Synthesis of new pentaheterocyclic systems based on the triazolo[3,4-a]-2,7-naphthyridine core

被引：0

作者：

Sirakanyan, Samvel N. ^{[1
]}

Spinelli, Domenico ^{[2
]}

Geronikaki, Athina ^{[3
]}

Hakobyan, Elmira K. ^{[1
]}

Kartsev, Victor G. ^{[4
]}

Yegoryan, Hasmik A. ^{[1
]}

Paronikyan, Ervand G. ^{[1
]}

Ghazaryan, Samvel G. ^{[5
]}

Hovakimyan, Anush A. ^{[1
]}

机构：

[1] Natl Acad Sci RA, Sci Technol Ctr Organ & Pharmaceut Chem, Inst Fine Organ Chem, Ave Azatutyan 26, Yerevan 0014, Armenia

[2] Alma Mater Studiorum Univ Bologna, Dept Chem G Ciamician, Via F Selmi 2, I-40126 Bologna, Italy

[3] Aristotle Univ Thessaloniki, Sch Pharm, Thessaloniki 54124, Greece

[4] InterBioScreen, Moscow 119019, Russia

[5] NAS RA, Sci & Prod Ctr Armbiotechnol, Yerevan 0056, Armenia

来源：

ARKIVOC | 2022年

关键词：

Triazolo[3,4-a]-2,7-naphthyridine; pyrimido[4',5':4,5]thieno[2,3-c][1,2,4]triazolo[3,4-a]-2,7-naphthyridines; alkylation; cyclization; pyrazolo[3,4-c][1,2,4]triazolo(tetrazolo)-2,7-naphthyridines; HETEROCYCLIC-SYSTEMS; DERIVATIVES; POTENT; REACTIVITY; INHIBITORS; CHEMISTRY;

D O I：

10.24820/ark.5550190.p011.848

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

An efficient synthesis of new pentaheterocyclic systems based on the triazolo[3,4-a]-2,7-naphthyridine core is described. Thus, by cyclocondensation of thieno[2,3-c][1,2,4]triazolo[3,4-a]-2,7-naphthyridine with formamide, the corresponding thieno[3,2-d]pyrimidine was obtained, starting from which the N-alkyl, 11-chloro and 11-amino(hydrazino) derivatives were synthesized. Furthermore, reaction of pyrazolo[3,4-c][1,2,4]triazolo(tetrazolo)-2,7-naphthyridines, formed via a condensation/cyclization process, with acetylacetone gave new pentaheterocyclic pyrazolo[3,4-c][1,2,4]triazolo(tetrazolo)-2,7-naphthyridine system. [GRAPHICS] .

引用

页码：1 / 10

页数：10

共 50 条

[1] Synthesis of new heterocyclic systems fused at pyrazolo[3,4-c]-2,7-naphthyridine core
Sirakanyan, Samvel N.
Hakobyan, Elmira K.
Spinelli, Domenico
Geronikaki, Athina
Kartsev, Victor
Yegoryan, Hasmik A.
Hovakimyan, Anush A.
MENDELEEV COMMUNICATIONS, 2022, 32 (03) : 393 - 394
[2] Synthesis and Neurotropic Activity of Triazolo[3,4-a]-and Triazolo[5,1-a][2,7]Naphthyridines
Sirakanyan, S. N.
Tonoyants, N. A.
Noravyan, A. S.
Dzhagatspanyan, I. A.
Nazaryan, I. M.
Akopyan, A. G.
Paronikyan, R. G.
Minasyan, N. S.
PHARMACEUTICAL CHEMISTRY JOURNAL, 2014, 48 (04) : 231 - 234
[3] Synthesis and Neurotropic Activity of Triazolo[3,4-a]-and Triazolo[5,1-a][2,7]Naphthyridines
S. N. Sirakanyan
N. A. Tonoyants
A. S. Noravyan
I. A. Dzhagatspanyan
I. M. Nazaryan
A. G. Akopyan
R. G. Paronikyan
N. S. Minasyan
Pharmaceutical Chemistry Journal, 2014, 48 : 231 - 234
[4] ALKYLENEIMIDES .7. A NEW SYNTHESIS OF 2,7-NAPHTHYRIDINE DERIVATIVES
ISELIN, BM
HOFFMANN, K
JOURNAL OF THE AMERICAN CHEMICAL SOCIETY, 1954, 76 (12) : 3220 - 3222
[5] Convenient synthesis of 2,7-naphthyridine lophocladines A and B and their analogues
Zhang, Ao
Ding, Chunyong
Cheng, Chen
Yao, Qizheng
JOURNAL OF COMBINATORIAL CHEMISTRY, 2007, 9 (06): : 916 - 919
[6] Synthesis and Biological Activity of 2,7-Naphthyridine Derivatives: An Overview
Wojcicka, Anna
CURRENT ORGANIC CHEMISTRY, 2021, 25 (22) : 2740 - 2764
[7] A method for the synthesis of 3-methyl-2,7-naphthyridine derivatives
Barbu, E
Cuiban, F
HETEROCYCLIC COMMUNICATIONS, 2000, 6 (03) : 259 - 264
[8] Synthesis, Structure, and Pharmacological Screening of 2,7-Naphthyridine Derivatives
Wagner, E.
Wojcicka, A.
Bryndal, I.
Lis, T.
POLISH JOURNAL OF CHEMISTRY, 2009, 83 (02) : 207 - 215
[9] SYNTHESIS OF TRICYCLIC HOMOLOGUES OF 1,6- AND 2,7-NAPHTHYRIDINE
HAGLID, F
ACTA CHEMICA SCANDINAVICA, 1967, 21 (02): : 580 - &
[10] First total synthesis of the 2,7-naphthyridine alkaloids lophocladine A and B
Lotter, Matthias
Schilling, Johannes
Reimann, Eberhard
Bracher, Franz
ARCHIV DER PHARMAZIE, 2006, 339 (12) : 677 - 679

← 1 2 3 4 5 →