甲磺酸酯-十聚乙二醇-甲磺酸酯 | 109789-42-6

• 物质功能分类: 催化剂及助剂 - 聚合物
• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 中文名称: 甲磺酸酯-十聚乙二醇-甲磺酸酯
• 英文名称: Nonaethylene glycol dimesylate
• 英文别名: 2-[2-[2-[2-[2-[2-[2-[2-(2-Methylsulfonyloxyethoxy)ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethoxy]ethyl methanesulfonate
• CAS: 109789-42-6
• 化学式: C₂₀H₄₂O₁₄S₂
• 分子量: 570.677
• InChiKey: MKINVEYAQPGNRV-UHFFFAOYSA-N

物化性质

• 沸点：
  667.8±55.0 °C(Predicted)
• 密度：
  1.228±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  36
• 可旋转键数：
  29
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  177
• 氢给体数：
  0
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  甲磺酸酯-十聚乙二醇-甲磺酸酯 在 4-甲基苯磺酸吡啶 sodium tetrahydroborate 、 PPA 作用下， 以 乙醇 、 溶剂黄146 、 苯 为溶剂， 反应 36.0h， 生成 4'-Vinylbenzo-30-crown-10 ether
  参考文献：
  名称：

  Synthesis of 4′-Vinylbenzo-3n-crown-n Ethers (4 ≦ n ≦ 10)

  摘要：

  DOI：

  10.1055/s-1986-31749

文献信息

• Effect of crown ether lipophilicity on the facilitated transport of guanidinium thiocyanate through an immobilized liquid membrane
  作者：Theodorus B. Stolwijk、Ernst J. R. Sudholter、David N. Reinhoudt

  DOI：10.1021/ja00198a050

  日期：1989.8

  guanidinium thiocyanate through a supported liquid membrane has been measured for substituted benzo crown ethers and dibenzo crown ethers. This flux depends on the water solubility of the carrier. The more lipophilic crown ethers show a higher flux and form more stable supported liquid membranes. The effect of the lipophilic substituents on the partition coefficient of the benzo crown ethers has been calculated

  已对取代的苯并冠醚和二苯并冠醚测量了硫氰酸胍通过负载液膜的通量。该通量取决于载体的水溶性。越亲脂的冠醚显示出更高的通量并形成更稳定的支持液膜。亲脂性取代基对苯并冠醚分配系数的影响已通过分配实验进行计算和验证。观察到的通量已被开发的一般模型解释，用于盐通过含有冠醚的支持液膜的传输。该热力学模型考虑了界面平衡，即。冠醚和盐的分配，以及膜和水相中的络合平衡
• [EN] RADIATION CURABLE INKJET INKS FOR INTERIOR DECORATION<br/>[FR] ENCRES POUR JET D'ENCRE DURCISSABLES PAR RAYONNEMENT POUR DÉCORATION INTÉRIEURE
  申请人：AGFA NV

  公开号：WO2020152037A1

  公开（公告）日：2020-07-30

  A radiation curable inkjet ink containing at least one or two compounds selected from the group consisting of a polymerizable compound including a vinylether group or a vinylamide group, an amine synergist including an alkanolamine group or a dimethyl benzoate group, and a Norrish Type II photoinitiator including a photoinitiating moiety selected from the group consisting of a thioxanthone group, a benzophenone group, a ketocoumarin group and a camphorquinone group; and a singlet oxygen quencher including at least one specific amino-thioether group.

  一种辐射固化喷墨墨水，含有至少一种或两种化合物，所选自包括具有乙烯醚基团或乙烯酰胺基团的可聚合化合物、包括烷醇胺基团或二甲基苯甲酸酯基团的胺协同剂以及包括硫氧自由基的光引发剂的诺里斯II型光引发剂，以及包括至少一种特定氨基硫醚基团的单线态氧猝灭剂。
• Flavonoid Dimers and Methods of Making and Using Such
  申请人：Chan Tak-Hang

  公开号：US20090197943A1

  公开（公告）日：2009-08-06

  Multidrug resistance (MDR) is a major problem in cancer chemotherapy. The best characterized resistance mechanism is the one mediated by the over-expression of drug efflux transporters, permeability-glycoprotein (P-gp), which pump a variety of anticancer drugs out of the cells, resulting in lowered intracellular drug accumulation. A series of flavonoid dimers are developed in this invention, which are linked together by linker groups of various lengths. These flavonoid dimers are found to be efficient P-gp modulators that increase cytotoxicity of anticancer drugs in vitro and dramatically enhance their intracellular drug accumulation. It is found that the flavonoid dimers of this invention is also useful in reducing drug resistance in treating parasitic diseases.

  多药耐药性（MDR）是癌症化疗中的主要问题。最好表征的耐药机制是通过过度表达药物外流转运蛋白、渗透性糖蛋白（P-gp）介导的耐药机制，它将各种抗癌药物泵出细胞，导致细胞内药物积累降低。本发明开发了一系列由不同长度的连接基团连接在一起的类黄酮二聚体。发现这些类黄酮二聚体是有效的P-gp调节剂，可以增加抗癌药物在体外的细胞毒性并显著提高它们的细胞内药物积累。同时，发现本发明的类黄酮二聚体也有助于减少治疗寄生虫病的耐药性。
• Modulation of Multidrug Resistance Protein 1 (MRP1/ABCC1)-Mediated Multidrug Resistance by Bivalent Apigenin Homodimers and Their Derivatives
  作者：Iris L. K. Wong、Kin-Fai Chan、Ka Hing Tsang、Chi Yin Lam、Yunzhe Zhao、Tak Hang Chan、Larry Ming Cheung Chow

  DOI：10.1021/jm900194w

  日期：2009.9.10

  Here we showed that bivalency approach is effective in modulating multidrug resistance protein 1 (MRP1/ABCC1)-mediated doxorubicin (DOX) and etoposide (VP16) resistance in human 2008/MRP1 ovarian carcinoma cells. Flavonoid dimers bearing five or six ethylene glycol (EG) units with 6-methyl (4e, 4f) or 7-methyl (5e, 5f) substitution on the ring A of flavonoid dimers have the highest modulating activity for DOX against MRP1 with an EC50 ranging from 73 to 133 nM. At 0.5 mu M, the flavonoid dimer 4e was sufficient to restore DOX accumulation in 2008/MRP1 to parental 2008/P level. Lineweaver-Burk and Dixon plot suggested that it is likely a competitive inhibitor of DOX transport with a K-i = 0.2 mu M. Our data suggest that flavonoid dimers have a high affinity toward binding to DOX recognition site of MRP1. This results in inhibiting DOX transport, increasing intracellular DOX retention, and finally resensitizing 2008/MRP1 to DOX. The present study demonstrates that flavonoid dimers can be employed as an effective modulator of MRP1-mediated drug resistance in cancer cells.
• Flavonoid Dimers as Bivalent Modulators for P-Glycoprotein-Based Multidrug Resistance:  Synthetic Apigenin Homodimers Linked with Defined-Length Poly(ethylene glycol) Spacers Increase Drug Retention and Enhance Chemosensitivity in Resistant Cancer Cells
  作者：Kin-Fai Chan、Yunzhe Zhao、Brendan A. Burkett、Iris L. K. Wong、Larry M. C. Chow、Tak Hang Chan

  DOI：10.1021/jm060593+

  日期：2006.11.1

  Much effort has been spent on searching for better P-glycoprotein- ( P-gp-) based multidrug resistance ( MDR) modulators. Our approach was to target the binding sites of P-gp using dimers of dietary flavonoids. A series of apigenin-based flavonoid dimers, linked by poly( ethylene glycol) chains of various lengths, have been synthesized. These flavonoid dimers modulate drug chemosensitivity and retention in breast and leukemic MDR cells with the optimal number of ethylene glycol units equal to 2-4. Compound 9d bearing four ethylene glycol units increased drug accumulation in drug-resistant cells and enhanced cytotoxicity of paclitaxel, doxorubicin, daunomycin, vincristine, and vinblastine in drug- resistant breast cancer and leukemia cells in vitro, resulting in reduction of IC50 by 5-50 times. This compound also stimulated P-gp's ATPase activity by 3.3-fold. Its modulating activity was presumably by binding to the substrate binding sites of P-gp and disrupting drug efflux.