| 1401530-33-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• CAS: 1401530-33-3
• 化学式: C₅₁H₈₁N₃O₁₃
• 分子量: 944.216
• InChiKey: KUERBORJJZLVTF-VRVBLJPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.14
• 重原子数：
  67.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.73
• 拓扑面积：
  187.18
• 氢给体数：
  4.0
• 氢受体数：
  15.0

反应信息

• 作为反应物：
  描述：

  在 5% Pd/C 、 氢气 作用下， 反应 18.0h， 以68%的产率得到(2R,6R,7S,8R,10R,11R,12S,13S,14R)-7-amino-11-[(2S,3R,4S,6R)-4-(dimethylamino)-3-hydroxy-6-methyloxan-2-yl]oxy-10-hydroxy-13-[(2R,4R,5S,6S)-5-hydroxy-4-methoxy-4,6-dimethyloxan-2-yl]oxy-4,6,8,10,12,14-hexamethyl-2-(phenylmethoxymethyl)-1-oxa-4-azacyclopentadecan-15-one
  参考文献：
  名称：

  Synthesis and structure–activity relationship of a novel class of 15-membered macrolide antibiotics known as ‘11a-azalides’

  摘要：

  Macrolide antibiotics are widely prescribed for the treatment of respiratory tract infections; however, the increasing prevalence of macrolide-resistant pathogens is a public health concern. Therefore, the development of new macrolide scaffolds with activities against resistant pathogens is urgently needed. An efficient method for reconstructing the erythromycin A macrolactone skeleton has been established. Based on this methodology, novel 15-membered macrolides, known as '11a-azalides', with substituents at the C12, C13, or C4 '' positions were synthesized and their antibacterial activities were evaluated. These derivatives showed promising antibacterial activities against erythromycin-resistant Streptococcus pneumoniae. Among them, the C4 '' substituted derivatives had the most potent activity against erythromycin-resistant S. pneumoniae. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.08.007
• 作为产物：
  描述：

  在 2,4,6-三氯苯甲酰氯 、 氟化氢吡啶 、 三乙胺 作用下， 以 四氢呋喃 为溶剂， 反应 20.5h， 生成
  参考文献：
  名称：

  Synthesis and structure–activity relationship of a novel class of 15-membered macrolide antibiotics known as ‘11a-azalides’

  摘要：

  Macrolide antibiotics are widely prescribed for the treatment of respiratory tract infections; however, the increasing prevalence of macrolide-resistant pathogens is a public health concern. Therefore, the development of new macrolide scaffolds with activities against resistant pathogens is urgently needed. An efficient method for reconstructing the erythromycin A macrolactone skeleton has been established. Based on this methodology, novel 15-membered macrolides, known as '11a-azalides', with substituents at the C12, C13, or C4 '' positions were synthesized and their antibacterial activities were evaluated. These derivatives showed promising antibacterial activities against erythromycin-resistant Streptococcus pneumoniae. Among them, the C4 '' substituted derivatives had the most potent activity against erythromycin-resistant S. pneumoniae. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2012.08.007