N-(2R,11bS)-1,3,4,6,7,11b-Hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl-N-(2-methanesulfonylamino-ethyl)-3-nitro-benzenesulfonamide | 117145-37-6

• 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-(2R,11bS)-1,3,4,6,7,11b-Hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl-N-(2-methanesulfonylamino-ethyl)-3-nitro-benzenesulfonamide
• 英文别名: N-[(2R,11bS)-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl]-N-[2-(methanesulfonamido)ethyl]-3-nitrobenzenesulfonamide
• CAS: 117145-37-6
• 化学式: C₂₂H₂₈N₄O₆S₂
• 分子量: 508.62
• InChiKey: UAYRVYWMKPHXLJ-GCJKJVERSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  34
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.45
• 拓扑面积：
  149
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-((2α,11bα)-1,3,4,6,7,11b-hexahydro-2H-benzoquinolizin-2-yl)ethylenediamine trihydrochloride 在 potassium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 0.5h， 生成 N-(2R,11bS)-1,3,4,6,7,11b-Hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl-N-(2-methanesulfonylamino-ethyl)-3-nitro-benzenesulfonamide
  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

文献信息

• Synthesis and .alpha.2-adrenoceptor antagonist activity of some disulfonamidobenzoquinolizines
  作者：Terence J. Ward、Graham J. Warrellow、John A. Stirrup、Norman Lattimer、Keith F. Rhodes

  DOI：10.1021/jm00121a033

  日期：1989.1

  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.