N-adamantan-2-yl-N'-((E)-3,7-dimethylocta-2,6-dienyl)ethane-1,2-diamine | 627520-78-9

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N-adamantan-2-yl-N'-((E)-3,7-dimethylocta-2,6-dienyl)ethane-1,2-diamine
• 英文别名: SQ109；N-geranyl-N'-(1-adamantyl)ethane-1,2-diamine；N'-(1-adamantyl)-N-[(2E)-3,7-dimethylocta-2,6-dienyl]ethane-1,2-diamine
• CAS: 627520-78-9
• 化学式: C₂₂H₃₈N₂
• 分子量: 330.557
• InChiKey: MJOAPUNZUDEDFQ-CNHKJKLMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  24.1
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-adamantan-2-yl-N'-((E)-3,7-dimethylocta-2,6-dienyl)ethane-1,2-diamine 在 盐酸 作用下， 以 甲醇 为溶剂， 以0.56 g的产率得到N-geranyl-N'-(1-adamantyl)ethane-1,2-diamine dihydrochloride
  参考文献：
  名称：

  Synthesis and evaluation of SQ109 analogues as potential anti-tuberculosis candidates

  摘要：

  As part of an ongoing project to develop highly potent anti-tuberculosis therapeutics, six SQ109 derivatives were synthesized and screened in vitro for their anti-tuberculosis activity against the ATCC strain H37Rv and the extensively drug-resistant clinical strain XDR 173. Compound 16 with an extended alkene chain was the most active against both strains of Mycobacterium tuberculosis within a MIC range of 0.5-0.25 mu M. Compound 12 and SQ109 were potent within a MIC range of 1-0.5 mu M, whilst compound 18 displayed an activity within the MIC range of 0.5-2 mu M against both Mycobacterium tuberculosis strains. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.01.046
• 作为产物：
  描述：

  (E)-N-(adamantan-1-yl)-2-((3,7-dimethylocta-2,6-dien-1-yl)amino)acetamide 在 lithium aluminium tetrahydride 、 水 、 sodium sulfate 作用下， 以 四氢呋喃 为溶剂， 反应 16.0h， 生成 N-adamantan-2-yl-N'-((E)-3,7-dimethylocta-2,6-dienyl)ethane-1,2-diamine
  参考文献：
  名称：

  Synthesis and evaluation of SQ109 analogues as potential anti-tuberculosis candidates

  摘要：

  As part of an ongoing project to develop highly potent anti-tuberculosis therapeutics, six SQ109 derivatives were synthesized and screened in vitro for their anti-tuberculosis activity against the ATCC strain H37Rv and the extensively drug-resistant clinical strain XDR 173. Compound 16 with an extended alkene chain was the most active against both strains of Mycobacterium tuberculosis within a MIC range of 0.5-0.25 mu M. Compound 12 and SQ109 were potent within a MIC range of 1-0.5 mu M, whilst compound 18 displayed an activity within the MIC range of 0.5-2 mu M against both Mycobacterium tuberculosis strains. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.01.046