5-(1,2-dithiolan-3-yl)-N-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)pentanamide | 1271910-72-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二硫杂环戊烷
• 英文名称: 5-(1,2-dithiolan-3-yl)-N-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)pentanamide
• 英文别名: 5-(dithiolan-3-yl)-N-(3,5,5,8,8-pentamethyl-6,7-dihydronaphthalen-2-yl)pentanamide
• CAS: 1271910-72-5
• 化学式: C₂₃H₃₅NOS₂
• 分子量: 405.669
• InChiKey: VDECWHLGSARYFM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  79.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  2,5-二氯-2,5-二甲基己烷 在 aluminum (III) chloride 、 硫酸 、 10% palladium on activated carbon 、 氢气 、 硝酸 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， -10.0~20.0 ℃ 、241.32 kPa 条件下， 生成 5-(1,2-dithiolan-3-yl)-N-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalen-2-yl)pentanamide
  参考文献：
  名称：

  Synthesis and effects of some novel tetrahydronaphthalene derivatives on proliferation and nitric oxide production in lipopolysaccharide activated Raw 264.7 macrophages

  摘要：

  In this study, novel N-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalene-2-yl)-carboxamide (6-15) and 5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carboxamide (16-32) derivatives were synthesized and their in vitro effects at 5 mu M and 50 mu M concentrations on proliferation and nitric oxide (NO center dot) production in lipopolysaccharide (LPS) activated RAW 264.7 macrophage cells were determined. Compounds 12, 17, 24 and 26 were found to decrease nitrite levels in a dose-dependent manner in LPS-activated cells. At the tested concentrations, these compounds did not exhibit cytotoxic effects. Interestingly, compound 27 which contains nitroxide free radical was the most active compound in this series showing 59.2% nitrite inhibition in LPS-activated macrophage cells. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.11.021

文献信息

• Synthesis and effects of some novel tetrahydronaphthalene derivatives on proliferation and nitric oxide production in lipopolysaccharide activated Raw 264.7 macrophages
  作者：A. Selen Gurkan、Arzu Z. Karabay、Zeliha Buyukbingol、Erdem Buyukbingol

  DOI：10.1016/j.ejmech.2010.11.021

  日期：2011.2

  In this study, novel N-(3,5,5,8,8-pentamethyl-5,6,7,8-tetrahydronaphthalene-2-yl)-carboxamide (6-15) and 5,5,8,8-tetramethyl-5,6,7,8-tetrahydronaphthalene-2-carboxamide (16-32) derivatives were synthesized and their in vitro effects at 5 mu M and 50 mu M concentrations on proliferation and nitric oxide (NO center dot) production in lipopolysaccharide (LPS) activated RAW 264.7 macrophage cells were determined. Compounds 12, 17, 24 and 26 were found to decrease nitrite levels in a dose-dependent manner in LPS-activated cells. At the tested concentrations, these compounds did not exhibit cytotoxic effects. Interestingly, compound 27 which contains nitroxide free radical was the most active compound in this series showing 59.2% nitrite inhibition in LPS-activated macrophage cells. (C) 2010 Elsevier Masson SAS. All rights reserved.