N,N'-bis[(tert-butyloxy)carbonyl]-1-amino-3-(aminooxy)-2-propyl 2-(4,6-diamino-1,3,5-triazin-2-ylamino)acetate | 1243021-77-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: N,N'-bis[(tert-butyloxy)carbonyl]-1-amino-3-(aminooxy)-2-propyl 2-(4,6-diamino-1,3,5-triazin-2-ylamino)acetate
• CAS: 1243021-77-3
• 化学式: C₁₈H₃₂N₈O₇
• 分子量: 472.501
• InChiKey: HQAVCSQGUZTLCL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.34
• 重原子数：
  33.0
• 可旋转键数：
  9.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  214.93
• 氢给体数：
  5.0
• 氢受体数：
  13.0

反应信息

• 作为反应物：
  描述：

  N,N'-bis[(tert-butyloxy)carbonyl]-1-amino-3-(aminooxy)-2-propyl 2-(4,6-diamino-1,3,5-triazin-2-ylamino)acetate 在 盐酸 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 以100%的产率得到1-amino-3-(aminooxy)-2-propyl 2-(4,6-diamino-1,3,5-triazin-2-ylamino)acetate dihydrochloride
  参考文献：
  名称：

  Selective delivery of 2-hydroxy APA to Trypanosoma brucei using the melamine motif

  摘要：

  Trypanosoma brucei, the parasite that causes human African trypanosomiasis, is auxotrophic for purines and has specialist nucleoside transporters to import these metabolites. In particular, the P2 aminopurine transporter can also selectively accumulate melamine derivatives. In this Letter, we report the coupling of the melamine moiety to 2-hydroxy APA, a potent ornithine decarboxylase inhibitor, with the aim of selectively delivering this compound to the parasite. The best compound described here shows an increased in vitro trypanocidal activity compared with the parent. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.070
• 作为产物：
  描述：

  2-[(4,6-diamino-1,3,5-triazin-2-yl)amino]acetyl chloride 、 N,N'-bis<(tert-butyloxy)carbonyl>-1-amino-3-(aminooxy)-2-propanol 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 48.0h， 以22 mg的产率得到N,N'-bis[(tert-butyloxy)carbonyl]-1-amino-3-(aminooxy)-2-propyl 2-(4,6-diamino-1,3,5-triazin-2-ylamino)acetate
  参考文献：
  名称：

  Selective delivery of 2-hydroxy APA to Trypanosoma brucei using the melamine motif

  摘要：

  Trypanosoma brucei, the parasite that causes human African trypanosomiasis, is auxotrophic for purines and has specialist nucleoside transporters to import these metabolites. In particular, the P2 aminopurine transporter can also selectively accumulate melamine derivatives. In this Letter, we report the coupling of the melamine moiety to 2-hydroxy APA, a potent ornithine decarboxylase inhibitor, with the aim of selectively delivering this compound to the parasite. The best compound described here shows an increased in vitro trypanocidal activity compared with the parent. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.06.070