35458-21-0

Basic information

• Product Name: 1-Propanone, 2-methyl-1-(2,4,6-trihydroxyphenyl)-
• Synonyms: phlorisobutyrophenone;isobutyryl phloroglucinol;isobutyryl phloroglucinole;phloroisobutyrophenone;CPD-7104
• CAS NO: 35458-21-0
• Molecular Formula: C10H12O4
• Molecular Weight: 196.203
• Mol File: 35458-21-0.mol
• Article Data: 37

Chemical Properties

• CAS DataBase Reference: 1-Propanone, 2-methyl-1-(2,4,6-trihydroxyphenyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1-Propanone, 2-methyl-1-(2,4,6-trihydroxyphenyl)-(35458-21-0)
• EPA Substance Registry System: 1-Propanone, 2-methyl-1-(2,4,6-trihydroxyphenyl)-(35458-21-0)

Safety Data

• Hazardous Substances Data: 35458-21-0(Hazardous Substances Data)

Usage

Description

1-Propanone, 2-methyl-1-(2,4,6-trihydroxyphenyl)-, also known as Phloroisobutyrophenone, is an organic compound that serves as an intermediate in the synthesis of Colupulone (C214755). 1-Propanone, 2-methyl-1-(2,4,6-trihydroxyphenyl)possesses antiradical and antioxidant properties, making it a valuable component in various applications.

Uses

Used in Pharmaceutical Industry:
1-Propanone, 2-methyl-1-(2,4,6-trihydroxyphenyl)is used as an intermediate in the synthesis of Colupulone (C214755) for its antiradical and antioxidant activity. This makes it a potential candidate for the development of pharmaceutical products that target oxidative stress-related conditions and promote overall health.
Used in Cosmetic Industry:
Due to its antioxidant properties, 1-Propanone, 2-methyl-1-(2,4,6-trihydroxyphenyl)can be used in cosmetic formulations to protect the skin from free radicals and environmental damage, promoting a healthier and more youthful appearance.
Used in Food Industry:
As an antioxidant, 1-Propanone, 2-methyl-1-(2,4,6-trihydroxyphenyl)can be utilized in the food industry to extend the shelf life of products and maintain their quality by preventing oxidation and spoilage.
Used in Research and Development:
1-Propanone, 2-methyl-1-(2,4,6-trihydroxyphenyl)can be employed in research and development for the discovery of new antioxidants and antiradical agents, as well as for studying the mechanisms of oxidative stress and its impact on various diseases and conditions.

Upstream product

• 108-73-6 3,5-dihydroxyphenol 
• 513-36-0 isobutyryl chloride 
• 79-30-1 isobutyryl chloride 
• 17004-75-0 1-[(2-methylpropanoyl)-5-hydroxyphloroglucinyl]-β-D-glucopyranoside 
• 74-88-4 methyl iodide 
• 79-31-2 isobutyric Acid 
• 78-82-0 Isobutyronitrile 

Downstream Products

• 5880-42-2 {3,5-bis(3-methyl-2-butenyl)-2,4,6-trihydroxyphenyl} (2-propyl)-ketone 
• 54247-23-3 6,8-dihydroxy-5-isobutyryl-9-isopropyl-2,2,4,4-tetramethyl-2H-xanthene-1,3(4H,9H)-dione 
• 54247-21-1 5-hydroxy-2,2,6,6-tetramethyl-4-(2-methyl-1-(2,4,6-trihydroxy-3-(1-(2-hydroxy-3,3,5,5-tetramethyl-4,6-dioxocyclohex-1-enyl)-2-methylpropyl)-5-isobutyrylphenyl)propyl)cyclohex-4-ene-1,3-dione 
• 1225039-20-2 myrtucommulone A 

Relevant articles and documents

Antibacterial Prenylated Acylphloroglucinols from Psorothamnus fremontii

Psorothatins A-C (1-3), three antibacterial prenylated acylphloroglucinol derivatives, were isolated from the native American plant Psorothamnus fremontii. They feature an unusual α,β-epoxyketone functionality and a β-hydroxy-α,β-unsaturated ketone struct

Anti-inflammatory acylphloroglucinol derivatives from hops (Humulus lupulus)

The polyphenol-enriched fraction of an ethanolic hops extract (Humulus lupulus) was separated to provide four acylphloroglucinol-glucopyranosides (1-4). 1-(2-Methylpropanoyl)phloroglucinol-glucopyranoside 1 has been isolated from hops before, whereas 1-(2-methylbutyryl)phloroglucinol-glucopyranoside 2, known as multifidol glucoside, and 1-(3-methylbutyryl)phloroglucinol- glucopyranoside 3 were found in hops for the first time. 5-(2-Methylpropanoyl) phloroglucinol-glucopyranoside 4 was identified as a new natural product. The compounds were tested for inhibition of COX-1 activity. The aglycon 5, obtained by acid hydrolysis of 1, was equally effective as phloroglucinol, with an IC50 of 3.8 μM. The inhibitory potential of the glucosides was 1 > 2 > 3 and decreased with increasing length of the acyl side chain. Compound 4 was about 2.5-fold less active than 1 (IC50: 23.7 and 58.7 μM, respectively).

A greatly improved procedure for the synthesis of an antibiotic-drug candidate 2,4-diacetylphloroglucinol over silica sulphuric acid catalyst: multivariate optimisation and environmental assessment protocol comparison by metrics

Efforts toward the development of a straightforward greener Gram-scale synthesis of the antibiotic compound 2,4-diacetylphloroglucinol (DAPG) have been developed. This beneficial procedure was accomplished through the Friedel-Crafts acylation of phloroglucinol over inexpensive heterogeneous silica sulphuric acid (SSA) catalystviaultrasound-assisted (US) synthesis under solvent-free condition. The influences of various parameters such as temperature, catalyst loading, and reaction time on the reaction performance were analysed using a multivariate statistical modelling response surface methodology (RSM). A high yield ofDAPG(95%) was achieved at 60 °C after 15-20 min reaction with the presence of 10% (w/w)SSAas the catalyst. Column chromatography-free and a Gram scale-up reaction also exhibited the practical applicability of this newly developed protocol. TheSSAcatalyst was recovered and recycled up to 10 consecutive runs with no appreciable loss of activity. A plausible mechanism for the Friedel-Crafts acylation of phloroglucinol is proposed. Moreover, an environmental assessment has been carried out over this present method and compared with several established literature using the EATOS software and the Andraos algorithm to assess the consumption of the substrates, solvents, catalysts, and the production of coupled products or by-products. In addition, their energy consumptions were also determined. The data collected showed that the present method is the most promising one, characterised by the highest environmental impact profile against all the other reported methods. The physicochemical properties of the synthesisedDAPGwere assessed and exhibited reasonable oral bioavailability drug property as determined by Lipinski's rules.

Biomimetic Syntheses of Callistrilones A-E via an Oxidative [3 + 2] Cycloaddition

Concise total syntheses of callistrilones A-E have been achieved from 7 and commercially available α-phellandrene (8). The synthetic strategy, which was primarily inspired by the biogenetic hypothesis, was enabled by an oxidative [3 + 2] cycloaddition fol