N-((2β,11bα)-1,3,4,6,7,11b-hexahydro-2H-benzoquinolizin-2-yl)-N-(2-aminoethyl)methanesulfonamide dihydrochloride | 117145-09-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 四氢异喹啉
• 英文名称: N-((2β,11bα)-1,3,4,6,7,11b-hexahydro-2H-benzoquinolizin-2-yl)-N-(2-aminoethyl)methanesulfonamide dihydrochloride
• CAS: 117145-09-2
• 化学式: C₁₆H₂₅N₃O₂S*2ClH
• 分子量: 396.381
• InChiKey: VZPZXOBHLPLAMY-XMZRARIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.39
• 重原子数：
  23.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  66.64
• 氢给体数：
  1.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-((2β,11bα)-1,3,4,6,7,11b-hexahydro-2H-benzoquinolizin-2-yl)-N-(2-aminoethyl)methanesulfonamide dihydrochloride 以40%的产率得到C-Chloro-N-[2-((2R,11bS)-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl-methanesulfonyl-amino)-ethyl]-methanesulfonamide; compound with (Z)-but-2-enedioic acid
  参考文献：
  名称：

  Synthesis and .alpha.2-adrenoceptor antagonist activity of some disulfonamidobenzoquinolizines

  摘要：

  A series of disulfonamidobenzo[a]quinolizines were synthesized and evaluated for their alpha 2- and alpha 1-adrenoceptor antagonist activity on the rat vas deferens and anococcygeus muscle, respectively. N-((2 beta,11b alpha)-1,3,4,6,7,11b-Hexahydro-2H-benzo[a]quinolizin-2-yl)-N- [2-[(methylsulfonyl)amino]ethyl]methanesulfonamide (4) and its N-[2-[(methylsulfonyl)amino]ethyl]ethanesulfonamide (22), N-[2-[(ethylsulfonyl)amino]ethyl]ethanesulfonamide (27), and N-[2-[(methylsulfonyl)amino]ethyl]-4-methylbenzenesulfonamide (30) analogues showed 400-fold or greater selectivity in favor of alpha 2- over alpha 1-adrenoceptor blockade.

  DOI：

  10.1021/jm00121a033
• 作为产物：
  描述：

  N-[2-((2R,11bS)-1,3,4,6,7,11b-Hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl-methanesulfonyl-amino)-ethyl]-acetamide 在 盐酸 、 水 作用下， 反应 20.0h， 生成 N-((2β,11bα)-1,3,4,6,7,11b-hexahydro-2H-benzoquinolizin-2-yl)-N-(2-aminoethyl)methanesulfonamide dihydrochloride
  参考文献：
  名称：

  Synthesis and .alpha.2-adrenoceptor antagonist activity of some disulfonamidobenzoquinolizines

  摘要：

  A series of disulfonamidobenzo[a]quinolizines were synthesized and evaluated for their alpha 2- and alpha 1-adrenoceptor antagonist activity on the rat vas deferens and anococcygeus muscle, respectively. N-((2 beta,11b alpha)-1,3,4,6,7,11b-Hexahydro-2H-benzo[a]quinolizin-2-yl)-N- [2-[(methylsulfonyl)amino]ethyl]methanesulfonamide (4) and its N-[2-[(methylsulfonyl)amino]ethyl]ethanesulfonamide (22), N-[2-[(ethylsulfonyl)amino]ethyl]ethanesulfonamide (27), and N-[2-[(methylsulfonyl)amino]ethyl]-4-methylbenzenesulfonamide (30) analogues showed 400-fold or greater selectivity in favor of alpha 2- over alpha 1-adrenoceptor blockade.

  DOI：

  10.1021/jm00121a033