencies (mono, di and tetra) and their Sm(III), Eu(III) and Gd(III) complexes are reported. The 1H NMR spectrum of Eu(III)-DOTALac2 shows the predominance of a single structural isomer of square antiprismatic

  新型DOTA（1,4,7,10-四（羧甲基）-1,4,7,10-四氮杂环十二烷）单酰胺连接的糖价（葡萄糖，乳糖和半乳糖）连接的糖共轭物的合成与表征，二和四）及其Sm（III），Eu（III）和Gd（III）配合物。Eu（III）-DOTALac2的1H NMR谱图显示了DOTA螯合部分的方形反棱角几何结构的单个结构异构体的优势，并且绕着与靶向糖树状聚合物连接的酰胺键快速旋转。通过1H核磁弛豫分散液（NMRD）研究了Gd（III）-糖基共轭物的体外弛豫性，得出的参数接近于其他DOTA单酰胺所报道的参数。
• Toward novel sulphur-containing derivatives of tetraazacyclododecane: synthesis, acid–base properties, spectroscopic characterization, DFT calculations, and cadmium(<scp>ii</scp>) complex formation in aqueous solution
  作者：Marianna Tosato、Marco Verona、Riccardo Doro、Marco Dalla Tiezza、Laura Orian、Alberto Andrighetto、Paolo Pastore、Giovanni Marzaro、Valerio Di Marco

  DOI：10.1039/d0nj00310g

  日期：——

  Macrocyclic ligands obtained by N-functionalization of 1,4,7,10-tetraazacyclododecane (cyclen) have been widely studied due to their remarkable complexing properties toward a variety of transition metals and lanthanides. Despite a plethora of cyclen-based molecules described in the literature, ones bearing sulphur-containing functional groups have been almost ignored. Herein, a novel series of derivatives

  N获得的大环配体1,4,7,10-四氮杂环十二烷（环己酮）的官能化因其对多种过渡金属和镧系元素的显着络合性能而得到了广泛研究。尽管文献中描述了过多的基于环素的分子，但带有含硫官能团的分子几乎被忽略了。在这里，研究了一系列新型的带有悬挂硫化物侧臂的衍生物：1,4,7,10-四[2-（甲基硫烷基）乙基] -1,4,7,10-四氮杂环十二烷（DO4S），1， 4,7，三[2-（甲基硫烷基）乙基] -1,4,7,10-四氮杂环十二烷（DO3S），1,4,7，三[2-（甲基硫烷基）乙基] -10-甲基乙酰氨基-1,4 ，7,10-四氮杂十二烷（DO3SAm）和1,7，双[2-（甲基硫烷基）乙基] -4,10-二烯基1,4,7,10-四氮杂十二烷（DO2A2S）。1,4,7,10四- ñ-buthyl-1,4,7,10-四氮杂十二烷（DOT- n -Bu ）也包括在本研究中以进行比较。这些化合物已经合