(1R,1'R,2R,2'R,3S,3'S,5R,5'R,6S,6'S)-6,6'-(((2R,2'R)-(((1R,4R)-cyclohexane-1,4-diyl)bis(azanediyl))bis(2-hydroxypropane-3,1-diyl))bis(oxy))bis(3,5-diazido-2-(((2R,3R,5S,6R)-3-azido-6-(azidomethyl)-5-(benzyloxy)tetrahydro-2H-pyran-2-yl)oxy)cyclohexan-1-ol) | 915301-30-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1R,1'R,2R,2'R,3S,3'S,5R,5'R,6S,6'S)-6,6'-(((2R,2'R)-(((1R,4R)-cyclohexane-1,4-diyl)bis(azanediyl))bis(2-hydroxypropane-3,1-diyl))bis(oxy))bis(3,5-diazido-2-(((2R,3R,5S,6R)-3-azido-6-(azidomethyl)-5-(benzyloxy)tetrahydro-2H-pyran-2-yl)oxy)cyclohexan-1-ol)
• CAS: 915301-30-3
• 化学式: C₅₀H₇₀N₂₆O₁₂
• 分子量: 1227.27
• InChiKey: WIHFWQNYZOSDOJ-XUJPKBJRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.36
• 重原子数：
  88.0
• 可旋转键数：
  32.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.76
• 拓扑面积：
  568.9
• 氢给体数：
  6.0
• 氢受体数：
  22.0

反应信息

• 作为反应物：
  描述：

  (1R,1'R,2R,2'R,3S,3'S,5R,5'R,6S,6'S)-6,6'-(((2R,2'R)-(((1R,4R)-cyclohexane-1,4-diyl)bis(azanediyl))bis(2-hydroxypropane-3,1-diyl))bis(oxy))bis(3,5-diazido-2-(((2R,3R,5S,6R)-3-azido-6-(azidomethyl)-5-(benzyloxy)tetrahydro-2H-pyran-2-yl)oxy)cyclohexan-1-ol) 在 palladium dihydroxide 氢气 、 溶剂黄146 作用下， 生成
  参考文献：
  名称：

  Structure–activity relationships of bivalent aminoglycosides and evaluation of their microbiological activities

  摘要：

  A library of 4,5- and 4,6-linked bivalent aminoglycoside (AMG) antibiotics consisting of neamine and nebramine pharmacophores have been synthesized. We probed the effect of the linker on antibiotic activity with a series of selected synthetic analogues with varied length and substituents. A number of compounds demonstrated in vitro activity against several bacterial strains and showed activity against drug resistant strains of Pseudomonas aeruginosa. Among the compounds prepared, analogues 12a-d were novel 4,6-linked AMGs containing the nebramine pharmacophore. In addition the lead compound OPT-11 possessed an ED50 of <= 5 mg/kg in a Staphylococcus aureus ATCC 29213 mouse protection model. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.029
• 作为产物：
  描述：

  4',5-O-dibenzyl-perazidonebramine 在 sodium hydride 作用下， 以 乙醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 48.0h， 生成 (1R,1'R,2R,2'R,3S,3'S,5R,5'R,6S,6'S)-6,6'-(((2R,2'R)-(((1R,4R)-cyclohexane-1,4-diyl)bis(azanediyl))bis(2-hydroxypropane-3,1-diyl))bis(oxy))bis(3,5-diazido-2-(((2R,3R,5S,6R)-3-azido-6-(azidomethyl)-5-(benzyloxy)tetrahydro-2H-pyran-2-yl)oxy)cyclohexan-1-ol)
  参考文献：
  名称：

  Structure–activity relationships of bivalent aminoglycosides and evaluation of their microbiological activities

  摘要：

  A library of 4,5- and 4,6-linked bivalent aminoglycoside (AMG) antibiotics consisting of neamine and nebramine pharmacophores have been synthesized. We probed the effect of the linker on antibiotic activity with a series of selected synthetic analogues with varied length and substituents. A number of compounds demonstrated in vitro activity against several bacterial strains and showed activity against drug resistant strains of Pseudomonas aeruginosa. Among the compounds prepared, analogues 12a-d were novel 4,6-linked AMGs containing the nebramine pharmacophore. In addition the lead compound OPT-11 possessed an ED50 of <= 5 mg/kg in a Staphylococcus aureus ATCC 29213 mouse protection model. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.02.029