Synthesis and biological evaluation of novel 2,4,5-substituted pyrimidine derivatives for anticancer activity

Synthesis of hetero annulated isoxazolo-, pyrido- and pyrimido carbazoles: Screened for in vitro antitumor activity and structure activity relationships, a novel 2-amino-4-(3'-bromo-4'-methoxyphenyl)-8-chloro-11 H -pyrimido[4,5- a ]carbazole as an antitumor agent

“…The electron donating ability of the amino group increases the electron density of the parent molecule which rationally increases the potency of the compound towards anticancer activity. The role of NH2 group at the C2 position of pyrimido moiety in improving anticancer activities had been previously reported in the literature [34]. In addition combination of a pyrimidine group with a carbazole also increases its therapeutic value.…”

Michael Cyclization of Polarized Systems: Synthesis and in vitro Anti-Diabetic Evaluation of Some Novel Pyrimidine, Pyridine, Pyrazole and Pyrazolo[3,4-b ]pyridine Derivatives

“…Pyrimidines, as the most important nitrogen-containing heterocyclic compounds, are of chemical and pharmacological interest. Many studies have been shown that compounds containing the pyrimidine ring possess antidiabetic, antibacterial, antifungal, antimalarial, and anticonvulsant activities, [12][13][14][15][16] and anticancer activities, [17,18] and many of pyrimidine compounds were reported to act as calcium channel blockers, [19] and as potential central nervous system (CNS) depressants. [20,21] Also, Pyrazoline derivatives widely occur in the environment, in the form of alkaloids, vitamins and pigments as constituents of plant and animal cell.…”

Insights into the N,N-diacylation reaction of 2-aminopyrimidines and deactivated anilines: an alternative N-monoacylation reaction

“…Compounds containing the 2-aminopyrimidine as a common structural moiety are useful intermediate derivatives for the synthesis of important pharmaceuticals [5][6][7][8] that show a broad spectrum of biological activities, including inhibitory activity against specific kinases. With the aim of designing and evaluating new Imatinib analogues, we modified the Imatinib scaffold at the A, C and D rings ( Figure 1) and prepared a series of of N-substituted 2-aminopyrimidines.…”

“…Previous reports related to this type of transformations have appeared in the literature, but they have been only briefly investigated. 6,[11][12][13][14][15][16][17][18][19][20][21][22][23][24][25] Activation methods have found the reagents to be resistant to amide formation of 2-aminopyrimidines with low or moderate yields. [11][12][13][14] By the addition of the appropriate benzoyl chloride to 2-amino-4-(3-pyridinyl)pyrimidine in refluxing pyridine, 6 a group of N-mono-and N,N-dibenzoyl derivatives has been prepared in low yield.…”

“…6,[11][12][13][14][15][16][17][18][19][20][21][22][23][24][25] Activation methods have found the reagents to be resistant to amide formation of 2-aminopyrimidines with low or moderate yields. [11][12][13][14] By the addition of the appropriate benzoyl chloride to 2-amino-4-(3-pyridinyl)pyrimidine in refluxing pyridine, 6 a group of N-mono-and N,N-dibenzoyl derivatives has been prepared in low yield. The same mixture of N-monobenzoyland N,N-dibenzoyl-2-aminopyrimidines has been obtained (15% and 45%, respectively) by reaction of the 2-aminopyrimidine scaffold with benzoyl chloride in refluxing dichloromethane 15 and excess pyridine for 48 h. Peracylation of a 2,4-diaminopyrimidine-derivative has also been obtained with excess of benzoyl chloride in pyridine at room temperature for 18 hours, 16,17 while N,N-dibenzoyl-deoxycytidine has been formed as a by-product in the N-benzoylation of deoxycytidine 18 and 2-aminopyridines.…”