diethylenetriamine-N,N''-bis(acetyl-isoniazid)-N,N',N''-triacetic acid

• 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: diethylenetriamine-N,N''-bis(acetyl-isoniazid)-N,N',N''-triacetic acid
• 英文别名: 2-[Bis[2-[carboxymethyl-[2-oxo-2-[2-(pyridine-4-carbonyl)hydrazinyl]ethyl]amino]ethyl]amino]acetic acid
• 化学式: C₂₆H₃₃N₉O₁₀
• 分子量: 631.602
• InChiKey: HLYRBOFDWZVWHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -8.8
• 重原子数：
  45
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.35
• 拓扑面积：
  264
• 氢给体数：
  7
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  gadolinium(III) carbonate 、 水 、 diethylenetriamine-N,N''-bis(acetyl-isoniazid)-N,N',N''-triacetic acid 以98.5%的产率得到
  参考文献：
  名称：

  Synthesis and relaxation properties of two non-ion complexes of gadolinium(III) and manganese(II) with derivatives from diethylene triamine pentaacetic acid and isoniazid

  摘要：

  In this paper, two novel ligands (H3L1, H2L2) have been synthesized from diethylene triamine pentaacetic acid (DTPA) and isoniazid in different conditions. H3L1 has three carboxylic groups, and H2L2 has two carboxylic groups. Their non-ion complexes of GdL1 and MnL2 holding promise of magnetic resonance imaging (MRI) are synthesized, and relaxivity of complexes are determined, respectively. The relaxivity of GdL1 (R-1 = 6.07 L.mmol(-1).s(-1)) and MnL2 (R1 = 6.94 L.mmol(-1).s(-1)) are larger than that of Gd(DTPA)(2-) (R-1 = 4.34 L.mmol(-1).s(-1)). It is more significative that relaxivity of MnL2 is larger than that of GdL1. The results showed that two non-ion complexes are prospective MRI contrast agents. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.inoche.2013.11.003
• 作为产物：
  描述：

  异烟肼 、 二亚乙基三胺五乙酸二酐 以 二甲基亚砜 为溶剂， 反应 12.0h， 以75%的产率得到diethylenetriamine-N,N''-bis(acetyl-isoniazid)-N,N',N''-triacetic acid
  参考文献：
  名称：

  比较Gd-DTPA和几种双酰胺衍生物作为潜在的MRI造影剂。

  摘要：

  合成并表征了四亚乙基三胺五乙酸（DTPA）-双酰胺衍生物的中性g配合物。已通过体外和体内实验评估了它们作为组织特异性和低渗MRI造影剂的潜在应用。他们在D（2）O，牛血清白蛋白和人血清转铁蛋白溶液中测得的弛豫度显示出良好的弛豫能力。体内研究证明，Gd（DTPA-BDMA），Gd（DTPA-BIN）和Gd（环状-DTPA-1,2-pn）可能是有前途的肝脏特异性MRI造影剂和Gd（DTPA-BDMA），和Gd（cyclic-DTPA-1,2-pn）具有良好的肾脏排泄能力。其中，Gd（环状-DTPA-1,2-pn）是一种功能更强大的肝造影剂，Gd（DTPA-BIN）提供了几个小时的稳定成像对比度。它们还显示出较低的毒性。

  DOI：

  10.1016/s0968-0896(03)00263-3

文献信息

• Comparison between Gd-DTPA and several bisamide derivatives as potential MRI contrast agents
  作者：Jianghua Feng、Guoying Sun、Fengkui Pei、Maili Liu

  DOI：10.1016/s0968-0896(03)00263-3

  日期：2003.7

  Four neutral gadolinium complexes of diethylenetriaminepentaacetic acid (DTPA)-bisamide derivatives have been synthesized and characterized. Their potential application as tissue-specific and low-osmolarity MRI contrast agents has been evaluated by in vitro and in vivo experiments. Their measured relaxivities in D(2)O, bovine serum albumin and human serum transferrin solutions showed favorable relaxation

  合成并表征了四亚乙基三胺五乙酸（DTPA）-双酰胺衍生物的中性g配合物。已通过体外和体内实验评估了它们作为组织特异性和低渗MRI造影剂的潜在应用。他们在D（2）O，牛血清白蛋白和人血清转铁蛋白溶液中测得的弛豫度显示出良好的弛豫能力。体内研究证明，Gd（DTPA-BDMA），Gd（DTPA-BIN）和Gd（环状-DTPA-1,2-pn）可能是有前途的肝脏特异性MRI造影剂和Gd（DTPA-BDMA），和Gd（cyclic-DTPA-1,2-pn）具有良好的肾脏排泄能力。其中，Gd（环状-DTPA-1,2-pn）是一种功能更强大的肝造影剂，Gd（DTPA-BIN）提供了几个小时的稳定成像对比度。它们还显示出较低的毒性。
• Synthesis Neutral Rare Earth Complexes of Diethylenetriamine-N,N"-bis(acetyl-isoniazid)-N,N',N"-triacetic Acid as Potential Contrast Enhancement Agents for Magnetic Resonance Imaging
  作者：Ding-Wa Zhang、Zheng-Yin Yang、Bao-Dui Wang、Shi-Ping Zhang、Ru-Dong Yang

  DOI：10.1248/cpb.54.1203

  日期：——

  A novel ligand, diethylenetriamine-N,N''-bis(acetyl-isoniazid)-N,N',N''-triacetic acid (H(3)L) has been synthesized from diethylene triamine pentaacetic acid (DTPA) and isoniazid. Ligand and its five neutral rare earth (RE=La, Sm, Eu, Gd, Tb) complexes holding promise of magnetic resonance imaging (MRI) were characterized on the basis of elemental analysis, molar conductivity, (1)H-NMR spectrum, FAB-MS

  由二亚乙基三胺五乙酸（DTPA）和异烟肼合成了一种新型配体二亚乙基三胺-N，N''-双（乙酰基异烟肼）-N，N'，N''-三乙酸（H（3）L） 。基于元素分析，摩尔电导率，（1）H-NMR光谱，对具有磁共振成像（MRI）前景的配体及其5种中性稀土（RE = La，Sm，Eu，Gd，Tb）络合物进行了表征FAB-MS，TG-DTA分析和红外光谱。确定了配合物和Gd（DTPA）（2-）的弛豫度（R（1））作为对照。LaL，SmL，EuL，GdL，TbL和Gd（DTPA）（2-）的弛豫率分别为0.14、1.66、3.14、6.08、2.79和4.34 l.mmol（-1）.s（-1）。GdL的自旋晶格弛豫性大于Gd（DTPA）（2-）。还已经在人血清白蛋白（HSA）溶液中研究了GdL的弛豫性，GdL的弛豫性从水溶液中的6.08 l.mmol（-1）.s（-1）增加到HSA溶液中的9.09 l.mmol（-1）
• Synthesis and relaxation properties of two non-ion complexes of gadolinium(III) and manganese(II) with derivatives from diethylene triamine pentaacetic acid and isoniazid
  作者：Dingwa Zhang、Xueli Zhang、Zhilan Lin、Huijiao Zhang、Yaoting Chen、Shuni He

  DOI：10.1016/j.inoche.2013.11.003

  日期：2014.2

  In this paper, two novel ligands (H3L1, H2L2) have been synthesized from diethylene triamine pentaacetic acid (DTPA) and isoniazid in different conditions. H3L1 has three carboxylic groups, and H2L2 has two carboxylic groups. Their non-ion complexes of GdL1 and MnL2 holding promise of magnetic resonance imaging (MRI) are synthesized, and relaxivity of complexes are determined, respectively. The relaxivity of GdL1 (R-1 = 6.07 L.mmol(-1).s(-1)) and MnL2 (R1 = 6.94 L.mmol(-1).s(-1)) are larger than that of Gd(DTPA)(2-) (R-1 = 4.34 L.mmol(-1).s(-1)). It is more significative that relaxivity of MnL2 is larger than that of GdL1. The results showed that two non-ion complexes are prospective MRI contrast agents. (C) 2013 Elsevier B.V. All rights reserved.