1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrakis(ethyl-acetamidoacetate) | 331623-97-3

• 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-1,4,7,10-tetrakis(ethyl-acetamidoacetate)
• 英文别名: 1,4,7,10-tetraazacyclododecane tetrakis (ethylacetamidoacetate)；Ethyl 2-[[2-[4,7,10-tris[2-[(2-ethoxy-2-oxoethyl)amino]-2-oxoethyl]-1,4,7,10-tetrazacyclododec-1-yl]acetyl]amino]acetate
• CAS: 331623-97-3
• 化学式: C₃₂H₅₆N₈O₁₂
• 分子量: 744.843
• InChiKey: ABVWVMJETXHYGO-UHFFFAOYSA-N

物化性质

• 沸点：
  911.1±65.0 °C(Predicted)
• 密度：
  1.183±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  52
• 可旋转键数：
  24
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  235
• 氢给体数：
  4
• 氢受体数：
  16

反应信息

• 作为反应物：
  描述：

  1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrakis(ethyl-acetamidoacetate) 、 氯化铕(III) 以 水 为溶剂， 生成
  参考文献：
  名称：

  一种新型的基于（（III）的MRI造影剂。

  摘要：

  DOI：

  10.1021/ja005820q
• 作为产物：
  描述：

  2-[(2-溴乙酰基)氨基]乙酸乙酯 、 轮环藤宁 在 potassium carbonate 作用下， 以 乙腈 为溶剂， 生成 1,4,7,10-tetraazacyclododecane-1,4,7,10-tetrakis(ethyl-acetamidoacetate)
  参考文献：
  名称：

  配位自1,4,7,10-四氮杂环十二烷四乙酸酯（DOTA）的配体与水结合生成镧系金属离子的寿命

  摘要：

  合成了一系列DOTA的二酰胺和四酰胺衍生物，并通过多核1 H-，13 C-和17 O-NMR光谱检查了它们的镧系元素（III）配合物，并与相似的已知配合物的文献数据进行了比较（表）。所有配体形成类似于母体[Ln III（DOTA）] -配合物的结构，其中DOTA带有四个N原子和四个O原子，内圈水分子带有一个O原子。有趣的是，寿命τ中号的内球面的，金属结合的水分子广泛地变化，范围从纳米到毫秒，这取决于悬垂酰胺侧链的身份。通常，带正电的[LnIII（DOTA-四酰胺）] 3+络合物显示最长的停留时间（高τ中号的值），而在扩展酰胺与另外的带电官能团的复合物显示小得多的τ中号值，即使当侧基不直接协调，以中心的Ln 3+离子。新颖的设计[LN III（DOTA-四酰胺）] 3+配合物的宽，调谐范围τ中号值是最重要的用于快速响应的，顺磁性化学交换饱和转移（PARACEST）成像的应用用于研究生理和代谢过程的药物。

  DOI：

  10.1002/hlca.200590086

文献信息

• IMAGING CONTRAST AGENTS AND USES THEREOF
  申请人：Morrow Janet R.

  公开号：US20140193344A1

  公开（公告）日：2014-07-10

  Provided are macrocyclic compounds having a macrocyclic core which has at least one macrocyclic donor and at least one pendant group which has at least one donor group. The macrocyclic compounds can be complexed to Fe(II) and Ni(II). The macrocyclic compounds can be used in imaging methods. For example, the compounds can be used MRI paraCEST contrast agents.

  提供的是具有至少一个大环供体和至少一个带有至少一个供体基团的挂基团的大环化合物的大环核。这些大环化合物可以与Fe（II）和Ni（II）形成络合物。这些大环化合物可以用于成像方法。例如，这些化合物可以用于MRI paraCEST对比剂。
• Imaging contrast agents and uses thereof
  申请人：Morrow Janet R.

  公开号：US11246949B2

  公开（公告）日：2022-02-15

  Provided are macrocyclic compounds having a macrocyclic core which has at least one macrocyclic donor and at least one pendant group which has at least one donor group. The macrocyclic compounds can be complexed to Fe(II) and Ni(II). The macrocyclic compounds can be used in imaging methods. For example, the compounds can be used MRI paraCEST contrast agents.

  所提供的大环化合物具有一个大环核心，该核心具有至少一个大环供体，以及至少一个具有至少一个供体基团的悬垂基团。这些大环化合物可与 Fe(II) 和 Ni(II) 复配。大环化合物可用于成像方法。例如，这些化合物可用于核磁共振对位CEST造影剂。
• ¹H and ¹⁷O NMR Detection of a Lanthanide-Bound Water Molecule at Ambient Temperatures in Pure Water as Solvent
  作者：Shanrong Zhang、Kuangcong Wu、Michael C. Biewer、A. Dean Sherry

  DOI：10.1021/ic0003877

  日期：2001.8.1

  Lanthanide complexes of a tetra-amide derivative of DOTA (structure 4 in text) with four extended carboxymethyl esters have been characterized by X-ray crystallography and multinuclear NMR spectroscopy. [Eu(4)(H2O)](triflate)(3) crystallized from water in the monoclinic, P-21/c space group (a = 10.366 Angstrom, b = 22.504 Angstrom, c = 23.975 Angstrom, and beta = 97.05 degrees). The Eu3+ cation is bound to four macrocyclic nitrogen atoms (mean Eu-N = 2.627 Angstrom) and four amide oxygen atoms (mean Eu-O-amide = 2.335 Angstrom) in a square antiprismatic geometry with a twist angle of 38.5 degrees between the N4 and O4 planes. A single bound water molecule (Eu-O-W = 2.414 Angstrom) occupies a typical monocapped position on the O4 surface. In pure waters resonances corresponding to a single Eu3+-bound water molecule were observed in the H-1 (53 ppm) and O-17 (-897 ppm) NMR spectra of [Eu(4)(H2O)](triflate)(3) at 25 degreesC. A fit of the temperature-dependent Eu3+-bound H-1 and O-17 water resonance line widths in acetonitrile-d(3) (containing 4% v/v O-17 enriched water) gave identical lifetimes (tau (298)(m)) of 789 +/- 50 mus (in water as solvent; a line shape analysis of the Eu3+-bound water resonance gave a tau (298)(m) = 382 +/- 5 mus). Slow water exchange was also evidenced by the water proton relaxivity of Gd(4) (R-1 = 2.2 mM(-1) s(-1), a value characteristic of pure outer-sphere relaxation at 25 degreesC). With increasing temperature, the inner-sphere contribution gradually increased due to accelerated chemical exchange between bound water and bulk water protons. A fitting of the relaxation data (T-1) to standard SBM theory gave a water proton lifetime (tau (298)(m)) of 159 mus, somewhat shorter than the value determined by high-resolution H-1 and O-17 NMR of Eu(4). Exchange of the bound water protons in Gd(4) with bulk water protons was catalyzed by addition of exogenous phosphate at 25 degreesC (Ri increased to 10.0 m(-1) s(-1) in the presence of 1500-fold excess HPO42-).
• [EN] IMAGING CONTRAST AGENTS AND USES THEREOF<br/>[FR] PRODUITS DE CONTRASTE POUR IMAGERIE ET UTILISATIONS DE CEUX-CI
  申请人：UNIV NEW YORK STATE RES FOUND

  公开号：WO2012155076A2

  公开（公告）日：2012-11-15

  Provided are macrocyclic compounds having a macrocyclic core which has at least one macrocyclic donor and at least one pendant group which has at least one donor group. The macrocyclic compounds can be complexed to Fe(II) and Ni(II). The macrocyclic compounds can be used in imaging methods. For example, the compounds can be used MRI paraCEST contrast agents.
• Modulation of the Lifetime of Water Bound to Lanthanide Metal Ions in Complexes with Ligands Derived from 1,4,7,10-Tetraazacyclododecane Tetraacetate (DOTA)
  作者：Shanrong Zhang、Xiuyan Jiang、A. Dean Sherry

  DOI：10.1002/hlca.200590086

  日期：2005.5

  tetraamide derivatives of DOTA were synthesized, and their lanthanide(III) complexes were examined by multinuclear 1H-, 13C-, and 17O-NMR spectroscopy, and compared with literature data of similar, known complexes (Table). All ligands formed structures similar to the parent [LnIII(DOTA)]− complexes, with four N-atoms and four O-atoms from DOTA and one O-atom from the inner-sphere water molecules. Interestingly

  合成了一系列DOTA的二酰胺和四酰胺衍生物，并通过多核1 H-，13 C-和17 O-NMR光谱检查了它们的镧系元素（III）配合物，并与相似的已知配合物的文献数据进行了比较（表）。所有配体形成类似于母体[Ln III（DOTA）] -配合物的结构，其中DOTA带有四个N原子和四个O原子，内圈水分子带有一个O原子。有趣的是，寿命τ中号的内球面的，金属结合的水分子广泛地变化，范围从纳米到毫秒，这取决于悬垂酰胺侧链的身份。通常，带正电的[LnIII（DOTA-四酰胺）] 3+络合物显示最长的停留时间（高τ中号的值），而在扩展酰胺与另外的带电官能团的复合物显示小得多的τ中号值，即使当侧基不直接协调，以中心的Ln 3+离子。新颖的设计[LN III（DOTA-四酰胺）] 3+配合物的宽，调谐范围τ中号值是最重要的用于快速响应的，顺磁性化学交换饱和转移（PARACEST）成像的应用用于研究生理和代谢过程的药物。