REACTIONS OF 9-SUBSTITUTED 1-AMINOADENINES WITH NUCLEOPHILES AND SYNTHESES OF 3-SUBSTITUTED 3H-IMIDAZO[4,5-E][1,2,4]TRIAZOLO[1,5-C][1,2,3]TRIAZINES

被引:8
作者
ASANO, S
ITANO, K
YAMAGATA, Y
KOHDA, K
机构
[1] NAGOYA CITY UNIV,FAC PHARMACEUT SCI,MIZUHO KU,NAGOYA,AICHI 467,JAPAN
[2] OSAKA UNIV,FAC PHARMACEUT SCI,SUITA,OSAKA 565,JAPAN
来源
NUCLEOSIDES & NUCLEOTIDES | 1994年 / 13卷 / 6-7期
关键词
D O I
10.1080/15257779408012163
中图分类号
Q5 [生物化学]; Q7 [分子生物学];
学科分类号
071010 ; 081704 ;
摘要
Reactions of 1-aminoadenines (2) with NH2OH gave adenine 1-oxides (6). Alkaline treatment of 2 afforded 5-amino-4-(1,2,4-triazol-3-yl)imidazoles (3), which were converted to 3H-imidazo[4,5-e][1,2,4]triazolo[1,5-c][1,2,3]triazines (5), aza analogues o 3H-[1,2,4]triazolo[3,2-i]purines (4), by treatment with NaNO2.
引用
收藏
页码:1453 / 1465
页数:13
相关论文
共 16 条
[1]  
ASHIDA T, 1979, UNIVERSAL CRYSTALLOG
[2]   REACTION OF ADENOSINE WITH HYDROXYLAMINE [J].
BROWN, DM ;
OSBORNE, MR .
BIOCHIMICA ET BIOPHYSICA ACTA, 1971, 247 (04) :514-&
[3]  
FUJII T, 1971, CHEM PHARM BULL, V19, P1368
[4]  
FUJII T, 1991, CHEM PHARM BULL, V39, P301
[5]   REARRANGEMENTS IN HETEROCYCLIC SYNTHESIS - A NOVEL TRANSLOCATION OF AN (N-AMINO-N-METHYLAMINO)METHYLENE GROUP FROM A HETEROCYCLIC N-AMINO-N-METHYLFORMAMIDINE SIDE-CHAIN TO THE VINYLOGOUS NITRILE FUNCTION [J].
HOSMANE, RS ;
LIM, BB ;
BURNETT, FN .
JOURNAL OF ORGANIC CHEMISTRY, 1988, 53 (02) :382-386
[6]   STUDIES ON CHEMICAL ALTERATIONS OF NUCLEIC-ACIDS AND THEIR COMPONENTS .9. SYNTHESIS AND REACTION OF 1-AMINOADENOSINE AND RELATED COMPOUNDS [J].
HUANG, GF ;
MAEDA, M ;
OKAMOTO, T ;
KAWAZOE, Y .
TETRAHEDRON, 1975, 31 (11-1) :1363-1367
[7]  
JOHNSON CK, 1976, ORNL5138 REP
[8]   ELECTROPHILIC AMINATION OF IMIDAZOLE MOIETIES OF 9-ETHYLGUANINE AND 1-METHYLBENZIMIDAZOLE DERIVATIVES AND REACTIVITIES OF N-AMINATED PRODUCTS [J].
KAIYA, T ;
OHTA, M ;
KOHDA, K .
TETRAHEDRON, 1993, 49 (39) :8795-8804
[9]  
KLENOW H, 1961, BIOCHIM BIOPHYS ACTA, V52, P386
[10]   ELECTROPHILIC AMINATION OF GUANINE DERIVATIVES - MECHANISM FOR FORMATION OF 8-AMINOGUANINE DERIVATIVES [J].
KOHDA, K ;
BABA, K ;
KAWAZOE, Y .
TETRAHEDRON, 1990, 46 (05) :1531-1540