1-(3-methyl-2-oxopentanoyl)piperidine-2-carboxylic acid | 1260218-30-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-(3-methyl-2-oxopentanoyl)piperidine-2-carboxylic acid
• CAS: 1260218-30-1
• 化学式: C₁₂H₁₉NO₄
• 分子量: 241.287
• InChiKey: GRALRXSTIMYROD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  74.7
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  3-(3,4,5-三甲氧基苯基)-1-丙醇 、 1-(3-methyl-2-oxopentanoyl)piperidine-2-carboxylic acid 在 4-二甲氨基吡啶 、 对甲苯磺酸 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 72.0h， 以30%的产率得到3-(3,4,5-trimethoxyphenyl)propyl 1-(3-methyl-2-oxopentanoyl)piperidine-2-carboxylate
  参考文献：
  名称：

  Pipecolic Acid Derivatives As Small-Molecule Inhibitors of the Legionella MIP Protein

  摘要：

  The macrophage infectivity potentiator (MIP) protein is a major virulence factor of Legionella pneumophila, the causative agent of Legionnaires' disease MIP belongs to the FK506-binding proteins (FKBP) and is necessary for optimal intracellular survival and lung tissue dissemination of L pneumophila We aimed to identify new small-molecule inhibitors of MIP by starting from known FKBP12 ligands Computational analysis, synthesis, and biological testing of pipecolic acid derivatives revealed a promising scaffold for new MIP inhibitors

  DOI：

  10.1021/jm101156y
• 作为产物：
  描述：

  2-哌啶甲酸乙酯盐酸盐 在 三乙胺 、 lithium hydroxide 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 生成 1-(3-methyl-2-oxopentanoyl)piperidine-2-carboxylic acid
  参考文献：
  名称：

  Pipecolic Acid Derivatives As Small-Molecule Inhibitors of the Legionella MIP Protein

  摘要：

  The macrophage infectivity potentiator (MIP) protein is a major virulence factor of Legionella pneumophila, the causative agent of Legionnaires' disease MIP belongs to the FK506-binding proteins (FKBP) and is necessary for optimal intracellular survival and lung tissue dissemination of L pneumophila We aimed to identify new small-molecule inhibitors of MIP by starting from known FKBP12 ligands Computational analysis, synthesis, and biological testing of pipecolic acid derivatives revealed a promising scaffold for new MIP inhibitors

  DOI：

  10.1021/jm101156y

文献信息

• Pipecolic Acid Derivatives As Small-Molecule Inhibitors of the <i>Legionella</i> MIP Protein
  作者：Christina Juli、Martin Sippel、Jens Jäger、Alexandra Thiele、Matthias Weiwad、Kristian Schweimer、Paul Rösch、Michael Steinert、Christoph A. Sotriffer、Ulrike Holzgrabe

  DOI：10.1021/jm101156y

  日期：2011.1.13

  The macrophage infectivity potentiator (MIP) protein is a major virulence factor of Legionella pneumophila, the causative agent of Legionnaires' disease MIP belongs to the FK506-binding proteins (FKBP) and is necessary for optimal intracellular survival and lung tissue dissemination of L pneumophila We aimed to identify new small-molecule inhibitors of MIP by starting from known FKBP12 ligands Computational analysis, synthesis, and biological testing of pipecolic acid derivatives revealed a promising scaffold for new MIP inhibitors