7254-11-7

Upstream product

• 933-20-0 4,6-dichloro-1,3,5-triazin-2-amine 
• 124-41-4 sodium methylate 
• 3638-04-8 2,4-Dichloro-6-methoxy-1,3,5-triazine 

Downstream Products

• 5248-73-7 4-azido-6-methoxy-[1,3,5]triazin-2-ylamine 
• 101338-14-1 2-amino-4-(2,2,2-trifluoroethoxy)-6-methoxy-1,3,5-triazine 

Relevant academic research and scientific papers

Understanding the effect of an amino group on the selective and ultrafast detection of TNP in water using fluorescent organic probes

We have designed and developed three single-molecule fluorescent probes differing in the number of amino groups, namely 5-((4,6-Diamino-1,3,5-triazin-2-yl)amino)isophthalic acid (H2ATAIA, 1), 5-((4-amino-6-methoxy-1,3,5-triazin-2-yl)amino)isophthalic acid (H2AMTAIA, 2) and 5-((4,6-dimethoxy-1,3,5-triazin-2-yl)amino)isophthalic acid (H2DMTAIA, 3), from cheap and readily available starting materials via simple procedures in high yields for demonstrating their application in highly selective and ultrafast sensing of 2,4,6-trinitrophenol (TNP) in water (slurry mode). Probes 1-3 have been characterized by various analytical techniques, such as melting point, FTIR, UV-vis and NMR (1H and 13C) spectroscopy and high resolution mass spectrometry (HRMS). It is quite evident that the effect of an amino group is more prominent compared to a methoxy group towards the selective detection of TNP over other potentially interfering nitro compounds. The detection limit for the diamino derivative was found to be 120 ppb compared to those with one amino or no amino group (0.8 ppm and 1.2 ppm, respectively). We also report the ideal real time detection of TNP through a contact mode or instant spot via paper strips. Spectral overlap, time-resolved fluorescence studies, quantum yield, Stern-Volmer plots, field emission scanning electron microscopy (FESEM) and DFT calculations have been used to establish their mechanism of action. Furthermore, competitive nitro-analyte tests demonstrate that the selectivity for TNP is more in 1 compared to 2 and 3. To the best of our knowledge, we have demonstrated for the first time molecular decoding of TNP based on the dual read-out identification scheme constructed from life-time and quantum yield. These probes have been found to be highly photostable in the presence of acidic TNP as well as recyclable without much loss of sensitivity up to five cycles. These results vividly depict that these are excellent candidates for environmental monitoring.

Inhibition of acetolactate synthase isozyme II from Escherichia coli by a new azido-photoaffinity sulfonylurea

The sulfonylurea herbicides are very patent inhibitors of acetolactate synthase (ALS). These compounds have been reported as 'extraneous inhibitors' due to the fact that their inhibition site corresponds to neither the catalytic site nor the regulatory sites of the enzyme. So far, the complexity of the ALS reaction and the reversible binding mode of sulfonylureas have hampered any attempt to locate the inhibitor domain. Toward this goal, a photoactivatable azidosulfonylurea has been synthesized. The azido derivative was analyzed for its photochemical and in vitro biological properties toward the bacterial ALS isozyme II. Similar to other ALS inhibitors, azidosulfonylurea potently inhibited ALS II with estimated initial and final dissociation K(i) constant values of 52 and 300 nM, respectively, and slowly inactivated the enzyme. After inhibition, removal of the free azido inhibitor and precipitation with ammonium sulfate of the azidosulfonylurea/ALS II complex led to complete though slow recovery of the enzyme activity. Following photoreaction of the inhibited complex and removal of the free inhibitor under the same conditions, the bacterial enzyme conversely exhibited stable inactivation. These results suggest that the newly synthesized azidosulfonylurea is capable of undergoing covalent reaction with ALS II, and hence it might be useful, once radiolabeled, to shed light on the inhibitor binding site of ALS.

Dimethoxypyrimidines as Novel Herbicides. Part 1. Synthesis and Herbicidal Activity of Dimethoxyphenoxypyrimidines and Analogues

A number of 6-(4-phenoxyphenoxy)pyrimidines and triazines were synthesized and their herbicidal activity was measured. Compounds with the methoxy groups at the 2- and 4-positions on the pyrimidine and triazine rings exhibited high herbicidal activity. Introduction of a substituent into the 5-position of the pyrimidine ring diminished the activity. In the phenoxyphenoxy substructure at the 6-position, the central ether bond can be replaced by a methylene group without loss of activity. The optimum substituent on the terminal phenyl ring was 3-trifluoromethyl. The compounds showed a strong Hill reaction inhibition, but unfortunately showed poor selectivity between weeds and crops. - Keywords: phenoxyphenoxypyrimidines; phenoxyphenoxy-s-triazines; Hill reaction inhibitors; 2,6-dimethoxy-4-pyrimidine; 2,6-dimethoxy-4--s-triazine; herbicides

Herbicidal fluoroethoxy triazines

Specific fluoroethoxy pyrimidines and triazines are useful as general or selective preemergent and postemergent herbicides. Ortho-ethoxy and ortho-propoxy substituted benzenesulfonamides, such as 2-ethoxy-N-[[4-methoxy-6-(2,2,2-trifluoroethyoxy)-1,3,5-triazin-2-yl]aminocarboxy]benzenesulfonamide and N-[[4-methoxy-6-(2,2,2-trifluoroethoxy)-1,3,5-triazin-2-yl]aminocarbonyl]-2-propoxybenzenesulfonamide, and their agriculturally suitable salts show preemergent and postemergent herbicial utility in corn.