5425-82-1

Usage

Uses

Used in Agricultural Industry:
2-Chloro-4-methylamino-6-amino-1,3,5-triazine is used as a herbicide for controlling broadleaf and grassy weeds in various crops. It is applied to inhibit photosynthesis in target plants, leading to their eventual death and promoting the growth of desired crop species.
However, due to concerns regarding its environmental and human health impacts, the use of Atrazine has been banned or heavily restricted in several countries. Alternative, safer, and more sustainable weed management practices are being explored and adopted in agriculture to minimize the reliance on potentially harmful chemical herbicides like Atrazine.

InChI:InChI=1/C4H6ClN5/c1-7-4-9-2(5)8-3(6)10-4/h1H3,(H3,6,7,8,9,10)

Upstream product

• 933-20-0 4,6-dichloro-1,3,5-triazin-2-amine 
• 74-89-5 methylamine 
• 27282-80-0 4,6-dichloro-N-methyl-1,3,5-triazin-2-amine 
• 593-51-1 methylamine hydrochloride 

Downstream Products

• 37019-25-3 6-methoxy-N-methyl-[1,3,5]triazine-2,4-diamine 
• 16268-82-9 N²,N²,N⁴-trimethylmelamine 

Relevant academic research and scientific papers

Microwave assisted synthesis, docking and antimalarial evaluation of hybrid PABA-substituted 1,3,5-triazine derivatives

A series of novel PABA-substituted 1,3,5-triazine derivatives were developed via microwave assisted synthesis and subsequently tested for antimalarial activity against chloroquine sensitive 3D7 strain of Plasmodium falciparum using chloroquine as standard. Antimalarial screening result showed that synthesized compounds exhibited IC50 in the range of 4.46 to 79.72 μg mL?1. Among the tested compounds, 4c and 4f showed significant antimalarial activity with low binding energies (BE) -172.32 and 160.41 kcal mol?1 via interacting with Arg122 through the involvement of COOH of the phenyl linked to 1,3,5-triazine. In conclusion, these core scaffolds can be used for future antimalarial drug development.

N-Methylmelamines: Synthesis, Characterization, and Physical Properties

N-Methylmelamines have recently gained importance as valuable compounds for manufacturing modified melamine formaldehyde resins and other polymer building blocks. A great advantage of these polymers is the reduction of the carcinogenic formaldehyde. Selecting the polymerization processes (e.g., substance polymerization, polymerization in solution) and controlling the polymerization reaction and properties of these novel materials requires knowledge of the properties of the individual melamine derivatives used as new building blocks. All possible permutations of N-methylmelamines were prepared, and reaction progress was monitored by GC/MS. 2,4,6-Tris(dimethylamino)-1,3,5-triazine was prepared to complete the series; this is, however, also a possible byproduct in various synthesis routes. The reaction conditions were optimized to obtain high yields of each derivative with the highest possible purity. The substances were characterized by NMR and IR spectroscopy, mass spectrometry, elemental analysis, and single-crystal X-ray diffraction. In addition, physical properties, such as solubility, melting points, and pKb values, were determined. The number of amino-, methylamino-, and dimethylamino groups has a significant effect on these properties. In summary, we found that by increasing the number of amino- and methylamino groups, solubility and pKb increase. With increasing number of amino groups, the compounds tend to form hydrogen bonds, and thus, the melting point shifts to higher temperature ranges where they start to decompose.

N-ALKYL MELAMINE FORMALDEHYDE CROSS-LINKING AND CURABLE COMPOSITIONS

This invention relates to bis-N-alkyl melamine formaldehyde cross-linking composition or a mixture of bis- and tris-N-alkyl melamine formaldehyde cross-linking composition. This invention also contemplates curable compositions comprising the bis-N-alkyl melamine formaldehyde composition and an active hydrogen-containing material. The invention further encompasses a curable composition comprising a mixture of bis- and tris-N-alkyl melamine formaldehyde compounds and an active hydrogen-containing material.

Design and synthesis of a series of melamine-based nitroheterocycles with activity against trypanosomatid parasites

The parasites that give rise to human African trypanosomiasis (HAT) are auxotrophs for various nutrients from the human host, including purines. They have specialist nucleoside transporters to import these metabolites. In addition to uptake of purine nucleobases and purine nucleosides, one of these transporters, the P2 transporter, can carry melamine derivatives; these derivatives are not substrates for the corresponding mammalian transporters. In this paper, we report the coupling of the melamine moiety to selected nitro heterocycles with the aim of selectively delivering these compounds to the parasites. Some compounds prepared have similar in vitro trypanocidal activities as melarsoprol, the principal drug used against late-stage HAT, with 50% growth inhibitory concentrations in the submicromolar range. Selected compounds were also evaluated in vivo in rodent models infected with Trypanosoma brucei brucei and T. brucei rhodesiense and showed pronounced activity and in two cases were curative without overt signs of toxicity. Compounds were also tested against other trypanosomatid pathogens, Leishmania donovani and Trypanosoma cruzi, and significant activity in vitro was noted for T. cruzi against which various nitro heterocycles are already registered for use.

Herbicidal sulfonamides

Herbicidal sulfonamides such as 2-[[[4-(methylamino)-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]aminocarbonyl]aminosulfonyl]benzoic acid, methyl ester are useful as herbicides and plant growth regulants.