5,5-dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-2-hydroxyacetyl-1,2,3,4-tetrahydro-5H-<1>benzopyrano<4,3-c>pyridine | 81402-29-1

• 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-(1,2-dimethylheptyl)-10-hydroxy-2-hydroxyacetyl-1,2,3,4-tetrahydro-5H-<1>benzopyrano<4,3-c>pyridine
• 英文别名: 5,5-Dimethyl-8-(1,2-dimethylheptyl)-10-hydroxy-2-hydroxyacetyl-1,2,3,4-tetrahydro-5H-[1]benzopyrano[4,3-c]pyridine；2-hydroxy-1-[10-hydroxy-5,5-dimethyl-8-(3-methyloctan-2-yl)-3,4-dihydro-1H-chromeno[4,3-c]pyridin-2-yl]ethanone
• CAS: 81402-29-1
• 化学式: C₂₅H₃₇NO₄
• 分子量: 415.573
• InChiKey: QGEFHEBBJFXWMU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  30
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  70
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 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 、 乙醇酸乙酯 反应 22.0h， 以12%的产率得到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

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.