N,N''-(dithiodi-2,1-ethanediyl)bis-1,6-hexanediamine> tetrahydrobromide | 97783-24-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 酚类
• 英文名称: N,N''-(dithiodi-2,1-ethanediyl)bis-1,6-hexanediamine> tetrahydrobromide
• 英文别名: 4-[[6-[2-[2-[6-[(3,4-Dihydroxy-2-nitrophenyl)methylamino]hexylamino]ethyldisulfanyl]ethylamino]hexylamino]methyl]-3-nitrobenzene-1,2-diol;hydrobromide
• CAS: 97783-24-9
• 化学式: 4BrH*C₃₀H₄₈N₆O₈S₂
• 分子量: 1008.53
• InChiKey: IHEQPMIFLUMLOH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.46
• 重原子数：
  47
• 可旋转键数：
  25
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  271
• 氢给体数：
  9
• 氢受体数：
  14

反应信息

• 作为产物：
  描述：

  N-(3,4-Dimethoxy-2-nitro-benzyl)-N'-(2-{2-[6-(3,4-dimethoxy-2-nitro-benzylamino)-hexylamino]-ethyldisulfanyl}-ethyl)-hexane-1,6-diamine 在 氢溴酸 作用下， 反应 4.0h， 以50%的产率得到N,N''-(dithiodi-2,1-ethanediyl)bis-1,6-hexanediamine> tetrahydrobromide
  参考文献：
  名称：

  Structure-activity relationships among benextramine-related tetraamine disulfides at peripheral .alpha.-adrenoreceptors

  摘要：

  Several N,N''-(dithiodi-2,1-ethanediyl)bis[N'-(arylmethyl)-1,6-hex anediamines] were prepared and evaluated for their blocking activity on postsynaptic alpha 1-adrenoreceptors in the isolated rat vas deferens. The results were compared with those obtained for benextramine (1). N,N''-(Dithiodi-2,1-ethanediyl)bis[N'-(pyrrol-2-ylmethyl)-1, 6 -hexanediamine] (pyrextramine, 29) was the most potent among the tetraamine disulfides investigated. Thus, it was selected for further pharmacological evaluation to assess its receptor specificity. At a concentration of 10 microM it did not affect the responses elicited by 5-hydroxytryptamine and histamine in guinea pig ileum and by isoproterenol in guinea pig atria and tracheal chain. Furthermore, it was more specific than benextramine (1) toward the muscarinic receptor, being significantly less potent in inhibiting the carbachol-induced response in rat jejunum. These results show that pyrextramine (29) is an irreversible alpha-blocking agent that is more potent and specific than benextramine (1). In conclusion, 29 may be a useful tool in the elucidation and characterization of the peripheral alpha 1-adrenoreceptor.

  DOI：

  10.1021/jm00149a017