phenyl diethylcarbamo(dithioperoxo)thioate

• 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: phenyl diethylcarbamo(dithioperoxo)thioate
• 英文别名: phenylsulfanyl N,N-diethylcarbamodithioate
• 化学式: C₁₁H₁₅NS₃
• 分子量: 257.445
• InChiKey: JAAVBTJKIDQEPN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  15
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  85.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  二硫化四乙基秋兰姆 、 苯硫酚 以 N,N-二甲基甲酰胺 为溶剂， 生成 phenyl diethylcarbamo(dithioperoxo)thioate
  参考文献：
  名称：

  Disulfiram-based disulfides as narrow-spectrum antibacterial agents

  摘要：

  Sixteen disulfides derived from disulfiram (Antabuse (TM)) were evaluated as antibacterial agents. Derivatives with hydrocarbon chains of seven and eight carbons in length exhibited antibacterial activity against Gram-positive Staphylococcus, Streptococcus, Enterococcus, Bacillus, and Listeria spp. A comparison of the cytotoxicity and microsomal stability with disulfiram further revealed that the eight carbon chain analog was of lower toxicity to human hepatocytes and has a longer metabolic half-life. In the final analysis, this investigation concluded that the S-octylthio derivative is a more effective growth inhibitor of Gram-positive bacteria than disulfiram and exhibits more favorable cytotoxic and metabolic parameters over disulfiram. (C) 2018 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2018.03.023

文献信息

• Chemoselective C-S/S-S Formation between Diaryl Disulfides and Tetraalkylthiuram Disulfides
  作者：Kang Peng、Hui Zhu、Xing Liu、Han-Ying Peng、Jin-Quan Chen、Zhi-Bing Dong

  DOI：10.1002/ejoc.201901401

  日期：2019.12.19

  An efficient C–S/S–S formation for the chemoselective synthesis of aryl dithiocarbamate (C–S formation) and aryl dialkylcarbamo(dithioperoxo)thioate (S–S formation) was studied. The transformation is simple and features easily available starting materials, high selectivity, showing its potential to synthesize biologically or pharmaceutically active compounds.

  研究了化学选择性合成芳基二硫代氨基甲酸酯（CS形成）和芳基二烷基氨基甲酸酯（二硫代过氧）硫酸酯（SS形成）的有效C-S / S-S形成。该转化是简单的，并且具有容易获得的起始原料，高选择性，显示出其合成生物或药物活性化合物的潜力。
• Disulfiram-based disulfides as narrow-spectrum antibacterial agents
  作者：Jordan G. Sheppard、Keely R. Frazier、Pushkar Saralkar、Mohammad F. Hossain、Werner J. Geldenhuys、Timothy E. Long

  DOI：10.1016/j.bmcl.2018.03.023

  日期：2018.5

  Sixteen disulfides derived from disulfiram (Antabuse (TM)) were evaluated as antibacterial agents. Derivatives with hydrocarbon chains of seven and eight carbons in length exhibited antibacterial activity against Gram-positive Staphylococcus, Streptococcus, Enterococcus, Bacillus, and Listeria spp. A comparison of the cytotoxicity and microsomal stability with disulfiram further revealed that the eight carbon chain analog was of lower toxicity to human hepatocytes and has a longer metabolic half-life. In the final analysis, this investigation concluded that the S-octylthio derivative is a more effective growth inhibitor of Gram-positive bacteria than disulfiram and exhibits more favorable cytotoxic and metabolic parameters over disulfiram. (C) 2018 Elsevier Ltd. All rights reserved.