thiosulfuric acid S-isopropyl ester; sodium salt | 26726-19-2

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机硫酸及其衍生物
• 英文名称: thiosulfuric acid S-isopropyl ester; sodium salt
• CAS: 26726-19-2
• 化学式: C₃H₇O₃S₂*Na
• 分子量: 178.209
• InChiKey: ZUFPZVDQMADFMR-UHFFFAOYSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -2.41
• 重原子数：
  9.0
• 可旋转键数：
  2.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  57.2
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  3-(2-tert-butoxy-2-oxoethyl)-5-(2-hydroxyethyl)-4-methylthiazol-3-ium bromide 、 thiosulfuric acid S-isopropyl ester; sodium salt 在 水 、 sodium hydroxide 作用下， 反应 1.5h， 以83.9%的产率得到tert-butyl 2-(N-(3-(isopropyldisulfanyl)-5-hydroxypent-2-en-2-yl)formamido)acetate
  参考文献：
  名称：

  萘普生脑特异性葡萄糖基硫胺素二硫化物前药的设计，合成和生物学评价

  摘要：

  葡萄糖基衍生物显示出对大脑的有利分布。但是，在母体药物释放之前，葡萄糖转运蛋白1的双向转运可能会降低大脑中前药的浓度。为克服这一缺陷，设计并合成了含有萘普生的葡萄糖基硫胺素二硫化物前药1a - 1c。此外，还制备了前药2和3作为对照。这些前药的良好理化性质已通过稳定性和代谢研究得到证实。体内分布研究的结果表明1a – 1c和1b特别是，与2和3相比，脑中萘普生的水平显着增加。这项研究表明，二硫化葡萄糖基硫胺素是增强中枢神经系统活性药物的大脑生物利用度的有前途的载体。

  DOI：

  10.1016/j.ejmech.2011.05.029
• 作为产物：
  描述：

  2-溴丙烷 在 Sodium thiosulfate pentahydrate 作用下， 以 PEG-400 、 乙醇 、 水 为溶剂， 反应 5.0h， 以83.7%的产率得到thiosulfuric acid S-isopropyl ester; sodium salt
  参考文献：
  名称：

  萘普生脑特异性葡萄糖基硫胺素二硫化物前药的设计，合成和生物学评价

  摘要：

  葡萄糖基衍生物显示出对大脑的有利分布。但是，在母体药物释放之前，葡萄糖转运蛋白1的双向转运可能会降低大脑中前药的浓度。为克服这一缺陷，设计并合成了含有萘普生的葡萄糖基硫胺素二硫化物前药1a - 1c。此外，还制备了前药2和3作为对照。这些前药的良好理化性质已通过稳定性和代谢研究得到证实。体内分布研究的结果表明1a – 1c和1b特别是，与2和3相比，脑中萘普生的水平显着增加。这项研究表明，二硫化葡萄糖基硫胺素是增强中枢神经系统活性药物的大脑生物利用度的有前途的载体。

  DOI：

  10.1016/j.ejmech.2011.05.029

文献信息

• Ag–Cu copromoted direct C2–H bond thiolation of azoles with Bunte salts as sulfur sources
  作者：Rui Wang、Hongyan Xu、Ying Zhang、Yuntao Hu、Yingsu Wei、Xiao Du、Huaiqing Zhao

  DOI：10.1039/d1ob00823d

  日期：——

  A direct C2–H thiolation of azoles with Bunte salts was achieved under the combined action of copper and silver salts, furnishing various substituted 2-thioazoles in moderate to good yields.

  使用铜盐和银盐的共同作用，实现了与Bunte盐的直接C2-H硫化作用，在中等到良好的产率下提供了各种取代的2-硫代咪唑。
• Design, synthesis and biological evaluation for docetaxel-loaded brain targeting liposome with “lock-in” function
  作者：Xiaocen Li、Boyi Qu、Xiuxiu Jin、Li Hai、Yong Wu

  DOI：10.3109/1061186x.2013.865032

  日期：2014.4

  Background: Glucose-modified liposome showed a good brain-targeting ability. However, bidirectional transport of glucose transporter-1 (GLUT₁) might reversely pump drugs out of the brain before releasing from the liposomes. Purpose: To overcome the bidirectional delivery of GLUT₁, the thiamine disulfide system (TDS), with ability of "lock-in", was introduced and a new ligand, L-TDS-G, was designed and synthesized. Methods: The liposome was prepared and characterized for particle size, zeta potential, surface morphological property, encapsulation efficiency and release profile. C6 glioma cells were used as an in vitro model to access the cellular uptake abilities and cytotoxicity of the liposomes. Competition assay was performed to validate the GLUT₁-mediated transport mechanism. Furthermore, the brain targeting abilities of the liposomes were evaluated through in vivo. Results: The preliminary evaluation in vivo demonstrated that L-TDS-G-coated liposome has an improved targeting ability and significantly increased the area under the concentration-time of docetaxel in brain as compared to naked docetaxel, non-coated and L-G coated liposomes. The relative uptake efficiency and concentration efficiency were enhanced by 3.82- and 4.99-fold compared to that of naked docetaxel, respectively. Conclusion: The results of this study indicated that L-TDS-G-coated liposome is a promising drug delivery system to enhance the brain concentrations of chemotherapeutic agents.