404597-27-9

Basic information

• Product Name: 7-Methyl-4-trifluoroMethyl-1H-quinolin-2-one
• Synonyms: 7-Methyl-4-trifluoroMethyl-1H-quinolin-2-one;7-methyl-4-(trifluoromethyl)quinolin-2(1H)-one
• CAS NO: 404597-27-9
• Molecular Formula: C11H8F3NO
• Molecular Weight: 227.1825296
• Mol File: 404597-27-9.mol

Chemical Properties

• Melting Point: 210-213 °C(Solv: ethanol (64-17-5))
• Boiling Point: 295.1±40.0 °C(Predicted)
• Appearance: /
• Density: 1.340±0.06 g/cm3(Predicted)
• PKA: 10.55±0.70(Predicted)
• CAS DataBase Reference: 7-Methyl-4-trifluoroMethyl-1H-quinolin-2-one(CAS DataBase Reference)
• NIST Chemistry Reference: 7-Methyl-4-trifluoroMethyl-1H-quinolin-2-one(404597-27-9)
• EPA Substance Registry System: 7-Methyl-4-trifluoroMethyl-1H-quinolin-2-one(404597-27-9)

Safety Data

• Hazardous Substances Data: 404597-27-9(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
7-Methyl-4-trifluoroMethyl-1H-quinolin-2-one is used as a key intermediate in the synthesis of various pharmaceuticals and bioactive compounds. Its unique structure, including the trifluoromethyl group and the quinoline core, makes it a valuable building block for creating new drug candidates with improved biological activity and pharmacokinetic properties.
Used in Medicinal Chemistry Research:
7-Methyl-4-trifluoroMethyl-1H-quinolin-2-one is utilized in medicinal chemistry research to explore its potential applications and biological activities. The presence of the trifluoromethyl group and the quinoline structure suggests that 7-Methyl-4-trifluoroMethyl-1H-quinolin-2-one could be a promising candidate for the development of new drugs with enhanced efficacy and selectivity.
Further research is necessary to fully understand the potential applications and biological activities of 7-Methyl-4-trifluoroMethyl-1H-quinolin-2-one, as its current uses are based on its structural features and the properties of similar compounds.

Upstream product

• 372-31-6 ethyl 4,4,4-trifluoroacetoacetate 
• 108-44-1 1-amino-3-methylbenzene 
• 663191-97-7 4,4,4-trifluoro-N-(3-methylphenyl)-3-oxobutanamide 

Relevant articles and documents

An Improved Access to 4-Trifluoromethyl-2(1H)-quinolinones: The "Watering Protocol"

Condensation of anilines with ethyl 4,4,4-trifluoroacetoacetate (7) to afford the corresponding 4,4,4-trifluoro-3-oxobutaneanilides (10), precursors to 4-(trifluoromethyl)-2-quinolinones (11), can be favored and the competing condensation to produce the e

4-(Trifluoromethyl)quinoline derivatives

Under carefully controlled conditions, ethyl 4,4,4-trifluoroacetoacetate (ethyl 4,4,4-trifluoro-3-oxobutanoate) can be condensed with anilines and subsequently cyclized to give 4-trifluoromethyl-2-quinolinones 1 although only in poor yield. Heating these products with phosphoryl tribromide affords 2-bromo-4-(trifluoromethyl)quinolines 2 which can be converted into 4-(trifluoromethyl)quinolines 3 by reduction, 4-trifluoromethyl-2-quinolinecarboxylic acids 4 by permutational halogen/metal exchange followed by carboxylation, and 2-bromo-4-trifluoromethyl-3-quinolinecarboxylic acids 5 by consecutive treatment with lithium diisopropylamide and dry ice. Debromination of acids 5 makes 4-trifluoromethyl-3-quinolinecarboxylic acids 6 available. As at any time 2-trifluoromethyl-4-quinolinones 9 may form instead of the expected isomers 1, the structures have to be assigned on the basis of unequivocal NMR spectral criteria. Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2003.