2-(2-tert-butoxy-2-oxoethylsulfonyl)ethyl methacrylate | 1367374-70-6

• 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: 2-(2-tert-butoxy-2-oxoethylsulfonyl)ethyl methacrylate
• 英文别名: 2-(2-Tert-butoxy-2-oxoethylsulfonyl)ethyl methacrylate；2-[2-[(2-methylpropan-2-yl)oxy]-2-oxoethyl]sulfonylethyl 2-methylprop-2-enoate
• CAS: 1367374-70-6
• 化学式: C₁₂H₂₀O₆S
• 分子量: 292.353
• InChiKey: UFIFWIICAUSVSH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  95.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(2-tert-butoxy-2-oxoethylsulfonyl)ethyl methacrylate 在 4-二甲氨基吡啶 、 4-甲氧基苯酚 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 3.0h， 生成 2-(2-(2-((8S,9R,10S,11S,16R,17R)-9-fluoro-11,17-dihydroxy-10,13,16-trimethyl-3-oxo-6,7,8,9,10,11,12,13,14,15,16,17-dodecahydro-3H-cyclopenta[α]phenanthren-17-yl)-2-oxoethoxy)-2-oxoethylsulfonyl)ethyl methacrylate
  参考文献：
  名称：

  具有可定制释放动力学的糖皮质激素负载核心交联聚合物胶束用于类风湿性关节炎的靶向治疗

  摘要：

  可聚合和可水解裂解的地塞米松（DEX，图中红点）衍生物共价包裹在由热敏嵌段共聚物（黄色和灰色结构单元）制备的核心交联聚合物胶束中。通过改变药物接头中硫醚的氧化程度，可以控制 DEX 的释放速率。在两种动物模型中，加载 DEX 的胶束用于有效治疗炎症性关节炎。

  DOI：

  10.1002/anie.201202713
• 作为产物：
  描述：

  tert-butyl 2-(2-hydroxyethylthio)acetate 在 ruthenium trichloride 、 sodium periodate 、 三乙胺 作用下， 以 四氯化碳 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 3.0h， 生成 2-(2-tert-butoxy-2-oxoethylsulfonyl)ethyl methacrylate
  参考文献：
  名称：

  具有可定制释放动力学的糖皮质激素负载核心交联聚合物胶束用于类风湿性关节炎的靶向治疗

  摘要：

  可聚合和可水解裂解的地塞米松（DEX，图中红点）衍生物共价包裹在由热敏嵌段共聚物（黄色和灰色结构单元）制备的核心交联聚合物胶束中。通过改变药物接头中硫醚的氧化程度，可以控制 DEX 的释放速率。在两种动物模型中，加载 DEX 的胶束用于有效治疗炎症性关节炎。

  DOI：

  10.1002/anie.201202713

文献信息

• TUNABLE, BIODEGRADABLE LINKER MOLECULES FOR TRANSIENT CONJUGATION OF COMPONENTS IN DRUG DELIVERY SYSTEMS, AND DRUG DELIVERY SYSTEMS PREPARED THEREWITH
  申请人：Rijcken Cristianne Johanna Ferdinand

  公开号：US20130261094A1

  公开（公告）日：2013-10-03

  The present invention relates to a particular class of biodegradable linkers, ensuring transiently stable conjugation of building blocks and/or bioactive compounds into drug delivery systems (DDS), such as DDS based on polymeric micelles or hydrogels. In addition, the present invention relates to compounds, comprising said linkers, such compounds preferably being prodrugs. Further, the invention is directed to the use of said linkers, and especially said biodegradable linkers, in a drug delivery system. Moreover, the invention relates to controlled release system comprising a polymer matrix, capable of releasing an active ingredient, wherein the active ingredient is covalently linked to the polymer molecules of the polymer matrix through said linkers, as well as to a method of synthesising these linkers and preparing such controlled release systems.

  本发明涉及一种特定类别的可生物降解连接剂，确保构建块和/或生物活性化合物短暂稳定地结合成药物传递系统（DDS），例如基于聚合物微粒或水凝胶的DDS。此外，本发明涉及包括所述连接剂的化合物，此类化合物优选为前药。此外，本发明还涉及所述连接剂的使用，特别是所述可生物降解连接剂在药物传递系统中的使用。此外，本发明还涉及控制释放系统，包括聚合物基质，能够释放活性成分，其中所述活性成分通过所述连接剂共价连接到聚合物基质的聚合物分子上，以及一种合成这些连接剂和制备此类控制释放系统的方法。
• Tunable, biodegradable linker molecules for transient conjugation of components in drug delivery systems, and drug delivery systems prepared therewith
  申请人：Rijcken Cristianne Johanna Ferdinand

  公开号：US09339554B2

  公开（公告）日：2016-05-17

  The present invention relates to a particular class of biodegradable linkers, ensuring transiently stable conjugation of building blocks and/or bioactive compounds into drug delivery systems (DDS), such as DDS based on polymeric micelles or hydrogels. In addition, the present invention relates to compounds, comprising said linkers, such compounds preferably being prodrugs. Further, the invention is directed to the use of said linkers, and especially said biodegradable linkers, in a drug delivery system. Moreover, the invention relates to controlled release system comprising a polymer matrix, capable of releasing an active ingredient, wherein the active ingredient is covalently linked to the polymer molecules of the polymer matrix through said linkers, as well as to a method of synthesizing these linkers and preparing such controlled release systems.

  本发明涉及一种特定类别的可生物降解连接剂，确保建筑单元和/或生物活性化合物暂时稳定地结合成药物传递系统（DDS），例如基于聚合物微粒或水凝胶的DDS。此外，本发明涉及包含所述连接剂的化合物，这些化合物最好是前药。此外，本发明还涉及所述连接剂的使用，特别是所述可生物降解连接剂在药物传递系统中的使用。此外，本发明涉及一种控制释放系统，包括聚合物基质，能够释放活性成分，其中活性成分通过所述连接剂共价连接到聚合物基质的聚合物分子上，以及一种合成这些连接剂和准备这种控制释放系统的方法。
• US9339554B2
  申请人：——

  公开号：US9339554B2

  公开（公告）日：2016-05-17
• [EN] TUNABLE, BIODEGRADABLE LINKER MOLECULES FOR TRANSIENT CONJUGATION OF COMPONENTS IN DRUG DELIVERY SYSTEMS, AND DRUG DELIVERY SYSTEMS PREPARED THEREWITH<br/>[FR] MOLÉCULES LIEURS BIODÉGRADABLES ET AJUSTABLES DESTINÉES À LA CONJUGAISON TEMPORAIRE DE COMPOSANTS DANS DES SYSTÈMES D'ADMINISTRATION DE MÉDICAMENTS, ET SYSTÈMES D'ADMINISTRATION DE MÉDICAMENTS PRÉPARÉS AVEC CES MOLÉCULES
  申请人：UNIV UTRECHT HOLDING BV

  公开号：WO2012039602A1

  公开（公告）日：2012-03-29

  The present invention relates to a particular class of biodegradable linkers, ensuring transiently stable conjugation of building blocks and/or bioactive compounds into drug delivery systems (DDS), such as DDS based on polymeric micelles or hydrogels. In addition, the present invention relates to compounds, comprising said linkers, such compounds preferably being prodrugs. Further, the invention is directed to the use of said linkers, and especially said biodegradable linkers, in a drug delivery system. Moreover, the invention relates to controlled release system comprising a polymer matrix, capable of releasing an active ingredient, wherein the active ingredient is covalently linked to the polymer molecules of the polymer matrix through said linkers, as well as to a method of synthesising these linkers and preparing such controlled release systems.
• Glucocorticoid-Loaded Core-Cross-Linked Polymeric Micelles with Tailorable Release Kinetics for Targeted Therapy of Rheumatoid Arthritis
  作者：Bart J. Crielaard、Cristianne J. F. Rijcken、Lingdong Quan、Steffen van der Wal、Isil Altintas、Martin van der Pot、John A. W. Kruijtzer、Rob M. J. Liskamp、Raymond M. Schiffelers、Cornelus F. van Nostrum、Wim E. Hennink、Dong Wang、Twan Lammers、Gert Storm

  DOI：10.1002/anie.201202713

  日期：2012.7.16

  dot in picture) derivatives were covalently entrapped in core‐cross‐linked polymeric micelles that were prepared from a thermosensitive block copolymer (yellow and gray building block). By varying the oxidation degree of the thioether in the drug linker, the release rate of DEX could be controlled. The DEX‐loaded micelles were used for efficient treatment of inflammatory arthritis in two animal models

  可聚合和可水解裂解的地塞米松（DEX，图中红点）衍生物共价包裹在由热敏嵌段共聚物（黄色和灰色结构单元）制备的核心交联聚合物胶束中。通过改变药物接头中硫醚的氧化程度，可以控制 DEX 的释放速率。在两种动物模型中，加载 DEX 的胶束用于有效治疗炎症性关节炎。