6-O-[2-hydroxy-3-(4-nitroimidazolyl)propyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose | 1333220-25-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氧吡喃
• 英文名称: 6-O-[2-hydroxy-3-(4-nitroimidazolyl)propyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
• 英文别名: 1-(4-nitroimidazol-1-yl)-3-[[(1S,2R,6R,8R,9S)-4,4,11,11-tetramethyl-3,5,7,10,12-pentaoxatricyclo[7.3.0.02,6]dodecan-8-yl]methoxy]propan-2-ol
• CAS: 1333220-25-9
• 化学式: C₁₈H₂₇N₃O₉
• 分子量: 429.427
• InChiKey: VMCXZWBDSRBMNV-QYFUDALGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.2
• 重原子数：
  30
• 可旋转键数：
  6
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  139
• 氢给体数：
  1
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  6-O-[2-hydroxy-3-(4-nitroimidazolyl)propyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose 、 棕榈酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 8.0h， 以82%的产率得到1,2:3,4-di-O-isopropylidene-6-O-[3-(4-nitroimidazolyl)-2-palmitoyloxypropyl]-α-D-galactopyranose
  参考文献：
  名称：

  Synthesis and screening of galactose-linked nitroimidazoles and triazoles against Mycobacterium tuberculosis

  摘要：

  A series of galactose-linked nitroimidazoles/triazoles were synthesised and screened against Mycobacterium tuberculosis H(37)Rv. Preliminary results were promising with MIC values in the range 1.56-12.5 mu g/mL. Most importantly they are active under aerobic condition under which metronidazole is inactive. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.05.045
• 作为产物：
  描述：

  双丙酮半乳糖 在 sodium hydride 作用下， 以 N,N-二甲基甲酰胺 、 mineral oil 为溶剂， 反应 0.25h， 生成 6-O-[2-hydroxy-3-(4-nitroimidazolyl)propyl]-1,2:3,4-di-O-isopropylidene-α-D-galactopyranose
  参考文献：
  名称：

  Synthesis and screening of galactose-linked nitroimidazoles and triazoles against Mycobacterium tuberculosis

  摘要：

  A series of galactose-linked nitroimidazoles/triazoles were synthesised and screened against Mycobacterium tuberculosis H(37)Rv. Preliminary results were promising with MIC values in the range 1.56-12.5 mu g/mL. Most importantly they are active under aerobic condition under which metronidazole is inactive. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.05.045