10.1016/j.ejmech.2010.04.017
The research focuses on the discovery of new 1,3,5-triazine scaffolds with potent activity against Mycobacterium tuberculosis H37Rv, a strain of tuberculosis. The study involves the synthesis and in vitro evaluation of eighty-one 2,4,6-trisubstituted-1,3,5-triazines for their growth inhibitory effects on M. tuberculosis H37Rv. Fifteen compounds showed good to moderate activity with a minimum inhibitory concentration (MIC) range of 1.56 to 3.12 mg/mL and were found to be non-toxic to VERO cells and mouse bone marrow-derived macrophages (MBMDMQs). The research utilized cyanuric chloride as a precursor, with various amines as nucleophiles, to synthesize the triazine derivatives. The synthesized compounds were characterized using IR, Mass, NMR spectroscopy, and elemental analysis to confirm their purity and structure. The anti-tubercular activity was assessed using Middlebrook 7H10 agar medium, and cytotoxicity was evaluated against VERO cells and MBMDMQs using MTS solution and a plate reader for absorbance measurements. This research identifies 2,4,6-trisubstituted-1,3,5-triazines as potent inhibitors of M. tuberculosis H37Rv for the first time and highlights their potential as antimycobacterial agents.
10.1007/BF00512971
The research focuses on the synthesis of acylated derivatives of (2'-hydroxyethyl)amino- and (2'-aminoethyl)amino-1,3,5-triazines, which are compounds of interest due to their potential use as herbicides. The purpose of the study is to improve the selectivity and detoxication rate of these herbicides in soil and plants by introducing labile functional groups into the triazine molecule. The researchers used chloroacetyl chloride as an acylating agent to react with (2'-hydroxyethyl)aminotriazines, resulting in (2'-chloroacetoxyethyl)aminotriazines, which were then further reacted with potassium thiocyanate to obtain (2'-thiocyanoacetoxyethyl)aminotriazines. Additionally, they synthesized monoacylethylenediamines and reacted them with chlorotriazines to produce (2'-acylaminoethyl)amino-1,3,5-triazines. The study concluded that the introduction of these functional groups indeed resulted in compounds with enhanced selectivity and faster detoxication, addressing some of the disadvantages associated with traditional triazine herbicides.
10.1021/ja0465092
The research focuses on the synthesis of heteroatom-bridged calix[2]arene[2]triazines, which are part of the next generation of calixarenes or cyclophanes. The researchers used a fragment coupling approach, starting from cyanuric chloride and various phenolic or amine-based compounds such as resorcinol, 3-aminophenol, m-phenylenediamine, and N,N′-dimethyl-m-phenylenediamine. They found that the nature of the bridging heteroatoms, specifically the combination of electronic, conjugative, and steric effects of nitrogen and oxygen atoms, strongly influenced the cavity size, resulting in a range of fine-tuned cavities. The distances between two benzene rings at the upper rim of the synthesized calixarenes varied from 5.011 to 7.979 ?. The study concluded that the developed method is not only efficient and convenient but also versatile for constructing more sophisticated and functionalized molecular architectures. The synthesized aza- and/or oxo-bridged calix[2]arene[2]triazines exhibit unique electronic features and tunable cavity structures, making them promising macrocyclic host molecules for molecular recognition studies.
10.1080/00397911.2015.1041048
The research details the convergent versus divergent three-step synthesis of the first (4-aminophenoxy)alkanoic acid-based tripodal melamines. The study aimed to develop novel tripodal N-substituted melamines as s-triazine derivatives, which have potential applications in the construction of luminescent enantiomorphic three-dimensional metal-organic frameworks. The researchers compared two synthetic routes, starting from either N-(4-hydroxyphenyl)acetamide (Paracetamol) for the convergent approach or cyanuric chloride with 4-aminophenol for the divergent approach. Key chemicals used in the process included Paracetamol, cyanuric chloride, 4-aminophenol, ethyl bromoacetate, and various reagents for the hydrolysis and etherification steps. The conclusions highlighted that N-(4-hydroxyphenyl)acetamide was a promising starting material for the convergent synthesis of the novel tripodal melamines with overall yields of 76% for (4-aminophenoxy)acetic acid and 47% for 4-(4-aminophenoxy)butyric acid derivatives. The divergent approach yielded similar compounds with overall yields ranging between 36 and 48%. The crucial steps in both strategies were the Williamson etherification of N-masked forms of 4-aminophenol and the acidic hydrolysis of the (4-aminophenoxy)alkanoic segments during their N-, O-chemoselective deprotection.
T+,
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