3552-33-8

Usage

Uses

Used in Pharmaceutical Industry:
2,5-Furandione,3-ethyl-4-methylis used as a bioactive ingredient in the pharmaceutical industry for its antimicrobial properties. It has demonstrated significant antimicrobial activity against various strains of bacteria, fungi, and yeast, making it a promising candidate for the development of new antimicrobial agents.
Used in Antimicrobial Applications:
2,5-Furandione,3-ethyl-4-methylis used as an antimicrobial agent for its effectiveness against a wide range of microorganisms, including Staphylococcus aureus (ATCC 6538), Escherichia coli (ATCC 18739), Listeria monocytogenes (ATCC 9610), Candida albicans (ATCC 13803), Candida tropicalis (LM 37), Candida guilliermondii (LM V70), and Aspergillus flavus (LM 247). Its broad-spectrum antimicrobial activity makes it a valuable compound for the development of new treatments and preventive measures against various infections.
Used in Essential Oils:
2,5-Furandione,3-ethyl-4-methylis found as one of the bioactive ingredients in the essential oil of the leaves of Maytenus obtusifolia (Celastraceae). This essential oil has shown significant antimicrobial activity, making it a valuable resource for the development of natural antimicrobial products and applications.

InChI:InChI=1/C7H8O3/c1-3-5-4(2)6(8)10-7(5)9/h3H2,1-2H3

Upstream product

• 4433-85-6 2-ethyl-3-oxobutanoic acid 
• 74-90-8 hydrogen cyanide 
• 607-97-6 ethyl 2-ethyl-3-oxobutanoate 
• 119558-81-5 5-allyl-2,2,5-trimethyl-1,3-dioxane-4,6-dione 
• 616-02-4 citraconic acid anhydride 
• 114687-40-0 O-propionyl thiohydroxamate 
• 917-64-6 methyl magnesium iodide 
• 98453-81-7 2-(bromomethyl)-3-methyl maleic anhydrate 
• 766-39-2 2,3-Dimethylmaleic anhydride 
• 1191077-89-0 1-{3-[(7-ethyl-8-methyl-6-oxo-3,4-dihydro-2H-pyrrolo[2,1-b][1,3]thiazin-6(8aH)-yl)sulfanyl]propyl}-3-ethyl-4-methyl-1H-pyrrole-2,5-dione 
• 75-16-1 methylmagnesium bromide 

Downstream Products

• 20189-42-8 3-ethyl-4-methyl-pyrrole-2,5-dione 
• 17851-27-3 1-ethyl-2,4,5-trimethylbenzene 
• 115087-28-0 N-(4-chloro-2-fluoro-5-isopropoxyphenyl)-2-ethyl-3-methyl maleic acid imide 
• 631-31-2 2-ethyl-2-methylsuccinic acid 

Relevant academic research and scientific papers

Synthesis of the disubstituted maleic anhydride frame using a novel tandem radical-polar reaction

An unreported 5-endo-trig atom-transfer radical cyclization of cyclic N-α-dichloroacyl-ketene-N,S-acetals, which evolves as a tandem radical-polar process, is described. The reaction, which is carried out in the presence of a Cu(I) complex catalyst (10 mol%) and an inorganic base (i.e., carbonate), can be exploited as the key step for a novel, short, and versatile synthesis of the 3,4-disubstituted maleic anhydride nucleus. Georg Thieme Verlag Stuttgart.

SUBSTITUTED AZOLE DIONE COMPOUNDS WITH ANTIVIRAL ACTIVITY

Provided herein are methods of using substituted azole dione compounds for treatment of viral infections.

Preparation method of 2-methyl-3-ethyl maleic amide

The invention relates to a preparation method of 2-methyl-3-ethyl maleic amide. The method comprises the following steps: preparing dimethyl maleic anhydride; preparing 2-methyl-3-ethyl maleic anhydride; and preparing 2-methyl-3-ethyl maleic amide. A process route develops a synthetic method of a series of maleimide and maleic anhydride, and meanwhile, a flavoring application experiment is performed on the series of precursor-aroma compounds, thereby providing an important support for developing novel perfume materials.

CuCl-catalyzed radical cyclisation of N-α-perchloroacyl-ketene-N,S- acetals: A new way to prepare disubstituted maleic anhydrides

The copper-catalyzed radical cyclization (RC) of N-α-perchloroacyl cyclic ketene-N,X(X=O, NR, S)-acetals was studied. While the RC of N-acyl ketene-N,O-acetals was unsuccessful, the 5-endo cyclization of the other ketene acetals provided much better results, with the following order of cyclization efficiency: hexa-atomic cyclic ketene-N,NR-acetalspenta-atomic cyclic ketene-N,S-acetalshexa-atomic cyclic ketene-N,S-acetals. Invariably the catalytic cycle begins with the formation of a carbamoyl methyl radical. This leads to a cascade of reactions, including a radical polar crossover step, which ends with the formation of the maleimide nucleus, or precursors of this. Products from the RC of the hexa-atomic cyclic ketene-N,S-acetals, were efficiently transformed into disubstituted maleic anhydrides.

Compounds with anti-cancer activity

Novel substituted azole diones are provided that kill cells, suppress cell proliferation, suppress cell growth, abrogate the cell cycle G2 checkpoint and/or cause adaptation to G2 cell cycle arrest. Methods of making and using the invention compounds are provided. The invention provides substituted azole diones to treat cell proliferation disorders. The invention includes the use of substituted azole diones to selectively kill or suppress cancer cells without additional anti-cancer treatment. The invention includes the use of cell cycle G2-checkpoint-abrogating substituted azole diones to selectively sensitize cancer cells to DNA damaging reagents, treatments and/or other types of anti-cancer reagents.

An expeditious synthesis of chaetomellic anhydrides a and B, and analogues

Chaetomellic anhydrides A and B and analogues have been prepared in one step by Barton radical decarboxylation; namely, irradiation of thiohydroxamic esters derived from carboxylic acids, in the presence of citraconic anhydride.

1,2-Carbonyl Migration along the Allylic Framework: Synthesis of Alkenylnaphthoquinones

Instead of undergoing a cyclopentenone annulation, the allylmalonate anion derived from the dicarboxylate (7) rearranges to vinylsuccinate (5), an application of which has led to a convenient synthesis of vinylnaphthoquinones (10).