| Identification | Back Directory | [Name]
5'-Amino-2'-hydroxyacetophenone | [CAS]
50-80-6 | [Synonyms]
1-(5-Amino-2-hydroxyphenyl)
Ethanone, 1-(5-amino-2-hydroxyphenyl)-
5''-AMINO-2''-HYDROXYACETOPHENONE {1-(5-AMINO-2-HYDROXYPHENYL)ETHANONE} | [Molecular Formula]
C8H9NO2 | [MDL Number]
MFCD00100397 | [MOL File]
50-80-6.mol | [Molecular Weight]
151.16 |
| Chemical Properties | Back Directory | [Melting point ]
121–122°C | [Boiling point ]
335.4±27.0 °C(Predicted) | [density ]
1.242±0.06 g/cm3(Predicted) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [pka]
10.42±0.18(Predicted) | [Appearance]
Light yellow to yellow Solid |
| Hazard Information | Back Directory | [Uses]
1-(5-Amino-2-hydroxyphenyl)ethanone is used in the preparation of alkylated flavonoid compounds for use as therapeutic antioxidants. It is also used to synthesize spiro[chromanone-piperidine]s as acetyl-CoA carboxylase inhibitors. | [Preparation]
Also obtained by refluxing a suspension of N-(3-acetyl-4- hydroxyphenyl)acetamide in 15% hydrochloric acid for 40 min (84%). | [Synthesis]
The hydrolysis reaction was carried out by refluxing 2-hydroxy-5-acetamidoacetophenone in 2N hydrochloric acid solution for 6 hours to obtain 5-amino-2-hydroxyacetophenone in 94% yield. | [References]
[1] Journal of Medicinal Chemistry, 1992, vol. 35, # 21, p. 3973 - 3976
[2] Patent: US2007/117823, 2007, A1. Location in patent: Page/Page column 8
[3] Patent: WO2007/54580, 2007, A1. Location in patent: Page/Page column 16
[4] European Journal of Medicinal Chemistry, 1991, vol. 26, # 9, p. 843 - 851
[5] Bioorganic and Medicinal Chemistry, 2004, vol. 12, # 9, p. 2079 - 2098 |
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