Design and synthesis of 4-[(s-triazin-2-ylamino)methyl]-N-(2-aminophenyl)-benzamides and their analogues as a novel class of histone deacetylase inhibitors

Triazine as a promising scaffold for its versatile biological behavior

“…al. [44] has been identified new therapeutic agents (s-triazin-2-ylamino)methyl]-N-(2-aminophenyl)benzamides for the treatment of cancer that inhibited HDAC enzymes by arresting cell growth, that led to differentiation and apoptosis in tumor cell lines [45,46]. The structural diversification of s-triazine series (21) brought about by an increase in potency against HDAC with IC 50 values of less than 0.2 µM with concomitant increase in antiproliferative activity (Fig.…”

Histone Deacetylase Inhibitors in Cancer Therapy: New Compounds and Clinical Update of Benzamide-Type Agents

“…(4), compound 39) inhibited tumor growth in mice bearing HCT 116 xenografts by 88% compared to a control and 89.6% in mice carrying SW-48 xenografts. Additional data of similar compounds from MethylGene can also be found in the literature [71][72][73].…”

The umpolung of substituent effect in nucleophilic aromatic substitution. A new approach to the synthesis of N,N-disubstituted melamines (triazine triskelions) under mild reaction conditions

“…The availability of more complex melamine analogues is, however, severely limited due to harsh reaction conditions necessary for the substitution of the potentially most versatile substrate, 3,11 which is cyanuric chloride. In the described procedures substituted melamine is prepared from cyanuric chloride by treatment with ammonia, primary or secondary amines.…”

“…3 As potent cytotoxic agents targeting the G2/M phase of the cell cycle, 4 inhibitors of phosphatidylinositol 3-kinase, 5 matrix metalloproteinase, 6 tyrosine kinase, 7 and inhibitors of angiogenesis, 8 melamine derivatives are some of the most promising anticancer, 9 antiviral, antitripanozoma, 10 and antiprotozoal agents.…”