7,8-dihydro-10-methoxy-1-methyl-3-phenyl-3H-naphtho[1,2-b]pyrazolo[3,4-h][1,6]naphthyridine | 1280127-78-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 7,8-dihydro-10-methoxy-1-methyl-3-phenyl-3H-naphtho[1,2-b]pyrazolo[3,4-h][1,6]naphthyridine
• 英文别名: 18-methoxy-5-methyl-7-phenyl-2,6,7,9-tetrazapentacyclo[11.8.0.03,11.04,8.016,21]henicosa-1(13),2,4(8),5,9,11,16(21),17,19-nonaene
• CAS: 1280127-78-7
• 化学式: C₂₅H₂₀N₄O
• 分子量: 392.46
• InChiKey: RKHLFCMBTZUPFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  52.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde 、 6-甲氧基-1-萘满酮 在 potassium hydroxide 作用下， 以 乙醇 为溶剂， 反应 1.0h， 以71%的产率得到7,8-dihydro-10-methoxy-1-methyl-3-phenyl-3H-naphtho[1,2-b]pyrazolo[3,4-h][1,6]naphthyridine
  参考文献：
  名称：

  Synthetic utility of a heterocyclic o-aminoaldehyde: synthesis of pyrazolopyridopyrimidines, pyrazolonaphthyridines, and pyrazolopyrimidonaphthyridinones

  摘要：

  A series of various polysubstituted pyrazolo[3,4-h][1,6]naphthyridines, benzo[b]pyrazolo[3,4-h][1,6]naphthyridines, and pyrazolo[4',3':5,6]pyrido[4,3-d]pyrimidines were synthesized by Friedlander condensation of 4-amino-3-methyl-1-phenyl-1H-pyrazolo[3,4-b]pyridine-5-carbaldehyde (o-aminoaldehyde) with active methylene compounds. The o-aminoaldehyde was functionalized to o-aminonitrile and o-aminocarboxamide with malononitrile and cyanoacetamide, respectively, which on condensation with monosubstituted ureas and acetic anhydride, respectively, afforded pyrazolo[3,4-h]pyrimido[4,5-b][1,6]naphthyridines.

  DOI：

  10.1007/s00706-010-0443-9