SYNTHESIS, ANTICONVULSANT AND ANTIHYPERTENSIVE ACTIVITY OF DIASTEREOMERIC 9,10-DIMETHOXY-1,3,4,6,7,11B-HEXAHYDROSPIRO-[BENZO[A]QUINOLIZIN-2,4'-IMIDAZOLIDINE]-2',5'-DIONES

被引：25

作者：

MENENDEZ, JC

DIAZ, MP

BELLVER, C

SOLLHUBER, MM

机构：

[1] UNIV COMPLUTENSE MADRID,FAC FARM,DEPT QUIM ORGAN & FARMACEUT,E-28040 MADRID,SPAIN

[2] LAB MORRITH MIGUEL YUSTE,SECC FARMACOL,E-28037 MADRID,SPAIN

[3] UNIV COMPLUTENSE MADRID,FAC FARM,DEPT FARMACOL,E-28040 MADRID,SPAIN

来源：

EUROPEAN JOURNAL OF MEDICINAL CHEMISTRY | 1992年 / 27卷 / 01期

关键词：

BENZO[A]QUINOLIZINES; HYDANTOINS; ANTICONVULSANT ACTIVITY; ANTIHYPERTENSIVE ACTIVITY;

D O I：

10.1016/0223-5234(92)90062-6

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

The synthesis of the 2S, 11bS (2) and 2R, 11bS (3) diastereoisomers of the 9,10-dimethoxy-1,3,4,5,6,11b-hexahydrospiro[benzo[a]quinolizin-2,4'-imidazolidine]-2',5'-dione system was achieved using the Bucherer-Bergs and Read hydantoin syntheses respectively. Alternatively, the 2R, 11bS isomer was prepared by treating the appropriate aminonitrile with chlorosulphonyl isocyanate, followed by acid hydrolysis. Compound 3 showed good anticonvulsant activity against pentamethylenetetrazole-induced seizures. Its behaviour is discussed in comparison with that of phenytoin. Both compounds were inactive as antihypertensives.

引用

页码：61 / 66

页数：6

共 33 条

[11] N-(1,3,4,6,7,12B-HEXAHYDRO-2H-BENZO[B]FURO[2,3-A]QUINOLIZIN-2-YL)-N-METHYL-2-HYDROXYETHANE-SULFONAMIDE - A POTENT AND SELECTIVE ALPHA-2-ADRENOCEPTOR ANTAGONIST [J].