2-[Dimethyl(2-prop-2-enoyloxyethoxy)silyl]oxyethyl prop-2-enoate | 24685-66-3

• 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-[Dimethyl(2-prop-2-enoyloxyethoxy)silyl]oxyethyl prop-2-enoate
• CAS: 24685-66-3
• 化学式: C₁₂H₂₀O₆Si
• 分子量: 288.373
• InChiKey: FHJMLWOAEWHSQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.18
• 重原子数：
  19
• 可旋转键数：
  12
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  71.1
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  二氯二甲基硅烷 、 丙烯酸羟乙酯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以61%的产率得到2-[Dimethyl(2-prop-2-enoyloxyethoxy)silyl]oxyethyl prop-2-enoate
  参考文献：
  名称：

  Tunable Bifunctional Silyl Ether Cross-Linkers for the Design of Acid-Sensitive Biomaterials

  摘要：

  Responsive polymeric biomaterials can be triggered to degrade using localized environments found in vivo. A limited number of biomaterials provide precise control over the rate of degradation and the release rate of entrapped cargo and yield a material that is intrinsically nontoxic. In this work, we designed nontoxic acid-sensitive biomaterials based on silyl ether chemistry. A host of silyl ether cross-linkers were synthesized and molded into relevant medical devices, including Trojan horse particles, sutures, and stents. The resulting devices were engineered to degrade under acidic conditions known to exist in tumor tissue, inflammatory tissue, and diseased cells. The implementation of silyl ether chemistry gave precise control over the rate of degradation and afforded devices that could degrade over the course of hours, days, weeks, or months, depending upon the steric bulk around the silicon atom. These novel materials could be useful for numerous biomedical applications, including drug delivery, tissue repair, and general surgery.

  DOI：

  10.1021/ja108568g

文献信息

• [EN] DEGRADABLE COMPOUNDS AND METHODS OF USE THEREOF, PARTICULARLY WITH PARTICLE REPLICATION IN NON-WETTING TEMPLATES<br/>[FR] COMPOSÉS DÉGRADABLES ET LEURS PROCÉDÉS D'UTILISATION, IMPLIQUANT EN PARTICULIER UNE RÉPARTITION DES PARTICULES DANS DES MATRICES NON MOUILLANTES
  申请人：UNIV NORTH CAROLINA

  公开号：WO2009132265A3

  公开（公告）日：2011-02-24
• Tunable Bifunctional Silyl Ether Cross-Linkers for the Design of Acid-Sensitive Biomaterials
  作者：Matthew C. Parrott、J. Chris Luft、James D. Byrne、John H. Fain、Mary E. Napier、Joseph M. DeSimone

  DOI：10.1021/ja108568g

  日期：2010.12.22

  Responsive polymeric biomaterials can be triggered to degrade using localized environments found in vivo. A limited number of biomaterials provide precise control over the rate of degradation and the release rate of entrapped cargo and yield a material that is intrinsically nontoxic. In this work, we designed nontoxic acid-sensitive biomaterials based on silyl ether chemistry. A host of silyl ether cross-linkers were synthesized and molded into relevant medical devices, including Trojan horse particles, sutures, and stents. The resulting devices were engineered to degrade under acidic conditions known to exist in tumor tissue, inflammatory tissue, and diseased cells. The implementation of silyl ether chemistry gave precise control over the rate of degradation and afforded devices that could degrade over the course of hours, days, weeks, or months, depending upon the steric bulk around the silicon atom. These novel materials could be useful for numerous biomedical applications, including drug delivery, tissue repair, and general surgery.