10-(acetoxyacetoxy)-2-(acetoxyacetyl)-5,5-dimethyl-8-(1,2-dimethylheptyl)-1,2,3,4-tetrahydro-5H-<1>benzopyrano<4,3-c>pyridine | 83732-25-6

• 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: 10-(acetoxyacetoxy)-2-(acetoxyacetyl)-5,5-dimethyl-8-(1,2-dimethylheptyl)-1,2,3,4-tetrahydro-5H-<1>benzopyrano<4,3-c>pyridine
• 英文别名: 10-(acetoxyacetoxy)-2-(acetoxyacetyl)-5,5-dimethyl-8-(1,2-dimethylheptyl)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine；[2-(2-acetyloxyacetyl)-5,5-dimethyl-8-(3-methyloctan-2-yl)-3,4-dihydro-1H-chromeno[4,3-c]pyridin-10-yl] 2-acetyloxyacetate
• CAS: 83732-25-6
• 化学式: C₃₁H₄₃NO₈
• 分子量: 557.684
• InChiKey: VFXCQNLZFWHZLV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  40
• 可旋转键数：
  14
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  108
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  10-(acetoxyacetoxy)-2-(acetoxyacetyl)-5,5-dimethyl-8-(1,2-dimethylheptyl)-1,2,3,4-tetrahydro-5H-<1>benzopyrano<4,3-c>pyridine 在 氢氧化钾 作用下， 反应 2.0h， 生成 5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-2-hydroxyacetyl-2,3,4,4a-tetrahydro-5H-<1>benzopyrano<4,3-c>pyridine 、 5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-2-hydroxyacetyl-1,2,3,4-tetrahydro-5H-<1>benzopyrano<4,3-c>pyridine
  参考文献：
  名称：

  New antihypertensive cannabinoids

  摘要：

  A number of azacannabinoids containing hydroxyacyl and aminoacetyl substituents on the nitrogen atom were synthesized. The hydroxyacetyl and gamma-hydroxybutyryl derivatives were potent antihypertensive agents (minimum effective dose, 3-5 mg/kg, orally) of the same order of activity as the highly CNS-active N-propargyl derivatives Ia and Ib. Furthermore, 4a showed weak stimulant properties at hypotensive dose levels, in contrast to the strongly CNS-depressant action characteristic of the N-propargyl analogues.

  DOI：

  10.1021/jm00356a017
• 作为产物：
  描述：

  8-(1,2-二甲基庚基)-1,3,4,5-四氢-5,5-二甲基-2H-[1]苯并吡喃并[4,3-c]吡啶-10-醇 、 乙酰氧基乙酰氯 在 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 生成 10-(acetoxyacetoxy)-2-(acetoxyacetyl)-5,5-dimethyl-8-(1,2-dimethylheptyl)-1,2,3,4-tetrahydro-5H-<1>benzopyrano<4,3-c>pyridine
  参考文献：
  名称：

  New antihypertensive cannabinoids

  摘要：

  A number of azacannabinoids containing hydroxyacyl and aminoacetyl substituents on the nitrogen atom were synthesized. The hydroxyacetyl and gamma-hydroxybutyryl derivatives were potent antihypertensive agents (minimum effective dose, 3-5 mg/kg, orally) of the same order of activity as the highly CNS-active N-propargyl derivatives Ia and Ib. Furthermore, 4a showed weak stimulant properties at hypotensive dose levels, in contrast to the strongly CNS-depressant action characteristic of the N-propargyl analogues.

  DOI：

  10.1021/jm00356a017

文献信息

• New antihypertensive cannabinoids
  作者：Harold E. Zaugg、Jaroslav Kyncl

  DOI：10.1021/jm00356a017

  日期：1983.2

  A number of azacannabinoids containing hydroxyacyl and aminoacetyl substituents on the nitrogen atom were synthesized. The hydroxyacetyl and gamma-hydroxybutyryl derivatives were potent antihypertensive agents (minimum effective dose, 3-5 mg/kg, orally) of the same order of activity as the highly CNS-active N-propargyl derivatives Ia and Ib. Furthermore, 4a showed weak stimulant properties at hypotensive dose levels, in contrast to the strongly CNS-depressant action characteristic of the N-propargyl analogues.