2,2-bis(((2-((ethoxycarbonothioyl)thio)propanoyl)oxy)methyl)propane-1,3-diyl bis(2-((ethoxycarbonothioyl)thio)propanoate) | 742080-67-7

• 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-bis(((2-((ethoxycarbonothioyl)thio)propanoyl)oxy)methyl)propane-1,3-diyl bis(2-((ethoxycarbonothioyl)thio)propanoate)
• 英文别名: [3-(2-Ethoxycarbothioylsulfanylpropanoyloxy)-2,2-bis(2-ethoxycarbothioylsulfanylpropanoyloxymethyl)propyl] 2-ethoxycarbothioylsulfanylpropanoate；[3-(2-ethoxycarbothioylsulfanylpropanoyloxy)-2,2-bis(2-ethoxycarbothioylsulfanylpropanoyloxymethyl)propyl] 2-ethoxycarbothioylsulfanylpropanoate
• CAS: 742080-67-7
• 化学式: C₂₉H₄₄O₁₂S₈
• 分子量: 841.189
• InChiKey: KCUOYTVZLDYDRZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.8
• 重原子数：
  49
• 可旋转键数：
  32
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  372
• 氢给体数：
  0
• 氢受体数：
  20

反应信息

• 作为产物：
  描述：

  季戊四醇 在 吡啶 作用下， 以 氯仿 为溶剂， 反应 120.0h， 生成 2,2-bis(((2-((ethoxycarbonothioyl)thio)propanoyl)oxy)methyl)propane-1,3-diyl bis(2-((ethoxycarbonothioyl)thio)propanoate)
  参考文献：
  名称：

  通过MADIX / RAFT聚合制备的聚乙烯醇星形聚合物。

  摘要：

  使用黄原酸酯介导的MADIX / RAFT聚合制备聚乙酸乙烯酯星。聚合表现出活性特征，分子量随转化率增加。随后，这三臂和四臂星的水解导致形成了聚乙烯醇星。

  DOI：

  10.1039/b404763j

文献信息

• Poly(vinyl ester) Star Polymers via Xanthate-Mediated Living Radical Polymerization:  From Poly(vinyl alcohol) to Glycopolymer Stars
  作者：Julien Bernard、Arnaud Favier、Ling Zhang、Anastasia Nilasaroya、Thomas P. Davis、Christopher Barner-Kowollik、Martina H. Stenzel

  DOI：10.1021/ma050050u

  日期：2005.6.1

  was also found to be superior for preparing precursor stars suitable for hydrolysis to poly(vinyl alcohol). Hydrolysis of stars generated by the Z-group approach resulted in destruction of the architecture, as the process also cleaved the xanthate linkage at the nexus of the arms and core. Preliminary experiments on using the R-group approach to mediate the star-polymerization of vinyl-functional glycomonomers

  通过黄原酸酯（MADIX）/可逆加成-断裂链转移（RAFT）聚合方法的互换，通过不同的大分子设计合成了聚（乙烯基酯）星。研究了两种方法。第一种方法涉及通过不断裂的共价键将黄原酸酯官能团连接至核心（Z-基团方法）。第二种方法涉及通过一个共价键断裂将黄原酸酯官能团连接到核心上（R-基团方法）。R-基团方法产生了明确定义的聚（醋酸乙烯酯），聚（新戊酸乙烯酯）和聚（新癸酸乙烯酯）星，它们的多分散性较窄（PDI≤1.4）。相反，使用Z方法制备的聚乙酸乙烯酯星的分子量分布趋于以中等到高的转化率变宽。S键。还发现，R-基团方法对于制备适用于水解成聚乙烯醇的前体恒星更为有效。Z-组方法产生的恒星水解会破坏结构，因为该过程还会在臂和核的连接处裂解黄药键。使用R-基团方法介导乙烯基官能糖单体的星型聚合的初步实验证明了生成复杂糖聚合物结构的可能性。但是，观察到一些重大问题，并且这种综合方法需要进一步优化。
• Synthesis and characterization of a multiarm poly(acrylic acid) star polymer for application in sustained delivery of cisplatin and a nitric oxide prodrug
  作者：Shaofeng Duan、Shuang Cai、Yumei Xie、Taryn Bagby、Shenqiang Ren、M. Laird Forrest

  DOI：10.1002/pola.26059

  日期：2012.7.1

  poly(acrylic acid) star polymer‐based nanoconjugates, poly(acrylic acid)–cisplatin (acid–Pt) and poly(acrylic acid–NO (acid–NO) prodrug, the in vitro drug release kinetics of both the acid–Pt and the acid–NO were determined at physiological conditions. In summary, we have designed and evaluated a polymeric nanocarrier for sustained‐delivery of chemotherapies, either as a single treatment or a combination therapy

  功能化的聚合物纳米载体已经被认为是用于递送治疗浓度的化学疗法的药物递送平台。在此类中，星形多臂聚合物因其结构紧凑，尺寸分布窄，表面积大和水溶性高而成为靶向抗癌药物的新兴候选者。在这项研究中，我们通过大分子设计通过互换（MADIX）/可逆加成断裂链转移（MADIX / RAFT）聚合反应合成了多臂聚丙烯酸丙烯酸酯聚合物，并使用核磁共振（NMR）和尺寸排阻色谱法对其进行了表征。聚（丙烯酸）星形聚合物表现出优异的水溶性和极低的粘度，使其非常适合于靶向药物递送。随后，O 2-（2,4-二硝基苯基）1- [4-（2-羟基）乙基] -3-甲基哌嗪-1-基]重氮-1-二乙基1,2-二醇盐，作为两种模型化合物来评估使用聚（丙烯酸）星形聚合物进行化学治疗的可行性。在合成并表征了两种基于聚（丙烯酸）星型聚合物的纳米共轭物，聚（丙烯酸）-顺铂（酸-Pt）和聚（丙烯酸-NO（酸-NO）前药）后，两者的体外药物释放
• Drug and Imaging Agent Delivery Compositions and Methods
  申请人：UNIVERSITY OF KANSAS

  公开号：US20130189519A1

  公开（公告）日：2013-07-25

  A multi-arm, star-shaped polymer composition can be configured for drug delivery and imaging applications in vivo. The star polymer architecture can be synthesized using living radical polymerization techniques, including reversible addition-fragmentation chain transfer and macromolecular design via the interchange of xanthates with a broad range of reaction conditions and functional groups. The star-shaped polymeric carriers can be tailored for preferential delivery of chemotherapeutics into the tumor-draining lymphatics via subcutaneous, peritumoral or intratumoral injections. The carriers can be loaded with the chemotherapeutic agents from about 10% to about 25% w/w. In addition, the carriers can be loaded with imaging agents from about 5% to about 10% w/w. The molecular weights of the polymeric carriers can be about 40 kDa to about 130 kDa. The chemotherapeutics can be cisplatin, geldanamycin or nitric oxide-donating prodrugs. The imaging agent can be a near-infrared dye, such as IR820.

  一种多臂星形聚合物组合物可配置用于体内药物输送和成像应用。星形聚合物结构可以使用活性自由基聚合技术合成，包括可逆加成-断裂链转移和通过与广泛的反应条件和功能基团进行黄酮交换的宏观设计。星形聚合物载体可以定制为通过皮下、肿瘤周围或肿瘤内注射将化疗药物优先输送至肿瘤引流淋巴管。载体可以装载化疗药物，负载量约为10%至25%（重量/重量）。此外，载体可以装载成像剂，负载量约为5%至10%（重量/重量）。聚合物载体的分子量可以约为40 kDa至130 kDa。化疗药物可以是顺铂、吉尔达那霉素或一氧化氮供体前药。成像剂可以是近红外染料，如IR820。
• Achieving Ultrahigh Molecular Weights with Diverse Architectures for Unconjugated Monomers through Oxygen‐Tolerant Photoenzymatic RAFT Polymerization
  作者：Ruoyu Li、Zesheng An

  DOI：10.1002/anie.202010722

  日期：2020.12

  Achieving well‐defined polymers with ultrahigh molecular weight (UHMW) is an enduring pursuit in the field of reversible deactivation radical polymerization. Synthetic protocols have been successfully developed to achieve UHMWs with low dispersities exclusively from conjugated monomers while no polymerization of unconjugated monomers has provided the same level of control. Herein, an oxygen‐tolerant

  获得可定义的超高分子量（UHMW）聚合物是可逆失活自由基聚合领域的不懈追求。已经成功地开发了合成方案以仅从共轭单体获得具有低分散性的UHMW，而未共轭单体的聚合没有提供相同水平的控制。本文利用耐氧光酶R​​AFT（可逆加成-断裂链转移）聚合技术解决了10°C下非共轭单体的这一难题，从而能够以接近定量的转化率轻松合成定义明确，线性和星形的聚合物，这是前所未有的超高分子量和低分散性。对组成，MW和架构的控制非常精细，并且操作简便，条件温和，环境友好，
• Tuning the Mechanical Properties of 3D‐printed Objects by the RAFT Process: From Chain‐Growth to Step‐Growth
  作者：Xiaofeng Pan、Jiajia Li、Zhuang Li、Qing Li、Xiangqiang Pan、Zhengbiao Zhang、Jian Zhu

  DOI：10.1002/anie.202318564

  日期：2024.3.4

  Photoinduced 3D printing based on the reversible addition‐fragmentation chain transfer (RAFT) process has emerged as a robust method for creating diverse functional materials. However, achieving precise control over the mechanical properties of these printed objects remains a critical challenge for practical application. Here, we demonstrated a RAFT step‐growth polymerization of a bifunctional xanthate and bifunctional vinyl acetate. Additionally, we demonstrated photoinduced 3D printing through RAFT step‐growth polymerization with a tetrafunctional xanthate and a bifunctional vinyl acetate. By adjusting the molar ratio of the components in the printing resins, we finely tuned the polymerization mechanism from step‐growth to chain‐growth. This adjustment resulted in a remarkable range of tunable Young's moduli, ranging from 7.6 MPa to 997.1 MPa. Moreover, post‐functionalization and polymer welding of the printed objects with varying mechanical properties opens up a promising way to produce tailor‐made materials with specific and tunable properties.

  摘要基于可逆加成-碎片链转移（RAFT）工艺的光诱导三维打印技术已成为制造各种功能材料的可靠方法。然而，实现对这些打印对象机械性能的精确控制仍然是实际应用中的一个关键挑战。在这里，我们展示了双官能黄原酸酯和双官能醋酸乙烯酯的 RAFT 梯级生长聚合。此外，我们还利用四官能黄原酸酯和双官能乙酸乙烯酯通过 RAFT 梯级生长聚合反应演示了光诱导 3D 打印。通过调整打印树脂中各组分的摩尔比，我们对聚合机制进行了微调，从阶跃生长转变为链式生长。调整后，杨氏模量的可调范围非常大，从 7.6 兆帕到 997.1 兆帕不等。此外，对具有不同机械性能的打印物体进行后功能化和聚合物焊接，为生产具有特定可调性能的定制材料开辟了一条前景广阔的途径。