N-galactosylamino-N'-phenylpiperazine | 918802-82-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: N-galactosylamino-N'-phenylpiperazine
• CAS: 918802-82-1
• 化学式: C₂₂H₃₄N₂O₁₁
• 分子量: 502.519
• InChiKey: ABQCQXNBWXWASD-QBCBQYGVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.4
• 重原子数：
  35.0
• 可旋转键数：
  9.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  203.85
• 氢给体数：
  8.0
• 氢受体数：
  12.0

反应信息

• 作为反应物：
  描述：

  N-galactosylamino-N'-phenylpiperazine 、 N,N-二甲基甲酰胺 在 三氯氧磷 作用下， 以75%的产率得到4-{4-[(2R,3R,4R,5R)-2,3,5,6-Tetrahydroxy-4-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-hexanoyl]-piperazin-1-yl}-benzaldehyde
  参考文献：
  名称：

  Synthesis of lactosylated piperazinyl porphyrins and their hepatocyte-selective targeting

  摘要：

  The aim of this work was the synthesis of a new family of lactosylated piperazinly porphyrins in which the galactoside piperazine moieties are linked to the tetra- and monophenyl ring by an amide bond. Two compounds were designed, synthesized, and characterized by H-1-nuclear magnetic resonance (H-1-NMR), ultraviolet (UV)-visible, and matrix-assisted laser desorption/ionization (MALDI) mass spectra. The biological activity on cancer cells and the pharmacokinetics have also been evaluated, showing a very high liver-to-skin ratio and short retention time in tissues. It is suggested that such novel lactosylated piperazinyl porphyrins, as potential hepatocyte-selective targeting drugs, thus show promising activity in photodynamic therapy.

  DOI：

  10.1007/s00044-007-9007-x
• 作为产物：
  描述：

  N-苯基哌嗪 、 乳糖酸 在 四甲基乙二胺 、 N,N'-二环己基碳二亚胺 作用下， 生成 N-galactosylamino-N'-phenylpiperazine
  参考文献：
  名称：

  Study on synthesis and biological activity of a galactosylated piperazinyl porphyrin

  摘要：

  In order to obtain an carcinoma-selective drug, the synthesis and characterization of. 5,10,15,20-tetra[4-(4'-galactosylpiperazinyl)phenyl]porphyrin (TGPP) is reported. The biological activity on cancer cells and the pharmacokinetics are also reported as preliminary results showing a very high liver to skin ratio and short retention time in tissues, and thus promising activity in photodynamic therapy. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2006.09.020