23423-35-0

Basic information

• Product Name: (2E)-1-(2,4-dimethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one
• Synonyms: (2E)-1-(2,4-Dimethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one; 2-propen-1-one, 1-(2,4-dimethoxyphenyl)-3-(4-hydroxyphenyl)-, (2E)-
• CAS NO: 23423-35-0
• Molecular Formula: C₁₇H₁₆O₄
• Molecular Weight: 284.3065
• Mol File: 23423-35-0.mol
• Article Data: 10

Chemical Properties

• Boiling Point: 494.3°C at 760 mmHg
• Flash Point: 183.3°C
• Density: 1.203g/cm³
• Vapor Pressure: 2.14E-10mmHg at 25°C
• Refractive Index: 1.614
• CAS DataBase Reference: (2E)-1-(2,4-dimethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-1-(2,4-dimethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one(23423-35-0)
• EPA Substance Registry System: (2E)-1-(2,4-dimethoxyphenyl)-3-(4-hydroxyphenyl)prop-2-en-1-one(23423-35-0)

Safety Data

• Hazardous Substances Data: 23423-35-0(Hazardous Substances Data)

Upstream product

• 123-08-0 4-hydroxy-benzaldehyde 
• 829-20-9 2',4'-dimethoxyacetophenone 
• 651325-79-0 Acetic acid 4-[(E)-3-(2,4-dimethoxy-phenyl)-3-oxo-propenyl]-phenyl ester 
• 77412-37-4 β,4-dihydroxy-2',4'-dimethoxydihydrochalcone 
• 77412-33-0 4-hydroxy-2',4'-dimethoxy-α-tosyloxydihydrochalcone 
• 74189-56-3 4-(tetrahydropyran-2-yloxy)benzaldehyde 
• 651325-80-3 3-bromo-1-(2,4-dimethoxy-phenyl)-propan-1-one 
• 151-10-0 1,3-Dimethoxybenzene 
• 33527-94-5 4-acetoxyiodobenzene 

Downstream Products

• 876513-28-9 4-acetoxy-2',4'-dimethoxychalcone 
• 961-29-5 isoliquirtigenin 
• 30071-42-2 4-Hydroxy-2',4'-dimethoxy-3,5,5'-trinitro-chalcon 
• 63529-06-6 4,2'-dihydroxy-4'-methoxy-trans-chalcone 
• 51828-10-5 2'-methoxyisoliquiritigenin 
• 32274-71-8 7-Methylliquiritigenin 
• 69097-97-8 7,4'-dihydroxy-dihydroflavone 

Relevant articles and documents

Synthesis and Characterization of a Phosphate Prodrug of Isoliquiritigenin

Isoliquiritigenin (1) possesses a variety of biological activities in vitro. However, its poor aqueous solubility limits its use for subsequent in vivo experimentation. In order to enable the use of 1 for in vivo studies without the use of toxic carriers

Analogues of xanthones——Chalcones and bis-chalcones as α-glucosidase inhibitors and anti-diabetes candidates

Two series of compounds (chalcones and bis-chalcones) were designed, synthesized, and evaluated as α-glucosidase inhibitors (AGIs) with 1-deoxynojirimycin as positive control in vitro. Most of the compounds with two or four hydroxyl groups showed better inhibitory activities than 1-deoxynojirimycin towards α-glucosidase with noncompetitive mechanism. Moreover, most of the hydroxy bis-chalcones exhibit good α-glucosidase inhibitory activities in enzyme test. Inspiringly, bis-chalcones 2g (at 1 μM concentration) has stronger effect than 1-deoxynojirimycin on reducing the glucose level in HepG-2 cells (human liver cancer cell line).

Synthesis, antitubercular activity, and molecular modeling studies of analogues of isoliquiritigenin and liquiritigenin, bioactive components from Glycyrrhiza glabra

Isoliquiritigenin (ISL, 1) and liquiritigenin (LTG, 2) were isolated from the rhizomes of Glycyrrhiza glabra. In an attempt to develop potent and selective antituberculosis agents, a series of ISL analogues were synthesized mainly via acid- and base-catalyzed Claisen-Schmidt condensation reaction for their antitubercular activity. Compared to ISL (MIC = 25 μg/mL), analogues 5, 8, and 10 showed similar antitubercular activity, but, interestingly, 6, 7, and 15 exhibited twofold higher activity (MIC = 12.5 μg/mL) over ISL, against Mycobacterium tuberculosis. Among the LTG derivatives, LTG 4′-acetate and LTG-oxime were found to be as active (MIC = 25 μg/mL) as LTG. It is the first report on antimycobacterial activity of these ISL- and LTG-based derivatives. Molecular docking and in silico ADME studies revealed that compounds 6, 7, and 15 are potent inhibitors of M. tuberculosis H37Rv alanine dehydrogenase and showed compliance with standard parameters of drug likeness.