5,5-dimethyl-8-<5-(4-fluorophenyl)-2-pentyl>-10-hydroxy-2-(4-hydroxybutyryl)-1,2,3,4-tetrahydro-5H-<1>benzopyrano<4,3-c>pyridine | 81402-26-8

• 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: 5,5-dimethyl-8-<5-(4-fluorophenyl)-2-pentyl>-10-hydroxy-2-(4-hydroxybutyryl)-1,2,3,4-tetrahydro-5H-<1>benzopyrano<4,3-c>pyridine
• 英文别名: 5,5-dimethyl-8-[5-(4-fluorophenyl)-2-pentyl]-10-hydroxy-2-(4-hydroxybutyryl)-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine；1-[8-[5-(4-fluorophenyl)pentan-2-yl]-10-hydroxy-5,5-dimethyl-3,4-dihydro-1H-chromeno[4,3-c]pyridin-2-yl]-4-hydroxybutan-1-one
• CAS: 81402-26-8
• 化学式: C₂₉H₃₆FNO₄
• 分子量: 481.608
• InChiKey: ORMSYKNSYCEQQH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  70
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  γ-丁内酯 、 8-[4-(4-fluoro-phenyl)-1-methyl-butyl]-5,5-dimethyl-1,3,4,5-tetrahydro-2H-chromeno[4,3-c]pyridin-10-ol 反应 8.0h， 以23%的产率得到5,5-dimethyl-8-<5-(4-fluorophenyl)-2-pentyl>-10-hydroxy-2-(4-hydroxybutyryl)-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

• US4305938A
  申请人：——

  公开号：US4305938A

  公开（公告）日：1981-12-15
• 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.