SYNTHESIS OF BRAIN-TARGETED 5-IODO-2'-DEOXYURIDINE, 5-VINYL-2'-DEOXYURIDINE AND (E)-5-(2-IODOVINYL)-2'-DEOXYURIDINE COUPLED TO A DIHYDROPYRIDINE REVERSIBLE-ARROW PYRIDINIUM SALT REDOX CHEMICAL DELIVERY SYSTEM

被引：5

作者：

KUMAR, R ^{[1
]}

JI, GJ ^{[1
]}

WIEBE, LI ^{[1
]}

KNAUS, EE ^{[1
]}

机构：

[1] UNIV ALBERTA,FAC PHARM & PHARMACEUT SCI,EDMONTON T6G 2N8,ALBERTA,CANADA

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1991年 / 28卷 / 03期

关键词：

D O I：

10.1002/jhet.5570280327

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

5-Iodo-3'-O-(1-methyl-1,4-dihydropyridyl-3-carbonyl)-2'-deoxyuridine (15a), 5-vinyl-3'-O-(1-methyl-1,4-dihydropyridyl-3-carbonyl)-2'-deoxyuridine (15b) and (E)-5-(2-iodovinyl)-3'-O-(1-methyl-1,4-dihydropyridyl-3-carbonyl)-2'-deoxyuridine (15c) were synthesized for future evaluation as lipophilic brain-selective antiviral agents for the treatment of herpes simplex encephalitis. Quaternization of the 3'-O-(3-pyridylcarbonyl) compounds 10-11 using iodomethane afforded the corresponding 1-methylpyridinium salts 12-13 which were reduced with sodium dithionite to yield the corresponding 3'-O-(1-methyl-1,4-dihydropyridyl-3-carbonyl) compounds 14-15.

引用

页码：711 / 715

页数：5

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