2-phenyl-1,3,2-dioxaphospholane 2-sulfide | 36103-10-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2-phenyl-1,3,2-dioxaphospholane 2-sulfide
• 英文别名: 2-Thiono-2-phenyl-1,3,2-dioxaphospholan；2-Thiazo-2-phenyl-1.3.2-dioxaphospholan；2-Phenyl-2-sulfanylidene-1,3,2lambda5-dioxaphospholane；2-phenyl-2-sulfanylidene-1,3,2λ5-dioxaphospholane
• CAS: 36103-10-3
• 化学式: C₈H₉O₂PS
• 分子量: 200.198
• InChiKey: BJXUJHFHQXCISF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  乙二醇 、 苯基硫代膦酰二氯 在 三乙胺 作用下， 以 四氢呋喃 为溶剂， 以40%的产率得到2-phenyl-1,3,2-dioxaphospholane 2-sulfide
  参考文献：
  名称：

  有机催化开环聚合合成带有苯基侧基的聚（硫代磷酸酯）的策略

  摘要：

  一种新型的硫代磷酸酯底物，2-苯基-1,3,2-二氧杂磷杂环戊烷 2-硫化物 (PTP)，已被合成并进行开环聚合。DBU/硫脲作为合成聚（PTP）的有效协同有机催化剂，提供具有明确结构、相对窄的分子量分布（1.14-1.20）和高分子量（高达 45.2 kg）的聚合物/摩尔）。开环聚合过程显示出受控/活性的性质。此外，还合成了具有明确结构的 PTP 与外消旋丙交酯的双嵌段共聚物。

  DOI：

  10.1055/s-0040-1707947

文献信息

• Toxicity, bioactivity, release of H2S in vivo and pharmaco-kinetics of H2S-donors with thiophosphamide structure
  作者：Jinlong Zhang、Qiuping Zhang、Yanni Wang、Jili Li、Zhongjie Bai、Quanyi Zhao、Dian He、Zhen Wang、Jingke Zhang、Yonglin Chen

  DOI：10.1016/j.ejmech.2019.05.017

  日期：2019.8

  H2S donors are substitutes of H2S with various biological activities like inhibiting the inflammatory response and protecting myocardial cells from injury. In order to confirm whether the H2S donors have drug-like properties, two series thiophosphamide H2S donors were evaluated including toxicity, bioactivity and pharmacokinetic properties in vivo and in vitro. The following results were obtained. Firstly, all the compounds released H2S under measuring condition; with the increase of pH value, the H2S release rate of all the compounds decreased and the amount reduced, but pH value had little effect on the maximum release of H2S. Secondly, in the organs and tissues of rats, the compounds released H2S in the same way as in PBS. In plasma, compound 1 reached the C-max after administration 55 min, and no compound 1 was detected after 12 h; for compound 18, the C-max reached only after administration 100 min, and after 6 h, compound 18 was not detected; in organs and tissues, the H2S-release rates were different from those in PBS, but the mechanism of H2S release was the same. Thirdly, in the test of toxicity, all the compounds displayed low toxicities to 5 cancer cells and W138 cell lines; compounds 1 and 18 had slight effect on the physiological tissue and function of rat liver at low concentration; the compounds had almost no effect on the hatching rate, survival rate of zebrafish embryos, and the spontaneous movement of zebrafish embryos at below 0.5 mu M, but when they were over 1 mu M, the compounds displayed inhibitory effect in the manner of concentration dependence. Fourthly, in the course of anti-inflammatory test, all the tested compounds significantly reduced the level of TNF-alpha and increased the level of IL-10; when they were 100 mu M, the levels of IL-10 were three times as high as those in the control group. Among them, compounds 10 and 18 displayed stronger activities than the others. In addition, the compounds protected H9c2 cells from injure and improved myocardial injury through anti oxidation pathway. In summary, the compounds have druglike properties due to low toxicity, better activity and good pharmacokinetic property. Therefore, they have potential to be as candidates to investigate further. (C) 2019 Elsevier Masson SAS. All rights reserved.
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