3-amino-1-(furan-2-carbonyl)-5-methyl-1,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one | 871021-34-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡唑并嘧啶类
• 英文名称: 3-amino-1-(furan-2-carbonyl)-5-methyl-1,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one
• 英文别名: 3-amino-1-(furan-2-carbonyl)-5-methyl-5,7-dihydro-4H-pyrazolo[3,4-b]pyridin-6-one
• CAS: 871021-34-0
• 化学式: C₁₂H₁₂N₄O₃
• 分子量: 260.252
• InChiKey: MHCYJJXPYXRFNW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.9
• 重原子数：
  19
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  103
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  3-amino-1-(furan-2-carbonyl)-5-methyl-1,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one 、 对甲苯异氰酸酯 在 吡啶 作用下， 以84%的产率得到1-[1-(furan-2-carbonyl)-5-methyl-6-oxo-5,7-dihydro-4H-pyrazolo[3,4-b]pyridin-3-yl]-3-(4-methylphenyl)urea
  参考文献：
  名称：

  Design, synthesis and biological activity of acyl substituted 3-amino-5-methyl-1,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-ones as potential hypnotic drugs

  摘要：

  Among the known non-benzodiazepinic hypnotic drugs acting on the alpha 1 subunit of the GABA-A receptor, Zolpidem (2a), Zaleplon (1b) and Indiplon (1a) have showed high affinity and selectivity. Following a design methodology including pharmacophoric requirements and ADME-predicted properties, we have synthesized a library of 3-amino-4,5-dihydro-1H-pyrazolo[3,4-b]pyridin-6(7H)-ones (3) and their N1-alkyl derivatives (4) as new scaffolds for designing non-benzodiazepine BZ receptor ligands. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.06.008
• 作为产物：
  描述：

  2-methoxy-5-methyl-6-oxo-1,4,5,6-tetrahydro-pyridine-3-carbonitrile 在 一水合肼 、 三乙胺 作用下， 以 四氢呋喃 、 甲醇 为溶剂， 反应 2.0h， 生成 3-amino-1-(furan-2-carbonyl)-5-methyl-1,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-one
  参考文献：
  名称：

  Design, synthesis and biological activity of acyl substituted 3-amino-5-methyl-1,4,5,7-tetrahydropyrazolo[3,4-b]pyridin-6-ones as potential hypnotic drugs

  摘要：

  Among the known non-benzodiazepinic hypnotic drugs acting on the alpha 1 subunit of the GABA-A receptor, Zolpidem (2a), Zaleplon (1b) and Indiplon (1a) have showed high affinity and selectivity. Following a design methodology including pharmacophoric requirements and ADME-predicted properties, we have synthesized a library of 3-amino-4,5-dihydro-1H-pyrazolo[3,4-b]pyridin-6(7H)-ones (3) and their N1-alkyl derivatives (4) as new scaffolds for designing non-benzodiazepine BZ receptor ligands. (c) 2005 Elsevier SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2005.06.008