36685-61-7

Basic information

• Product Name: 1-(2-hydroxy-4-methoxyphenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one
• CAS NO: 36685-61-7
• Molecular Formula: C₁₉H₂₀O₆
• Molecular Weight: 344.3585
• Mol File: 36685-61-7.mol
• Article Data: 1

Chemical Properties

• Boiling Point: 538.4°C at 760 mmHg
• Flash Point: 192.1°C
• Density: 1.211g/cm³
• Vapor Pressure: 3.33E-12mmHg at 25°C
• Refractive Index: 1.588
• CAS DataBase Reference: 1-(2-hydroxy-4-methoxyphenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(2-hydroxy-4-methoxyphenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one(36685-61-7)
• EPA Substance Registry System: 1-(2-hydroxy-4-methoxyphenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one(36685-61-7)

Safety Data

• Hazardous Substances Data: 36685-61-7(Hazardous Substances Data)

Usage

Functional Groups

Aromatic and ketone

Structure

Hydroxybenzene ring with a methoxy group at the 4-position
Propenone moiety attached to a trimethoxybenzene ring

Biological Activity

Exhibits antioxidant and antiproliferative properties

Pharmacological Applications

Potential as an anti-inflammatory agent
Potential as an anti-cancer agent

Contribution to Applications

Presence of both phenolic and ketonic groups
These properties and content are based on the information provided in the material, which describes the chemical structure, functional groups, and potential biological and pharmacological activities of 1-(2-hydroxy-4-methoxyphenyl)-3-(2,3,4-trimethoxyphenyl)prop-2-en-1-one.

Upstream product

• 552-41-0 1-(2-hydroxy-4-methoxyphenyl)ethanone 
• 2103-57-3 2,3,4-trimethoxybenzaldehyde 

Relevant articles and documents

Investigation of chalcones as selective inhibitors of the breast cancer resistance protein: Critical role of methoxylation in both inhibition potency and cytotoxicity

ABCG2 plays a major role in anticancer-drug efflux and related tumor multidrug resistance. Potent and selective ABCG2 inhibitors with low cytotoxicity were investigated among a series of 44 chalcones and analogues (1,3-diarylpropenones), by evaluating their inhibitory effect on the transport of mitoxantrone, a known ABCG2 substrate. Six compounds producing complete inhibition with IC50 values below 0.5 μM and high selectivity for ABCG2 were identified. The number and position of methoxy substituents appeared to be critical for both inhibition and cytotoxicity. The best compounds, with potent inhibition and low toxicity, contained an N-methyl-1-indolyl (compound 38) or a 6′-hydroxyl-2′,4′-dimethoxy-1-phenyl (compound 27) moiety (A-ring) and two methoxy groups at positions 2 and 6 of the 3-phenyl moiety (B-ring). Methoxy substitution contributed to inhibition at positions 3 and 5, but had a negative effect at position 4. Finally, methoxy groups at positions 3, 4, and 5 of the B-ring markedly increased cytotoxicity and, therefore, should be avoided.