5392-11-0

Usage

Uses

Used in Pharmaceutical Industry:
6-Methoxy-1-methylquinolin-2-one is used as a pharmaceutical intermediate for the development of drugs with potential therapeutic applications. Its biological activities, such as antioxidant, anti-inflammatory, and anticancer properties, make it a promising candidate for the treatment of various diseases and conditions.
Used in Organic Synthesis:
6-Methoxy-1-methylquinolin-2-one is used as a building block in organic synthesis for the creation of new compounds with potential applications in various fields, including pharmaceuticals, agrochemicals, and materials science. Its unique structure and reactivity, influenced by the methoxy group, allow for the synthesis of a wide range of novel and useful molecules.

InChI:InChI=1/C11H11NO2/c1-12-10-5-4-9(14-2)7-8(10)3-6-11(12)13/h3-7H,1-2H3

Upstream product

• 1210820-24-8 C₁₅H₁₈N₄O₂ 
• 326479-47-4 trans-N-(4-methoxyphenyl)-N-methyl-3-(phenylsulfanyl)acrylamide 
• 326479-46-3 cis-N-(4-methoxyphenyl)-N-methyl-3-(phenylsulfanyl)acrylamide 

Downstream Products

• 69601-45-2 6-hydroxy-1-methyl-2-quinolinone 
• 189886-33-7 (E)-3-{4-[Hydroxy-(6-methoxy-1-methyl-1,2,3,4-tetrahydro-quinolin-3-ylmethoxy)-phosphoryl]-phenyl}-acrylic acid isopropyl ester 
• 187679-62-5 6-Methoxy-1-methyl-2-oxo-1,2,3,4-tetrahydroquinoline 
• 13676-02-3 2-chloro-6-methoxyquinoline 

Relevant academic research and scientific papers

Substituent effects on the electron transfer-initiated photochemical transformation of 1,2,4-triazole-substituted α-dehydroarylalaninamides into 2(1H)-quinolinone derivatives

An investigation was undertaken to elucidate substituent effects on the photoreactivity of 1,2,4-triazole-substituted α-dehydroarylalaninamides [(Z)-1] as well as on the selectivity of 2(1H)-quinolinone derivatives (2) from a synthetic point of view. It was found that photoinduced electron transfer-initiated cyclization of (Z)-1 bearing a meta-substituted phenyl or a 4-substituted naphthalen-1-yl group in methanol proceeds with a moderate to good efficiency affording the corresponding product 2 in a selectivity ranging from 33 to 100%.

Synthesis of methoxy-2-quinolones via Pummerer-type cyclization of N-aryl-N-methyl-3-(phenylsulfinyl)propionamides

The thionium ions 10 generated by Pummerer reaction of N-aryl-N-methyl-3-(phenylsulfinyl)propionamides 4 caused not only an electrophilic cyclization reaction producing 2-quinolones 8, but also the formation of the vinyl sulfides 5 and 6 in favor of the l