(S)-spiro[(1,3-diazacyclopent-1-ene)-5,2'-(7'-methyl-1',2',3',4'-tetrahydronaphthalene)]: Resolution, stereospecific synthesis, and preliminary pharmacological characterization as a partial alpha-adrenergic agonist

被引：13

作者：

Cordi, AA ^{[1
]}

Lacoste, JM ^{[1
]}

LeBorgne, F ^{[1
]}

Herve, Y ^{[1
]}

VaysseLudot, L ^{[1
]}

Descombes, JJ ^{[1
]}

Courchay, C ^{[1
]}

Laubie, M ^{[1
]}

Verbeuren, TJ ^{[1
]}

机构：

[1] ORIL,F-76210 BOLBEC,FRANCE

来源：

JOURNAL OF MEDICINAL CHEMISTRY | 1997年 / 40卷 / 18期

关键词：

D O I：

10.1021/jm970282m

中图分类号：

R914 [药物化学];

学科分类号：

100701 ;

摘要：

Recently, we reported on the design, synthesis, and structure-activity relationships of a series of spiroimidazolines endowed with a-adrenergic agonist activities. Among the compounds described, (R,S)-spiro(1,3-diazacyclopent-1-ene)-[5,2'](7'-methyl-1',2',3',4'-tetrahydronaphthalene) fumarate (5RS) was chosen for further development as a venotonic agent. The resolution of this compound, as well as the pharmacological characterization of the enantiomers, stereospecific synthesis of eutomer (5S, S 18149), and determination of absolute configuration by single-crystal X-ray diffraction analysis, are described.

引用

页码：2931 / 2935

页数：5

共 20 条

[1]

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[2] DESIGN, SYNTHESIS, AND STRUCTURE-ACTIVITY-RELATIONSHIPS OF A NEW SERIES OF ALPHA-ADRENERGIC AGONISTS - SPIRO[(1,3-DIAZACYCLOPENT-1-ENE)-5,2'-(1',2',3',4'-TETRAHYDRONAPHTHALENE)] [J].