6-O-[N-(3,4-dibenzyloxyphenylethyl)-succinamyl]-α,β-D-glucopyranose

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 糖脂
• 英文名称: 6-O-[N-(3,4-dibenzyloxyphenylethyl)-succinamyl]-α,β-D-glucopyranose
• 英文别名: [(2R,3S,4S,5R)-3,4,5,6-tetrahydroxyoxan-2-yl]methyl 4-[2-(3,4-dihydroxyphenyl)ethylamino]-4-oxobutanoate
• 化学式: C₁₈H₂₅NO₁₀
• 分子量: 415.397
• InChiKey: MUKGDFRXFWTDJT-OFSFNKJUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  29
• 可旋转键数：
  9
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  186
• 氢给体数：
  7
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  苄基 alpha-D-吡喃葡萄糖苷 在 palladium on activated charcoal 1,6-己二胺 、 4-二甲氨基吡啶 、 氢气 、 N,N'-二环己基碳二亚胺 、 三氟乙酸 作用下， 以 吡啶 、 甲醇 、 硝基甲烷 、 二氯甲烷 、 溶剂黄146 、 丙酮 为溶剂， 反应 7.0h， 生成 6-O-[N-(3,4-dibenzyloxyphenylethyl)-succinamyl]-α,β-D-glucopyranose
  参考文献：
  名称：

  Synthesis and biological studies of glycosyl dopamine derivatives as potential antiparkinsonian agents

  摘要：

  A new approach to deliver dopamine into the central nervous system, based on the use of D-glucose as transportable agent, has been studied. Glycosyl dopamine derivatives bearing the sugar moiety linked to either the amino group or the catechol ring of dopamine through amide, eater or glycosidic bonds were synthesised as potential antiparkinsonian agents. Studies on the binding to dopamine D-2 receptor, in vitro stability, and locomotive effect in mice of the synthetic glycoconjugates are reported. (C) 2000 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0008-6215(00)00073-2

文献信息

• Synthesis and biological studies of glycosyl dopamine derivatives as potential antiparkinsonian agents
  作者：Caridad Fernández、Ofelia Nieto、Emilia Rivas、Gisela Montenegro、José A. Fontenla、Alfonso Fernández-Mayoralas

  DOI：10.1016/s0008-6215(00)00073-2

  日期：2000.8

  A new approach to deliver dopamine into the central nervous system, based on the use of D-glucose as transportable agent, has been studied. Glycosyl dopamine derivatives bearing the sugar moiety linked to either the amino group or the catechol ring of dopamine through amide, eater or glycosidic bonds were synthesised as potential antiparkinsonian agents. Studies on the binding to dopamine D-2 receptor, in vitro stability, and locomotive effect in mice of the synthetic glycoconjugates are reported. (C) 2000 Elsevier Science Ltd. All rights reserved.