2019
DOI: 10.1016/j.bmc.2019.07.005
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1,2,3-Triazole-containing hybrids as leads in medicinal chemistry: A recent overview

Abstract: A B S T R A C TThe 1,2,3-triazole ring is a major pharmacophore system among nitrogen-containing heterocycles. These fivemembered heterocyclic motifs with three nitrogen heteroatoms can be prepared easily using 'click' chemistry with copper-or ruthenium-catalysed azide-alkyne cycloaddition reactions. Recently, the 'linker' property of 1,2,3-triazoles was demonstrated, and a novel class of 1,2,3-triazole-containing hybrids and conjugates was synthesised and evaluated as lead compounds for diverse biological tar… Show more

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Cited by 510 publications
(261 citation statements)
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“…Since its discovery by Huisgen, the 1,3‐dipolar cycloaddition reaction between azide and alkyne has been applied for the syntheses of 1,4‐ and 1,5‐disubstituted‐1,2,3‐triazoles, which in turn have been served as important and key structural motifs in several applications ranging from biology to material sciences . However, the Huisgen reaction was characterized by being carried out at high temperatures, with a low rate and providing a mixture of both 1,4‐ and 1,5‐disubstituted‐1,2,3‐triazoles as regioisomers .…”
Section: Introductionmentioning
confidence: 99%
See 1 more Smart Citation
“…Since its discovery by Huisgen, the 1,3‐dipolar cycloaddition reaction between azide and alkyne has been applied for the syntheses of 1,4‐ and 1,5‐disubstituted‐1,2,3‐triazoles, which in turn have been served as important and key structural motifs in several applications ranging from biology to material sciences . However, the Huisgen reaction was characterized by being carried out at high temperatures, with a low rate and providing a mixture of both 1,4‐ and 1,5‐disubstituted‐1,2,3‐triazoles as regioisomers .…”
Section: Introductionmentioning
confidence: 99%
“…Since its discovery by Huisgen, the 1,3-dipolar cycloaddition reaction between azide and alkyne has been applied for the syntheses of 1,4-and 1,5-disubstituted-1,2,3-triazoles, which in turn have been served as important and key structural motifs in several applications ranging from biology to material sciences. [1][2][3][4][5][6][7][8][9][10] However, the Huisgen reaction was characterized by being carried out at high temperatures, with a low rate and providing a mixture of both 1,4-and 1,5-disubstituted-1,2,3-triazoles as regioisomers. [11] Subsequently, an improved synthetic procedure involving copper(I)-catalyzed azide-alkyne cycloaddition (CuAAC) reaction has been introduced under the context of the click chemistry concept by the groups of Sharpless and Meldal in 2002.…”
Section: Introductionmentioning
confidence: 99%
“…Oxygen‐containing monoterpenes proved to be efficient against influenza virus and Marburg virus . Although the 1,2,3‐triazole moiety does not exist in nature, it has attracted interest as a candidate anticancer drug, particularly for the production of ‘1,2,3‐triazole‐natural compound’ hybrids . The introduction of 1,3‐thiazole heterocycle into camphor molecule leads to compounds showing antibacterial and antifungal activity …”
Section: Introductionmentioning
confidence: 99%
“…[7] Although the 1,2,3-triazole moiety does not exist in nature, it has attracted interest as a candidate anticancer drug, particularly for the production of '1,2,3-triazole-natural compound' hybrids. [8] The introduction of 1,3-thiazole heterocycle into camphor molecule leads to compounds showing antibacterial and antifungal activity. [9] It was shown previously that a product resulting from the reaction of camphor and aminoethanol and called camphecene exhibits a wide spectrum of antiviral activity and low toxicity.…”
Section: Introductionmentioning
confidence: 99%
“…1,3-Dipolar cycloadditions have been successfully exploited as a facile route for the construction of five-membered heterocyclic rings [1,2]. These reactions are considered relevant alternatives to heterocyclic classic routes and allows one to install biologically significant functionalities like triazole and pyrazoline units in different scaffolds in a single step [3][4][5][6][7][8][9]. An attractive approach giving rise to substituted triazole derivatives is based on the 1,3-dipolar cycloaddition of azides to terminal alkynes catalysed by copper(I), the so-called Copper(I)-catalysed azide-alkyne (CuAAC) reaction [10][11][12].…”
Section: Introductionmentioning
confidence: 99%