39273-61-5

Basic information

• Product Name: 2'-HYDROXY-4'-METHOXYCHALCONE
• Synonyms: 1-(2-HYDROXY-4-METHOXYPHENYL)-3-PHENYLPROP-2-EN-1-ONE;2'-HYDROXY-4'-METHOXYCHALCONE;TIMTEC-BB SBB003124
• CAS NO: 39273-61-5
• Molecular Formula: C₁₆H₁₄O₃
• Molecular Weight: 254.28
• Product Categories: Chalcones
• Mol File: 39273-61-5.mol
• Article Data: 58

Chemical Properties

• Melting Point: 106 °C
• Boiling Point: 454.6°C at 760 mmHg
• Flash Point: 171.5°C
• Appearance: /
• Density: 1.197g/cm³
• Vapor Pressure: 7E-09mmHg at 25°C
• Refractive Index: 1.631
• CAS DataBase Reference: 2'-HYDROXY-4'-METHOXYCHALCONE(CAS DataBase Reference)
• NIST Chemistry Reference: 2'-HYDROXY-4'-METHOXYCHALCONE(39273-61-5)
• EPA Substance Registry System: 2'-HYDROXY-4'-METHOXYCHALCONE(39273-61-5)

Safety Data

• Hazardous Substances Data: 39273-61-5(Hazardous Substances Data)

Usage

General Description

2'-Hydroxy-4'-Methoxychalcone is a natural chemical compound found in various plant sources such as Angelica keiskei and Glycyrrhiza glabra. It belongs to the family of chalcones, which are known for their diverse biological activities. 2'-HYDROXY-4'-METHOXYCHALCONE has shown potential therapeutic effects, including anti-inflammatory, antioxidant, and anti-cancer properties. Studies have also reported its ability to inhibit the growth of cancer cells and induce apoptosis, making it a promising candidate for the development of new drugs. Additionally, 2'-Hydroxy-4'-Methoxychalcone has been investigated for its role in treating respiratory diseases and skin disorders, showcasing its versatile pharmacological potential. Overall, this compound demonstrates promising pharmacological properties and has the potential to be further explored for various therapeutic applications.

InChI:InChI=1/C16H14O3/c1-19-13-8-9-14(16(18)11-13)15(17)10-7-12-5-3-2-4-6-12/h2-11,18H,1H3/b10-7+

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Downstream Products

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Relevant articles and documents

The fluorescence properties of 4′-Methoxychalcone derivates modified by substituents and investigation of lysosomal imaging

Three types of 4′-methoxychalcone derivatives Cha-1 ～ Cha-9 with different electron-withdrawing or electron-donating substituents at different positions were synthesized and studied. When the A ring has a hydroxyl group at the 2-position, the strong electron-donating groups at the 4-position of the B ring was more conducive to the near-infrared and aggregation-enhanced emission (AEE) features of the compound than the electron withdrawing groups. The single-crystal analysis confirmed that the good planarity of the 4′-methoxychalcone derivatives favors their fluorescence quantum yields. Moreover, chalcone fluorophores with different fluorescence properties could be obtained by modulating substituent at the 2-position of A ring. In addition, Cha-9 was selected as the AEE luminogen to locate the lysosomes in HeLa cells. These results provided fundamental knowledge for the design and application of 4′-methoxychalcone derivatives of aggregation-induced emission (AIE) compounds.

A novel one-pot synthesis of flavones

In this paper, a one-pot facile route for the BiCl3/RuCl3-mediated synthesis of functionalized flavones is described, including: (i) intermolecularortho-acylation of substituted phenols with cinnamoyl chlorides, and (ii) intramolecular cyclodehydrogenation of the resultingo-hydroxychalcones. The reaction conditions are discussed herein.

Hydroxychalcone dyes that serve as color indicators for pH and fluoride ions

A chalcone, which is composed of two aromatic rings bridged by an α,β-unsaturated carbonyl group, exhibits a variety of biological activities. With an objective to develop a novel chalcone-based functional dye, we have synthesized a chalcone diol CLN1, bearing two OH groups at the 2-positions on both phenyl rings, as well as reference compounds CLN2-6, and found that it serves as color indicators for pH and fluoride ions. CLN1showed a vivid color change from colorless to yellow (halochromism) in water at pH ≥ 10. Furthermore, it presented a selective color change from colorless to red upon the addition of TBAF in an organic solvent such as CH3CN. CLN1provided a strong red-shifted absorption band in the visible region under alkaline conditions in water and upon the addition of TBAF in CH3CN. The absorption spectral study together with TD-DFT calculations and X-ray crystallographic analysis revealed that the characteristic π-resonant structures of CLN1caused by the ionization or OH-F?interactions and the planar conformation due to its intramolecular hydrogen bonding may provide a strong charge transfer (CT) absorption in the visible region.