703-29-7

Basic information

• Product Name: 1-(2,4-Dihydroxy-6-methylphenyl)ethanone
• Synonyms: 1-(2,4-Dihydroxy-6-methylphenyl)ethanone;Orcacetophenone
• CAS NO: 703-29-7
• Molecular Formula: C₉H₁₀O₃
• Molecular Weight: 166.17
• Mol File: 703-29-7.mol
• Article Data: 14

Chemical Properties

• Melting Point: 160–161°C
• Appearance: /
• CAS DataBase Reference: 1-(2,4-Dihydroxy-6-methylphenyl)ethanone(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2,4-Dihydroxy-6-methylphenyl)ethanone(703-29-7)
• EPA Substance Registry System: 1-(2,4-Dihydroxy-6-methylphenyl)ethanone(703-29-7)

Safety Data

• Hazardous Substances Data: 703-29-7(Hazardous Substances Data)

Usage

Preparation

Preparation by reaction of acetonitrile on orcinol (Hoesch reaction).

Upstream product

• 51786-56-2 4,5-dimethyl-7-hydroxycoumarin 
• 504-15-4 orcinol 
• 75-36-5 acetyl chloride 
• 75-05-8 acetonitrile 
• 51042-81-0 2,8-diethoxy-nona-2,7-dien-5-yn-4-one 
• 67-56-1 methanol 
• 33176-11-3 2,7-dimethyl-4H-pyrano<3,2-c>-2H-pyran-4,5-dione 
• 7446-70-0 aluminium trichloride 
• 98-95-3 nitrobenzene 
• 64-19-7 acetic acid 

Downstream Products

• 672936-90-2 4-ethyl-5-methylbenzene-1,3-diol 
• 74057-54-8 7-hydroxy-5-methyl-2-phenyl-chroman-4-one 
• 708268-57-9 3-benzoyl-7-benzoyloxy-5-methyl-2-phenyl-chromen-4-one 
• 6110-38-9 2,4-dimethoxy-6-methylacetophenone 
• 69262-41-5 (4-acetyl-3-hydroxy-5-methyl-phenyl)-(tetra-O-acetyl-β-D-glucopyranoside) 
• 504-15-4 orcinol 
• 13444-19-4 2,4-diacetyl-5-methyl-resorcinol 
• 881308-35-6 7-hydroxy-5-methyl-4H-chromen-4-one 
• 881308-36-7 7-(benzyloxy)-5-methyl-4H-chromen-4-one 
• 881308-38-9 3-(benzyloxy)-7-hydroxy-1-methyl-6H-benzo[c]chromen-6-one 
• 881308-37-8 ethyl 4-(7-(benzyloxy)-3,4-dihydro-5-methyl-4-oxo-2H-chromen-2-yl)-3-oxobutanoate 
• 32595-80-5 Autumnariol 
• 116719-58-5 4-cinnamoyl-6,7,8,9-tetrahydro-3-hydroxy-5-methyldibenzofuran 
• 116719-62-1 4-cinnamoyl-3-hydroxy-5-methyldibenzofuran 

Relevant articles and documents

Phytotoxic metabolites isolated from Scolecotrichum graminis Fuckel

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Biomimetic synthesis and anti-inflammatory evaluation of violacin A analogues

Violacin A, a chromanone derivative, isolated from a fermentation broth of Streptomyces violaceoruber, has excellent anti-inflammatory potential. Herein, a biogenetically modeled approach to synthesize violacin A and twenty-five analogues was described, which involved the preparation of aromatic polyketide precursor through Claisen condensation and its spontaneous cyclization. The inhibitory effect on nitric oxide (NO) production of all synthetic molecules was evaluated by lipopolysaccharide (LPS)-induced Raw264.7 cells. The results revealed that introduction of aliphatic amine moieties on C-7 obviously improved the anti-inflammation effect of violacin A, and also the aromatic ether instead of ketone group at side chain was favorable to increase the activity. Among them, analogue 7a and 16d were screened as the most effective anti-inflammatory candidates. Molecular mechanism research revealed that 7a and 16d acquired anti-inflammatory ability due to the inhibition of NF-κB signaling pathway.

Synthesis method and application ofaloesone

The invention provides a synthesis method and application of aloesone. According to the method, a compound A, a hydrogen chloride solution and isopropanol are mixed, the molar ratio of the compound A to hydrogen chloride is 1:(4.0-4.5), the mixture is heated to 40-50 DEG C, stirring reaction is performed for 1-2 h, after the reaction, pressure reducing concentrating is performed to remove the solvent to obtain a concentrate, and the concentrate is purified by column chromatography to obtain a target product aloesone, wherein the structure of the compound A is shown as a formula (a). The synthesis method of the aloesonehas the advantages of low cost, easiness in synthesis, high yield and better industrial production.