[1-hydroxy-4-(5-imidazol-1-ylpentanoylamino)-1-phosphonobutyl]phosphonic acid

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: [1-hydroxy-4-(5-imidazol-1-ylpentanoylamino)-1-phosphonobutyl]phosphonic acid
• 英文别名: [1-Hydroxy-4-(5-imidazol-1-ylpentanoylamino)-1-phosphonobutyl]phosphonic acid
• 化学式: C₁₂H₂₃N₃O₈P₂
• 分子量: 399.277
• InChiKey: CRCIGRFXJVUYHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -3.6
• 重原子数：
  25
• 可旋转键数：
  11
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  194
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  [1-hydroxy-4-(5-imidazol-1-ylpentanoylamino)-1-phosphonobutyl]phosphonic acid 、 在 silver trifluoromethanesulfonate 、 sodium hydroxide 作用下， 以 甲醇 、 水 为溶剂， 生成
  参考文献：
  名称：

  o菲咯啉二磺酸（I）配合物

  摘要：

  合成[Tc（CO）3（BPS）（L）] n型（L =咪唑衍生物）的of（I）的重菲咯啉二磺酸盐（BPS）配合物（L =咪唑衍生物），并在体内和体外进行评估。[ 99m Tc（CO）3（BPS）（MeIm）] -（MeIm = 1-甲基-1 H-咪唑）使用方便的两步式一锅法贴标法以接近定量的产率制备。还制备了能够结合与骨代谢相关的钙转换区域的靶向类似物。在这里，双膦酸酯通过咪唑配体连接到金属，得到[ 99m Tc（CO）3（BPS）（ImAln）] 2 –（ImAln =咪唑-阿仑膦酸酯配体）高收率。I络合物在体外稳定，在生物分布研究中，[ 99m Tc（CO）3（BPS）（ImAln）] 2 –表现出与非目标组织的快速清除，并且在肩部有大量积聚（7.9±0.2％ID） / g）和膝盖（15.1±0.9％ID / g）持续6 h，在骨骼中的停留时间达到24 h。还制备了发光的且具有相同结构的

  DOI：

  10.1021/acs.inorgchem.6b03058
• 作为产物：
  描述：

  1H-咪唑-1-戊酸 、 sodium alendronate 在 N,N-二异丙基乙胺 、 benzotriazol-1-yloxyl-tris-(pyrrolidino)-phosphonium hexafluorophosphate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 以42%的产率得到[1-hydroxy-4-(5-imidazol-1-ylpentanoylamino)-1-phosphonobutyl]phosphonic acid
  参考文献：
  名称：

  Imidazole-Based [2 + 1] Re(I)/^99mTc(I) Complexes as Isostructural Nuclear and Optical Probes

  摘要：

  The synthesis, stability, and photophysical properties of [2 + 1] Re(I)/Tc(I) complexes derived from bipyridine and a series of imidazole derivatives were investigated as a means of identifying complexes suitable for creating targeted isostructural optical/nuclear molecular imaging probes. To prepare the desired complexes, [Re(CO)(3)(H2O)(3)]Br was combined with 2,2'-bipyridine (bipy) to give [Re(CO)(3)(bipy)Br], which in turn was converted to the desired complexes by treatment with functionalized imidazoles, yielding crystal structures of two new Re complexes. The corresponding Tc-99m complexes [Tc-99m(CO)(3)(bipy)(L)](+) (L = imidazole derivatives) were prepared by combining [Tc-99m(CO)(3)(bipy)((HO)-O-2)]Cl with the same series of ligands and heating at 40 or 60 degrees C for 30 min. Quantitative transformation to the final products was confirmed in all cases by HPLC, and the nature of the complexes was verified by comparison to the authentic Re standards. Incubation in saline and plasma, and amino acid challenge experiments showed that N-substituted imidazole derivatives, bearing electron donating groups, exhibited superior stability to analogous metal complexes derived from less basic ligands. Imaging studies in mice revealed that with the appropriate choice of monodentate ligand, it is possible to prepare robust [2 + 1] Tc complexes that can be used as the basis for preparing targeted isostructural optical and nuclear probes.

  DOI：

  10.1021/ic502663p

文献信息

• Imidazole-Based [2 + 1] Re(I)/^99mTc(I) Complexes as Isostructural Nuclear and Optical Probes
  作者：Abdolreza Yazdani、Nancy Janzen、Laura Banevicius、Shannon Czorny、John F. Valliant

  DOI：10.1021/ic502663p

  日期：2015.2.16

  The synthesis, stability, and photophysical properties of [2 + 1] Re(I)/Tc(I) complexes derived from bipyridine and a series of imidazole derivatives were investigated as a means of identifying complexes suitable for creating targeted isostructural optical/nuclear molecular imaging probes. To prepare the desired complexes, [Re(CO)(3)(H2O)(3)]Br was combined with 2,2'-bipyridine (bipy) to give [Re(CO)(3)(bipy)Br], which in turn was converted to the desired complexes by treatment with functionalized imidazoles, yielding crystal structures of two new Re complexes. The corresponding Tc-99m complexes [Tc-99m(CO)(3)(bipy)(L)](+) (L = imidazole derivatives) were prepared by combining [Tc-99m(CO)(3)(bipy)((HO)-O-2)]Cl with the same series of ligands and heating at 40 or 60 degrees C for 30 min. Quantitative transformation to the final products was confirmed in all cases by HPLC, and the nature of the complexes was verified by comparison to the authentic Re standards. Incubation in saline and plasma, and amino acid challenge experiments showed that N-substituted imidazole derivatives, bearing electron donating groups, exhibited superior stability to analogous metal complexes derived from less basic ligands. Imaging studies in mice revealed that with the appropriate choice of monodentate ligand, it is possible to prepare robust [2 + 1] Tc complexes that can be used as the basis for preparing targeted isostructural optical and nuclear probes.
• Technetium(I) Complexes of Bathophenanthrolinedisulfonic Acid
  作者：Abdolreza Yazdani、Nancy Janzen、Shannon Czorny、John F. Valliant

  DOI：10.1021/acs.inorgchem.6b03058

  日期：2017.3.6

  metabolism was also prepared. Here, a bisphosphonate was linked to the metal through an imidazole ligand to give [99mTc(CO)3(BPS)(ImAln)]2– (ImAln = an imidazole–alendronate ligand) in high yield. The technetium(I) complexes were stable in vitro, and in biodistribution studies, [99mTc(CO)3(BPS)(ImAln)]2– exhibited rapid clearance from nontarget tissues and significant accumulation in the shoulder (7.9 ±

  合成[Tc（CO）3（BPS）（L）] n型（L =咪唑衍生物）的of（I）的重菲咯啉二磺酸盐（BPS）配合物（L =咪唑衍生物），并在体内和体外进行评估。[ 99m Tc（CO）3（BPS）（MeIm）] -（MeIm = 1-甲基-1 H-咪唑）使用方便的两步式一锅法贴标法以接近定量的产率制备。还制备了能够结合与骨代谢相关的钙转换区域的靶向类似物。在这里，双膦酸酯通过咪唑配体连接到金属，得到[ 99m Tc（CO）3（BPS）（ImAln）] 2 –（ImAln =咪唑-阿仑膦酸酯配体）高收率。I络合物在体外稳定，在生物分布研究中，[ 99m Tc（CO）3（BPS）（ImAln）] 2 –表现出与非目标组织的快速清除，并且在肩部有大量积聚（7.9±0.2％ID） / g）和膝盖（15.1±0.9％ID / g）持续6 h，在骨骼中的停留时间达到24 h。还制备了发光的且具有相同结构的