N-[(2β,11bα)-1,3,4,6,7,11b-hexahydro-2H-benzo[a]quinolizin-2-yl]-N-(2-methanesulphonamidoethyl)methanesulphonamide | 95669-35-5

• 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-benzo[a]quinolizin-2-yl]-N-(2-methanesulphonamidoethyl)methanesulphonamide
• 英文别名: N-[2-[[(2R,11bS)-2,3,4,6,7,11b-hexahydro-1H-benzo[a]quinolizin-2-yl]-methylsulfonylamino]ethyl]methanesulfonamide
• CAS: 95669-35-5
• 化学式: C₁₇H₂₇N₃O₄S₂
• 分子量: 401.551
• InChiKey: VSQCTWPNMPWYSD-WBVHZDCISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.8
• 重原子数：
  26
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  104
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2-oxo-1,3,4,6,7,11bα-hexahydrobenzoquinolizine hydrochloride 在 sodium hydroxide 、 sodium tetrahydroborate 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 生成 N-[(2β,11bα)-1,3,4,6,7,11b-hexahydro-2H-benzo[a]quinolizin-2-yl]-N-(2-methanesulphonamidoethyl)methanesulphonamide
  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。
• Benzoquinolizines
  申请人：JOHN WYETH & BROTHER LIMITED

  公开号：EP0120637A1

  公开（公告）日：1984-10-03

  The invention concerns benzoquinolizines of general formula and their pharmaceutically acceptable acid addition salts. In formula (I), R represents hydrogen or lower alkyl, R' and R' which may be the same or different each represent hydrogen, lower alkyl, lower alkoxy or halogen, R' and R4 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 α2- adrenoceptor antagonistic activity in warm blooded animals.

  本发明涉及通式的苯并喹嗪类化合物及其药学上可接受的酸加成盐。 在式(I)中，R代表氢或低级烷基，R'和R'可以相同或不同，各自代表氢、低级烷基、低级烷氧基或卤素，R'和R4可以相同或不同，各自代表低级烷基、卤代（低级）烷基或芳基，A代表在两个N原子之间的链上有1至3个碳原子的低级亚烷基。 这些化合物在温血动物中具有α2-肾上腺素受体拮抗活性。
• US4526967A
  申请人：——

  公开号：US4526967A

  公开（公告）日：1985-07-02
• [EN] BENZOQUINOLIZINES
  申请人：——

  公开号：WO1984003702A1

  公开（公告）日：1984-09-27

  (EN) Benzoquinolizines of general formula (I) and their pharmaceutically acceptable acid addition salts. In formula (I), R represents hydrogen or lower alkyl, R1 and R2 which may be the same or different each represent hydrogen, lower alkyl, lower alkoxy or halogen, R3 and R4 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 alpha2-adrenoceptor antagonistic activity in warm blooded animals. (FR) Benzoquinolizines de formule générale (I) et leurs sels d"addition acide pharmaceutiquement acceptables. Dans la formule (I), R représente l"hydrogène ou un alkyle inférieur, R1 et R2, identiques ou différents, représentent chacun l"hydrogène, un alkyle inférieur, un alcoxy inférieur ou l"halogène, R3 et R4, identiques ou différents, représentent chacun un alkyle inférieur, un halo alkyle (inférieur) ou un aryle et A représente un groupe alkylène inférieur ayant de 1 à 3 atomes de carbone dans la chaîne entre les deux atomes N. Les composés possèdent une activité antagoniste alpha2-adrénoceptrice chez les animaux à sang chaud.
• 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.