ethandithioic acid | 54462-80-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethandithioic acid
• 英文别名: ketene dithioacetal；ethylenedithiol；Ethene-1,1-dithiol
• CAS: 54462-80-5
• 化学式: C₂H₄S₂
• 分子量: 92.1858
• InChiKey: HTZYETABNKXNNX-UHFFFAOYSA-N

物化性质

• 沸点：
  132.5±35.0 °C(Predicted)
• 密度：
  1.090±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  4
• 可旋转键数：
  0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  2
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  二硫化碳 、 ethandithioic acid 在 lithium hexamethyldisilazane 作用下， 生成
  参考文献：
  名称：

  Tetrathiomalonic acid and its anions

  摘要：

  Condensation of ethanedithioic acid with CS2 and 3 Li[HMDS] leads to the trianion 13 which is protonated to give the dimer 17 of tetrathiomalonic acid. Further deprotonation of 13 leads to the tetraanion 19 which is alkylated to form the tetrakis(alkylthio)allenes 20.

  DOI：

  10.1016/s0040-4039(00)92280-9
• 作为试剂：
  描述：

  5-氯吲哚 在 氯化铵 、 ethandithioic acid 、 三氟乙酸 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 1,2-二氯乙烷 为溶剂， 反应 27.5h， 生成
  参考文献：
  名称：

  Structure Activity of 3-Aryl-1,3-diketo-Containing Compounds as HIV-1 Integrase Inhibitors

  摘要：

  The 4-aryl-2-hydroxy-4-oxo-2-butenoic acids and their isosteric tetrazoles are among an emerging class of aryl beta-diketo (ADK)-based agents which exhibit potent inhibition of HIV-1 integrase (IN)-catalyzed strand transfer (ST) processes, while having much reduced potencies against X-processing (3'-P) reactions. In the current study, L-708,906 (10e) and 5CITEP (13b), which are two examples of ADK inhibitors that have been reported by Merck and Shionogi pharmaceutical companies, served as model ADK leads. Structural variations to both the "left" and "right" sides of these molecules were made in order to examine effects on HIV-1 integrase inhibitory potencies. It was found that a variety of groups could be introduced onto the left side aryl ring with maintenance of good ST inhibitory potency. However, introduction of carboxylic acid-containing substituents onto the left side aryl ring enhanced T-P inhibitory potency and reduced selectivity toward ST reactions. Although both L-708,906 and 5CITEP show potent inhibition of IN in biochemical assays, there is a disparity of antiviral activity in cellular assays using HIV-1-infected cells. Neither 5CITEP nor any other of the indolyl-containing inhibitors exhibit significant antiviral effects in cellular systems. Alternatively, consistent with literature reports, L-708,906 does provide antiviral protection at low micromolar concentrations. Interestingly, several analogues of L-708,906 with varied substituents on the left side aryl ring, while having good inhibitory potencies against IN in extracellular assays, are not antiviral in whole-cell systems.

  DOI：

  10.1021/jm020037p