25,27-dipropoxy-26,28-bis[(3-phthalimidopropyl)oxy]calix[4]arene | 252357-73-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 25,27-dipropoxy-26,28-bis[(3-phthalimidopropyl)oxy]calix[4]arene
• 英文别名: 25,27-dipropoxy-26,28-bis-(3-N-phthalimido)propoxycalix[4]arene；25,27-bis(3-phthalimidopropoxy)-26,28-dipropoxycalix-[4]arene；2-[3-[[27-[3-(1,3-Dioxoisoindol-2-yl)propoxy]-26,28-dipropoxy-25-pentacyclo[19.3.1.13,7.19,13.115,19]octacosa-1(25),3(28),4,6,9(27),10,12,15,17,19(26),21,23-dodecaenyl]oxy]propyl]isoindole-1,3-dione
• CAS: 252357-73-6
• 化学式: C₅₆H₅₄N₂O₈
• 分子量: 883.053
• InChiKey: CWCYMRDNCQKNIO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.4
• 重原子数：
  66
• 可旋转键数：
  16
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  112
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  25,27-dipropoxy-26,28-bis[(3-phthalimidopropyl)oxy]calix[4]arene 在 一水合肼 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 甲苯 为溶剂， 反应 24.0h， 生成 25,27-dipropoxy-26,28-bis[(3-(N'-(2-ethylhexyl)thioureido)propyl)oxy]calix[4]arene
  参考文献：
  名称：

  Facilitated Transport of Hydrophilic Salts by Mixtures of Anion and Cation Carriers and by Ditopic Carriers

  摘要：

  Anion transfer to the membrane phase affects the extraction efficiency of salt transport by cation carriers 1 and 3. Addition of anion receptors 5 or 6 to cation carriers 1, 3, or 3 in the membrane phase enhances the transport of salts under conditions in which the cation carriers alone do not transport salt. The extraction of salt by the carrier mixtures is larger than by cation or anion carrier only, but the rate of diffusion is lower. Ditopic receptors 8 and 9 transport CsCl or KCl much faster than monotopic anion receptor 7 or cation receptors 1 and 2. The faster transport is due to a higher extraction constant K-ex despite a lower diffusion constant of the ditopic salt complex.

  DOI：

  10.1021/ja991588g
• 作为产物：
  描述：

  1-碘代丙烷 、 25,27-bis[(3-phthalimidopropyl)oxy]-calix[4]arene 在 CsCO₃ 作用下， 以 乙腈 为溶剂， 反应 72.0h， 以52%的产率得到25,27-dipropoxy-26,28-bis[(3-phthalimidopropyl)oxy]calix[4]arene
  参考文献：
  名称：

  Facilitated Transport of Hydrophilic Salts by Mixtures of Anion and Cation Carriers and by Ditopic Carriers

  摘要：

  Anion transfer to the membrane phase affects the extraction efficiency of salt transport by cation carriers 1 and 3. Addition of anion receptors 5 or 6 to cation carriers 1, 3, or 3 in the membrane phase enhances the transport of salts under conditions in which the cation carriers alone do not transport salt. The extraction of salt by the carrier mixtures is larger than by cation or anion carrier only, but the rate of diffusion is lower. Ditopic receptors 8 and 9 transport CsCl or KCl much faster than monotopic anion receptor 7 or cation receptors 1 and 2. The faster transport is due to a higher extraction constant K-ex despite a lower diffusion constant of the ditopic salt complex.

  DOI：

  10.1021/ja991588g

文献信息

• Calixarenes Incorporating Sulfonamide Moieties: Versatile Ligands for Carbonic Anhydrases Inhibition
  作者：Davide Sbravati、Alessandro Bonardi、Silvia Bua、Andrea Angeli、Marta Ferraroni、Alessio Nocentini、Alessandro Casnati、Paola Gratteri、Francesco Sansone、Claudiu T. Supuran

  DOI：10.1002/chem.202103527

  日期：2022.1.27

  with primary benzensulfonamides demonstrated their ability of inhibiting human Carbonic Anhydrases with significant efficiency and selectivity among different isoforms of the enzymes. A mode of binding where the benzensulfonamide arm penetrates into the funnel of the enzyme active site and interacts with the protein Zn2+ ion is supported by X-ray diffraction data and MD calculations.

  带有以初级苯磺酰胺终止的臂的杯芳烃衍生物证明了它们抑制人碳酸酐酶的能力，并且在酶的不同异构体中具有显着的效率和选择性。X射线衍射数据和MD计算支持苯磺酰胺臂渗透到酶活性位点的漏斗中并与蛋白质Zn 2+离子相互作用的结合模式。
• CO₂ Capture by Multivalent Amino-Functionalized Calix[4]arenes: Self-Assembly, Absorption, and QCM Detection Studies
  作者：Laura Baldini、Monica Melegari、Valentina Bagnacani、Alessandro Casnati、Enrico Dalcanale、Francesco Sansone、Rocco Ungaro

  DOI：10.1021/jo200650f

  日期：2011.5.20

  The reactivity of CO2 with polyamino substrates based on calix[4]arenes and on a difunctional, noncyclic model has been studied. All the compounds react with CO2 in chloroform to form ammonium carb innate salts. However, the number, topology, and conformational features of the amino-functionalized arms present on the multivalent scaffold have a remarkable influence on the reaction efficiency and on the product composition. Tetraaminocalix[4]arenes 1-3 rapidly and efficiently react with 2 equiv of CO2, yielding highly stable hydrogen-bonded dimers formed by the self-assembly of two bis-ammonium bis-carbamate intramolecular salts. 1,3-Diaminocalix[4]arene 4 absorbs 1 mol of CO2, affording less stable zwitterionic ammonium carbamates. Gemini compound 5 reacts with CO2 in a 1:1 stoichiometry, forming hydrogen. bonded dimers of ammonium carbamate derivatives of moderate stability. For upper rim 1,3-diaminocalix[4]arene 6, in addition to the labile intramolecular salt, the presence of a self-assembled polymer was also detected. These systems were fully characterized in solution by H-1 and C-13 NMR spectroscopy, whereas the corresponding gas-solid reactions were further investigated by QCM measurements. Interestingly, the high affinity and reversibility of CO2 uptake shown by 1,3-diamino calix[4]arene 4 enabled us to attain a promising QCM device for carbon dioxide sensing.