Biological activities of [1,2,4]triazolo[1,5- a ]pyrimidines and analogs

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Medicinal Chemistry Research https://doi.org/10.1007/s00044-020-02609-1

REVIEW ARTICLE

Biological activities of [1,2,4]triazolo[1,5-a]pyrimidines and analogs Sergio Pinheiro Sandro J. Greco3

1



Erick M. C. Pinheiro2 Estela M. F. Muri2 Jaqueline C. Pessôa1 Mayara A. Cadorini3 ●







Abstract The [1,2,4]triazolo[1,5-a]pyrimidines (TPs) comprise an important class of non-naturally occurring small molecules that aroused the interest of researches. This scaffold is present in diverse important structures in agriculture and medicinal chemistry, such as antibacterial, antifungal, antiviral, antiparasitic, and anticancer. As over the decades the development of the chemistry and application of 1,2,4-triazolo[1,5-a]pyrimidines has continued and even accelerated, in this review, we thoroughly discussed the applications of TPs in both agriculture and medicinal chemistry highlighting the significance of this nucleus. 1234567890();,:

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Received: 14 May 2020 / Accepted: 24 July 2020 © Springer Science+Business Media, LLC, part of Springer Nature 2020

Graphical Abstract Biological activities of [1,2,4]triazolo[1,5-a] pyrimidines and analogues

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Sergio Pinheiro, Erick M. C. Pinheiro, Estela M. F. Muri, Jaqueline C. Pessôa, Mayara A. Cadorini and Sandro J. Greco Instituto de Química, Universidade Federal Fluminense, Niterói, RJ, Brazil. Faculdade de Farmácia, Universidade Federal Fluminense, Niterói, RJ, Brazil. Departamento de Química, Universidade Federal do Espírito Santo, Vitória, ES, Brazil.

Keywords Triazolopyrimidine Biological Activity Agrochemistry Medicinal chemistry ●



Abbreviations Aβ β-amyloid peptide ABC ATP-binding cassette AChE acetylcholinesterase AD alzheimer’s disease AHAS acetolactate synthase AIDS acquired immunodeficiency syndrome cAMP cyclic adenosine 3′,5′-monophosphate ATP adenosine triphosphate BET bromodomain extra terminal

* Sergio Pinheiro [email protected] 1

Instituto de Química, Universidade Federal Fluminense, Outeiro de S. João Batista s/n, Centro, 24020-141, Niterói, RJ, Brazil

2

Departamento de Tecnologia Farmacêutica, Faculdade de Farmácia, Universidade Federal Fluminense, Niterói, RJ, Brazil

3

Departamento de Química, Universidade Federal do Espírito Santo, Vitória, ES, Brazil



BRD BuChE BZD CA-4 CDK-2 CNS CRF dCTPase CXCR2 CYP2D6 DHODH DPP4 DPPH FABP FRAP GABA H1N1 HBsAg HBV

bromodomain family butyrylcholinesterase benzodiazepine combretastatin A-4 cyclin-dependent kinase 2 central nervous system corticotropin-releasing factor deoxycytidine-5-triphosphate pyrophosphatase 1 chemokine-coupled receptor cytochrome P450 isozyme 2D6 dihydroorotate dehydrogenase dipeptidyl peptidase 4 1,1-diphenyl-2-picrylhydrazyl fatty acid-binding protein ferric reducing antioxidant power gamma-aminobutyric acid influenza virus A HBV surface antigen hepatitis B virus

Medicinal Chemistry Research

HCV HIV-1 HSV-1 I.T.P. LSD1 MDR MetAP-2 MT MTB MTT NNRTI NS5B NTPPPases PA-PB1 Peg-IFN PDE PI PI3K PPAT PTEN QSAR RdRP RT SAR S.I. TB TDP2 TMV