<8aS*-(8aα,12aα,13aα)>-11β-hydroxy-2,3-dihydroxy-5,6,8a,9,10,11,12,12a,13,13a-decahydro-8H-dibenzoquinolizine hydrobromide | 108691-31-2

• 分子结构分类: 有机化合物 - 生物碱及其衍生物
• 英文名称: <8aS*-(8aα,12aα,13aα)>-11β-hydroxy-2,3-dihydroxy-5,6,8a,9,10,11,12,12a,13,13a-decahydro-8H-dibenzoquinolizine hydrobromide
• CAS: 108691-31-2
• 化学式: BrH*C₁₇H₂₃NO₃
• 分子量: 370.286
• InChiKey: ZGCKJBSFENAKGW-XDPHQLQESA-N

反应信息

• 作为产物：
  描述：

  (8aS,11R,12aR,13aS)-5,8,8a,9,10,11,12,12a,13,13a-Decahydro-6H-[1,3]dioxolo[4,5-g]isoquino[3,2-a]isoquinolin-11-ol 在 三溴化硼 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以47%的产率得到<8aS*-(8aα,12aα,13aα)>-11β-hydroxy-2,3-dihydroxy-5,6,8a,9,10,11,12,12a,13,13a-decahydro-8H-dibenzoquinolizine hydrobromide
  参考文献：
  名称：

  Berbanes: a new class of selective .alpha.2-adrenoceptor antagonists

  摘要：

  The alpha-adrenoceptor blocking properties of some berbanes have been studied and compared with those of idazoxan, yohimbine, phentolamine, and prazosin. Their effects on presynaptic alpha 2-adrenoceptors were studied on chemical neurotransmission of isolated rat vas deferens and longitudinal muscle strip of guinea pig ileum; xylazine or norepinephrine was employed as agonist. The alpha 1-adrenoceptor blocking activities of the berbanes were tested on isolated rat vas deferens and rabbit pulmonary artery by using phenylephrine or norepinephrine as agonist. The antagonistic activity of the berbanes and the reference compounds on alpha 2- and alpha 1-adrenoceptors was characterized by the apparent pA2 values. Of the compounds studied, [8aS*-(8a alpha,12a alpha,13a alpha)]-11 alpha-hydroxy-5,6,8a,9,10,11,12a,13,13,a-decahydro-8H-benzo[g]-1,3 -benzodioxolo[5,6-a]quinoli zine, 6d, proved to be the most selective antagonist at the presynaptic alpha 2-adrenoceptors (alpha 1:alpha 2 ratio = 1659). Since blockade of alpha 2-adrenoceptors located on noradrenergic axon terminals leads to an increase of norepinephrine release, this compound could have potential as an antidepressant agent.

  DOI：

  10.1021/jm00391a015