2-(pyridin-2-yldisulfanyl)ethyl acrylate | 867313-64-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(pyridin-2-yldisulfanyl)ethyl acrylate
• 英文别名: 2-(pyridin-2-yldisulfaneyl)ethyl acrylate；2-(Pyridin-2-yldisulfanyl)ethyl acrylate；2-(pyridin-2-yldisulfanyl)ethyl prop-2-enoate
• CAS: 867313-64-2
• 化学式: C₁₀H₁₁NO₂S₂
• 分子量: 241.335
• InChiKey: CPQMFCRBGBQYKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  7
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  89.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  2-(2-吡啶基二硫代)乙醇 、 丙烯酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.5h， 以78%的产率得到2-(pyridin-2-yldisulfanyl)ethyl acrylate
  参考文献：
  名称：

  Chitosan-Acrylic Polymeric Nanoparticles with Dynamic Covalent Bonds. Synthesis and Stimuli Behavior

  摘要：

  药物传递是制药行业中最重要的研究领域之一。每天都有不同的策略被报道，旨在动态寻求能够在体内运输药物的载体，从而避免或减少毒性问题，提高治疗效果。目前研究中最有趣的策略之一是开发对不同刺激敏感的药物传递系统，因为其在选择性传递药物载荷方面具有很大的潜力。在这项工作中，构建了一种对刺激敏感的纳米载体，该载体由双功能丙烯酸聚合物构成，通过亚胺键和二硫键与硫醇壳聚糖相连，后者因其生物降解性和生物相容性在组织工程和药物传递领域广为人知。这些聚合物纳米颗粒暴露于不同的pH值和氧化还原电位变化中，这些环境在癌细胞内部是常见的。结果证明，当单独施加pH值或氧化还原电位变化时，纳米颗粒能够保持原始结构。然而，当同时施加两种刺激时，纳米颗粒的解聚现象显而易见。这些特殊特性使得这些纳米颗粒成为适合的纳米载体，具有选择性传递抗癌药物的潜力。

  DOI：

  10.1248/cpb.c17-00624

文献信息

• Novel Polymers and the Preparation of Nanogel Drug Cocktails
  申请人：Xu Peisheng

  公开号：US20140011760A1

  公开（公告）日：2014-01-09

  Methods for forming, modifying, and drug loading of a copolymer are provided, along with the resulting products. The method can include polymerizing 2-(pyridin-2-yldisulfanyl)ethyl acrylate with poly(ethylene glycol)methacrylate via free radical polymerization to form the copolymer. The molar ratio of 2-(pyridin-2-yldisulfanyl)ethyl acrylate to poly(ethylene glycol)methacrylate is about 100:1 to about 1:100. After polymerizing, the copolymer can be reacted with a thiol monomer that contains a carbon-bonded sulfhydryl to modify end groups on a first portion of the 2-(pyridin-2-yldisulfanyl)ethyl acrylate repeating units. Thereafter, the copolymer can be crosslinked, and a drug can then be loaded into the crosslinked copolymer.

  提供了一种形成、修改和药物加载共聚物的方法，以及相应的产品。该方法可以包括通过自由基聚合将2-(吡啶-2-基二硫基)乙基丙烯酸酯与聚乙二醇甲基丙烯酸酯聚合，形成共聚物。2-(吡啶-2-基二硫基)乙基丙烯酸酯与聚乙二醇甲基丙烯酸酯的摩尔比约为100:1至1:100。聚合后，共聚物可以与含有碳键硫醇基团的巯基单体反应，以修改2-(吡啶-2-基二硫基)乙基丙烯酸酯重复单元的末端基团。随后，共聚物可以交联，并且药物可以装载到交联的共聚物中。
• Polymer/copper combination for targeted cancer therapy
  申请人：University of South Carolina

  公开号：US10221271B2

  公开（公告）日：2019-03-05

  Polymer/copper combinations that can selectively target and kill cancer cells are described. Materials can include the reaction product of a biocompatible hydrophilic polymer and pyridine-2-thiol containing monomer. The copolymer reaction product can include pyridine-2-thiol side groups pendant to the backbone via a disulfide linkage. The hydrophilic component can form the polymer backbone and/or can form hydrophilic pendant groups off of the backbone. Copper ions can be associated with the copolymer.

  本文介绍了可选择性靶向和杀死癌细胞的聚合物/铜组合物。材料可包括生物相容性亲水性聚合物和含吡啶-2-硫醇单体的反应产物。共聚物反应产物可包括通过二硫连接悬挂在主链上的吡啶-2-硫醇侧基。亲水组分可形成聚合物骨架和/或在骨架上形成亲水悬垂基团。铜离子可与共聚物结合。
• Preparations of gold/mesoporous silica hybrid nanoparticle and applications
  申请人：University of South Carolina

  公开号：US11007207B2

  公开（公告）日：2021-05-18

  Described is a method to fabricate a gold/mesoporous silica hybrid nanoparticle. According to the process, a gold nanoparticle can be conjugated onto the surface of a mesoporous silica nanoparticle to yield a photothermal stable theranostic platform, gold/mesoporous silica hybrid nanoparticle. The nanoparticles can be useful for disease detection, treatment, and monitoring.

  描述了一种制造金/介孔二氧化硅混合纳米粒子的方法。根据该工艺，可将金纳米粒子共轭到介孔二氧化硅纳米粒子表面，从而产生光热稳定治疗平台--金/介孔二氧化硅混合纳米粒子。这种纳米粒子可用于疾病检测、治疗和监测。
• Palacio, Herman; Segura-Sánchez, Freimar; Otálvaro, Felipe, Chemical and pharmaceutical bulletin, 2017, vol. 65, # 12, p. 1132 - 1143
  作者：Palacio, Herman、Segura-Sánchez, Freimar、Otálvaro, Felipe、Giraldo, Luis Fernando、Ponchel, Gilles

  DOI：——

  日期：——
• pH and Redox Dual Responsive Nanoparticle for Nuclear Targeted Drug Delivery
  作者：Remant Bahadur K. C.、Bindu Thapa、Peisheng Xu

  DOI：10.1021/mp300274g

  日期：2012.9.4

  To mimic the clinic dosing pattern, initially administering high loading dose and then low maintenance dose, we designed a novel poly(2-(pyridin-2-yldisulfanyl)ethyl acrylate) (PDS) based nanoparticle delivery system. Side chain functional PDS was synthesized by free radical polymerization. Polyethylene glycol and cyclo(Arg-Gly-Asp-D-Phe-Cys) (cRGD) peptide was conjugated to PDS through thiol disulfide exchange reaction to achieve RPDSG polymer. RPDSG/DOX, RPDSG nanoparticle loaded with doxorubicin, was fabricated by cosolvent dialysis method. The size of the nanoparticles was 50.13 +/- 0.5 nm in PBS. The RPDSG/DOX nanoparticle is stable in physiological condition while quickly releasing doxorubicin with the trigger of acidic pH and redox potential. Furthermore, it shows a two-phase release kinetics, providing both loading dose and maintenance dose for cancer therapy. The conjugation of RGD peptide enhanced the cellular uptake and nuclear localization of the RPDSG/DOX nanoparticles. RPDSG/DOX exhibits IC50 close to that of free doxorubicin for HCT-116 colon cancer cells. Due to the synergetic effect of RGD targeting effect and its two-phase release kinetics, RPDSG/DOX nanoparticles display significantly higher anticancer efficacy than that of free DOX at concentrations higher than 5 mu M. These results suggest that RPDSG/DOX could be a promising nanotherapeutic for tumor-targeted chemotherapy.