trans-10-Methoxy-4-propyl-1,3,4,4a,5,10b-hexahydro-2H-<1>benzopyrano<3,4-b>pyridine | 100746-35-8

• 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: trans-10-Methoxy-4-propyl-1,3,4,4a,5,10b-hexahydro-2H-<1>benzopyrano<3,4-b>pyridine
• 英文别名: trans-10-Methoxy-4-propyl-1,3,4,4a,5,10b-hexahydro-2H-[1]benzopyrano[3,4-b]pyridine；CGS-18102A free base；(4aR,10bS)-10-methoxy-4-propyl-1,2,3,4a,5,10b-hexahydrochromeno[3,4-b]pyridine
• CAS: 100746-35-8
• 化学式: C₁₆H₂₃NO₂
• 分子量: 261.364
• InChiKey: AIMYJNFPNLKTCY-OLZOCXBDSA-N

物化性质

• 沸点：
  351.0±42.0 °C(Predicted)
• 密度：
  1.052±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 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：

  trans-10-Methoxy-4-propyl-1,3,4,4a,5,10b-hexahydro-2H-<1>benzopyrano<3,4-b>pyridine 在 二苯基膦酸锂 作用下， 以 四氢呋喃 、 正己烷 为溶剂， 反应 0.5h， 以96%的产率得到trans-10-Hydroxy-4-propyl-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-3,4,4a,5-tetrahydro-2H-<1>benzopyrano<3,4-b>pyridine Hydrochloride 在 palladium on activated charcoal lithium aluminium tetrahydride 、 氢气 、 三乙胺 作用下， 以 四氢呋喃 、 乙醇 、 二氯甲烷 为溶剂， 25.0 ℃ 、344.73 kPa 条件下， 反应 9.5h， 生成 trans-10-Methoxy-4-propyl-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

文献信息

• Fast-dispersing dosage form containing 5-HT1 agonists
  申请人：——

  公开号：US20040023948A1

  公开（公告）日：2004-02-05

  This invention relates to a pharmaceutical composition for oral administration comprising a carrier and, as an active ingredient, a 5-HT 1 agonist, characterized in that the composition is formulated to reduce pre-systemic metabolism of said 5-HT 1 agonist. A process for preparing such a composition and the use of such a composition for the treatment of anxiety, depression, attention deficit disorder and/or panic disorders and/or as a memory enhancer are also provided.

  本发明涉及一种口服药物组合物，该组合物由载体和作为活性成分的 5-HT 1 激动剂，其特征在于该组合物的配制可减少所述 5-HT 1 激动剂。本发明还提供了制备这种组合物的工艺以及这种组合物用于治疗焦虑症、抑郁症、注意力缺陷障碍和/或恐慌症和/或作为记忆增强剂的用途。
• Benzo-(pyrano und thiopyrano)-pyridine
  申请人：CIBA-GEIGY AG

  公开号：EP0161218B1

  公开（公告）日：1991-06-26
• US4604397A
  申请人：——

  公开号：US4604397A

  公开（公告）日：1986-08-05
• US4721787A
  申请人：——

  公开号：US4721787A

  公开（公告）日：1988-01-26
• 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.