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

页码：1078 / 1086

页数：9

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