1227000-53-4

Basic information

• Product Name: (E)-1-methyl-3-(2-phenylvinyl)quinolin-4(1H)-one
• Synonyms: (E)-1-methyl-3-(2-phenylvinyl)quinolin-4(1H)-one
• CAS NO: 1227000-53-4
• Molecular Weight: 261.323
• Mol File: 1227000-53-4.mol
• Article Data: 5

Chemical Properties

• CAS DataBase Reference: (E)-1-methyl-3-(2-phenylvinyl)quinolin-4(1H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-methyl-3-(2-phenylvinyl)quinolin-4(1H)-one(1227000-53-4)
• EPA Substance Registry System: (E)-1-methyl-3-(2-phenylvinyl)quinolin-4(1H)-one(1227000-53-4)

Safety Data

• Hazardous Substances Data: 1227000-53-4(Hazardous Substances Data)

Upstream product

• 1227000-48-7 (E)-3-styrylquinolin-4(1H)-one 
• 74-88-4 methyl iodide 
• 52166-26-4 1-methyl-3-iodoquinolin-4(1H)-one 
• 1152427-93-4 C₁₃H₁₄BNO₄ 
• 4363-35-3 Dihydroxy-styryl-boran 
• 551-93-9 2-aminoacetophenone 
• 529-37-3 4(1H)-quinolinone 
• 201420-30-6 4-chloroquinoline-3-carboxaldehyde 
• 7509-12-8 1,4-dihydro-4-oxoquinoline-3-carbaldehyde 
• 100-42-5 styrene 

Relevant articles and documents

Synthesis, antibacterial evaluation, and docking studies of azaisoflavone analogues generated by palladium-catalyzed cross coupling

Abstract: Palladium-catalyzed, cross-coupling reaction of N-methyl-3-iodo-4-quinolone with boronic acids or N-methyliminodiacetic acid boronates to obtain azaisoflavone derivatives was investigated through conventional Suzuki–Miyuara coupling or by slow release strategy. It has been observed that a slow release approach was a highly successful. In addition, a series of novel azaisoflavones containing alkynyl group were synthesized via Sonogashira reaction. The antibacterial activities of the all synthesized compounds were screened against series of bacterial strains. Furthermore, a molecular docking study was carried out for the most active compounds using Leadit 2.1.8 docking software, and the results were in good agreement with the experimental data. The details of synthetic methods, spectroscopic data, and biological results are reported. Graphical abstract: [Figure not available: see fulltext.].

Synthesis of (E)-3-Styrylquinolin-4(1H)-ones in Water by Ohmic Heating: a Comparison with Other Methodologies

Ohmic heating offers a very efficient way to perform organic reactions in aqueous media. Potentially bioactive (E)-3-styrylquinolin-4(1H)-ones were synthesized by the Heck reaction of 3-iodo-1-methylquinolin-4(1H)-one with styrenes in water and with ohmic heating. Pd(OAc)2was used as catalyst, and tetrabutylammonium bromide was used as phase-transfer catalyst in the presence of an inorganic base. Comparison with other established procedures highlight the benefits of this new methodology.

Reactivity of 3-iodo-4-quinolones in heck reactions: Synthesis of novel (E)-3-styryl-4-quinolones

A new and efficient route for the synthesis of (E)-N-?methyl-3-styryl-4- quinolones is described. It involves the Heck ?reaction of N-methyl-3-iodo-4- quinolone, which is obtained by consecutive 3-iodination and NH-methylation of the unsubstituted 4-quinolone, with styrene derivatives. It is demonstrated that such a procedure is only efficient when the 3-iodo-4-quinolone has an N-protecting group. In some cases the branched regioisomers N-methyl-3-(1- phenylethenyl)-4-quinolones were also obtained as byproducts. Georg Thieme Verlag Stuttgart · New York.