某些二磺酰胺苯并喹嗪的合成及其α2-肾上腺素能受体拮抗剂活性

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

作者信息

Ward T J, Warrellow G J, Stirrup J A, Lattimer N, Rhodes K F

机构信息

Department of Chemistry, Wyeth Research, UK, Taplow, Maidenhead, England.

出版信息

J Med Chem. 1989 Jan;32(1):179-82. doi: 10.1021/jm00121a033.

DOI:10.1021/jm00121a033

Abstract

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.

摘要

合成了一系列二磺酰胺苯并[a]喹嗪，并分别在大鼠输精管和肛尾肌上评估了它们对α2和α1肾上腺素能受体的拮抗活性。N-((2β,11bα)-1,3,4,6,7,11b-六氢-2H-苯并[a]喹嗪-2-基)-N-[2-[(甲基磺酰基)氨基]乙基]甲磺酰胺(4)及其N-[2-[(甲基磺酰基)氨基]乙基]乙磺酰胺(22)、N-[2-[(乙基磺酰基)氨基]乙基]乙磺酰胺(27)和N-[2-[(甲基磺酰基)氨基]乙基]-4-甲基苯磺酰胺(30)类似物在α2肾上腺素能受体阻断方面表现出比α1肾上腺素能受体阻断高400倍或更高的选择性。

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