POTENTIAL DNA BIS-INTERCALATING AGENTS - BRIDGED BIS-(6-CHLOROPURINES) AND RELATED-COMPOUNDS

被引：6

作者：

PARKANYI, C

YUAN, HL

TSAI, MKM

机构：

[1] Department of Chemistry, Florida Atlantic University, Boca Raton, Florida, 33431-0991, 500 N. W. 20th Street

[2] Department of Electrical Engineering, University of Texas at El Paso, El Paso, Texas, 79968

来源：

JOURNAL OF HETEROCYCLIC CHEMISTRY | 1991年 / 28卷 / 02期

关键词：

D O I：

10.1002/jhet.5570280249

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

Two bis-(6-chloropurines) bridged by conformationally restricted tethers were synthesized as potential DNA bis-intercalating agents. Reduction of 4,6-dichloro-5-nitropyrimidine (1) afforded 5-amino-4,6-dichloro-pyrimidine (2) which was then used as the starting material. Reaction of 2 with 4,4'-diaminodiphenylmethane (3) and bis-(4-aminophenyl) ether (4) yielded bis-[4-(N-5-amino-4-chloro-6-pyrimidyl)aminophenyl]methane (5) and bis-[4-(N-5-amino-4-chloro-6-pyrimidyl)aminophenyl] ether (6), respectively. Acid-catalyzed condensation of the above pyrimidines, 5 and 6, with triethyl orthoformate in N,N-dimethylacetamide gave bis-[4-(6-chloro-9-purinyl)phenyl]methane (7) and bis-[4-(6-chloro-9-purinyl)phenyl] ether (8). The spectral data on the new compounds will be discussed.

引用

页码：465 / 467

页数：3

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