Synthesis and cytotoxicity studies of bifunctional hybrids of nitrogen mustards with potential enzymes inhibitors based on melamine framework

DABCO bond cleavage for the synthesis of piperazine derivatives

“…In a similar study, Kolesinska research group reported that the reaction of 2,4-bis-dialkoxy(aryloxy)-1-chlorotriazines 24 with 1 leads to the formation of 2-chloroethylamino fragment attached to 1,3,5-triazine via a piperazine ring (compound 25). 30 In addition, they concluded that reaction of 2-methoxy-4,6dichloro-1,3,5-triazine 26 or trichlorotriazine 20 with excess amount of DABCO afforded the corresponding triazine backbones 27 or 28 with two or three piperazines (Scheme 8). Among the synthesized compounds, the strongest inhibition of In 2007, Wang and coworkers reported a highly efficient, two-step procedure for the synthesis of 4-substituted 1-heteroarylpiperazines 31 or 32 via microwave heating of heteroaryl chlorides 29 or 30 with DABCO and a nucleophile at 160 C (Scheme 9).…”

Synthesis and cellular effects of novel 1,3,5-triazine derivatives in DLD and Ht-29 human colon cancer cell lines

“…In addition, it was found that the triazine analogues had anti-proliferative activity against prostate cancer LNCaP, lung cancer A549, breast cancer T47D, colorectal cancer SW707 and Jurkat lymphoblastic leukemia. A significant finding was that in the case of estrogen-dependent breast cancer MCF-7, which is resistant to chemotherapy, activity increased with the number of 2-chloroethyloamino moieties [22]. It was found that the compounds with antitumor cytotoxicity towards the standard cell line of mammalian tumor MCF-7 were strongly alkylating agents, which reacted easily with most of the nucleophilic functional groups typical for proteins and nucleic acids [23].…”

Reactions of Polychlorinated Pyrimidines with DABCO

“…Of particular interest are N-(2-chloroethyl)piperazines as these can be further functionalized via the 2-chloroethyl group. Surprisingly few reports of such compounds are found in the literature [6][7][8][9][10][11], and often the chloroethyl moiety was not isolated but converted in situ to other derivatives by nucleophilic displacement of the chloride [2-5].…”