(3S,7S,22S)-26-(4-(2-amino-2-carboxyethyl)-1H-1,2,3-triazol-1-yl)-5,13,20-trioxo-4,6,12,21 tetraazahexacosane-1,3,7,22-tetracarboxylic acid | 1246261-00-6

• 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: (3S,7S,22S)-26-(4-(2-amino-2-carboxyethyl)-1H-1,2,3-triazol-1-yl)-5,13,20-trioxo-4,6,12,21 tetraazahexacosane-1,3,7,22-tetracarboxylic acid
• CAS: 1246261-00-6
• 化学式: C₃₁H₅₀N₈O₁₃
• 分子量: 742.784
• InChiKey: ZMSWOQJNNZBXDJ-MLCQCVOFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.33
• 重原子数：
  52.0
• 可旋转键数：
  29.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  342.56
• 氢给体数：
  10.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  [Re(carbonyl)3(water)3]Br 、 (3S,7S,22S)-26-(4-(2-amino-2-carboxyethyl)-1H-1,2,3-triazol-1-yl)-5,13,20-trioxo-4,6,12,21 tetraazahexacosane-1,3,7,22-tetracarboxylic acid 以 甲醇 、 水 为溶剂， 反应 4.0h， 生成 (3S,7S)-26-(4-(2-amino-2-carboxyethyl)-1H-1,2,3-triazol-1-yl)-5,13,20-trioxo-4,6,12,21-tetraazahexacosane-1,3,7,22-tetracarboxylic acid tricarbonyl rhenium(I)
  参考文献：
  名称：

  Effect of Chelators on the Pharmacokinetics of ^99mTc-Labeled Imaging Agents for the Prostate-Specific Membrane Antigen (PSMA)

  摘要：

  Technetium-99m, the most commonly used radionuclide in nuclear medicine, can be attached to biologically important molecules through a variety of chelating agents, the choice of which depends upon the imaging application. The prostate-specific membrane antigen (PSMA) is increasingly recognized as an important target for imaging and therapy of prostate cancer (PCa). Three different Tc-99m-labeling methods were employed to investigate the effect of the chelator on the biodistribution and PCa tumor uptake profiles of 12 new urea-based PSMA-targeted radiotracers. This series includes hydrophilic ligands for radiolabeling with the [Tc-99m(CO)(3)](+) core (L8-L10), traditional NxSy-based chelating agents with varying charge and polarity for the Tc-99m-oxo core (L11-L18), and a Tc-99m-organohydrazine-labeled radioligand (L19). Tc-99m(I)-Tricarbonyl-labeled [Tc-99m]L8 produced the highest PSMA+ PC3 PIP to PSMA- PC3 flu tumor ratios and demonstrated the lowest retention in normal tissues including kidney after 2 h. These results suggest that choice of chelator is an important pharmacokinetic consideration in the development of Tc-99m-labeled radiopharmaceuticals targeting PSMA.

  DOI：

  10.1021/jm400823w
• 作为产物：
  描述：

  (2S)-N-Fmoc-6-叠氮基己酸 在 哌啶 、 三乙基硅烷 、 copper(II) acetate monohydrate 、 sodium ascorbate 、 N,N-二异丙基乙胺 、 三氟乙酸 作用下， 以 二氯甲烷 、 水 、 N,N-二甲基甲酰胺 、 叔丁醇 为溶剂， 反应 13.0h， 生成 (3S,7S,22S)-26-(4-(2-amino-2-carboxyethyl)-1H-1,2,3-triazol-1-yl)-5,13,20-trioxo-4,6,12,21 tetraazahexacosane-1,3,7,22-tetracarboxylic acid
  参考文献：
  名称：

  Effect of Chelators on the Pharmacokinetics of ^99mTc-Labeled Imaging Agents for the Prostate-Specific Membrane Antigen (PSMA)

  摘要：

  Technetium-99m, the most commonly used radionuclide in nuclear medicine, can be attached to biologically important molecules through a variety of chelating agents, the choice of which depends upon the imaging application. The prostate-specific membrane antigen (PSMA) is increasingly recognized as an important target for imaging and therapy of prostate cancer (PCa). Three different Tc-99m-labeling methods were employed to investigate the effect of the chelator on the biodistribution and PCa tumor uptake profiles of 12 new urea-based PSMA-targeted radiotracers. This series includes hydrophilic ligands for radiolabeling with the [Tc-99m(CO)(3)](+) core (L8-L10), traditional NxSy-based chelating agents with varying charge and polarity for the Tc-99m-oxo core (L11-L18), and a Tc-99m-organohydrazine-labeled radioligand (L19). Tc-99m(I)-Tricarbonyl-labeled [Tc-99m]L8 produced the highest PSMA+ PC3 PIP to PSMA- PC3 flu tumor ratios and demonstrated the lowest retention in normal tissues including kidney after 2 h. These results suggest that choice of chelator is an important pharmacokinetic consideration in the development of Tc-99m-labeled radiopharmaceuticals targeting PSMA.

  DOI：

  10.1021/jm400823w