2-((ethoxycarbonothioyl)thio)ethyl methacrylate | 165185-05-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物
• 英文名称: 2-((ethoxycarbonothioyl)thio)ethyl methacrylate
• 英文别名: 2-Ethoxycarbothioylsulfanylethyl 2-methylprop-2-enoate
• CAS: 165185-05-7
• 化学式: C₉H₁₄O₃S₂
• 分子量: 234.34
• InChiKey: QSDKYLTUKYVXDC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  14
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  92.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  S-2-hydroxyethyl-O-ethyl dithiocarbonate 、 甲基丙烯酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 以82.8%的产率得到2-((ethoxycarbonothioyl)thio)ethyl methacrylate
  参考文献：
  名称：

  Synthesis of Well-Defined Polythiol Copolymers by RAFT Polymerization

  摘要：

  A simple methodology to prepare well-defined polythiol copolymers by RAFT polymerization was developed. A methacrylate monomer carrying a S-alkyl-O-ethyl xanthate moiety as thiol protecting group was prepared in two high yield steps. Polythiols were obtained by copolymerizing the, functional methacrylate and subsequent aminolysis of the. protecting groups. Model reactions and polymerizations showed that the S-alkyl-O-ethyl dithiocarbonate functionality h is fully compatible with the RAFT polymerization of methacrylates and did not induce any side reactions. Functionalization of polythiol copolymers was done via thiol-ene addition, Michael addition and thiol-disulfide exchange. Thiol deprotection and functionalization were done in one pot for Michael addition and thiol-disulfide exchange. A complete conversion of thiol groups was observed for all three types of reactions, exemplifying the potential of polythiol copolymers for the preparation of functional materials.

  DOI：

  10.1021/ma202344y

文献信息

• Multivalent Presentation of Peptide Targeting Groups Alters Polymer Biodistribution to Target Tissues
  作者：Maureen R. Newman、Steven G. Russell、Christopher S. Schmitt、Ian A. Marozas、Tzong-Jen Sheu、J. Edward Puzas、Danielle S. W. Benoit

  DOI：10.1021/acs.biomac.7b01193

  日期：2018.1.8

  specifically to sites of bone remodeling. To address this need, this study synthesized oligo(ethylene glycol) copolymers based on a peptide with high affinity to tartrate-resistant acid phosphatase (TRAP), an enzyme deposited by osteoclasts during the bone resorption phase of bone remodeling, which provides greater specificity relevant for bone cell drugging. Gradient and random peptide orientations,

  药物向骨骼的递送具有挑战性，尽管开发了几种针对羟基磷灰石的骨靶向药物递送系统，但药物分布通常小于注射剂量的1％。这些以骨为靶标的药物输送系统仍然在骨内靶细胞定位不良，因为在任何给定时间，总骨量远大于具有相关细胞靶标（破骨细胞或成骨细胞）的急性重塑骨量。因此，需要将骨作用药物特异性地靶向骨重塑的部位。为了满足这一需求，本研究基于一种肽合成了一种低聚（乙二醇）共聚物，该肽与抗酒石酸酸性磷酸酶（TRAP）具有高亲和力，该酶是破骨细胞在骨重塑的骨吸收阶段沉积的酶，它提供了与骨细胞药物相关的更高的特异性。研究了梯度和随机肽的方向，以及聚合物的分子量。靶向TRAP的高分子量（M n）无规共聚物在重塑骨骼中表现出优异的蓄积性，其中观察到骨折蓄积至少1周，占组织分布的14％。M n和低M n的无规共聚物的累积量较低，表明停留时间取决于M n。清除了高M n梯度聚合物，只有1％的化合物在1周后仍然存在于骨折