2,3-bis(acetylthio)succinic acid | 17660-55-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2,3-bis(acetylthio)succinic acid
• 英文别名: 2,3-Bis(acetylsulfanyl)butanedioic acid
• CAS: 17660-55-8
• 化学式: C₈H₁₀O₆S₂
• 分子量: 266.296
• InChiKey: IGEPXHZQIGLLRI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  16
• 可旋转键数：
  7
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  159
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  2,3-bis(acetylthio)succinic acid 在 sodium hydroxide 作用下， 反应 0.05h， 以75.4%的产率得到rac-2,3-dimercaptosuccinic acid
  参考文献：
  名称：

  Comparativein vivoLead Mobilization ofmeso- andrac-2,3-Dimercaptosuccinic Acids in Albino Wistar Rats

  摘要：

  Abstract: Comparison of the racemic and meso forms of 2,3‐dimercaptosuccinic acid (DMSA) in lead mobilization from lead‐loaded albino Wistar rats demonstrates that the racemic form is significantly more effective in reducing femur lead levels. After four oral doses at 0.5 mmol/kg, femur lead levels were reduced to 87% of control values by meso‐DMSA and to 50% of control levels by rac‐DMSA. Similarly, when the dose was increased to 1.0 mmol/kg, femur lead levels were reduced to 69% of control levels by meso‐DMSA and to 45% of control levels by rac‐DMSA. A similar pattern was found for renal lead levels. Brain lead concentrations were significantly lower in treated groups than in control groups, but no differences were found between rac‐ and meso‐DMSA. Rac‐DMSA is more soluble than meso‐DMSA in acetonitrile, ethyl acetate, and ethyl ether. The partition coefficient of rac‐DMSA in the n‐octanol/water system was found to be about 2.8. These results indicate that rac‐DMSA deserves further attention as a possible substitute for meso‐DMSA.

  DOI：

  10.1111/j.1600-0773.1997.tb00393.x
• 作为产物：
  描述：

  acetylene dicarboxylic acid disodium salt 、 硫代乙酸 在 硫酸 作用下， 反应 1.75h， 生成 2,3-bis(acetylthio)succinic acid
  参考文献：
  名称：

  一种二巯基丁二酸及其盐和制备方法

  摘要：

  本发明涉及有机合成技术领域，具体而言，涉及一种二巯基丁二酸及其盐和制备方法。本发明方法将乙基黄原酸盐与2,3‑二溴代丁二酸进行反应，得到2,3‑二乙基黄原酸酯‑1,4丁二酸；将所得2,3‑二乙基黄原酸酯‑1,4丁二酸水解后得到2,3‑二巯基丁二酸盐溶液；将所得2,3‑二巯基丁二酸盐溶液酸化得到2,3‑二巯基丁二酸。本发明方法工艺简单，不需要使用臭味强烈且品质不稳定的液态硫代乙酸，不需要采用不安全的加成反应，制备周期短，收率高，成本低，适于工业化生产推广，可进一步制备得到二巯基丁二酸盐产品。本发明二巯基丁二酸产品和二巯基丁二酸盐产品纯度高，成本低。

  公开号：

  CN107628974B

文献信息

• [EN] IMMOBILIZED LIGANDS FOR THE REMOVAL OF METAL IONS AND METHODS THEREOF<br/>[FR] LIGANDS IMMOBILISÉS POUR L'ÉLIMINATION D'IONS MÉTALLIQUES ET PROCÉDÉS ASSOCIÉS
  申请人：UNIV MISSOURI

  公开号：WO2014130809A1

  公开（公告）日：2014-08-28

  Disclosed are immobilized dimercapto succinate compounds (immobilized dithiol compounds), a method to synthesize these immobilized dithiol compounds, and a method of using the immobilized dithiol compounds to remove metals, such as lead, cadmium and mercury from an aqueous solution. Also disclosed are immobilized mono- and tren-citrate compounds (immobilized citrate compounds), a method to synthesize these solid-supported compounds, and a method of using the immobilized citrate compounds to remove trivalent metals, such as iron and aluminum from an aqueous solution.

  本文披露了固定化二巯基琥珀酸酯化合物（固定化二硫醇化合物），一种合成这些固定化二硫醇化合物的方法，以及一种利用这些固定化二硫醇化合物从水溶液中去除铅、镉和汞等金属的方法。还披露了固定化单和三羧酸盐化合物（固定化柠檬酸盐化合物），一种合成这些固体支持化合物的方法，以及一种利用这些固定化柠檬酸盐化合物从水溶液中去除三价金属，如铁和铝的方法。
• Zur Kenntnis der 2,3-Dimercapto-bernsteinsäuren
  作者：M. Gerecke、E. A. H. Friedheim、A. Brossi

  DOI：10.1002/hlca.19610440410

  日期：——

  The preparation of meso- and rac.-2,3-dimercaptosuccinic acid (III a resp. III b) is described. Their configuration has been established by chemical methods and by isolating both optically active isomers of III b.

  描述了内消旋和外消旋-2,3-二巯基琥珀酸（IIIa和IIIb）的制备。它们的构型已经通过化学方法和通过分离IIIb的两种旋光异构体来确定。
• Owen; Sultanbawa, Journal of the Chemical Society, 1949, p. 3112
  作者：Owen、Sultanbawa

  DOI：——

  日期：——
• IMMOBILIZED LIGANDS FOR THE REMOVAL OF METAL IONS AND METHODS THEREOF
  申请人：THE CURATORS OF THE UNIVERSITY OF MISSOURI

  公开号：US20160002067A1

  公开（公告）日：2016-01-07

  Disclosed are immobilized dimercapto succinate compounds (immobilized dithiol compounds), a method to synthesize these immobilized dithiol compounds, and a method of using the immobilized dithiol compounds to remove metals, such as lead, cadmium and mercury from an aqueous solution. Also disclosed are immobilized mono- and di-citrate compounds (immobilized citrate compounds), a method to synthesize these solid-supported compounds, and a method of using the immobilized citrate compounds to remove trivalent metals, such as iron and aluminum from an aqueous solution.
• Comparative<i>in vivo</i>Lead Mobilization of<i>meso</i>- and<i>rac</i>-2,3-Dimercaptosuccinic Acids in Albino Wistar Rats
  作者：Mark M. Jones、Pramod K. Singh、Krista Kostial、Maja Blanuša、Martina Piasek、Nada Restek-Samarožija

  DOI：10.1111/j.1600-0773.1997.tb00393.x

  日期：1997.4

  Abstract: Comparison of the racemic and meso forms of 2,3‐dimercaptosuccinic acid (DMSA) in lead mobilization from lead‐loaded albino Wistar rats demonstrates that the racemic form is significantly more effective in reducing femur lead levels. After four oral doses at 0.5 mmol/kg, femur lead levels were reduced to 87% of control values by meso‐DMSA and to 50% of control levels by rac‐DMSA. Similarly, when the dose was increased to 1.0 mmol/kg, femur lead levels were reduced to 69% of control levels by meso‐DMSA and to 45% of control levels by rac‐DMSA. A similar pattern was found for renal lead levels. Brain lead concentrations were significantly lower in treated groups than in control groups, but no differences were found between rac‐ and meso‐DMSA. Rac‐DMSA is more soluble than meso‐DMSA in acetonitrile, ethyl acetate, and ethyl ether. The partition coefficient of rac‐DMSA in the n‐octanol/water system was found to be about 2.8. These results indicate that rac‐DMSA deserves further attention as a possible substitute for meso‐DMSA.