80109-63-3

Basic information

• Product Name: 1-(3-Methyl-2-quinoxalinyl)-3-phenyl-2-propen-1-one
• Synonyms: 1-(3-Methyl-2-quinoxalinyl)-3-phenyl-2-propen-1-one;Desoxyquinocetone
• CAS NO: 80109-63-3
• Molecular Formula: C₁₈H₁₄N₂O
• Molecular Weight: 274.31656
• Product Categories: Aromatics;Heterocycles;Intermediates & Fine Chemicals;Metabolites & Impurities;Pharmaceuticals
• Mol File: 80109-63-3.mol
• Article Data: 5

Chemical Properties

• Melting Point: 144-145 °C
• Boiling Point: 465.1±45.0 °C(Predicted)
• Appearance: /
• Density: 1.210±0.06 g/cm3(Predicted)
• Storage Temp.: Amber Vial, -20°C Freezer, Under inert atmosphere
• Solubility: Chloroform (Slightly), DMSO (Slightly), Methanol (Slightly, Heated, Sonicated)
• PKA: -2.58±0.48(Predicted)
• Stability: Light Sensitive
• CAS DataBase Reference: 1-(3-Methyl-2-quinoxalinyl)-3-phenyl-2-propen-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(3-Methyl-2-quinoxalinyl)-3-phenyl-2-propen-1-one(80109-63-3)
• EPA Substance Registry System: 1-(3-Methyl-2-quinoxalinyl)-3-phenyl-2-propen-1-one(80109-63-3)

Safety Data

• Hazardous Substances Data: 80109-63-3(Hazardous Substances Data)

Usage

Uses

Desoxyquinocetone is a metabolite of the veterinay drug Quinocetone.

Upstream product

• 88-74-4 2-nitro-aniline 
• 81810-66-4 1-(3-methyl-1,4-dioxido-2-quinoxalinyl)-3-phenyl-2-propen-1-one 
• 480-96-6 benzofurazan oxide 
• 39145-59-0 o-phenylenediamine hydrochloride 
• 13297-17-1 3-methyl-2-acetylquinoxaline-1,4-dioxide 
• 22059-64-9 2-methyl-3-acetylquinoxaline 
• 100-52-7 benzaldehyde 

Relevant articles and documents

Improved synthesis of quinocetone and its two deoxy metabolites

Oxidation of o-nitroaniline with sodium hypochlorite afforded benzofurazan oxide in 96 % yield, and treatment of benzofurazan oxide with acetylacetone in the presence of triethylamine gave 2-acetyl-3-methyl-quinoxaline--1,4-dioxide in 94 % yield. Finally, condensation of 2-acetyl-3-methyl-quinox-aline-1,4-dioxide with benzaldehyde using 4-(dimethylamino)pyridinium acetate as a catalyst led to quinocetone in 95 % yield. Subsequently, reduction of the synthesized quinocetone with sodium dithionite resulted in two deoxy derivatives, 1-(3-methyl-4-oxido-2-quinoxalinyl)-3-phenyl-2-propen-1-one and 1-(3-methyl-2-quinoxalinyl)-3-phenyl-2-propen-1-one in 88.5 and 92 % yield, respectively. Furthermore, the synthesized quinocetone, and its deoxy derivatives were characterized by1H-NMR,13C-NMR and elemental analysis.

Convenient synthesis of quinocetone metabolites: Characterization, theoretical investigation, and cytotoxicity study

Quinocetone (3-methyl-2-quinoxalinbenzenevinylketo-1,4-dioxide; QCT) is a new promising antimicrobial growth promoter for quinoxalines. The identification of the major metabolites of QCT has resulted in a number of studies regarding its metabolic pathway.

Acid-catalyzed cyclization of chalcones derived from various nitrogenous heteroaromatic compounds

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