| Identification | Back Directory | [Name]
3-NITRO-5-PHENYLACETYL CATECHOL | [CAS]
274925-86-9 | [Synonyms]
Bia 3-202
Nebicapone
3-NITRO-5-PHENYLACETYL CATECHOL
Ethanone, 1-(3,4-dihydroxy-5-nitrophenyl)-2-phenyl- | [Molecular Formula]
C14H11NO5 | [MDL Number]
MFCD09954136 | [MOL File]
274925-86-9.mol | [Molecular Weight]
273.24 |
| Chemical Properties | Back Directory | [Melting point ]
178–179°C | [Boiling point ]
454.2±45.0 °C(Predicted) | [density ]
1.435±0.06 g/cm3(Predicted) | [form ]
Solid | [pka]
5.01±0.38(Predicted) | [color ]
Light yellow to yellow |
| Hazard Information | Back Directory | [Uses]
Nebicapone (BIA 3-202), a reversible catechol-O-methyltransferase (COMT) inhibitor, is mainly metabolized by glucuronidation. Nebicapone is mainly peripherally acting inhibitor that decreases the biotransformation of L-DOPA to 3-O-methyl-DOPA by inhibition of COMT, and it is potential for the treatment of Parkinson's disease[1]. | [Preparation]
Preparation by treatment of 1-(4-hydroxy-3- methoxy-5-nitrophenyl)-2-phenylethanone with aluminium chloride in refluxing ethyl acetate/ pyridine mixture for 2 h (99%). | [References]
[1] Loureiro AI, et al. Human metabolism of nebicapone (BIA 3-202), a novel catechol-o-methyltransferase inhibitor: characterization of in vitro glucuronidation. Drug Metab Dispos. 2006 Nov;34(11):1856-62. DOI:10.1124/dmd.106.010447 |
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