Eco‐friendly synthesis of novel pyrimidine derivatives as potential anticancer agents

Abstract

Herein, a rapid and highly efficient method for the synthesis of a new series of pyrimidine derivatives was demonstrated. The strategy was emanated from the reaction of hydrazinyl pyrimidine derivative (1) with different electrophilic species such as ethyl acetoacetate, ethyl 4,4,4‐trifluoro acetoacetate, and phenyl isothiocyanate following cyclocondensation mechanism to afford the corresponding derivatives (2‐6). Furthermore, condensation of hydrazine derivative (1) with different carbonyl compounds via conventional heating and microwave irradiation conditions was employed as a source of Schiff base derivatives bearing pyrimidine moiety (7‐12). The structural features of all newly synthesized compounds were characterized by elemental and spectroscopic evidences. Some of the synthesized compounds were evaluated for in vitro cytotoxicity. The preliminary screening results showed that most of the tested compounds have moderate cytotoxic activity against HepG2 and HCT‐116 cell lines. Finally, a molecular docking study was conducted to reveal the probable interaction with the thymidylate synthase enzyme.

Microwave‐assisted diversified synthesis of pyrimidines: An overview

“…El‐Naggar et al [ 46 ] established a quick and highly efficient procedure for the creation of pyrimidine linked with coumarin and thiophene under MWI as shown in Scheme 43. A model reaction was performed and optimized treating hydrazinopyrimidine 129 with 3‐acetyl‐2H‐chromen‐2‐one 130 and 2‐acetyl thiophene 131 to afford the corresponding Schiff bases derivatives 132 and 133 with 83% and 90% yield, respectively.…”

Assessment of the Antimicrobial and Antiproliferative Activities of Chloropyrazine-Tethered Pyrimidine Derivatives: In Vitro, Molecular Docking, and In-Silico Drug-Likeness Studies

“…Many substituted pyrazine derivatives were reported with potential antibacterial [6][7][8][9][10][11], antifungal [12][13][14][15], anticancer [16][17][18][19][20][21], antioxidant [22][23][24][25], and antitubercular [9,[26][27][28] activities. Similarly, pyrimidine-based compounds also showed excellent antimicrobial (antibacterial and antifungal) [29][30][31][32][33], antimycobacterial [34][35][36][37][38], antioxidant [39][40][41][42], cytotoxic and anticancer [42][43][44][45][46][47][48][49][50][51][52], and antiviral…”

Utility of [4‐(3‐methoxyphenyl)pyrimidin‐2‐yl]cyanamide in synthesis of some heterocyclic compounds

“…Its structure known as constituent of nature drugs: theophylline and caffeine; as well as synthetically marketing drugs: Broxuridine, Fluorouracil, Tetroxoprim, Piribedil, and Pyrantel Embonate [10,11] (Figure 1). On the other hand, pyrimidines have a wide variety of interesting biological activities such as: anticancer [12,13], antiviral [14], antibacterial [15], analgesic [16], antioxidant [17,18], and anti‐inflammatory activities [19].…”