4,8-Dimethyl-10-methoxy-3,4,4a,5-tetrahydro-2H-<1>benzopyrano<3,4-b>pyridine | 100746-23-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 4,8-Dimethyl-10-methoxy-3,4,4a,5-tetrahydro-2H-<1>benzopyrano<3,4-b>pyridine
• 英文别名: 4,8-Dimethyl-10-methoxy-3,4,4a,5-tetrahydro-2H-[1]benzopyrano[3,4-b]pyridine；10-Methoxy-4,8-dimethyl-2,3,4a,5-tetrahydrochromeno[3,4-b]pyridine
• CAS: 100746-23-4
• 化学式: C₁₅H₁₉NO₂
• 分子量: 245.321
• InChiKey: PAKICLWWLFCLCG-UHFFFAOYSA-N

物化性质

• 沸点：
  398.8±42.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  21.7
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  4,8-Dimethyl-10-methoxy-3,4,4a,5-tetrahydro-2H-<1>benzopyrano<3,4-b>pyridine 在 palladium on activated charcoal 氢气 作用下， 以 乙醇 为溶剂， 反应 8.0h， 以41%的产率得到trans-4,8-dimethyl-10-methoxy-1,3,4,4a,5,10b-hexahydro-2H-<1>benzopyrano<3,4-b>pyridine
  参考文献：
  名称：

  2H-[1]Benzopyrano[3,4-b]pyridines. Synthesis and activity at central monoamine receptors

  摘要：

  Two general synthetic approaches to a novel series of 2H-[1]benzopyrano[3,4-b]pyridines are described together with their receptor binding profile at a variety of monoamine receptors in mammalian brain tissue. The biologically active members of this series fall into into one of two broad classes: 3,4,4a,5-tetrahydro-2H-[1]benzopyrano[3,4-b]pyridines or trans-1,3,4,4a,5,10b-hexahydro-2H-[1]benzopyrano[3,4-b]pyridines. By appropriate pharmacophoric modification potent selective ligands for D2, alpha-2, 5HT1A, and 5HT2 receptors may be obtained. The previously published in vivo data on certain key representatives of these series are also summarized.

  DOI：

  10.1021/jm00123a039
• 作为产物：
  描述：

  10-Methoxy-8-methyl-3,4,4a,5-tetrahydro-2H-<1>benzopyrano<3,4-b>pyridine 在 lithium aluminium tetrahydride 、 三乙胺 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.5h， 生成 4,8-Dimethyl-10-methoxy-3,4,4a,5-tetrahydro-2H-<1>benzopyrano<3,4-b>pyridine
  参考文献：
  名称：

  2H-[1]Benzopyrano[3,4-b]pyridines. Synthesis and activity at central monoamine receptors

  摘要：

  Two general synthetic approaches to a novel series of 2H-[1]benzopyrano[3,4-b]pyridines are described together with their receptor binding profile at a variety of monoamine receptors in mammalian brain tissue. The biologically active members of this series fall into into one of two broad classes: 3,4,4a,5-tetrahydro-2H-[1]benzopyrano[3,4-b]pyridines or trans-1,3,4,4a,5,10b-hexahydro-2H-[1]benzopyrano[3,4-b]pyridines. By appropriate pharmacophoric modification potent selective ligands for D2, alpha-2, 5HT1A, and 5HT2 receptors may be obtained. The previously published in vivo data on certain key representatives of these series are also summarized.

  DOI：

  10.1021/jm00123a039

文献信息

• 2H-[1]Benzopyrano[3,4-b]pyridines. Synthesis and activity at central monoamine receptors
  作者：Alan Hutchison、Michael Williams、Reynalda De Jesus、George A. Stone、L. Sylvester、Frank H. Clarke、Matthew A. Sills

  DOI：10.1021/jm00123a039

  日期：1989.3

  Two general synthetic approaches to a novel series of 2H-[1]benzopyrano[3,4-b]pyridines are described together with their receptor binding profile at a variety of monoamine receptors in mammalian brain tissue. The biologically active members of this series fall into into one of two broad classes: 3,4,4a,5-tetrahydro-2H-[1]benzopyrano[3,4-b]pyridines or trans-1,3,4,4a,5,10b-hexahydro-2H-[1]benzopyrano[3,4-b]pyridines. By appropriate pharmacophoric modification potent selective ligands for D2, alpha-2, 5HT1A, and 5HT2 receptors may be obtained. The previously published in vivo data on certain key representatives of these series are also summarized.