鸟嘌呤肟 | 7269-57-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 中文名称: 鸟嘌呤肟
• 英文名称: N6-hydroxy-9H-purine-2,6-diamine
• 英文别名: 2-Amino-N6-hydroxyadenine；N-(2-amino-7H-purin-6-yl)hydroxylamine
• CAS: 7269-57-0
• 化学式: C₅H₆N₆O
• mdl: MFCD01723951
• 分子量: 166.142
• InChiKey: UJUHACUYECLPGK-UHFFFAOYSA-N

物化性质

• 熔点：
  310 °C
• 沸点：
  670.0±47.0 °C(Predicted)
• 密度：
  2.25±0.1 g/cm3(Predicted)
• 物理描述：
  2-amino-n6-hydroxyadenine is a white powder. (NTP, 1992)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.7
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  113
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-氨基-6-氯嘌呤 在 羟胺 作用下， 以 乙醇 、 水 为溶剂， 反应 24.0h， 以78%的产率得到鸟嘌呤肟
  参考文献：
  名称：

  Anti-malarial activity of N6-modified purine analogues

  摘要：

  Plasmodium falciparum causes one of the deadliest forms of malaria and resistance to the currently available drugs makes it imperative to develop new, safe and potent drugs. Parasites such as P. falciparum are unable to synthesise purines de novo and to this end often have multiple purine uptake and salvage systems. With this in mind, we have designed and synthesised libraries of purine analogues as potential anti-malarial agents. Herein, we report three compounds with promising activity against the highly chloroquine-resistant VS1 P. falciparum namely: N-6-hydroxyadenine (1c), 2-amino-N-6-aminoadenosine (2b) and 2-amino-N-6-amino-N-6-methyladenosine (4b). (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.05.038

文献信息

• Anti-malarial activity of N6-modified purine analogues
  作者：Kathleen Too、Daniel M. Brown、Emily Bongard、Vanessa Yardley、Livia Vivas、David Loakes

  DOI：10.1016/j.bmc.2007.05.038

  日期：2007.8

  Plasmodium falciparum causes one of the deadliest forms of malaria and resistance to the currently available drugs makes it imperative to develop new, safe and potent drugs. Parasites such as P. falciparum are unable to synthesise purines de novo and to this end often have multiple purine uptake and salvage systems. With this in mind, we have designed and synthesised libraries of purine analogues as potential anti-malarial agents. Herein, we report three compounds with promising activity against the highly chloroquine-resistant VS1 P. falciparum namely: N-6-hydroxyadenine (1c), 2-amino-N-6-aminoadenosine (2b) and 2-amino-N-6-amino-N-6-methyladenosine (4b). (c) 2007 Elsevier Ltd. All rights reserved.