Functional Pyrazolo[1,5-a]pyrimidines: Current Approaches in Synthetic Transformations and Uses As an Antitumor Scaffold

Abstract

Pyrazolo[1,5-a]pyrimidine (PP) derivatives are an enormous family of N-heterocyclic compounds that possess a high impact in medicinal chemistry and have attracted a great deal of attention in material science recently due to their significant photophysical properties. Consequently, various researchers have developed different synthesis pathways for the preparation and post-functionalization of this functional scaffold. These transformations improve the structural diversity and allow a synergic effect between new synthetic routes and the possible applications of these compounds. This contribution focuses on an overview of the current advances (2015–2021) in the synthesis and functionalization of diverse pyrazolo[1,5-a]pyrimidines. Moreover, the discussion highlights their anticancer potential and enzymatic inhibitory activity, which hopefully could lead to new rational and efficient designs of drugs bearing the pyrazolo[1,5-a]pyrimidine core.

Quantitative and Qualitative Analysis of the Anti-Proliferative Potential of the Pyrazole Scaffold in the Design of Anticancer Agents

“…There are many reviews that present and demonstrate the anticancer potential of the pyrazole ring, unfused or fused in structures like indazole or pyrazolopyrimidines, but these works present only on the active derivatives [ 32 , 33 , 34 , 35 , 36 , 37 , 38 ]. The researchers tend to publish only works with positive results in order to maximize their scientific impact.…”

Ecological and Economic Efforts in the Development of Molecular Sensors for the Optical Detection of Cyanide Ions

“…Finally, we disclose an emergent chromo/fluorophore core, pyrazolo[1,5-a]pyrimidine (PP) and its applications in the cyanide sensing field. This heterocyclic core is well known for its biological properties; [82] however, its photophysical properties, such as good absorption coefficients (from 2001 to 39000 M À 1 cm À 1 ), emission quantum yields as high as 98 % in solution (63 % in the solid phase), excellent photostability, and absorption and emission wavelengths tunable with the substituent nature in the heterocyclic core periphery, recently indicate interesting applications of this ring. [83][84][85][86] Considering the abovementioned properties, pyrazolo [1,5-a]pyrimidines can be prepared from readily available reagents and account for easy post-functionalization synthetic methodologies.…”

Electrooxidation Is a Promising Approach to Functionalization of Pyrazole-Type Compounds

“…These patterns and approaches are considered below on the examples of C–H An thiocyanation of the practically useful [ 128 , 129 , 130 ] derivatives of 5-aminopyrazole and pyrazolo[1,5-a]pyrimidine and the original electrosynthesized 1-(hetero)arylpyrazoles [ 124 , 131 ].…”