tert-butyl 4-((3-(4,6-diamino-1,3,5-triazin-2-ylamino)propoxy)carbonyl)-4-amino-5,5-difluoropentylcarbamate | 1158040-58-4

• 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: tert-butyl 4-((3-(4,6-diamino-1,3,5-triazin-2-ylamino)propoxy)carbonyl)-4-amino-5,5-difluoropentylcarbamate
• 英文别名: 3-[(4,6-Diamino-1,3,5-triazin-2-yl)amino]propyl 2-amino-2-(difluoromethyl)-5-[(2-methylpropan-2-yl)oxycarbonylamino]pentanoate
• CAS: 1158040-58-4
• 化学式: C₁₇H₃₀F₂N₈O₄
• 分子量: 448.473
• InChiKey: YWCCRQWUQUXUFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  31
• 可旋转键数：
  14
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  193
• 氢给体数：
  5
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  tert-butyl 4-((3-(4,6-diamino-1,3,5-triazin-2-ylamino)propoxy)carbonyl)-4-amino-5,5-difluoropentylcarbamate 在 盐酸 作用下， 以 水 、 乙酸乙酯 为溶剂， 反应 2.0h， 以60%的产率得到3-(4,6-diamino-1,3,5-triazin-2-ylamino)propyl 2,5-diamino-2-(difluoromethyl)pentanoate hydrochloride
  参考文献：
  名称：

  Targeted delivery of compounds to Trypanosoma brucei using the melamine motif

  摘要：

  There is an urgent need for the development of new drugs for the treatment of human African trypanosomiasis. The causative organism, Trypanosoma brucei, has been shown to have some unusual plasma membrane transporters, in particular the P2 aminopurine transporter and related permeases, which have been used for the selective targeting of trypanocidal compounds to the organism. In this paper, we report the addition of melamine-based P2-targeting motifs to three different classes of compound in order to try and improve activity through increased selective uptake. The classes reported here are fluoroquinolones, difluoromethylornithine and artesunate derivatives. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.01.058
• 作为产物：
  描述：

  3-(4,6-diamino-1,3,5-triazin-2-ylamino)propan-1-ol 、 2-amino-5-((tert-butoxycarbonyl)amino)-2-(difluoromethyl)pentanoic acid 在 N,N-二异丙基乙胺 、 Methanaminium,N-[(dimethylamino)(3H-1,2,3-triazolo[4,5-b]pyridin-3-yloxy)methylene]-N-methyl-, hexafluorophosphate(1-) 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 49.0h， 以30%的产率得到tert-butyl 4-((3-(4,6-diamino-1,3,5-triazin-2-ylamino)propoxy)carbonyl)-4-amino-5,5-difluoropentylcarbamate
  参考文献：
  名称：

  Targeted delivery of compounds to Trypanosoma brucei using the melamine motif

  摘要：

  There is an urgent need for the development of new drugs for the treatment of human African trypanosomiasis. The causative organism, Trypanosoma brucei, has been shown to have some unusual plasma membrane transporters, in particular the P2 aminopurine transporter and related permeases, which have been used for the selective targeting of trypanocidal compounds to the organism. In this paper, we report the addition of melamine-based P2-targeting motifs to three different classes of compound in order to try and improve activity through increased selective uptake. The classes reported here are fluoroquinolones, difluoromethylornithine and artesunate derivatives. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2009.01.058