p-tolyl piperidine-1-carbo(dithioperoxo)thioate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: p-tolyl piperidine-1-carbo(dithioperoxo)thioate
• 英文别名: (4-Methylphenyl)sulfanyl piperidine-1-carbodithioate；(4-methylphenyl)sulfanyl piperidine-1-carbodithioate
• 化学式: C₁₃H₁₇NS₃
• 分子量: 283.483
• InChiKey: UGRYYOVWGDWFQN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.46
• 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：

  哌啶 、 二硫化碳 、 4-甲苯硫酚 在 N,N,N,N-tetraethylammonium tetrafluoroborate 、 sodium carbonate 、 1,1,2,2-tetrakis(4-(tert-butyl)phenyl)hydrazine 作用下， 以 水 、 乙腈 为溶剂， 反应 3.0h， 以70%的产率得到p-tolyl piperidine-1-carbo(dithioperoxo)thioate
  参考文献：
  名称：

  通过硫醇和胺的脱氢偶联和 CS2 的插入电化学合成氨基甲酸（二硫代过氧）硫代酸酯

  摘要：

  通过硫醇和胺的简单脱氢偶联和 CS 2的插入，在温和的反应条件下，在没有氧化剂的情况下，开发了一种方便实用的合成氨基甲酸（二硫代过氧）硫代酸盐的策略。这种环保的电合成方法具有广泛的底物范围，可以生产一系列生物活性化合物。该策略进一步用于电化学连续流动反应器中，用于制备一些抗丝虫活性化合物，这意味着其潜在的应用。

  DOI：

  10.1039/d2gc02512d

文献信息

• Development of novel anti-filarial agents using carbamo(dithioperoxo)thioate derivatives
  作者：Arin Gucchait、Nikhilesh Joardar、Pravat Kumar Parida、Priya Roy、Niladri Mukherjee、Ananya Dutta、Ravichandran Yesuvadian、Santi P. SinhaBabu、Kuladip Jana、Anup Kumar Misra

  DOI：10.1016/j.ejmech.2017.11.047

  日期：2018.1

  A series of novel carbamo(dithioperoxo)thioate derivatives have been prepared in excellent yield using a significantly fast, one-pot three component reaction and experimented for their potential as anti-filarial agents against model filarial nematode Setaria cervi. Among 23 compounds (4a-w) evaluated for the anti filarial activities, five compounds (4a, 4b, 4c, 4d and 4h) have shown promising anti-proliferative effects on the juvenile stage microfilariae (mf) as well as in adults in a time and dose dependent manner. Compound 4a was found most active against oocytes, mf and adult nematods as well as non-cytotoxic to the normal cells. It has been established that the anti-filarial activity of the compounds were observed due to the involvement of reactive oxygen species (ROS) and apoptosis. Several biochemical and microscopic experiments have been carried out to establish the fact that both intrinsic and extrinsic pathways of apoptosis contribute to the compound 4a mediated death phenomenon of the filarial nematodes. (C) 2017 Elsevier Masson SAS. All rights reserved.