(5-methyl[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)naphthalen-1-ylamine | 330850-47-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (5-methyl[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)naphthalen-1-ylamine
• 英文别名: 5-methyl-N-(1-naphthyl)-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine；5-methyl-N-naphthalen-1-yl-[1,2,4]triazolo[1,5-a]pyrimidin-7-amine
• CAS: 330850-47-0
• 化学式: C₁₆H₁₃N₅
• 分子量: 275.313
• InChiKey: FPZGGKKCYQNLAV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  21
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  55.1
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  7-氯-5-甲基-1,2,4-三唑并[1,5-Alpha]嘧啶 、 1-萘胺 以 乙醇 为溶剂， 生成 (5-methyl[1,2,4]triazolo[1,5-a]pyrimidin-7-yl)naphthalen-1-ylamine
  参考文献：
  名称：

  Triazolopyrimidine-Based Dihydroorotate Dehydrogenase Inhibitors with Potent and Selective Activity against the Malaria Parasite Plasmodium falciparum

  摘要：

  A Plasmodium falciparum dihydroorotate dehydrogenase (PfDHODH) inhibitor that is potent (K(I) = 15 nM) and species-selective (>5000-fold over the human enzyme) was identified by high-throughput screening. The substituted triazolopyrimidine and its structural analogues were produced by an inexpensive three-step synthesis, and the series showed good association between PfDHODH inhibition and parasite toxicity. This study has identified the first nanomolar PfDHODH inhibitor with potent antimalarial activity in whole cells (EC(50) = 79 nM).

  DOI：

  10.1021/jm8001026

文献信息

• Triazolopyrimidine-Based Dihydroorotate Dehydrogenase Inhibitors with Potent and Selective Activity against the Malaria Parasite <i>Plasmodium falciparum</i>
  作者：Margaret A. Phillips、Ramesh Gujjar、Nicholas A. Malmquist、John White、Farah El Mazouni、Jeffrey Baldwin、Pradipsinh K. Rathod

  DOI：10.1021/jm8001026

  日期：2008.6.1

  A Plasmodium falciparum dihydroorotate dehydrogenase (PfDHODH) inhibitor that is potent (K(I) = 15 nM) and species-selective (>5000-fold over the human enzyme) was identified by high-throughput screening. The substituted triazolopyrimidine and its structural analogues were produced by an inexpensive three-step synthesis, and the series showed good association between PfDHODH inhibition and parasite toxicity. This study has identified the first nanomolar PfDHODH inhibitor with potent antimalarial activity in whole cells (EC(50) = 79 nM).