6-羟基-3,4-二氢-3-(二丙基氨基)-2H-1-苯并吡喃 | 116005-04-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 中文名称: 6-羟基-3,4-二氢-3-(二丙基氨基)-2H-1-苯并吡喃
• 英文名称: N,N-dipropyl-6-hydroxy-3-chromanamine
• 英文别名: 3-(dipropylamino)-3,4-dihydro-2H-1-benzopyran-6-ol；6-Hydroxy-3,4-dihydro-3-(dipropylamino)-2H-1-benzopyran；3-(dipropylamino)-3,4-dihydro-2H-chromen-6-ol
• CAS: 116005-04-0
• 化学式: C₁₅H₂₃NO₂
• 分子量: 249.353
• InChiKey: COYBCQFIVNQGKW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  32.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  6-methoxy-3-(dipropylamino)-3,4-dihydro-2H-1-benzopyran hydrochloride 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 6-羟基-3,4-二氢-3-(二丙基氨基)-2H-1-苯并吡喃
  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

文献信息

• 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
  作者：Durk Dijkstra、Theo B. A. Mulder、Hans Rollema、Pieter G. Tepper、Jan Van der Weide、Alan S. Horn

  DOI：10.1021/jm00119a020

  日期：1988.11

  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.