2-(((adamantan-1-ylmethyl)amino)methyl)-6-methylpyridin-3-ol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 2-(((adamantan-1-ylmethyl)amino)methyl)-6-methylpyridin-3-ol
• 英文别名: 2-[(1-Adamantylmethylamino)methyl]-6-methyl-pyridin-3-ol；2-[(1-adamantylmethylamino)methyl]-6-methylpyridin-3-ol
• 化学式: C₁₈H₂₆N₂O
• 分子量: 286.417
• InChiKey: BDYLAZAFKOJENQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  45.2
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-羟基-6-甲基吡啶-2-羧醛 、 1-金刚烷甲胺 在 溶剂黄146 、 sodium tetrahydroborate 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以60%的产率得到2-(((adamantan-1-ylmethyl)amino)methyl)-6-methylpyridin-3-ol
  参考文献：
  名称：

  Synthesis and biological evaluation of adamantane-based aminophenols as a novel class of antiplasmodial agents

  摘要：

  A series of adamantane based aminophenol derivatives were synthesized and evaluated for their antiplasmodial activity in vitro against Plasmodium falciparum (Pf_NF54) and resistant strain (Pf_K1). Herein, we report compounds resulting from this work that show excellent potency against both strains. Additionally, this series displayed excellent cytotoxicity selectivity index against THP1 cell line and had acceptable in vitro DMPK properties. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.12.037

文献信息

• Synthesis and biological evaluation of adamantane-based aminophenols as a novel class of antiplasmodial agents
  作者：Murugan Chinnapattu、Kulathu Iyer Sathiyanarayanan、Pravin S. Iyer

  DOI：10.1016/j.bmcl.2014.12.037

  日期：2015.2

  A series of adamantane based aminophenol derivatives were synthesized and evaluated for their antiplasmodial activity in vitro against Plasmodium falciparum (Pf_NF54) and resistant strain (Pf_K1). Herein, we report compounds resulting from this work that show excellent potency against both strains. Additionally, this series displayed excellent cytotoxicity selectivity index against THP1 cell line and had acceptable in vitro DMPK properties. (C) 2014 Elsevier Ltd. All rights reserved.