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.
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页码：711 / 715
页数：5
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