3791-75-1

Basic information

• Product Name: 1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)propan-1-one
• Synonyms: 1-(2-Hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)propan-1-one; 1-propanone, 1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)-; flavokavain A
• CAS NO: 3791-75-1
• Molecular Formula: C₁₈H₂₀O₅
• Molecular Weight: 316.3484
• Mol File: 3791-75-1.mol
• Article Data: 14

Chemical Properties

• Boiling Point: 509.9°C at 760 mmHg
• Flash Point: 184°C
• Density: 1.177g/cm³
• Vapor Pressure: 5.12E-11mmHg at 25°C
• Refractive Index: 1.563
• CAS DataBase Reference: 1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)propan-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)propan-1-one(3791-75-1)
• EPA Substance Registry System: 1-(2-hydroxy-4,6-dimethoxyphenyl)-3-(4-methoxyphenyl)propan-1-one(3791-75-1)

Safety Data

• Hazardous Substances Data: 3791-75-1(Hazardous Substances Data)

Usage

Type of Compound

Natural phenolic compound

Occurrence

Found in various plants and foods such as sesame seeds, olive oil, and grains

Antioxidant

Helps neutralize harmful free radicals in the body

Anti-inflammatory

Reduces inflammation and may help with conditions related to inflammation

Cancer treatment

May have potential in treating certain types of cancer

Heart disease prevention

May help reduce the risk of heart disease

Diabetes management

May help manage blood sugar levels in people with diabetes

Skin Conditions

Investigated as a natural remedy for various skin conditions

Cosmetic Products

Studied as a potential component in cosmetic products due to its antioxidant and anti-inflammatory properties

Pharmaceutical and Nutraceutical Development

Pinoresinol has been studied for its potential role in the development of novel pharmaceuticals and nutraceuticals.

Upstream product

• 5631-70-9 4',5,7-trimethoxyflavone 
• 60-82-2 3-(4-Hydroxy-phenyl)-1-(2,4,6-trihydroxy-phenyl)-propan-1-on 
• 77-78-1 dimethyl sulfate 
• 480-66-0 2,4,6-trihydroxyacetophenone 
• 29424-96-2 naringenin-4',7-dimethyl ether 
• 22442-48-4 3-(4-methoxyphenyl)propionitrile 
• 2174-64-3 5-methoxyresorcinol 
• 25413-27-8 3-(4-methoxy-phenyl)propionamide 
• 15893-42-2 3-(4-methoxyphenyl)propionyl chloride 
• 123-11-5 4-methoxy-benzaldehyde 
• 90-24-4 2-hydroxy-4,6-dimethoxyacetophenone 
• 84457-62-5 2'-hydroxy-4'-benzyloxy-4,6'-dimethoxychalkone 
• 56121-44-9 (2E)-1-(2,4-dihydroxy-6-methoxyphenyl)-3-(4-methoxyphenyl)-2-propen-1-one 
• 39548-89-5 1-(4-(benzyloxy)-2-hydroxy-6-methoxyphenyl)ethan-1-one 

Downstream Products

• 246244-10-0 rac-5,7-dimethoxy-3-(4-methoxybenzyl)-chroman-4-one 
• 76672-85-0 4,4',6',4'',4''',6'''-Hexamethoxy-2'',2'''-bi(dihydrochalconyloxy)methane 
• 34811-77-3 3-(4-methyloxybenzyl)-5,7-dimethoxychromen-4-one 
• 5631-70-9 4',5,7-trimethoxyflavone 
• 17934-14-4 (S)-5,7-dimethoxy-3-(4-methoxybenzyl)chroman-4-one 
• 75679-64-0 2'-acetoxy-4,4',6'-trimethoxydihydrochalkone 
• 105245-61-2 2'-Hydroxy-4,4',6'-trimethoxy-α-hydroxymethyldihydrochalcone 

Relevant articles and documents

New homoisoflavonoid analogues protect cells by regulating autophagy

As a special group of naturally occurring flavonoids, homoisoflavonoids have been discovered as active components of several traditional Chinese medicines for nourishing heart and mind. In this study, twenty homoisoflavonoid analogues, including different substitution groups on rings A and B, as well as heteroaromatic B ring, were synthesized and evaluated for their cardioprotective and neuroprotective activities. In a H2O2-induced H9c2 cardiomyocytes injury assay, nine homoisoflavonoid analogues showed promising activities in the same level as the positive control, diazoxide. Six cardioprotective compounds with representative structure diversities were then evaluated for their neuroprotective effects on MPP+ induced SH-SY5Y cell injury model. Furthermore, autophagy inducing monodansylcadaverine (MDC) fluorescence staining methods and molecular docking studies indicated the action mechanism of these compounds may involve autophagy regulating via class I PI3K signaling pathway.

COMPOUNDS, THEIR SYNTHESES, AND THEIR USES

Embodiments of the present invention provide compounds (such as Formula (I) compounds, Formula (II) compounds, and various embodiments thereof). Compositions comprising those compounds are also provided. Methods for their preparation are included. Also, uses of the compounds are included, such as administering and treating diseases (e.g., cancer and infections).

Synthesis, cytotoxicity, and anti-Trypanosoma cruzi activity of new chalcones

Synthesis of a cytotoxic dihydrochalcone, first isolated from a traditional Amazonian medicinal plant Iryanthera juruensis Warb (Myristicaceae), followed by a comprehensive SAR analysis of saturated and unsaturated chalcone synthetic intermediates, led to the identification of analogues with selective and significant in vitro anti-Trypanosoma cruzi activity. Further SAR studies were undertaken with the synthesis of 21 new chalcones containing two allyloxy moieties that resulted in the discovery of 2′,4′-diallyloxy- 6′-methoxy chalcones with improved selectivity against this parasite at concentrations below 25 μM, four of which exhibited a selectivity index greater than 12.