2,5,9,12-tetraoxatridecan-7-ol | 130670-52-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 甘油脂
• 英文名称: 2,5,9,12-tetraoxatridecan-7-ol
• 英文别名: 1,3-bis(2-methoxyethoxy)propan-2-ol
• CAS: 130670-52-9
• 化学式: C₉H₂₀O₅
• 分子量: 208.255
• InChiKey: UJPGTXMINFGYFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1
• 重原子数：
  14
• 可旋转键数：
  10
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2,5,9,12-tetraoxatridecan-7-ol 在 4-二甲氨基吡啶 、 15-冠醚-5 、 sodium hydride 、 臭氧 、 N,N-二异丙基乙胺 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 、 mineral oil 为溶剂， 反应 196.0h， 生成 10,16-bis((2,5,9,12-tetraoxatridecan-7-yloxy)methyl)-7,19-bis((2-methoxyethoxy)methyl)-2,5,8,11,15,18,21,24-octaoxapentacosan-13-yl methacrylate
  参考文献：
  名称：

  Synthesis of Neutral, Water-Soluble Oligo–Ethylene Glycol-Containing Dendronized Homo- and Copolymers of Generations 1, 1.5, 2, and 3

  摘要：

  Oligo-ethylene glycol-containing dendronized monomers MG1, MG1.5, MG2, and MG3 were synthesized in a particularly easy fashion on the gram scale involving only few steps. Their corresponding homopolymers (PG1, PG1.5, PG2, and PG3) and copolymers (PG1co2, PG1co3, and PG2co3) were synthesized via free radical polymerization. All the polymers are soluble in water and also in organic solvents such as DCM, CHCl3, 1,4-dioxolane, DMF, and DMSO. Their glass transition temperatures (T-g) are in the range -68 degrees C < T-g < -48 degrees C and thus rather low. All polymers show thermoresponsive behavior which was investigated by turbidity measurements. Interestingly, a 1:1 mixture of homopolymers PG1 and PG2 behaves identical with PG1 alone, while the collapse curve of copolymer PG1co2 is almost superimposable with that of PG2 alone. Thus, in the former case PG1 dominates the thermoresponsive behavior while in the latter this is done by the G2-dendrons in the copolymer. Finally, the polymer chains were visualized by AFM, confirming the rod-like behavior of these rigidified polymers.

  DOI：

  10.1021/ma5017192
• 作为产物：
  描述：

  2,5,9,12-Tetraoxa-7-tridecanone 在 lithium aluminium tetrahydride 作用下， 以 乙醚 为溶剂， 反应 0.17h， 以60%的产率得到2,5,9,12-tetraoxatridecan-7-ol
  参考文献：
  名称：

  Shatzmiller, Shimon; Dolitzki, Ben-Zion, Liebigs Annalen der Chemie, 1991, # 3, p. 189 - 194

  摘要：

  DOI：

文献信息

• Design, synthesis and cytotoxic activity of water-soluble quinones with dibromo-p-benzoquinone cores and amino oligo(ethylene glycol) side chains against MCF-7 breast cancer cells
  作者：Leon F. Scherz、Engy A. Abdel-Rahman、Sameh S. Ali、A. Dieter Schlüter、Mona A. Abdel-Rahman

  DOI：10.1039/c6md00728g

  日期：——

  concentration- and generation-specific biological activity with IC50-values as low as 0.8 μM. Further investigations revealed a considerable selectivity against cancer cells, as indicated by a weak cytotoxicity against human skin fibroblast cells (>80% survival) within the studied range of concentrations. The results demonstrate that these novel amino oligo(ethylene glycol) dendrons depict versatile

  通过四溴对苯醌与代数g = 0-2的氨基低聚（乙二醇）树枝状化合物反应合成了一系列新型醌。根据进行的摇瓶实验，它们的水溶性（S = 18 mg l -1 –1.6 g ml -1）和分配系数（log  P oct/wat = 2.53–0.21）可以在很宽的范围内调整为g的函数。四溴对苯醌及其衍生物对 MCF-7 人乳腺癌细胞的体外细胞毒性测定显示出浓度和世代特异性的生物活性，IC 50-值低至 0.8 μM。进一步的研究揭示了对癌细胞的相当大的选择性，正如在所研究的浓度范围内对人皮肤成纤维细胞的弱细胞毒性（> 80％存活率）所表明的那样。结果表明，这些新型氨基低聚（乙二醇）树突描述了多种工具，可改善极度疏水分子的物理和药理学特性，并使它们易于生物应用。
• HYDROPHILIC HIGH QUANTUM YIELD ACRIDINIUM ESTERS WITH IMPROVED STABILITY AND FAST LIGHT EMISSION
  申请人：SIEMENS HEALTHCARE DIAGNOSTICS INC.

  公开号：US20170320830A1

  公开（公告）日：2017-11-09

  Hydrophilic, high quantum yield, chemiluminescent acridinium compounds with increased light output, improved stability, fast light emission and decreased non specific binding are disclosed. The chemiluminescent acridinium esters possess hydrophilic, branched, electron-donating functional groups at the C2 and/or C7 positions of the acridinium nucleus.

  本发明揭示了具有增强的光输出、改善稳定性、快速光发射和减少非特异性结合的亲水性、高量子产率、化学发光的蒽醌化合物。这些化学发光的蒽醌酯在蒽醌核的C2和/或C7位置具有亲水性、分支的电子给体功能团。
• Hydrophilic high quantum yield acridinium esters with improved stability and fast light emission
  申请人：Siemens Healthcare Diagnostics Inc.

  公开号：US11332445B2

  公开（公告）日：2022-05-17

  Hydrophilic, high quantum yield, chemiluminescent acridinium compounds with increased light output, improved stability, fast light emission and decreased non specific binding are disclosed. The chemiluminescent acridinium esters possess hydrophilic, branched, electron-donating functional groups at the C2 and/or C7 positions of the acridinium nucleus.

  本发明公开了亲水性、高量子产率、化学发光吖啶鎓化合物，其光输出量增加，稳定性提高，发光速度快，非特异性结合减少。化学发光吖啶鎓酯在吖啶鎓核的 C2 和/或 C7 位置上具有亲水、支化、电子捐献官能团。
• Modified aminoplast resins
  申请人：AMERICAN CYANAMID CO

  公开号：US02678308A1

  公开（公告）日：1954-05-11
• SHATZMILLER, SHIMON;DOLITZKI, BEN-ZION, LIEBIGS ANN. CHEM.,(1991) N, C. 189-194
  作者：SHATZMILLER, SHIMON、DOLITZKI, BEN-ZION

  DOI：——

  日期：——