7-(tetrahydro-2H-pyran-2-yl)-4-(3,4-dimethoxyphenethyl)-3-hydroxy-2-methyl-3,4-dihydro-2H-pyridazino[4,5-b][1,4]oxazine-8(7H)-one | 652985-95-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 7-(tetrahydro-2H-pyran-2-yl)-4-(3,4-dimethoxyphenethyl)-3-hydroxy-2-methyl-3,4-dihydro-2H-pyridazino[4,5-b][1,4]oxazine-8(7H)-one
• 英文别名: 4-[2-(3,4-dimethoxyphenyl)ethyl]-3-hydroxy-2-methyl-7-(oxan-2-yl)-2,3-dihydropyridazino[4,5-b][1,4]oxazin-8-one
• CAS: 652985-95-0
• 化学式: C₂₂H₂₉N₃O₆
• 分子量: 431.489
• InChiKey: KFYZBMODQOEOHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.11
• 重原子数：
  31.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  95.28
• 氢给体数：
  1.0
• 氢受体数：
  9.0

反应信息

• 作为反应物：
  描述：

  7-(tetrahydro-2H-pyran-2-yl)-4-(3,4-dimethoxyphenethyl)-3-hydroxy-2-methyl-3,4-dihydro-2H-pyridazino[4,5-b][1,4]oxazine-8(7H)-one 在 三氟化硼乙醚 、 potassium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 10.0h， 生成 (10bS,11S)-8,9-Dimethoxy-11-methyl-2-(4-methyl-benzyl)-5,6,10b,11-tetrahydro-2H-12-oxa-2,3,4b-triaza-chrysen-1-one
  参考文献：
  名称：

  Synthetic Studies on Isoquinoline Derivatives with Multidrug Resistance (MDR) Modulating Activity

  摘要：

  Tetrahydropyridazino-1,4-oxazinoisoquinoline derivatives with multidrug resistance (MDR) modulating activity were designed and synthesized. A key step for cyclization of 1,4-oxazine ring was developed using K2CO3 and CH3CN in one-pot. Among prepared compounds, 2-(4-fluorobenzyl)-9,10-dimethoxy-12-methyl-6,7,11b,12-tetrahydropyridazino[4',5',5,6][1,4]oxazine[3,4,-a]isoquinolin-1(2H)-one (If) exhibited significant MDR reversing activity and low toxicity, which might be as potential MDR agent.

  DOI：

  10.3987/com-03-9918
• 作为产物：
  描述：

  7-(tetrahydro-2H-pyran-2-yl)-4-(3,4-dimethoxyphenethyl)-2-methyl-2H-pyridazino[4,5-b][1,4]oxazine-3,8(4H,7H)-dione 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 2.0h， 以85.6%的产率得到7-(tetrahydro-2H-pyran-2-yl)-4-(3,4-dimethoxyphenethyl)-3-hydroxy-2-methyl-3,4-dihydro-2H-pyridazino[4,5-b][1,4]oxazine-8(7H)-one
  参考文献：
  名称：

  Synthetic Studies on Isoquinoline Derivatives with Multidrug Resistance (MDR) Modulating Activity

  摘要：

  Tetrahydropyridazino-1,4-oxazinoisoquinoline derivatives with multidrug resistance (MDR) modulating activity were designed and synthesized. A key step for cyclization of 1,4-oxazine ring was developed using K2CO3 and CH3CN in one-pot. Among prepared compounds, 2-(4-fluorobenzyl)-9,10-dimethoxy-12-methyl-6,7,11b,12-tetrahydropyridazino[4',5',5,6][1,4]oxazine[3,4,-a]isoquinolin-1(2H)-one (If) exhibited significant MDR reversing activity and low toxicity, which might be as potential MDR agent.

  DOI：

  10.3987/com-03-9918