834-94-6

Basic information

• Product Name: 2',4',6'-trimethoxypropiophenone
• Synonyms: 2',4',6'-trimethoxypropiophenone;1-(2,4,6-Trimethoxyphenyl)-1-propanone
• CAS NO: 834-94-6
• Molecular Formula: C₁₂H₁₆O₄
• Molecular Weight: 224.25304
• EINECS: 212-638-9
• Mol File: 834-94-6.mol
• Article Data: 6

Chemical Properties

• Melting Point: 84.5–85°C
• Appearance: /
• CAS DataBase Reference: 2',4',6'-trimethoxypropiophenone(CAS DataBase Reference)
• NIST Chemistry Reference: 2',4',6'-trimethoxypropiophenone(834-94-6)
• EPA Substance Registry System: 2',4',6'-trimethoxypropiophenone(834-94-6)

Safety Data

• Hazardous Substances Data: 834-94-6(Hazardous Substances Data)

Usage

Preparation

Obtained by reaction of propionic acid with phloropropiophenone trimethyl ether in the presence of PPA as a condensing agent.

Upstream product

• 621-23-8 1,2,3-trimethoxybenzene 
• 79-03-8 propionyl chloride 
• 802294-64-0 propionic acid 
• 5273-96-1 (E)-1,3,5-trimethoxy-2-(prop-1-en-1-yl)benzene 
• 2295-58-1 flopropione 
• 74-88-4 methyl iodide 
• 1041954-92-0 (E)-2-(3-chloroprop-1-enyl)-1,3,5-trimethoxybenzene 
• 1097259-11-4 1-(2,4,6-trimethoxyphenyl)prop-2-en-1-ol 
• 108-73-6 3,5-dihydroxyphenol 

Relevant articles and documents

Phloroglucinol derivatives as anti-tumor agents: synthesis, biological activity evaluation and molecular docking studies

Phloroglucinol compounds isolated from Dryopteris fragrans (L.) Schott showed a variety of biological activities, such as anticancer and anti-inflammatory. In this study, we have made a number of modifications around the scaffold of phloroglucinol and synthesized phloroglucinol derivatives A1–A9, B1–B9, and C1–C3. We synthesized these compounds and investigated their effect on four human cancer cell lines (A-549, MCF-7, Hela, HepG2 cell lines) via MTT assay in vitro. The results revealed that all compounds exhibited certain antiproliferative activities on cancer cell lines and excellent inhibitory effects on MCF-7, in which compound C2 was the best with the IC50 value of 18.49 μM, exceeding that of 5-fluorouracil. Moreover, the cell apoptosis test showed that compound C2 induced apoptosis in a concentration-dependent manner. Furthermore, the results of molecular docking analysis explained the probable interaction between the active compounds and active sites of target protein 4I22 and 1OG5. [Figure not available: see fulltext.]

Ruthenium-catalyzed synthesis of allylic alcohols: Boronic acid as a hydroxide source

Secondary allylic alcohols were synthesized from linear allylic halides or carbonates using a catalytic amount of a ruthenium complex in the presence of boronic acid. The effects of solvent, base, ruthenium precursor, and boronic acid were fully explored, and the scope of the reaction was extended to various sub-strates. We also describe a preliminary investigation towards an enantioselective process.

Studies towards the stereoselective α-hydroxylation of flavanones. Biosynthetic significance

The enolates of various propiophenones, chromanones, and also analogues of naturally occurring flavanones were stereoselectively hydroxylated at the ?-position, by employing commercially available enantiopure oxaziridines, to afford the desired ?-hydroxylated target molecules in good to exceptional stereoselectivities and in moderate to good chemical yields. A mechanistic rationale is presented to account for the stereoselectivities achieved. These in vitro results were tentatively related to the stereoselective biosynthesis of enantio-enriched dihydroflavonols while questions were raised about the authenticity of certain natural compounds. CSIRO 2008.