Insights into the medicinal chemistry of heterocycles integrated with a pyrazolo[1,5- a ]pyrimidine scaffold

Abstract

Pyrazolopyrimidine core is the basic skeleton of many drugs with privileged biological profiles. In this study, the biological characteristics, and samples of synthetic approaches and reactivity of pyrazolo[1,5-a]pyrimidines were highlighted.

5-(Thiophen-2-yl)isoxazoles as novel anti-breast cancer agents targeting ERα: synthesis, in vitro biological evaluation, in silico studies, and molecular dynamics simulation

“…Pyrazolo[1,5-a] pyrimidine is an important class of fused heterocycles with significant applications in medicinal chemistry, materials science, and agrochemicals. 23,24 Their unique structural framework imparts diverse biological activities, making them attractive scaffolds in drug discovery. Hence, we designed a fivestep synthetic route starting from commercially available feedstock materials for the synthesis of 3-(7-phenylpyrazolo[1,5a]pyrimidin-3-yl)-5-(thiophen-2-yl)-4-(trifluoromethyl)isoxazole (TTI-15), which is presented in Scheme 3.…”

5-(Thiophen-2-yl)isoxazoles as novel anti-breast cancer agents targeting ERα: synthesis, in vitro biological evaluation, in silico studies, and molecular dynamics simulation

“…Pyrazolo[1,5-a] pyrimidine is an important class of fused heterocycles with significant applications in medicinal chemistry, materials science, and agrochemicals. 23,24 Their unique structural framework imparts diverse biological activities, making them attractive scaffolds in drug discovery. Hence, we designed a fivestep synthetic route starting from commercially available feedstock materials for the synthesis of 3-(7-phenylpyrazolo[1,5a]pyrimidin-3-yl)-5-(thiophen-2-yl)-4-(trifluoromethyl)isoxazole (TTI-15), which is presented in Scheme 3.…”

Novel donor-π-acceptor benzimidazole-based chromophores: synthesis, antitumor assessment, and pharmacokinetics

“…All biological assays were performed at the National Research Centre, Giza, Egypt, from which the authenticated cell lines were obtained and maintained under standard sterile culture conditions. [28][29][30] All cell culture reagents, including RPMI-1640 medium, fetal bovine serum, penicillin, and streptomycin, were obtained from Thermo Fisher Scientic and used as received.…”

Overview of Pyrazolo[1,5‐ a ]Pyrimidines Scaffold: Synthetic Strategies, Drug Synthesis, Structure–Activity Relationships, and Their Functional Fluorophores

“…Pyrazolo [1,5-a ]pyrimidines are a class of heterocyclic compounds with many biological activities, including anti-inflammatory, antibacterial, antifungal, antiviral, anticancer, and sedative properties. They are often examined as beneficial frameworks in pharmaceutical chemistry due to their ability to interact with many biological targets, as presented in Figure 6 [ 17 ].…”

5-(Thiophen-2-yl)isoxazoles as novel anti-breast cancer agents targeting ERα: synthesis, in vitro biological evaluation, in silico studies, and molecular dynamics simulation

“…Pyrazolo[1,5-a] pyrimidine is an important class of fused heterocycles with significant applications in medicinal chemistry, materials science, and agrochemicals. 23,24 Their unique structural framework imparts diverse biological activities, making them attractive scaffolds in drug discovery. Hence, we designed a fivestep synthetic route starting from commercially available feedstock materials for the synthesis of 3-(7-phenylpyrazolo[1,5a]pyrimidin-3-yl)-5-(thiophen-2-yl)-4-(trifluoromethyl)isoxazole (TTI-15), which is presented in Scheme 3.…”

Novel donor-π-acceptor benzimidazole-based chromophores: synthesis, antitumor assessment, and pharmacokinetics

“…All biological assays were performed at the National Research Centre, Giza, Egypt, from which the authenticated cell lines were obtained and maintained under standard sterile culture conditions. [28][29][30] All cell culture reagents, including RPMI-1640 medium, fetal bovine serum, penicillin, and streptomycin, were obtained from Thermo Fisher Scientic and used as received.…”

Overview of Pyrazolo[1,5‐ a ]Pyrimidines Scaffold: Synthetic Strategies, Drug Synthesis, Structure–Activity Relationships, and Their Functional Fluorophores

“…Pyrazolo [1,5-a ]pyrimidines are a class of heterocyclic compounds with many biological activities, including anti-inflammatory, antibacterial, antifungal, antiviral, anticancer, and sedative properties. They are often examined as beneficial frameworks in pharmaceutical chemistry due to their ability to interact with many biological targets, as presented in Figure 6 [ 17 ].…”

5-(Thiophen-2-yl)isoxazoles as novel anti-breast cancer agents targeting ERα: synthesis, in vitro biological evaluation, in silico studies, and molecular dynamics simulation

“…Pyrazolo[1,5-a] pyrimidine is an important class of fused heterocycles with significant applications in medicinal chemistry, materials science, and agrochemicals. 23,24 Their unique structural framework imparts diverse biological activities, making them attractive scaffolds in drug discovery. Hence, we designed a fivestep synthetic route starting from commercially available feedstock materials for the synthesis of 3-(7-phenylpyrazolo[1,5a]pyrimidin-3-yl)-5-(thiophen-2-yl)-4-(trifluoromethyl)isoxazole (TTI-15), which is presented in Scheme 3.…”

Novel donor-π-acceptor benzimidazole-based chromophores: synthesis, antitumor assessment, and pharmacokinetics

“…All biological assays were performed at the National Research Centre, Giza, Egypt, from which the authenticated cell lines were obtained and maintained under standard sterile culture conditions. [28][29][30] All cell culture reagents, including RPMI-1640 medium, fetal bovine serum, penicillin, and streptomycin, were obtained from Thermo Fisher Scientic and used as received.…”

Overview of Pyrazolo[1,5‐ a ]Pyrimidines Scaffold: Synthetic Strategies, Drug Synthesis, Structure–Activity Relationships, and Their Functional Fluorophores

“…Pyrazolo [1,5-a ]pyrimidines are a class of heterocyclic compounds with many biological activities, including anti-inflammatory, antibacterial, antifungal, antiviral, anticancer, and sedative properties. They are often examined as beneficial frameworks in pharmaceutical chemistry due to their ability to interact with many biological targets, as presented in Figure 6 [ 17 ].…”