61296-13-7

Usage

Uses

Used in Agricultural Industry:
1-ETHYL-4-HYDROXY-6-METHYLPYRIDIN-2(1H)-ONE is used as a pesticide and herbicide for controlling the growth of unwanted plants. It functions by inhibiting the synthesis of chlorophyll in plants, which leads to their eventual death, thus providing an effective solution for managing plant infestations.
Used in Pharmaceutical Research:
1-ETHYL-4-HYDROXY-6-METHYLPYRIDIN-2(1H)-ONE is being investigated as a potential pharmaceutical agent for the treatment of parasitic infections. Its medicinal applications are still under research, and further studies are required to fully understand and harness its potential in this field.

InChI:InChI=1/C8H11NO2/c1-3-9-6(2)4-7(10)5-8(9)11/h4-5,11H,3H2,1-2H3

Upstream product

• 675-10-5 4-hydroxy-6-methyl-2-pyron 
• 75-04-7 ethylamine 

Downstream Products

• 1217597-30-2 2-amino-6-ethyl-5,6-dihydro-4-(4-methylphenyl)-7-methyl-5-oxo-4H-pyrano[3,2-c]pyridine-3-carbonitrile 
• 880794-92-3 2-amino-6-ethyl-4-(4-fluorophenyl)-5,6-dihydro-7-methyl-5-oxo-4H-pyrano[3,2-c]pyridine-3-carbonitrile 
• 880794-93-4 2-amino-4-(4-chlorophenyl)-6-ethyl-5,6-dihydro-7-methyl-5-oxo-4H-pyrano[3,2-c]pyridine-3-carbonitrile 
• 825661-69-6 2-amino-6-ethyl-5,6-dihydro-7-methyl-5-oxo-4-phenyl-4H-pyrano[3,2-c]pyridine-3-carbonitrile 
• 825661-81-2 2-amino-6-ethyl-5,6-dihydro-4-(4-methoxyphenyl)-7-methyl-5-oxo-4H-pyrano[3,2-c]pyridine-3-carbonitrile 
• 825661-74-3 2-amino-4-(4-bromophenyl)-6-ethyl-5,6-dihydro-7-methyl-5-oxo-4H-pyrano[3,2-c]pyridine-3-carbonitrile 
• 1217597-37-9 2-amino-4-[1-(2-deoxy-β-D-ribosyl)-1,2,3,4-tetrahydropyrimidin-5-yl]-5,6-dihydro-6-ethyl-7-methyl-5-oxo-4H-pyrano[3,2-c]pyridine-3-carbonitrile 
• 1033481-00-3 4-[(2-bromobenzyl)oxy]-1-ethyl-6-methyl-1,2-dihydropyridin-2-one 
• 1033481-02-5 4-[(2-bromo-5-methoxybenzyl)oxy]-1-ethyl-6-methyl-1,2-dihydropyridin-2-one 

Relevant academic research and scientific papers

Triacetic acid lactone as a common intermediate for the synthesis of 4-hydroxy-2-pyridones and 4-amino-2-pyrones

At ambient temperature, triacetic acid lactone reacts with amines to produce 4-amino-2-pyrones. If the temperature is raised to 100 °C, 4-hydroxy-2-pyridones are generated.

Reactivite de la methyl-6 hydroxy-4 pyrone-2 vis-a-vis des amines primaires : synthese de pyridones-2 N-substituees et d'hexanamides intermediaires

In the well-documented (1-7) reaction of ammonia or primary amines with 2-pyrones leading to pyridones, the aliphatic intermediates have never been isolated, except for the reaction of 1 with aniline (8).In this work, the reaction of 4-hydroxy-6-methyl-2-pyrone 1 with various primary amines is studied.Three 5-amino-3-oxo-4-hexaneamides 3 are isolated for the first time and characterized by NMR, IR and mass spectra.The corresponding 4-hydroxy-6-methyl-2-pyridones 4 are obtained by heating intermediates 3.Direct attack of 1 by primary amines yields the same compounds 4 and finally leads to 4-alkyl (or phenyl) amino-6-methyl-2-pyridones 5.Thus, compounds of the type 5 are obtained from 4-hydroxy-6-methyl-2-pyrone 1 in for steps including three successive nucleophilic sustitutions by primary amines.