[4-[(3S,5R)-4-[2-[(1R)-1-butoxyethyl]pyrimidin-4-yl]-3,5-dimethylpiperazin-1-yl]-6-methyl-1,3,5-triazin-2-yl]methyl acetate | 474099-82-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: [4-[(3S,5R)-4-[2-[(1R)-1-butoxyethyl]pyrimidin-4-yl]-3,5-dimethylpiperazin-1-yl]-6-methyl-1,3,5-triazin-2-yl]methyl acetate
• CAS: 474099-82-6
• 化学式: C₂₃H₃₅N₇O₃
• 分子量: 457.576
• InChiKey: IJJFGWYMURASJX-IXDOHACOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  33
• 可旋转键数：
  10
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  [4-[(3S,5R)-4-[2-[(1R)-1-butoxyethyl]pyrimidin-4-yl]-3,5-dimethylpiperazin-1-yl]-6-methyl-1,3,5-triazin-2-yl]methyl acetate 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 生成 1-{4-[4-(4-Hydroxymethyl-6-methyl-[1,3,5]triazin-2-yl)-2,6-dimethyl-piperazin-1-yl]-pyrimidin-2-yl}-ethanol
  参考文献：
  名称：

  A Sorbitol Dehydrogenase Inhibitor of Exceptional in Vivo Potency with a Long Duration of Action:  1-(R)-{4-[4-(4,6-Dimethyl[1,3,5]triazin-2-yl)- 2R,6S-dimethylpiperazin-1-yl]pyrimidin-2- yl}ethanol

  摘要：

  We report here a novel sorbitol dehydrogenase inhibitor, 16, that shows very high oral potency (50 mug/kg) in normalizing elevated fructose levels in the sciatic nerve of chronically diabetic rats and sustained duration of action (> 24 h). Furthermore, 16 shows attractive pharmaceutical properties, including good solubility in simulated human gastric fluid, excellent Caco-2 Papp, moderate lipophilicity, and metabolic stability for achieving good oral absorption and long duration of action.

  DOI：

  10.1021/jm020288y
• 作为产物：
  描述：

  2-[(3S,5R)-4-[2-[(1R)-1-butoxyethyl]pyrimidin-4-yl]-3,5-dimethylpiperazin-1-yl]-4-methyl-6-(trichloromethyl)-1,3,5-triazine 在 palladium on activated charcoal 氢气 、 溶剂黄146 、 三乙胺 作用下， 以 乙醇 为溶剂， 生成 [4-[(3S,5R)-4-[2-[(1R)-1-butoxyethyl]pyrimidin-4-yl]-3,5-dimethylpiperazin-1-yl]-6-methyl-1,3,5-triazin-2-yl]methyl acetate
  参考文献：
  名称：

  A Sorbitol Dehydrogenase Inhibitor of Exceptional in Vivo Potency with a Long Duration of Action:  1-(R)-{4-[4-(4,6-Dimethyl[1,3,5]triazin-2-yl)- 2R,6S-dimethylpiperazin-1-yl]pyrimidin-2- yl}ethanol

  摘要：

  We report here a novel sorbitol dehydrogenase inhibitor, 16, that shows very high oral potency (50 mug/kg) in normalizing elevated fructose levels in the sciatic nerve of chronically diabetic rats and sustained duration of action (> 24 h). Furthermore, 16 shows attractive pharmaceutical properties, including good solubility in simulated human gastric fluid, excellent Caco-2 Papp, moderate lipophilicity, and metabolic stability for achieving good oral absorption and long duration of action.

  DOI：

  10.1021/jm020288y