274925-97-2

Basic information

• Product Name: Ethanone, 1-(4-hydroxy-3-methoxy-5-nitrophenyl)-2-phenyl-
• CAS NO: 274925-97-2
• Molecular Formula: C15H13NO5
• Molecular Weight: 287.272
• Mol File: 274925-97-2.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: Ethanone, 1-(4-hydroxy-3-methoxy-5-nitrophenyl)-2-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: Ethanone, 1-(4-hydroxy-3-methoxy-5-nitrophenyl)-2-phenyl-(274925-97-2)
• EPA Substance Registry System: Ethanone, 1-(4-hydroxy-3-methoxy-5-nitrophenyl)-2-phenyl-(274925-97-2)

Safety Data

• Hazardous Substances Data: 274925-97-2(Hazardous Substances Data)

Upstream product

• 100-44-7 benzyl chloride 
• 274925-95-0 1-(4-benzyloxy-3-methoxyphenyl)-2-phenyl-ethanol 
• 274925-96-1 1-(4-benzyloxy-3-methoxyphenyl)-2-phenyl-ethanone 
• 121-33-5 vanillin 
• 2426-87-1 3-methoxy-4-(phenylmethoxy)benzaldehyde 
• 66476-02-6 1-(4-hydroxy-3-methoxyphenyl)-2-phenylethan-1-one 

Downstream Products

• 274925-86-9 Nebicapone 

Relevant articles and documents

Discovery of a long-acting, peripherally selective inhibitor of catechol- O -methyltransferase

Novel nitrocatechol-substituted heterocycles were designed and evaluated for their ability to inhibit catechol-O-methyltransferase (COMT). Replacement of the pyrazole core of the initial hit 4 with a 1,2,4-oxadiazole ring resulted in a series of compounds endowed with longer duration of COMT inhibition. Incorporation of a pyridine N-oxide residue at position 3 of the 1,2,4-oxadiazole ring led to analogue 37f, which was found to possess activity comparable to entacapone and lower toxicity in comparison to tolcapone. Lead structure 37f was systematically modified in order to improve selectivity and duration of COMT inhibition as well as to minimize toxicity. Oxadiazole 37d (2,5-dichloro-3-(5-(3,4-dihydroxy-5-nitrophenyl)-1,2,4-oxadiazol-3-yl)-4, 6-dimethylpyridine 1-oxide (BIA 9-1067)) was identified as a long-acting, purely peripheral inhibitor, which is currently under clinical evaluation as an adjunct to l-Dopa therapy of Parkinson's disease.

Improved method for demethylation of nitro-catechol methyl ethers

Several nitro-catechol compounds, useful as inhibitors of COMT were obtained in excellent yield and purity via an improved procedure for demethylation of the corresponding methyl ethers using aluminium chloride and pyridine in ethyl acetate.