[Gd(DTPA)]^2- | 20694-16-0

• 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: [Gd(DTPA)]^2-
• 英文别名: [Gd(diethylenetriaminepentaacetate)]^2-；Gd-DTPA；Gd(3-azapentane-1,5-diamine-NNN'N''N''-pentaacetate)(2-)；Gd(III) diethylenetriamine-N,N,N',N'',N''-pentaacetate；Gd(diethylenetriamine-N,N,N',N'',N''-pentaacetate)(2-)；Gd(III) diethylenetriaminepentaacetate；Gadolinium-DTPA；2-[bis[2-[bis(carboxylatomethyl)amino]ethyl]amino]acetate;gadolinium(3+)
• CAS: 20694-16-0
• 化学式: C₁₄H₁₈N₃O₁₀*Gd
• 分子量: 545.561
• InChiKey: IZOOGPBRAOKZFK-UHFFFAOYSA-I

计算性质

• 辛醇/水分配系数(LogP)：
  -9.36
• 重原子数：
  28
• 可旋转键数：
  11
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  210
• 氢给体数：
  0
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  [Gd(DTPA)]^2- 、 三氯化钕 以 not given 为溶剂， 生成
  参考文献：
  名称：

  Ternovaya, T. V.; Kostromina, N. A.; Kundrya, V. T., Zhurnal Neorganicheskoi Khimii, 1975, vol. 20, p. 1636 - 1639

  摘要：

  DOI：
• 作为产物：
  描述：

  二乙烯三胺五醋酸 、 氯化钆 在 NaOH 作用下， 以 盐酸 、 水 为溶剂， 生成 [Gd(DTPA)]^2-
  参考文献：
  名称：

  用作MRI造影剂的Gd（DTPA）2−，Gd（BOPTA）2−和Gd（DTPA-BMA）配合物与三亚乙基四胺-六乙酸盐配体之间的交换反应动力学

  摘要：

  在6.5-11.0的pH范围内研究了在MRI中用作造影剂的Gd（DTPA），Gd（BOPTA）和Gd（DTPA-BMA）配合物之间发生的配体交换反应的动力学。通过在0.15 M NaCl中在25°C下测量水质子弛豫率来实现。该反应的速率成正比TTHA的浓度，这表明反应发生用的直接攻击为H我TTHA （6-我） - （我= 0，1，2和3）上的Gd物种3+配合物，通过三元中间体的形成。pH值从6.5增至9时，中性Gd（DTPA-BMA）的交换反应速率增加，因为质子化程度较低的H iTTHA （6- i）-物种可以更有效地攻击Gd 3+复合物。[Gd（DTPA）] 2-和[Gd（BOPTA）] 2-的交换反应速率也从pH 8.5升高到11，但是从6.5升高到8.5，反应速率出乎意料地降低。通过假设一般酸催化的有效性来解释这种减少。当Gd 3+解离时，来自H i TTHA （6- i）-物种（i

  DOI：

  10.1021/ic102390p

文献信息

• Synthesis and Characterization of Various Benzyl Diethylenetriaminepentaacetic Acids (dtpa) and Their Paramagnetic Complexes, Potential Contrast Agents for Magnetic Resonance Imaging
  作者：Sophie Laurent、Luce Vander Elst、Sylvain Houzé、Nathalie Guérit、Robert N. Muller

  DOI：10.1002/(sici)1522-2675(20000216)83:2<394::aid-hlca394>3.0.co;2-b

  日期：2000.2.16

  Four derivatives of diethylenetriaminepentaacetic acid (= 3,6,9-tris(carboxymethyl)-3,6,9-triazaundecane-dioic acid (H(5)dtpa)), potential contrast agents for magnetic resonance imaging (MRI), carrying benzyl groups at various positions of the parent structure were synthesized and characterized by a thorough multinuclear NMR study, i.e., the (S)- and (R)-stereoisomers 1a and 1b of 4-benzyl-3,6,9-tris(carboxymethyl)-3,6,9-triazaundecanedioic acid (H-5[(S)-(4-Bz)dtpa] and H-5[(R)-(4-Bz)dtpa] the diamide derivative N,N'-bis[benzylcarbamoyl)methyl}diethylenetriamine-N,N',N "-triacetic acid (= 3,9-bis[2-(benzylamino)-2-oxoethyl]-6-(carboxymethyl)-3,6,9-triazaundecanedioic acid: H-3[dtpa(BzA)(2)]: 2), and the diester derivative N,N "-bis([(benzyloxy)carbonyl]methyl]diethylenetriamine-N,N',N "-triacetic acid (= 3,9-bis[2-(benzyloxy)-2-oxoethyl]-6-(carboxymethyl)-3,6,9-triazaundecanedioic acid; H-3[dtpa(BzE)(2)]: 3). From the O-17-NMR chemical shift of H2O induced by their dysprosium complexes with ligands 1-3, it was concluded that only one H2O molecule is contained in the first coordination sphere of these lanthanide complexes. The rotational correlation times (tau(R)) of the complexes were estimated from the H-2-NMR longitudinal relaxation rate of the deuterated diamagnetic lanthanum complexes. The exchange lime of the coordinated H2O molecule (tau(M)) was studied through the temperature dependence of the O-17-NMR transverse relaxation rate. As compared to [Gd(dtpa)](2), the H2O-exchange rate is faster fur [Gd(S)-(4-Bz)dtpa}](2) and [Gd(R)-(4-Bz)dtpa}](2)-, slower for [Gddtpa(BzA)(2)}], and almost identical for [Gddtpa(BzE)(2)}]. The analysis of the H-1-relaxivity of the gadolinium complexes recorded from 0.02 to 300 MHz established that i) the relaxivity of [Gddtpa(BzE)(2)}] is similar to that of [Gd(dtpa)](2-), ii) the slightly slower molecular rotation of [Gddtpa(BzA)(2)}] induces a mild enhancement of its relaxivity, and iii) the marked increase of relaxivity of [Gd(S)-(4-Bz)dtpa}](2) and [Gd(R)-(4-Bz)dtpa}](2-) mainly results from an apparently shorter distance between the gadolinium ion and the H2O protons of the coordinated H2O molecule.
• Gmelin Handbuch der Anorganischen Chemie, Gmelin Handbook: Sc: MVol.D1, 3.1.2.2.20, page 198 - 204
  作者：

  DOI：——

  日期：——