Synthesis of [1,2,4]triazolo[1,5-a]pyrimidine (microreview)

被引:40
|
作者
Fizer, Maksym [1 ]
Slivka, Mikhailo [1 ]
机构
[1] Uzhgorod Natl Univ, Fac Chem, 46 Pidhirna St, UA-88000 Uzhgorod, Ukraine
关键词
PYRIMIDINE-DERIVATIVES; IN-VITRO; AGENTS; TRIAZOLOPYRIMIDINE; ESSRAMYCIN; INHIBITION; ACTIVATION; BEARING; MOIETY;
D O I
10.1007/s10593-016-1851-5
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
[1,2,4]Triazolo[1,5-a]pyrimidines are very interesting and trend class of fused heterocycles due to their valuable biological properties. Some [1,2,4]-triazolo[1,5-a]pyrimidines possess herbicidal activity,1 also they can act as antifungal,2 antitubercular,3 and antibacterial4 agents. Polycyclic systems containing [1,2,4]triazolo[1,5-a]-pyrimidine moiety are reported as antitumor,5 as corticotropin-releasing factor 1 receptor antagonists6 or calcium channel modulators;7 they can be used for treatment of Alzheimer's disease8 and insomnia.9 Complexes of triazolo-pyrimidines with Pt and Ru are highly active against parasites10 and can also be used in treating cancer.11 The synthetic ways for the preparation of [1,2,4]triazolo[1,5-a]-pyrimidines can be divided into two main groups: annulation of pyrimidine moiety to triazole ring and annulation of triazole fragment to pyrimidine ring. The Dimroth rearrangement of [1,2,4]triazolo[4,3-a]pyrimidines can also be used for the synthesis of [1,2,4]triazolo[1,5-a]pyrimidines. In this review article we have focused on synthetic approaches for the creation of [1,2,4]triazolo[1,5-a]pyrimidine system.
引用
收藏
页码:155 / 157
页数:3
相关论文
共 50 条
  • [21] NEW HERBICIDAL DERIVATIVES OF 1,2,4-TRIAZOLO[1,5-A] PYRIMIDINE
    KLESCHICK, WA
    COSTALES, MJ
    DUNBAR, JE
    MEIKLE, RW
    MONTE, WT
    PEARSON, NR
    SNIDER, SW
    VINOGRADOFF, AP
    PESTICIDE SCIENCE, 1990, 29 (03): : 341 - 355
  • [22] Recent advances in 1,2,4-triazolo[1,5-a]pyrimidine chemistry
    Fischer, Gunther
    ADVANCES IN HETEROCYCLIC CHEMISTRY, VOL 128, 2019, 128 : 1 - 101
  • [23] Recent Progress in 1,2,4-Triazolo[1,5-a]pyrimidine Chemistry
    Fischer, Gunther
    ADVANCES IN HETEROCYCLIC CHEMISTRY, VOL 95, 2008, 95 : 143 - 219
  • [24] SYNTHESIS OF 2-ARYL-[1,2,4]TRIAZOLO[1,5-A]PYRAZINES
    SAMBAIAH, T
    REDDY, KK
    INDIAN JOURNAL OF CHEMISTRY SECTION B-ORGANIC CHEMISTRY INCLUDING MEDICINAL CHEMISTRY, 1992, 31 (07): : 444 - 445
  • [25] SYNTHESIS OF 2-ARYL[1,2,4]TRIAZOLO[1,5-A]PYRAZINES
    SAMBAIAH, T
    REDDY, KK
    ABSTRACTS OF PAPERS OF THE AMERICAN CHEMICAL SOCIETY, 1992, 203 : 57 - MEDI
  • [26] SYNTHESIS OF 2-ARYL[1,2,4]TRIAZOLO[1,5-A]PYRIMIDINES
    KAMALA, K
    RAO, PJ
    REDDY, KK
    BULLETIN OF THE CHEMICAL SOCIETY OF JAPAN, 1988, 61 (10) : 3791 - 3793
  • [27] REACTIONS OF AMINO-1,2,4-TRIAZOLO[1,5-A]-PYRIMIDINE AND HYDRAZINO-1,2,4-TRIAZOLO[1,5-A]-PYRIMIDINE DERIVATIVES WITH DMF DMA .8.
    HEMPEL, U
    LIPPMANN, E
    TENOR, E
    ZEITSCHRIFT FUR CHEMIE, 1990, 30 (09): : 320 - 321
  • [28] Synthesis and cytotoxic activity of novel steroidal derivatives containing a [1,2,4]triazolo[1,5-a]pyrimidine ring
    Fan, Ning-Juan
    Li, Yuan-feng
    Liang, Shuang
    Tang, Jiang-Jiang
    JOURNAL OF CHEMICAL RESEARCH, 2017, (07) : 413 - 415
  • [30] Syntheses of novel tricyclic fused heterocycles: [1,2,4] triazolo [1,5-a] [1] benzazepine and [1,2,4] triazolo [1,5-a] quinoline derivatives
    Bai He-Xiang
    Meng Qing-Qing
    Wang Quan-Rui
    Tao Feng-Gang
    CHEMICAL JOURNAL OF CHINESE UNIVERSITIES-CHINESE, 2006, 27 (05): : 867 - 870