1,10-bis(2'-carboxyphenyl)-1,4,7,10-tetraoxadecane | 74145-30-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 1,10-bis(2'-carboxyphenyl)-1,4,7,10-tetraoxadecane
• 英文别名: 1,10-bis(2'-carboxylphenyl)-1,4,7,10-tetraoxadecane；2-[2-[2-[2-(2-carboxyphenoxy)ethoxy]ethoxy]ethoxy]benzoic acid
• CAS: 74145-30-5
• 化学式: C₂₀H₂₂O₈
• 分子量: 390.39
• InChiKey: NLPMAYUPXSVJED-UHFFFAOYSA-N

物化性质

• 熔点：
  111-113 °C(Solv: acetone (67-64-1))
• 沸点：
  612.5±55.0 °C(Predicted)
• 密度：
  1.292±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  28
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  112
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1,10-bis(2'-carboxyphenyl)-1,4,7,10-tetraoxadecane 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 反应 4.33h， 生成 4-Thioxo-13,16,19,22-tetraoxa-3,5-diaza-tricyclo[21.4.0.0^7,12]heptacosa-1(27),7(12),8,10,23,25-hexaene-2,6-dione
  参考文献：
  名称：

  Crown Ethers as New Catalysts in the Highly Regioselective Halogenative Cleavage of Epoxides with Elemental Halogen

  摘要：

  The regioselective ring opening halogenation of some epoxides using elemental iodine and bromine in the presence of a series of new synthetic macrocycle diamides and also dibenzo-18-crown -6, 18-crown-6, and aza-18-crown-6 has been studied. The epoxides were subject to cleavage by elemental halogen (I-2 and Br-2) in the presence of these catalysts under mild reaction conditions in various aprotic solvents. In this study, reagents and conditions have been discovered with which the individual halohydrins can be synthesized in high yield and with more than 95% regioselectivity. The results can be discussed in terms of a four-step mechanism: (1) formation of a charge-transfer complex between catalyst and halogen, (2) release of halogen nucleophile from the complex, (3) reaction of the active nucleophile at the less sterically-hindered site in the epoxide, and (4) regeneration of catalyst. The major advantages of this method are high regioselectivity, simple regeneration of catalyst and its reuse through several cycles without a decrease in activity, and ease of workup of the reaction.

  DOI：

  10.1021/jo971453y
• 作为产物：
  描述：

  1,2-双(2-溴乙氧基)乙烷 在 氢氧化钾 、 sodium ethanolate 作用下， 以 乙醇 为溶剂， 反应 4.33h， 生成 1,10-bis(2'-carboxyphenyl)-1,4,7,10-tetraoxadecane
  参考文献：
  名称：

  Sieger, Heinz; Voegtle, Fritz, Liebigs Annalen der Chemie, 1980, # 3, p. 425 - 440

  摘要：

  DOI：

文献信息

• Ring-closing metathesis reaction-based synthesis of new classes of polyether macrocyclic systems
  作者：Naveen、Srinivasarao Arulananda Babu

  DOI：10.1016/j.tet.2015.06.070

  日期：2015.10

  metathesis (RCM) reactions of suitable substrates having terminal olefins, which are assembled from various linkers and hydroxy benzaldehydes and syntheses of a wide range of 16–30 membered, new crown ether-type polyether, aza-polyether, bis aza-polyether macrocycles and dilactone moiety embedded polyether macrocycles (macrolides) are reported. After the ring-closure reaction, installation of different functional

  合适的具有末端烯烃的底物的闭环易位反应（RCM）反应，该底物由各种连接基和羟基苯甲醛组装而成，并合成各种16-30元的新冠醚型聚醚，氮杂-聚醚，双氮杂-聚醚报道了大环和嵌入二内酯部分的聚醚大环（大环内酯）。闭环反应后，使用基于环氧化，氧化和催化加氢的合成转化，在RCM反应中获得的合成聚醚/冠醚大环的外围安装不同的官能团并进行官能团修饰。沿着这条线，已显示出在外围具有环氧化物或α-羟基酮或1,2-二醇官能团的各种聚醚大环的合成。
• Selective Liquid Membrane Transport of Lead(II) by an Acyclic Polyether Dicarboxylic Acid Ionophore
  作者：Kazuhisa Hiratani、Toshikazu Takahashi、Hideki Sugihara、Kazuyuki Kasuga、Kyoko Fujiwara、Takashi Hayashita、Richard A. Bartsch

  DOI：10.1021/ac9701593

  日期：1997.8.1

  chain structure and substitutents in six acyclic polyether dicarboxylic acids and one acyclic polyether carboxylic acid upon the efficiency and selectivity of pH-driven Pb(2+) transport in a bulk chloroform membrane system have been assessed. Among the carriers, 1,2-bis[2-(o-carboxyphenoxy)ethoxy]-4-tert-butylbenzene (1) is found to exhibit high selectivity for transport of Pb(2+) compared with alkali

  评估了六种无环聚醚二羧酸和一种无环聚醚羧酸的链结构和取代基对在大体积氯仿膜系统中pH驱动的Pb（2+）传输效率和选择性的影响。在载体中，发现1,2-双[2-（邻-羧基苯氧基）乙氧基] -4-叔丁基苯（1）与碱金属阳离子和各种碱金属阳离子相比，对Pb（2+）的运输具有很高的选择性。其他二价金属离子的种类 离子载体1还从水溶液中提取Pb（2+）到氯仿中，损失了两个质子。分离出Pb（2+）与去离子1的1：1配合物。
• Synthesis and infrared and fluorescence spectral properties of luminescent terbium and europium complexes with open-chain carboxylate crown ethers
  作者：Wenwu Qin、Yanling Zhang、Weisheng Liu、Minyu Tan

  DOI：10.1016/s1386-1425(03)00112-4

  日期：2003.11

  terbium(III) and europium(III) complexes were synthesized and characterized. The terbium and europium ions were found to coordinate to the carboxylate oxygens. The fluorescence properties of europium complexes in the solid state and terbium complexes in the solid state and in the organic solvent were studied in detail, respectively. Under the excitation of ultraviolet light, strong green fluorescence of solid

  合成并表征了两个开链羧酸根冠醚配体及其ter（III）和euro（III）配合物。发现b离子和euro离子与羧酸氧配合。分别详细研究了固态的euro络合物和固态的es络合物以及有机溶剂中的ter络合物的荧光性质。在紫外光的激发下，观察到固体complex配合物的强烈绿色荧光和固体euro配合物的红色荧光。这些观察结果表明，两个配体有利于能量转移至Tb（3+）的发射能级。还讨论了影响荧光强度的一些因素。
• Photophysical study of a polyoxo ethylene linked naphthalene-based fluorescent chemosensor for Mg2+ and Ca2+ detection
  作者：Xiaoyan Xiang、Dan Wang、Yali Guo、Weisheng Liu、Wenwu Qin

  DOI：10.1039/c3pp00007a

  日期：2013.7

  A naphthalene-based bichromophoric fluorescent sensor 2,2′-[oxy-bis(2-oxatetramethyleneoxy)]-bis[ N-(2-naphthyl)-benzamide)] (1) was synthesized and characterized. Fluorescence decay for 1 in alcoholic solvents in the region of 415-460 nm revealed bi-exponential behavior. The faster component of the decay can be attributed to the formation of dimers. Above 480 nm, besides the dimer, there is also a little excimer formation and this excimer emits at longer wavelengths than the dimer. The observation of the change of the fluorescence emission spectra upon addition of water in EtOH - water mixtures is in line with the formation of water-bridged complexes preventing excimer formation. The sensor shows an increase in fluorescence intensity upon increasing Mg2+ or Ca2+ concentration in EtOH because the formation of the excimer can be hindered upon complexation with Mg2+ or Ca2+ ions. Because of the competition between hydrated metal ions and the water-bridged complex, spectral changes by complexation with Mg2+ or Ca2+ in EtOH - H2O (9: 1 v/v) are quite different from those in neat ethanol. The ground-state dissociation constant Kd estimated for the complex with Mg2+ or Ca2+ was found to be around 2.0 mM in EtOH - H2O (9: 1 v/v), which makes it suitable for the measurement of the concentrations of these ions in physiologically relevant concentration ranges.

  合成并表征了一种基于萘的双色荧光传感器2,2′-[氧-双(2-氧四亚甲基氧基)]-双[N-(2-萘基)-苯酰胺)] (1)。在酒精溶剂中，1的荧光衰减在415-460 nm区域显示出双指数行为。衰减的快速成分可以归因于二聚体的形成。在480 nm以上，除了二聚体外，还有少量的激基复合物形成，且该激基复合物的发射波长比二聚体更长。在乙醇-水混合物中加入水后荧光发射光谱的变化与水桥复合物的形成一致，这种复合物防止了激基复合物的形成。该传感器在乙醇中Mg2+或Ca2+浓度增加时显示出荧光强度的增加，因为与Mg2+或Ca2+离子形成复合物可以阻碍激基复合物的形成。由于水合金属离子与水桥复合物之间存在竞争，在乙醇-水(9:1 v/v)中与Mg2+或Ca2+的复合所引起的光谱变化与纯乙醇中的变化相当不同。估计与Mg2+或Ca2+的复合物的基态解离常数Kd在乙醇-水(9:1 v/v)中约为2.0 mM，这使得它适合于测量生理相关浓度范围内这些离子的浓度。
• Biodegradable polymer microsphere compositions for parenteral administration
  申请人：ADARE PHARMACEUTICALS USA, INC.

  公开号：US10874612B2

  公开（公告）日：2020-12-29

  Novel microsphere compositions for use in parenteral formulations are provided. The microspheres comprise a biodegradable polymer of a molecular weight greater than 10,000 daltons, an active therapeutic agent, and a cellulose-derived material such as ethyl cellulose, carboxymethyl cellulose, hydroxypropylmethyl cellulose, or sodium carboxymethyl cellulose. The microsphere compositions decreased deviation in mean microsphere diameter, improved drug entrapment, and improved microsphere stability.

  本发明提供了用于肠外制剂的新型微球组合物。微球由分子量大于 10,000 道尔顿的生物可降解聚合物、活性治疗剂和纤维素衍生材料（如乙基纤维素、羧甲基纤维素、羟丙基甲基纤维素或羧甲基纤维素钠）组成。这些微球组合物减少了微球平均直径的偏差，提高了药物的包裹性，并改善了微球的稳定性。