2215-82-9

Basic information

• Product Name: 1-Propanone, 1-(2-hydroxy-4,6-dimethoxyphenyl)-
• CAS NO: 2215-82-9
• Molecular Formula: C11H14O4
• Molecular Weight: 210.23
• Mol File: 2215-82-9.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1-Propanone, 1-(2-hydroxy-4,6-dimethoxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 1-(2-hydroxy-4,6-dimethoxyphenyl)-(2215-82-9)
• EPA Substance Registry System: 1-Propanone, 1-(2-hydroxy-4,6-dimethoxyphenyl)-(2215-82-9)

Safety Data

• Hazardous Substances Data: 2215-82-9(Hazardous Substances Data)

Usage

Chemical structure

Contains a ketone group, a phenolic group, and two methoxy groups. The presence of these functional groups gives the compound its unique properties.

Usage

Commonly used as a flavoring agent in the food industry and found in various essential oils. Its aromatic properties make it suitable for these applications.

Antioxidant properties

The compound has been found to have antioxidant properties, which can help prevent or slow down the oxidation of other molecules, potentially making it useful in pharmaceutical and cosmetic applications.

Anti-inflammatory properties

The compound has been found to have anti-inflammatory properties, which can help reduce inflammation and potentially make it useful in the treatment of inflammatory conditions.

Natural preservative potential

The compound has been studied for its potential as a natural preservative in food and cosmetic products, which could make it a useful alternative to synthetic preservatives.

Safety concerns

As with any chemical, appropriate safety precautions should be taken when handling and using 1-Propanone, 1-(2-hydroxy-4,6-dimethoxyphenyl)-. Its safety for specific uses should be evaluated before implementation.

Upstream product

• 621-23-8 1,2,3-trimethoxybenzene 
• 79-03-8 propionyl chloride 
• 500-99-2 3,5-dimethoxyphenol 
• 123-38-6 propionaldehyde 
• 2295-58-1 flopropione 
• 80-48-8 methyl p-toluene sulfonate 
• 108-73-6 3,5-dihydroxyphenol 
• 107-12-0 propiononitrile 
• 77-78-1 dimethyl sulfate 
• 802294-64-0 propionic acid 

Downstream Products

• 124300-29-4 bis(2-hydroxy-4,6-dimethoxypropiophenyl)methane 
• 80986-11-4 3,5-dimethoxy-2-propylphenol 
• 1142936-19-3 1-[2-(3,4-dimethoxybenzoyloxy)-4,6-dimethoxyphenyl]propan-1-one 
• 138101-71-0 Acetic acid 7-acetoxy-2-(4-fluoro-phenyl)-4-oxo-3-((E)-(7R,11R)-3,7,11,15-tetramethyl-hexadec-2-enylsulfanylmethyl)-4H-chromen-5-yl ester 
• 132313-27-0 2-(4-Fluoro-phenyl)-5,7-dihydroxy-3-((E)-(7R,11R)-3,7,11,15-tetramethyl-hexadec-2-enylsulfanylmethyl)-chromen-4-one 
• 132313-31-6 2-(4'-fluorophenyl)-3-bromomethyl-5,7-bisacetoxy-4H-1-benzopyran-4-one 
• 132313-30-5 2-(4'-Fluorophenyl)-3-methyl-5,7-bisacetoxy-4H-1-benzopyran-4-one 
• 132313-28-1 2-(4'-Fluorophenyl)-3-methyl-5,7-dimethoxy-4H-1-benzopyran-4-one 
• 132313-29-2 2-(4'-Fluorophenyl)-3-methyl-5,7-dihydroxy-4H-1-benzopyran-4-one 
• 531502-70-2 5,7-dimethoxy-2-(3',4',5'-trimethoxyphenyl)-8-propyl-4H-chromen-4-one 
• 531502-61-1 1-(2-hydroxy-4,6-dimethoxy-3-propyl-phenyl)-ethanone 
• 2215-97-6 2-n-propyl-1,3,5-trimethoxybenzene 
• 20350-14-5 5,7-Dimethoxy-3-methylflavone 
• 22395-14-8 3-methyl-5,7,4′-trimethoxyflavone 

Relevant articles and documents

Development of a novel nitric oxide (NO) production inhibitor with potential therapeutic effect on chronic inflammation

Inflammation is a complex biological response to stimuli. Activated macrophages induced excessively release of pro-inflammatory cytokines and mediators such as endogenous radical nitric oxide (NO) play a significant role in the progression of multiple inflammatory diseases. Both natural and synthetic chalcones possess a wide range of bioactivities. In this work, thirty-nine chalcones and three related compounds, including several novel ones, based on bioactive kava chalcones were designed, synthesized and their inhibitory effects on NO production in RAW 264.7 cells were evaluated. The novel compound (E)-1-(2′-hydroxy-4′,6′-dimethoxyphenyl)-3-(3-methoxy-4-(3-morpholinopropoxy)phenyl)prop-2-en-1-one (53) exhibited a better inhibitory activity (84.0%) on NO production at 10 μM (IC50 = 6.4 μM) with the lowest cytotoxicity (IC50 > 80 μM) among the tested compounds. Besides, western blot analysis indicated that compound 53 was a potent down-regulator of inducible nitric oxide synthase (iNOS) protein. Docking study revealed that compound 53 also can dock into the active site of iNOS. Furthermore, at the dose of 10 mg/kg/day, compound 53 could both significantly suppress the progression of inflammation on collagen-induced arthritis (CIA) and adjuvant-induced arthritis (AIA) models. In addition, the structure-activity relationship (SAR) of the kava chalcones based analogs was also depicted.

Synthesis of 2-acylphenol and flavene derivatives from the ruthenium-catalyzed oxidative c-h acylation of phenols with aldehydes

The cationic ruthenium hydride complex [(C6H6)(PCy3)(CO)RuH]+BF4- has been found to be an effective catalyst for the oxidative C-H coupling reaction of phenols with aldehydes to give 2-acylphenol compounds. The coupling of phenols with α,β-unsaturated aldehydes selectively gives the flavene derivatives. The catalytic method mediates direct oxidative C-H coupling of phenol and aldehyde substrates without using any metal oxidants or forming wasteful byproducts. A cationic ruthenium hydride complex catalyzes the oxidative C-H coupling of phenols with aldehydes to form 2-acylphenol and flavene derivatives.

Synthesis of novel flavonoid derivatives as potential HIV-integrase inhibitors

Eighteen novel flavonoid derivatives - substituted chalcones and flavones were synthesized and characterized by using NMR, IR, UV/Vis spectroscopy and elemental analysis. The target compounds were achieved by using a sequence of simple and effective reactions starting from phloroglucinol. The initial hydroxyl groups were protected by methylation and in the final flavones the 5-OH group was selectively demethylated by means of AlBr3. 5-methoxy flavones exhibit a strong fluorescence, which was quenched after the removal of the methyl group.