N-<2-((2β,11bα)-1,3,4,6,7,11b-hexahydro-2H-benzo-quinolizin-2-ylamino)ethyl>methanesulfonamide dihydrobromide | 95669-52-6

• 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-<2-((2β,11bα)-1,3,4,6,7,11b-hexahydro-2H-benzo-quinolizin-2-ylamino)ethyl>methanesulfonamide dihydrobromide
• CAS: 95669-52-6
• 化学式: 2BrH*C₁₆H₂₅N₃O₂S
• 分子量: 485.283
• InChiKey: NOSVIFBOUWRPHZ-XMZRARIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.46
• 重原子数：
  23.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  61.44
• 氢给体数：
  2.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  N-<2-((2β,11bα)-1,3,4,6,7,11b-hexahydro-2H-benzo-quinolizin-2-ylamino)ethyl>methanesulfonamide dihydrobromide 以43%的产率得到4-Chloro-N-(2R,11bS)-1,3,4,6,7,11b-hexahydro-2H-pyrido[2,1-a]isoquinolin-2-yl-N-(2-methanesulfonylamino-ethyl)-benzenesulfonamide; hydrochloride
  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：

  2-oxo-1,3,4,6,7,11bα-hexahydrobenzoquinolizine hydrochloride 在 sodium tetrahydroborate 、 potassium carbonate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 2.0h， 生成 N-<2-((2β,11bα)-1,3,4,6,7,11b-hexahydro-2H-benzo-quinolizin-2-ylamino)ethyl>methanesulfonamide dihydrobromide
  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

• Benzoquinolizines and use as .alpha..sub.2 -adrenoceptor antagonistics
  申请人：John Wyeth & Brother Limited

  公开号：US04526967A1

  公开（公告）日：1985-07-02

  The invention concerns benzoquinolizines of general formula ##STR1## and their pharmaceutically acceptable acid addition salts. In formula (I), R represents hydrogen or lower alkyl, R.sup.1 and R.sup.2 which may be the same or different each represent hydrogen, lower alkyl, lower alkoxy or halogen, R.sup.3 and R.sup.4 which may be the same or different each represents lower alkyl, halo(lower)alkyl or aryl and A represents a lower alkylene group having 1 to 3 carbon atoms in the chain between the two N atoms. The compounds possess .alpha..sub.2 -adrenoceptor antagonistic activity in warm blooded animals.

  本发明涉及通式为##STR1##及其药学上可接受的酸加盐的苯并喹啉。在公式(I)中，R代表氢或较低的烷基，R.sup.1和R.sup.2可以相同也可以不同，分别代表氢、较低的烷基、较低的烷氧基或卤素，R.sup.3和R.sup.4可以相同也可以不同，分别代表较低的烷基、卤素（较低）烷基或芳基，A代表两个N原子之间链上有1到3个碳原子的较低烷基。这些化合物在温血动物中具有α2-肾上腺素能受体拮抗活性。