(S)-N-[[3-[3-fluoro-4-[4-[5-(1-methyl-5-nitro-1H-imidazole-2-yl)-1,3,4-thiadiazol-2-yl]-1-piperazinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide | 1265304-69-5

• 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: (S)-N-[[3-[3-fluoro-4-[4-[5-(1-methyl-5-nitro-1H-imidazole-2-yl)-1,3,4-thiadiazol-2-yl]-1-piperazinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide
• 英文别名: N-[[(5S)-3-[3-fluoro-4-[4-[5-(1-methyl-5-nitroimidazol-2-yl)-1,3,4-thiadiazol-2-yl]piperazin-1-yl]phenyl]-2-oxo-1,3-oxazolidin-5-yl]methyl]acetamide
• CAS: 1265304-69-5
• 化学式: C₂₂H₂₄FN₉O₅S
• 分子量: 545.554
• InChiKey: YSAHGILSATXGGI-HNNXBMFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  38
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.41
• 拓扑面积：
  183
• 氢给体数：
  1
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  2-chloro-5-(1-methyl-4-nitro-1H-2-imidazolyl)-1,3,4-thiadiazole 、 (S)-N-((3-(3-氟-4-(哌嗪-1-基)苯基)-2-氧代噁唑啉-5-基)甲基)乙酰胺 在 三乙胺 作用下， 以 乙醇 为溶剂， 反应 3.0h， 以80%的产率得到(S)-N-[[3-[3-fluoro-4-[4-[5-(1-methyl-5-nitro-1H-imidazole-2-yl)-1,3,4-thiadiazol-2-yl]-1-piperazinyl]phenyl]-2-oxo-5-oxazolidinyl]methyl]acetamide
  参考文献：
  名称：

  Discovery of a novel nitroimidazolyl–oxazolidinone hybrid with potent anti Gram-positive activity: Synthesis and antibacterial evaluation

  摘要：

  A number of linezolid analogues containing a nitroaryl-1,3,4-thiadiazole moiety, were prepared and evaluated as antibacterial agents against a panel of Gram-positive and Gram-negative bacteria. Among synthesized compounds, nitrofuran analogue 1b exhibited more potent inhibitory activity, with respect to other synthesized compounds and reference drug linezolid. The target compounds were also assessed for their cytotoxic activity against normal mouse fibroblast (NIH/3T3) cells using MTT assay. The results indicated that compound 1c exhibit potent antibacterial activity against Gram-positive bacteria at non-cytotoxic concentrations. (C) 2010 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2010.10.015

文献信息

• Discovery of a novel nitroimidazolyl–oxazolidinone hybrid with potent anti Gram-positive activity: Synthesis and antibacterial evaluation
  作者：Ali Khalaj、Maryam Nakhjiri、Amir Soheil Negahbani、Marjaneh Samadizadeh、Loghman Firoozpour、Saeed Rajabalian、Nasrin Samadi、Mohammad Ali Faramarzi、Neda Adibpour、Abbas Shafiee、Alireza Foroumadi

  DOI：10.1016/j.ejmech.2010.10.015

  日期：2011.1

  A number of linezolid analogues containing a nitroaryl-1,3,4-thiadiazole moiety, were prepared and evaluated as antibacterial agents against a panel of Gram-positive and Gram-negative bacteria. Among synthesized compounds, nitrofuran analogue 1b exhibited more potent inhibitory activity, with respect to other synthesized compounds and reference drug linezolid. The target compounds were also assessed for their cytotoxic activity against normal mouse fibroblast (NIH/3T3) cells using MTT assay. The results indicated that compound 1c exhibit potent antibacterial activity against Gram-positive bacteria at non-cytotoxic concentrations. (C) 2010 Elsevier Masson SAS. All rights reserved.