68353-24-2

Usage

Uses

Used in Fragrance Industry:
1-Methyl-2-nonylquinolin-4(1H)-one is used as a fragrance ingredient for its long-lasting and exotic scent, enhancing the appeal of perfumes, colognes, and other personal care products.
Used in Antimicrobial Applications:
1-Methyl-2-nonylquinolin-4(1H)-one is studied for its potential as an antimicrobial agent, which could be utilized in various industries to inhibit the growth of bacteria and other microorganisms, contributing to the development of products with hygienic benefits.
Used in Antifungal Applications:
Similarly, the compound's antifungal properties are of interest for applications where preventing the growth of fungi is crucial, such as in agricultural, medical, and material preservation contexts.

Upstream product

• 112-12-9 methyl nonyl ketone 
• 10328-92-4 N-Methylisatoic anhydride 
• 55396-45-7 2-nonyl-4-hydroxyquinoline N-oxide 
• 74-88-4 methyl iodide 
• 112-13-0 n-decanoyl chloride 
• 62-53-3 aniline 
• 182359-65-5 5-decanoyl-2,2-dimethyl-1,3-dioxane-4,6-dione 
• 76835-64-8 methyl 3-oxododecanoate 
• 13195-93-2 Ethyl decanoylacetoacetate 
• 67342-99-8 ethyl 3-oxododecanoate 

Relevant academic research and scientific papers

A structure activity-relationship study of the bacterial signal molecule HHQ reveals swarming motility inhibition in Bacillus atrophaeus

The sharp rise in antimicrobial resistance has been matched by a decline in the identification and clinical introduction of new classes of drugs to target microbial infections. Thus new approaches are being sought to counter the pending threat of a post-antibiotic era. In that context, the use of non-growth limiting small molecules, that target virulence behaviour in pathogens, has emerged as a solution with real clinical potential. We have previously shown that two signal molecules (HHQ and PQS) from the nosocomial pathogen Pseudomonas aeruginosa have modulatory activity towards other microorganisms. This current study involves the synthesis and evaluation of analogues of HHQ towards swarming and biofilm virulence behaviour in Bacillus atrophaeus, a soil bacterium and co-inhibitor with P. aeruginosa. Compounds with altered C6-C8 positions on the anthranilate-derived ring of HHQ, display a surprising degree of biological specificity, with certain candidates displaying complete motility inhibition. In contrast, anti-biofilm activity of the parent molecule was completely lost upon alteration at any position indicating a remarkable degree of specificity and delineation of phenotype.

The Chemistry of 2H-3,1-Benzoxazine-2,4(1H)-dione (Isatoic Anhydride). 17. Synthesis of 2-Alkyl-4-quinolone Alkaloids via a One-step Reaction of N-Methylisatoic Anhydride with Methyl Ketone Enolates

Lithium enolates derived from aliphatic methyl ketones react with N-methylisatoic anhydride (5) at -78 deg C to give 2-alkyl-4-quinolone alkaloids 7 in a single step.The method was used to synthesize both double bond isomers of 1-methyl-2-(8-tridecenyl)-4(1H)-quinolinone (8) thereby showing that the alkaloid evocarpine possesses the Z-olefin stereochemistry 8a.Reduction of 8a provided the alkaloid dihydroevocarpine (16).Compound 16 was also directly prepared from the reaction of 5 with the lithium enolate of 2-pentadecanone.