2-(4-carbobenzyloxypiperazin-1-yl)-5-(carbobenzyloxyamino)pyridine | 849145-80-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 2-(4-carbobenzyloxypiperazin-1-yl)-5-(carbobenzyloxyamino)pyridine
• 英文别名: Benzyl 4-[5-(phenylmethoxycarbonylamino)pyridin-2-yl]piperazine-1-carboxylate
• CAS: 849145-80-8
• 化学式: C₂₅H₂₆N₄O₄
• 分子量: 446.506
• InChiKey: DVUAYXZXUCITJL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  33
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  84
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  2-(4-carbobenzyloxypiperazin-1-yl)-5-(carbobenzyloxyamino)pyridine 在 palladium on activated charcoal 正丁基锂 、 sodium azide 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 46.5h， 生成 N-((S)-3-{6-[4-(4-Nitro-benzenesulfonyl)-piperazin-1-yl]-pyridin-3-yl}-2-oxo-oxazolidin-5-ylmethyl)-acetamide
  参考文献：
  名称：

  Syntheses and antibacterial activity of a series of 3-(pyridine-3-yl)-2-oxazolidinone

  摘要：

  The syntheses of substituted piperazinyl pyridyl oxazolidinones 8-16 are described. Their in vitro activities against Gram-positive organisms such as Staphylococcus aureus, Staphylococcus epidermidis, Streptococcus and enterococcus were evaluated by minimum inhibitory concentration (MIC) determination. Compound 8 and 10 were found to be superior to linezolid. (C) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.10.012
• 作为产物：
  描述：

  2-氯-5-硝基吡啶 在 palladium on activated charcoal 氢气 、 sodium carbonate 作用下， 以 四氢呋喃 、 水 、 丙酮 、 乙腈 为溶剂， 20.0 ℃ 、101.33 kPa 条件下， 反应 2.5h， 生成 2-(4-carbobenzyloxypiperazin-1-yl)-5-(carbobenzyloxyamino)pyridine
  参考文献：
  名称：

  Syntheses and antibacterial activity of a series of 3-(pyridine-3-yl)-2-oxazolidinone

  摘要：

  The syntheses of substituted piperazinyl pyridyl oxazolidinones 8-16 are described. Their in vitro activities against Gram-positive organisms such as Staphylococcus aureus, Staphylococcus epidermidis, Streptococcus and enterococcus were evaluated by minimum inhibitory concentration (MIC) determination. Compound 8 and 10 were found to be superior to linezolid. (C) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2004.10.012

文献信息

• Synthesis and Antibacterial Activities of Eperezolid Analogs with Glycinyl Substitutions
  作者：Xiao-Jun Wang、Ning Wu、Guang-Jian Du、Shuang-Qi Zhao、Ming Yan、Lian-Quan Gu

  DOI：10.1002/ardp.200800233

  日期：2009.7

  A series of eperezolid analogs with glycinyl substitutions were prepared and their antibacterial activities were studied against a panel of susceptible and resistant Gram‐positive bacteria. The compounds with N‐arylacyl or N‐heteroarylacyl glycinyl structural units showed good antibacterial activities. The compounds 11b, 11c, and 11e were twofold more active than linezolid against Staphylococcus epidermidis

  制备了一系列具有甘氨酰基取代的 eperezolid 类似物，并研究了它们对一组敏感和耐药革兰氏阳性细菌的抗菌活性。具有N-芳酰基或N-杂芳酰基甘氨酰基结构单元的化合物表现出良好的抗菌活性。化合物 11b、11c 和 11e 对表皮葡萄球菌和粪肠球菌的活性是利奈唑胺的两倍。还制备了几种吡啶类似物，发现对大多数测试的革兰氏阳性细菌的抗菌活性较差，但是，其中一种化合物 12e 对粪肠球菌表现出非常高的活性。