25,27-dipropoxy-26,28-bis[(3-aminopropyl)oxy]calix[4]arene | 252357-74-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 25,27-dipropoxy-26,28-bis[(3-aminopropyl)oxy]calix[4]arene
• 英文别名: 3-[[27-(3-Aminopropoxy)-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]propan-1-amine
• CAS: 252357-74-7
• 化学式: C₄₀H₅₀N₂O₄
• 分子量: 622.848
• InChiKey: BLPYVLCBFVFLOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.2
• 重原子数：
  46
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  89
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  25,27-dipropoxy-26,28-bis[(3-aminopropyl)oxy]calix[4]arene 在 三乙胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 16.0h， 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：

  25,27-dihydroxy-26,28-dipropoxycalix[4]arene 在 sodium hydride 、 一水合肼 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.5h， 生成 25,27-dipropoxy-26,28-bis[(3-aminopropyl)oxy]calix[4]arene
  参考文献：
  名称：

  CO₂ Capture by Multivalent Amino-Functionalized Calix[4]arenes: Self-Assembly, Absorption, and QCM Detection Studies

  摘要：

  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.

  DOI：

  10.1021/jo200650f

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。
• Novel Triphenylamine Appended 1,3-<i>Alternate</i>-Calix[4]arenes: Synthesis and Characterization
  作者：Serkan Erdemir、Mustafa Yilmaz

  DOI：10.1080/00397911.2012.659830

  日期：2013.6.18

  novel calix[4]arene receptors containing triphenylamine units in 1,3-alternate conformation have been synthesized and characterized in detail. First, the 25,27-dipropoxy-26,28-bis[(3-aminopropyl)oxy]-calix[4]arene 4 and 25,26,27,28-tetra[(3-aminopropyl)oxy]-calix[4]arene 7 were prepared by using convenient reagents. Then, these amino derivatives of calix[4]arene were converted to Schiff base derivatives

  摘要 本研究合成并详细表征了两种新型杯[4]芳烃受体，其含有1,3-交替构象的三苯胺单元。首先，25,27-二丙氧基-26,28-双[(3-氨基丙基)氧基]-杯[4]芳烃4和25,26,27,28-四[(3-氨基丙基)氧基]-杯[ 4]芳烃7是通过使用方便的试剂制备的。然后，使用4-甲酰基三苯胺通过缩合将这些杯[4]芳烃的氨基衍生物转化为附加到杯[4]芳烃(5和8)的三苯胺上的席夫碱衍生物。合成的杯[4]芳烃的1,3-交替构象通过1H和13C NMR分析确定。此外，它们的结构已通过使用 1H 和 13C NMR、红外和元素分析进行​​表征。补充材料可用于本文。去出版商' 的 Synthetic Communications® 在线版以查看免费的补充文件。图形概要