3-hydroxy-1-glycolylpiperidine | 929874-83-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 哌啶类
• 英文名称: 3-hydroxy-1-glycolylpiperidine
• 英文别名: 2-Hydroxy-1-(3-hydroxy-1-piperidyl)ethanone；2-hydroxy-1-(3-hydroxypiperidin-1-yl)ethanone
• CAS: 929874-83-9
• 化学式: C₇H₁₃NO₃
• 分子量: 159.185
• InChiKey: VAAOTOCUFUAGJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.1
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  60.8
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-羟基哌啶 、 2,2-二甲基-1,3-二氧戊环-4-酮 以 二氯甲烷 为溶剂， 以10%的产率得到3-hydroxy-1-glycolylpiperidine
  参考文献：
  名称：

  Synthesis and evaluation of in vitro anti-tuberculosis activity of N-substituted glycolamides

  摘要：

  On the basis of the structural similarity of N-substituted glycolamides with N-glycolyl muramic acid residues of the cell wall of Mycobacterium tuberculosis, a series of these compounds were designed and synthesized by the reaction of glycolic acid acetonide 1 (2,2-dimethyl-5-oxo-1,3-dioxolane) with the proper amines. The minimum inhibitory concentration (MIC) was determined against M. tuberculosis H(37)Rv in BACTEC 12B medium, using the Microplate Alamar Blue Assay (MABA). Among the synthesized compounds, all those with disubstituted amide structure accompanied by one or two heteroatom(s) with loan pair(s) of electrons atom(s) P to the amide nitrogen demonstrated moderate anti-tuberculosis activity and all the monosubstituted amides showed no activity at all. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.02.022

文献信息

• Synthesis and evaluation of in vitro anti-tuberculosis activity of N-substituted glycolamides
  作者：Fereidoon Daryaee、Farzad Kobarfard、Ali Khalaj、Parisa Farnia

  DOI：10.1016/j.ejmech.2008.02.022

  日期：2009.1

  On the basis of the structural similarity of N-substituted glycolamides with N-glycolyl muramic acid residues of the cell wall of Mycobacterium tuberculosis, a series of these compounds were designed and synthesized by the reaction of glycolic acid acetonide 1 (2,2-dimethyl-5-oxo-1,3-dioxolane) with the proper amines. The minimum inhibitory concentration (MIC) was determined against M. tuberculosis H(37)Rv in BACTEC 12B medium, using the Microplate Alamar Blue Assay (MABA). Among the synthesized compounds, all those with disubstituted amide structure accompanied by one or two heteroatom(s) with loan pair(s) of electrons atom(s) P to the amide nitrogen demonstrated moderate anti-tuberculosis activity and all the monosubstituted amides showed no activity at all. (C) 2008 Elsevier Masson SAS. All rights reserved.