5-<2-(3,3-Dimethylbutyryloxy)-6-(5-imidazolylvaleryloxy)phenyl>-10,15,20-tris<2,6-bis(3,3-dimethylbutyryloxy)phenyl>porphyrin | 142576-58-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 5-<2-(3,3-Dimethylbutyryloxy)-6-(5-imidazolylvaleryloxy)phenyl>-10,15,20-tris<2,6-bis(3,3-dimethylbutyryloxy)phenyl>porphyrin
• CAS: 142576-58-7
• 化学式: C₉₄H₁₁₀N₆O₁₆
• 分子量: 1579.94
• InChiKey: OTLISOKWWBTZPO-DLROIETASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  21.69
• 重原子数：
  116.0
• 可旋转键数：
  24.0
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  285.58
• 氢给体数：
  2.0
• 氢受体数：
  20.0

反应信息

• 作为产物：
  描述：

  5,10,15-tris<2,6-bis(3,3-dimethylbutyryloxy)phenyl>-20-<2-hydroxy-6-(3,3-dimethylbutyryloxy)phenyl>porphine 、 5-Imidazol-1-yl-pentanoyl chloride; hydrochloride 在 三乙胺 作用下， 以 乙腈 为溶剂， 反应 6.0h， 生成 5-<2-(3,3-Dimethylbutyryloxy)-6-(5-imidazolylvaleryloxy)phenyl>-10,15,20-tris<2,6-bis(3,3-dimethylbutyryloxy)phenyl>porphyrin
  参考文献：
  名称：

  Synthesis and dioxygen-binding properties of double-sided porphyrinatoiron(II) complexes bearing covalently bound axial imidazole

  摘要：

  Double-sided porphyrinatoiron(II) complexes bearing covalently bound axial imidazole, 5-[2-(5-imidazolylvaleryloxy)-6-(pivaloyloxy)phenyl]-10,15,20-tris[2,6-bis(pivaloyloxy)phenyl]porphyrinato-iron(II) and 5-[2-(3,3-dimethylbutyryloxy)-6-(5-imidazolylvaleryloxy)phenyl]-10,15,20-tris[2,6-bis(3,3-dimethylbutyryloxy)phenyl]porphyrinatoiron(II), have been synthesized. On the basis of their absorption and H-1 NMR spectra, the axial imidazole group is co-ordinated. The complexes reversibly form stable dioxygen adducts in toluene at 25-degrees-C, and the kinetics of binding of 02 and CO has been investigated. When embedded in phospholipid unilamellar vesicles, the complexes possess the ability to transport dioxygen in an aqueous medium. The binding affinity of the pivaloyloxy derivative [P1/2(O2) = 27 Torr] is equal to that of a red blood cell suspension and the half-life of the dioxygen adduct formed was 1.5 d under physiological conditions (pH 7.4, 37-degrees-C).

  DOI：

  10.1039/dt9930002465

文献信息

• Double-Sided Porphyrinatoiron(II) Bearing Covalently Bound Imidazole. An Efficient Oxygen-Carrier Molecule Composed by 8 Ester Bonds
  作者：Teruyuki Komatsu、Kenji Arai、Hiroyuki Nishide、Eishun Tsuchida

  DOI：10.1246/cl.1992.799

  日期：1992.5

  Double-sided porphyrinatoiron(II) bearing covalently bound axial imidazole, 5,10,15-tris(2,6-bis(3,3-dimethylbutyryloxy)phenyl)-20-(2-(3,3-dimethylbutyryloxy)-6-(5-imidazolylvaleroyloxy)phenyl)porphyrinatoiron (1b), was synthesized: The substituents of 1b are bound with the porphyrin only through ester bonds. 1b formed a stable O2 adduct reversibly in toluene at 25 °C or with a lipid surfactant under physiological conditions.

  双面卟啉铁(II)轴承共价结合轴向咪唑，5,10,15-三(2,6-双(3,3-二甲基丁酰氧基)苯基)-20-(2-(3,3-二甲基丁酰氧基)-6合成了-(5-咪唑基戊酰氧基)苯基)卟啉铁(1b)：1b的取代基仅通过酯键与卟啉结合。 1b 在 25°C 的甲苯中或在生理条件下与脂质表面活性剂可逆地形成稳定的 O2 加合物。