diethyleneglycol | 30450-85-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: diethyleneglycol
• 英文别名: glycoloyloxy-acetic acid；O-Glykoloylglykolsaeure；Glycologlycollic acid；Glykoloyloxy-essigsaeure；2-hydroxyethanoic acid (glycolic acid)；hydroxyacetic acid (glycolic acid)；glycolic acid (glycolate)；Oxyacetyl-oxyessigsaeure；Glykoloyl-glykolsaeure；Acetic acid, 2-hydroxy-, carboxymethyl ester；2-(2-hydroxyacetyl)oxyacetic acid
• CAS: 30450-85-2
• 化学式: C₄H₆O₅
• mdl: MFCD19228324
• 分子量: 134.089
• InChiKey: NYCQHRWCDWJIEG-UHFFFAOYSA-N

物化性质

• 沸点：
  335.6±22.0 °C(Predicted)
• 密度：
  1.486±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.9
• 重原子数：
  9
• 可旋转键数：
  4
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  diethyleneglycol 、 [10,13-二甲基-17-(6-甲基庚烷-2-基)-2,3,4,7,8,9,11,12,14,15,16,17-十二氢-1H-环戊并[a]菲-3-基] 4-甲基苯磺酸酯 以 1,4-二氧六环 为溶剂， 生成 2-{2-[(3β)-cholest-5-en-3-yloxy]ethoxy}ethanol
  参考文献：
  名称：

  Synergistic targeted delivery of payload into tumor cells by dual-ligand liposomes co-modified with cholesterol anchored transferrin and TAT

  摘要：

  This study was mainly focused on developing a dual-ligand liposomal delivery system to enhance both targeting specificity and cellular uptake. The specific ligand transferrin (TF) and the cationic cell-penetrating peptide TAT were connected with cholesterol via a polyethylene glycol (PEG) spacer to prepare the dual-ligand liposomes (TAT/TF-PEG-LP). Then the in vitro cellular uptake by three kinds of cells that possessed different expressing levels of transferrin receptor (TFR) and the in vivo delivery efficiency were evaluated. Compared to the single-ligand TAT or TF modified liposomes (TAT-PEG-LP or TF-PEG-LP), TAT/TF-PEG-LP exhibited the enhanced cellular uptake and selectivity via the synergistic effect of both ligands in vitro. The ex vivo fluorescence imaging of tumors, the qualitative observation of tumor frozen section and the quantitative determination of cellular uptake in tumor tissues altogether showed the in vivo delivery efficiency of TAT/TF-PEG-LP was higher than that of other liposomes. In conclusion, the dual-ligand liposomes co-modified with TF and TAT possessed a strong capability for synergistic targeted delivery of payload into tumor cells both in vitro and in vivo. (c) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ijpharm.2013.06.048
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 barium dihydroxide 、 水 作用下， 生成 diethyleneglycol
  参考文献：
  名称：

  Wolff; Luettringhaus, Justus Liebigs Annalen der Chemie, 1900, vol. 312, p. 155

  摘要：

  DOI：

文献信息

• A mild method for the replacement of a hydroxyl group by halogen. 1. Scope and chemoselectivity
  作者：François Munyemana、Isabelle George、Alain Devos、Alain Colens、Eduard Badarau、Anne-Marie Frisque-Hesbain、Aurore Loudet、Edmond Differding、Jean-Marie Damien、Jeanine Rémion、Jacqueline Van Uytbergen、Léon Ghosez

  DOI：10.1016/j.tet.2015.11.060

  日期：2016.1

  transformation of a wide variety of alcohols or carboxylic acids into the corresponding halides. Yields are high and conditions are very mild thus allowing for the presence of sensitive functional groups. The reagents can be easily tuned allowing therefore the selective monohalogenation of polyhydroxylated molecules. The scope and chemoselectivity of the reactions have been studied and reaction mechanisms

  由相应的异丁酰胺容易制备的α-氯胺，溴胺和碘烯胺已被发现是将多种醇或羧酸转化为相应卤化物的极佳试剂。产率高并且条件非常温和，因此允许存在敏感的官能团。试剂易于调节，因此可以选择性地对多羟基化分子进行单卤代反应。研究了反应的范围和化学选择性，并提出了反应机理。
• Micheau,J.-C.; Lattes,A., Bulletin de la Societe Chimique de France, 1970, p. 4018 - 4023
  作者：Micheau,J.-C.、Lattes,A.

  DOI：——

  日期：——
• �ber Benzylverbindungen der ?-Oxys�uren und ihre Verwendung zu Synthesen. I. Derivate der Glykols�ure
  作者：Hermann O. L. Fischer、Bruno Gohlke

  DOI：10.1002/hlca.193301601140

  日期：——
• King; Bolinger, Journal of the American Chemical Society, 1936, vol. 58, p. 1535
  作者：King、Bolinger

  DOI：——

  日期：——