(-)-(4aS,10bS)-3,4,4a,10b-tetrahydro-9-methoxy-4-propyl-2H,5H-<1>benzopyrano<4,3-b>-1,4-oxazine hydrochloride | 123594-65-0

• 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: (-)-(4aS,10bS)-3,4,4a,10b-tetrahydro-9-methoxy-4-propyl-2H,5H-<1>benzopyrano<4,3-b>-1,4-oxazine hydrochloride
• 英文别名: (+/-)-trans-3,4,4a,10b-tetrahydro-9-methoxy-4-propyl-2H,5H-[1]benzopyrano[4,3-b]-1,4-oxazine hydrochloride；(+)-(4aR,10bR)-3,4,4a,10b-tetrahydro-9-methoxy-4-propyl-2H,5H-<1>benzopyrano<4,3-b>-1,4-oxazine hydrochloride；(+/-)-trans-3,4,4a,10b-tetrahydro-9-methoxy-4-propyl-2H,5H-<1>benzopyrano<4,3-b>-1,4-oxazine hydrochloride；trans-9-methoxy-4-n-propyl-3,4,4a,10b-tetrahydro-2H,5H-1-benzopyrano<4,3-b>-1,4-oxazine hydrochloride
• CAS: 123594-65-0；112960-15-3；123671-99-8；123672-00-4
• 化学式: C₁₅H₂₁NO₃*ClH
• 分子量: 299.798
• InChiKey: HEMJOWRRIPZVHE-SLHAJLBXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.66
• 重原子数：
  20.0
• 可旋转键数：
  3.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  30.93
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (-)-(4aS,10bS)-3,4,4a,10b-tetrahydro-9-methoxy-4-propyl-2H,5H-<1>benzopyrano<4,3-b>-1,4-oxazine hydrochloride 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 (-)-PD 128907
  参考文献：
  名称：

  Synthesis and pharmacology of trans-4-n-propyl-3,4,4a,10b-tetrahydro-2H,5H-1-benzopyrano[4,3-b]1,4-oxazin-7- and -9-ols. The significance of nitrogen pka values for central dopamine receptor activation

  摘要：

  The 6-oxa analogues of potent dopamine agonists, hexahydronaphthoxazines (4a,4b), have been tested for dopamine receptor binding and stimulating activity and were found to be almost inactive. pKa value determinations indicated that these compounds are protonated to approximately 2%, while potent compounds are protonated to a much greater extent. These results strongly support the assumption that the protonated form of DA agonists is the active species at the receptor.

  DOI：

  10.1021/jm00119a020