134653-72-8

Basic information

• Product Name: ethyl 4-oxo-6-phenyl-4H-pyran-3-carboxylate
• Synonyms: ethyl 4-oxo-6-phenyl-4H-pyran-3-carboxylate
• CAS NO: 134653-72-8
• Molecular Weight: 244.247
• Mol File: 134653-72-8.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: ethyl 4-oxo-6-phenyl-4H-pyran-3-carboxylate(CAS DataBase Reference)
• NIST Chemistry Reference: ethyl 4-oxo-6-phenyl-4H-pyran-3-carboxylate(134653-72-8)
• EPA Substance Registry System: ethyl 4-oxo-6-phenyl-4H-pyran-3-carboxylate(134653-72-8)

Safety Data

• Hazardous Substances Data: 134653-72-8(Hazardous Substances Data)

Upstream product

• 134653-70-6 ethyl 2-[(dimethylamino)methylene]-3-oxobutanoate 
• 98-88-4 benzoyl chloride 
• 134653-70-6 α-acetyl-α-(dimethylaminomethylene)acetic acid,ethyl ester 

Downstream Products

• 1256382-33-8 ethyl 1-ethyl-4-oxo-6-phenyl-1,4-dihydropyridine-3-carboxylate 
• 134653-95-5 ethyl 4-oxo-1,6-diphenyl-1,4-dihydropyridine-3-carboxylate 
• 1256382-35-0 ethyl 1-butyl-4-oxo-6-phenyl-1,4-dihydropyridine-3-carboxylate 
• 1256382-37-2 ethyl 4-oxo-1-pentyl-6-phenyl-1,4-dihydropyridine-3-carboxylate 
• 71575-75-2 1-butyl-4-oxo-6-phenyl-1,4-dihydropyridine-3-carboxylic acid 
• 71575-95-6 1-ethyl-4-oxo-6-phenyl-1,4-dihydropyridine-3-carboxylic acid 
• 1256382-83-8 N-(4-oxo-1-pentyl-6-phenyl-1,4-dihydropyridin-3-yl)cyclohexanecarboxamide 
• 1256382-82-7 5-amino-1-pentyl-2-phenyl-1H-pyridin-4-one 
• 1256382-81-6 tert-tutyl 4-oxo-1-pentyl-6-phenyl-1,4-dihydropyridin-3-yl carbamate 
• 1256382-80-5 N₃-(cyclohexyl)-1-pentyl-6-phenyl-4-thioxo-1,4-dihydropyridine-3-carboxamide 
• 1256382-79-2 N₃-(1-adamantyl)-1-pentyl-6-phenyl-4-thioxo-1,4-dihydropyridine-3-carboxamide 
• 1256382-71-4 4-oxo-1-pentyl-6-phenyl-N₃-(3-(trifluoromethyl)phenyl)-1,4-dihydropyridine-3-carboxamide 
• 1256382-70-3 4-oxo-1-pentyl-6-phenyl-N₃-(piperidin-1-yl)-1,4-dihydropyridine-3-carboxamide 
• 1256382-69-0 (S)-4-oxo-1-pentyl-6-phenyl-N₃-(1-(1,2,3,4-tetrahydronaphthyl))-1,4-dihydropyridine-3-carboxamide 

Relevant articles and documents

Reappraising the structures and distribution of metabolites from black aspergilli containing uncommon 2-benzyl-4H-pyran-4-one and 2-benzylpyridin-4(1H) -one systems

To date, natural products containing 2-benzyl-4H-pyran-4-one and 2-benzylpyridin-4(1H)-one substructures have been encountered in relatively few fungi outside of the black aspergilli clade. While exploring the occurrence of these compounds among Aspergillus spp., it was determined that the structures of the unusual furopyrrols tensidols A and B (5 and 6) and JBIR-86 and JBIR-87 (9 and 10) were incorrect and should be reassigned as 2-benzyl-4H-pyran-4-ones (7, 8, 11e, and 12, respectively). The origin of the unique N-phenyl groups in the 2-benzylpyridin-4(1H)-ones nygerones A and B (1 and 2) were also examined, and it was established that N-phenylamides added to the culture medium were suitable substrates for generating these metabolites; however, this phenomenon remained limited to a single fungus in our collection (Aspergillus niger ATCC 1015). A variety of 2-benzyl-4H-pyran-4-ones and 2-benzylpyridin-4(1H)-ones were detected among the black aspergilli, but only pestalamide B (13) was found in all 11 of the tested strains. These metabolites, as well as a group of synthetic analogues, demonstrated weak antifungal activity against several Candida strains, Aspergillus flavus, and Aspergillus fumigatus.

4-oxo-1,4-dihydropyridines as selective CB2 cannabinoid receptor ligands: Structural insights into the design of a novel inverse agonist series

Growing evidence shows that CB2 receptor is an attractive therapeutic target. Starting from a series of 4-oxo-1,4-dihydroquinoline-3- carboxamide as selective CB2 agonists, we describe here the medicinal chemistry approach leading to