naphthalen-1-yl piperidine-1-carbo(dithioperoxo)thioate

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: naphthalen-1-yl piperidine-1-carbo(dithioperoxo)thioate
• 英文别名: Naphthalen-1-ylsulfanyl piperidine-1-carbodithioate；naphthalen-1-ylsulfanyl piperidine-1-carbodithioate
• 化学式: C₁₆H₁₇NS₃
• 分子量: 319.516
• InChiKey: FMASKSLFLLUQDD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 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 、 1-奈硫酚 以 二氯甲烷 为溶剂， 反应 0.08h， 以90%的产率得到naphthalen-1-yl piperidine-1-carbo(dithioperoxo)thioate
  参考文献：
  名称：

  Development of novel anti-filarial agents using carbamo(dithioperoxo)thioate derivatives

  摘要：

  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.

  DOI：

  10.1016/j.ejmech.2017.11.047

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.