18439-96-8

Basic information

• Product Name: 1-(2-Hydroxy-4-methoxyphenyl)-2-phenylethanone
• Synonyms: Acetophenone,2'-hydroxy-4'-methoxy-2-phenyl- (6CI,7CI,8CI);1-(2-Hydroxy-4-methoxyphenyl)-2-phenyl-1-ethanone; 1-(2-Hydroxy-4-methoxyphenyl)-2-phenylethanone;2-Hydroxy-4-methoxydeoxybenzoin; 2-Hydroxy-4-methoxyphenyl benzyl ketone;2'-Hydroxy-4'-methoxy-2-phenylacetophenone
• CAS NO: 18439-96-8
• Molecular Formula: C₁₅H₁₄O₃
• Molecular Weight: 242.27
• Mol File: 18439-96-8.mol
• Article Data: 13

Chemical Properties

• Melting Point: 88–89°C
• Appearance: /
• CAS DataBase Reference: 1-(2-Hydroxy-4-methoxyphenyl)-2-phenylethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-Hydroxy-4-methoxyphenyl)-2-phenylethanone(18439-96-8)
• EPA Substance Registry System: 1-(2-Hydroxy-4-methoxyphenyl)-2-phenylethanone(18439-96-8)

Safety Data

• Hazardous Substances Data: 18439-96-8(Hazardous Substances Data)

Usage

Preparation

Preparation by partial methylation of 2,4-dihydroxyphenyl benzyl ketone, ? with methyl iodide in the presence of potassium carbonate in refluxing acetone for 3 h (85%) or for 12 h (91%) ; ? with methyl bromide in the presence of potassium carbonate in refluxing acetone for 20 h; ? with dimethyl sulfate, – in the presence of potassium carbonate in boiling benzene for 90 min (51%) or in boiling acetone ; – in the presence of alkali in boiling ethanol.

Upstream product

• 101442-26-6 3-(2,4-dimethoxy-phenyl)-3-oxo-2-phenyl-propionitrile 
• 102172-23-6 3-(2,4-dimethoxy-phenyl)-3-oxo-2-phenyl-propionic acid ethyl ester 
• 3669-41-8 1-(2,4-dihydroxyphenyl)-2-phenylethanone 
• 77-78-1 dimethyl sulfate 
• 103-80-0 phenylacetyl chloride 
• 151-10-0 1,3-Dimethoxybenzene 
• 74-88-4 methyl iodide 
• 103-82-2 phenylacetic acid 
• 150-19-6 O-methylresorcine 
• 74-83-9 methyl bromide 
• 7446-70-0 aluminium trichloride 
• 60-29-7 diethyl ether 
• 67-64-1 acetone 
• 140-29-4 phenylacetonitrile 

Downstream Products

• 97636-63-0 2-hydroxy-7-methoxy-3-phenyl-chroman-4-one 
• 97299-23-5 6-bromo-7-methoxy-3-phenyl-chromen-4-one 
• 789-80-0 1-(2,5-dihydroxy-4-methoxyphenyl)-2-phenylethanone 
• 77184-82-8 1-(2-hydroxy-4-methoxyphenyl)-2-phenylethanedione 
• 1621-56-3 7-methoxyisoflavone 
• 35212-50-1 ethyl 7-methoxy-4-oxo-3-phenyl-4H-chromene-2-carboxylate 
• 323575-63-9 3-ethyl-7-methoxyisoflavone 
• 2555-24-0 4-hydroxy-7-methoxy-3-phenylcoumarin 
• 123392-71-2 2,4-dimethoxy-α-C-methyldesoxybenzoin 
• 147198-49-0 4-benzyl-7-methoxy-3-phenyl-2H-1-benzopyran-2-one 
• 5128-69-8 7-methoxyisoflavanone 
• 94104-29-7 3-hydroxymethyl-7-methoxy-3-phenyl-2,3-dihydro-4H-1-benzopyran-4-one 
• 92714-94-8 2-Hydroxy-4-methoxyphenyl α-hydroxymethyl-benzyl ketone 
• 123796-88-3 2-Hydroxy-4-methoxy-α-prenyldesoxybenzoin 

Relevant articles and documents

Development of New Molecular Entities as Potent Antifungal Agents: Synthesis of Substituted 1,2,3-Triazoles

Abstract: A series of novel 1,2,3-triazoles (8a–8m) were synthesized usingclick chemistry in excellent yields and were characterized by IR, NMR, MASSspectroscopy and elemental analysis. The final compounds 8a–8m were assessed for theirantifungal activity. Among the compounds tested 8h, 8i, 8b, and 8e demonstrated potentantifungal activity where as compounds 8j,8d, 8l,and 8f were exhibited good antifungal activityagainst tested fungal strains compared to the reference drug Nystatin.

Synthesis, anticancer and antioxidant activities of 7-methoxyisoflavanone and 2,3-diarylchromanones

A convenient, fast and high yielding method for the preparation of 7-methoxyisoflavanone and 2,3-diarylchromanones has been developed by the condensation of benzyl-2-hydroxy-4-alkoxyphenylketone with arylaldehyde/paraformaldehyde in presence of diethylamine, assisted by microwave activation. All the synthesized compounds were screened for anticancer as well as antioxidant activities. Among the nine compounds, 7-methoxyisoflavanone 7 and diarylchromanone 6c shows potential anticancer activity and diarylchromanone 6b has potential antioxidant activity. Compound 6h possesses anticancer and antioxidant activity at the same concentration.

Heteroaryl-containing isoflavones as aromatase inhibitors

Compounds and methods useful for treating and prevention of cancer, particularly hormone-dependent breast cancer. Provided are compounds of formula I: wherein X is selected from O, N, S, SO, SO2, and S(CH2)n, wherein n=1-1