(5R)-3-[3-fluoro-4-(4-undecanoylpiperazin-1-yl)phenyl]-5-(triazol-1-ylmethyl)-1,3-oxazolidin-2-one | 1040238-11-6

• 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: (5R)-3-[3-fluoro-4-(4-undecanoylpiperazin-1-yl)phenyl]-5-(triazol-1-ylmethyl)-1,3-oxazolidin-2-one
• CAS: 1040238-11-6
• 化学式: C₂₇H₃₉FN₆O₃
• 分子量: 514.643
• InChiKey: HTLLIACJEBYPRK-QHCPKHFHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  37
• 可旋转键数：
  13
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.63
• 拓扑面积：
  83.8
• 氢给体数：
  0
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  5-((1H-1,2,3-triazol-1-yl)methyl)-3-(3-fluoro-4-(piperazinium-1-yl)phenyl)oxazolidin-2-one trifluoroacetic acid salt 、 十一烷酰氯 在 三乙胺 作用下， 以 乙腈 为溶剂， 以50%的产率得到(5R)-3-[3-fluoro-4-(4-undecanoylpiperazin-1-yl)phenyl]-5-(triazol-1-ylmethyl)-1,3-oxazolidin-2-one
  参考文献：
  名称：

  Synthesis and structure–antibacterial activity of triazolyl oxazolidinones containing long chain acyl moiety

  摘要：

  A series of new piperazinyl 5-triazolyimethyl oxazolidinones containing long chain acyl group at the piperazine N-4-position were synthesized and evaluated against a panel of standard and clinical isolates of Gram-positive and Gram-negative bacteria. Derivatives having long chain acyl groups with nine or more number of carbon atoms showed significant decrease in antibacterial activity. Antibacterial activity correlated positively with heat of formation of the compounds, but correlated negatively with Clog P values, surface area, ovality and molecular volume. However, no significant correlation was observed between activity and E-LUMO, E-HOMO and dipole, respectively. (C) 2007 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2007.07.006

文献信息

• Synthesis and structure–antibacterial activity of triazolyl oxazolidinones containing long chain acyl moiety
  作者：Oludotun A. Phillips、Edet E. Udo、Santhosh M. Samuel

  DOI：10.1016/j.ejmech.2007.07.006

  日期：2008.5

  A series of new piperazinyl 5-triazolyimethyl oxazolidinones containing long chain acyl group at the piperazine N-4-position were synthesized and evaluated against a panel of standard and clinical isolates of Gram-positive and Gram-negative bacteria. Derivatives having long chain acyl groups with nine or more number of carbon atoms showed significant decrease in antibacterial activity. Antibacterial activity correlated positively with heat of formation of the compounds, but correlated negatively with Clog P values, surface area, ovality and molecular volume. However, no significant correlation was observed between activity and E-LUMO, E-HOMO and dipole, respectively. (C) 2007 Elsevier Masson SAS. All rights reserved.