1,5-dideoxy-1,5-[{[2-(trimethylsilyl)phenyl]methyl}imino]-D-glucitol

• 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: 1,5-dideoxy-1,5-[{[2-(trimethylsilyl)phenyl]methyl}imino]-D-glucitol
• 英文别名: (2R,3R,4R,5S)-2-Hydroxymethyl-1-(2-trimethylsilanyl-benzyl)-piperidine-3,4,5-triol；(2R,3R,4R,5S)-2-(hydroxymethyl)-1-[(2-trimethylsilylphenyl)methyl]piperidine-3,4,5-triol
• 化学式: C₁₆H₂₇NO₄Si
• 分子量: 325.48
• InChiKey: VGIFLHFJUSALIL-OCVGTWLNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.51
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  84.2
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  三甲基-(2-甲基苯基)硅烷 在 N-溴代丁二酰亚胺(NBS) 、 N,N-二异丙基乙胺 作用下， 以 四氯化碳 、 N,N-二甲基甲酰胺 为溶剂， 生成 1,5-dideoxy-1,5-[{[2-(trimethylsilyl)phenyl]methyl}imino]-D-glucitol
  参考文献：
  名称：

  New deoxynojirimycin derivatives as potent inhibitors of intestinal α-glucohydrolases

  摘要：

  New N-alkyl, alkenyl and benzyl substituted DNJ derivatives incorporating a silicon atom in the substituent were synthesised. Kinetic parameters (K-i, t(1/2)) for inhibition of rat intestinal alpha-glucohydrolases as well as human lysosomal alpha-glucosidases were measured. New DNJ derivatives are potent and selective inhibitors of intestinal alpha-glucohydrolases. (C) 1997, Elsevier Science Ltd.

  DOI：

  10.1016/s0960-894x(97)00012-7

文献信息

• N-derivatives of 1-deoxy nojirimycin
  申请人：Merrell Pharmaceuticals Inc.

  公开号：US05536732A1

  公开（公告）日：1996-07-16

  This invention relates to novel N-derivatives of 1-deoxy nojirimycin, to the method for their preparation and to their use in the treatment of diabetes and the use against retro-viruses, particularly in the treatment of acquired immuno-deficiency syndrome (AIDS).

  这项发明涉及新颖的1-去氧诺吉霉素N-衍生物，以及它们的制备方法和在糖尿病治疗中的应用，以及在对抗逆转录病毒方面的应用，特别是在治疗获得性免疫缺陷综合症（AIDS）方面的应用。
• New deoxynojirimycin derivatives as potent inhibitors of intestinal α-glucohydrolases
  作者：Brigitte Lesur、Jean-Bernard Ducep、Marie-Noelle Lalloz、Anne Ehrhard、Charles Danzin

  DOI：10.1016/s0960-894x(97)00012-7

  日期：1997.2

  New N-alkyl, alkenyl and benzyl substituted DNJ derivatives incorporating a silicon atom in the substituent were synthesised. Kinetic parameters (K-i, t(1/2)) for inhibition of rat intestinal alpha-glucohydrolases as well as human lysosomal alpha-glucosidases were measured. New DNJ derivatives are potent and selective inhibitors of intestinal alpha-glucohydrolases. (C) 1997, Elsevier Science Ltd.