Synthesis of derivatives of pyrano[3,4-c][1,2,4]triazolo[4,3-a]pyridine and 8-(pyrazol-1-yl)pyrano[3,4-c]pyridine through pyridine ring rearrangement

被引：7
|
作者：
Paronikyan, Ervand G. [1 ]
Dashyan, Shushanik Sh. [1 ]
Minasyan, Nune S. [2 ]
Stepanyan, Grachya M. [1 ]
Ayvazyan, Armen G. [2 ]
Tamazyan, Rafael A. [2 ]
机构：
[1] Natl Acad Sci Republ Armenia, AL Mndzhoyan Inst Fine Organ Chem, Sci Technol Ctr Organ & Pharmaceut Chem, 26 Azatutyan Ave, Yerevan 0014, Armenia
[2] Natl Acad Sci Republ Armenia, Ctr Study Mol Struct, Sci Technol Ctr Organ & Pharmaceut Chem, 26 Azatutyan Ave, Yerevan 0014, Armenia
来源：
CHEMISTRY OF HETEROCYCLIC COMPOUNDS | 2016年 / 52卷 / 12期
基金：
俄罗斯基础研究基金会;
关键词：
pyrano[3,4-c]pyridines; 8-(pyrazol-1-yl)pyrano[3,4-c]pyridines; triazolo[4,3-a]pyridines; antimicrobial activity; antitumor activity; rearrangement; EFFLUX PUMP; PYRANOPYRIDINES; GENTIANINE; AGENTS;
D O I：
10.1007/s10593-017-2009-9
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A method has been developed for the synthesis of 8-hydrazino derivatives of pyrano[3,4-c]pyridines on the basis of pyridine ring recyclization. New tricyclic heterocyclic systems, pyrano[3,4-c][1,2,4] triazolo[4,3-a] pyridines and 8-(pyrazol-1-yl)pyrano[3,4-c]pyridines, were synthesized from 8-hydrazino derivatives of pyrano[3,4-c]pyridines. The presence of intermolecular hydrogen bonds in 6-[(4-chlorophenyl) amino]-8-(3,5-dimethyl-1H-pyrazol-1-yl)-3,3-dimethyl-3,4-dihydro-1H-pyrano[3,4-c]pyridine-5-carbonitrile was proved by X-ray structural analysis. The antimicrobial and antitumor activity of the obtained compounds were studied.
引用
收藏
页码：1078 / 1086
页数：9
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