(3S,5S)-1-decylpiperidine-3,4,5-triol | 1233965-57-5

• 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: (3S,5S)-1-decylpiperidine-3,4,5-triol
• 英文别名: N-decyl 5-de(hydroxymethyl)-1-deoxygalactonojirimycin
• CAS: 1233965-57-5
• 化学式: C₁₅H₃₁NO₃
• 分子量: 273.416
• InChiKey: UOKYCUJJSJTRMC-KBPBESRZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  63.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  (((1R,2R,3S,4S)-4-ethyl-6-methylenecyclohexane-1,2,3-triyl)tris(ethane-2,1-diyl))tribenzene 在 硼烷四氢呋喃络合物 、 palladium 10% on activated carbon 、 氢气 、 sodium cyanoborohydride 、 zinc(II) chloride 作用下， 以 四氢呋喃 、 甲醇 、 水 、 溶剂黄146 为溶剂， 反应 28.3h， 生成 (3S,5S)-1-decylpiperidine-3,4,5-triol
  参考文献：
  名称：

  Synthetic N-Alkylated Iminosugars as New Potential Immunosuppressive Agents

  摘要：

  The new emerging immunosuppressive effects displayed by iminosugars have not been much investigated so far. Several new N-alkyl dideoxy iminoalditols were designed and synthesized to explore their immunosuppressive effects. These iminosugars inhibited the proliferation of mouse splenocytes and the secretion of both IFN-gamma and IL-4, which are the hallmark cytokines of Th1 and Th2 cells, respectively. Some compounds exerted good inhibitory effects. More importantly, the synthetic iminosugars prolonged the allograft survival in the mouse skin transplantation experiment. Our results provide a lead for further elucidation of the structure-activity relationships and modifications of iminosugars for better immunosuppressive agents.

  DOI：

  10.1021/ml2000998

文献信息

• Synthetic N-Alkylated Iminosugars as New Potential Immunosuppressive Agents
  作者：Guan-Nan Wang、Yulan Xiong、Jia Ye、Li-He Zhang、Xin-Shan Ye

  DOI：10.1021/ml2000998

  日期：2011.9.8

  The new emerging immunosuppressive effects displayed by iminosugars have not been much investigated so far. Several new N-alkyl dideoxy iminoalditols were designed and synthesized to explore their immunosuppressive effects. These iminosugars inhibited the proliferation of mouse splenocytes and the secretion of both IFN-gamma and IL-4, which are the hallmark cytokines of Th1 and Th2 cells, respectively. Some compounds exerted good inhibitory effects. More importantly, the synthetic iminosugars prolonged the allograft survival in the mouse skin transplantation experiment. Our results provide a lead for further elucidation of the structure-activity relationships and modifications of iminosugars for better immunosuppressive agents.