81226-95-1

Basic information

• Product Name: (2E)-3-(3-hydroxyphenyl)-1-phenylprop-2-en-1-one
• Synonyms: (2E)-3-(3-Hydroxyphenyl)-1-phenylprop-2-en-1-one; 2-Propen-1-one, 3-(3-hydroxyphenyl)-1-phenyl-; 2-propen-1-one, 3-(3-hydroxyphenyl)-1-phenyl-, (2E)-
• CAS NO: 81226-95-1
• Molecular Formula: C₁₅H₁₂O₂
• Molecular Weight: 224.2546
• Mol File: 81226-95-1.mol
• Article Data: 35

Chemical Properties

• Boiling Point: 414.5°C at 760 mmHg
• Flash Point: 176.9°C
• Density: 1.191g/cm³
• Vapor Pressure: 1.85E-07mmHg at 25°C
• Refractive Index: 1.653
• CAS DataBase Reference: (2E)-3-(3-hydroxyphenyl)-1-phenylprop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-3-(3-hydroxyphenyl)-1-phenylprop-2-en-1-one(81226-95-1)
• EPA Substance Registry System: (2E)-3-(3-hydroxyphenyl)-1-phenylprop-2-en-1-one(81226-95-1)

Safety Data

• Hazardous Substances Data: 81226-95-1(Hazardous Substances Data)

Usage

Description

(2E)-3-(3-hydroxyphenyl)-1-phenylprop-2-en-1-one, commonly known as chalcone, is a naturally occurring flavonoid found in plants such as licorice, Anogeissus leiocarpa, and the seed coat of soybeans. It is characterized by its yellow color and is widely used in the pharmaceutical and cosmetic industries. Chalcone has been studied for its potential antioxidant, anti-inflammatory, and anticancer properties, and has shown promise in inhibiting the growth of certain cancer cell lines. Additionally, it has been investigated for its potential in the treatment of various other diseases, including diabetes, cardiovascular diseases, and Alzheimer's disease. Chalcone is also used as a precursor in the synthesis of numerous natural and synthetic compounds with diverse biological activities.

Uses

Used in Pharmaceutical Industry:
(2E)-3-(3-hydroxyphenyl)-1-phenylprop-2-en-1-one is used as a pharmaceutical compound for its potential antioxidant, anti-inflammatory, and anticancer properties. It has shown promise in inhibiting the growth of certain cancer cell lines and has been investigated for its potential in the treatment of various other diseases, including diabetes, cardiovascular diseases, and Alzheimer's disease.
Used in Cosmetic Industry:
(2E)-3-(3-hydroxyphenyl)-1-phenylprop-2-en-1-one is used as a cosmetic ingredient for its yellow color and potential antioxidant properties, which can help protect the skin from oxidative stress and damage.
Used in Synthesis of Natural and Synthetic Compounds:
(2E)-3-(3-hydroxyphenyl)-1-phenylprop-2-en-1-one is used as a precursor in the synthesis of numerous natural and synthetic compounds with diverse biological activities, contributing to the development of new drugs and therapeutic agents.

Upstream product

• 100-83-4 meta-hydroxybenzaldehyde 
• 98-86-2 acetophenone 
• 1122-54-9 methyl (4-pyridyl) ketone 

Downstream Products

• 75849-08-0 3-(3-hydroxyphenyl)-1-phenylpropan-1-one 

Relevant articles and documents

Synthesis and Antimicrobial Evaluations of New 5-aryl Linked Bispyrazolines

Syntheses of new bispyrazolines 4a, 4b, 4c, 4d, 4e, 4f, 4g built around the aliphatic linkers of varying lengths have been described. The intermediate bischalcones and final bishetrocyclics were also evaluated for their antimicrobial activities.

A new method for the synthesis of chalcone derivatives promoted by PPh3/I2under non-alkaline conditions

A straightforward and general method has been developed for the synthesis of chalcone derivatives by a Claisen-Schmidt reaction in the presence of PPh3/I2 in 1,4-dioxane under reflux temperatures. With the condensation of the aromatic ketone and aldehyde occurring at non-strongly alkaline conditions, our proposed method significantly expands the range of applicable substrates, especially for groups that are unstable under alkaline conditions.

COMPOUNDS AND METHODS FOR TREATING OR PREVENTING HEART FAILURE

The present invention relates to the discovery of novel compounds that can be used to treat and/or prevent heart failure in a subject. In certain embodiments, the compounds of the invention are sulfide: quinone oxidoreductase (SQOR) inhibitors. In other e

Natural product-based design, synthesis and biological evaluation of 2′,3,4,4′-tetrahydrochalcone analogues as antivitiligo agents

A bioactive component, 2′,3,4,4′-tetrahydrochalcone (RY3-a) was first isolated from Vernohia anthelmintica (L.) willd seeds, and a set of its analogs, RY3-a-1–RY3-a-15 and RY3-c were designed and synthesized. Biological activity assays showed that RY3-c exhibited better melanogenesis and antioxidant activity and lower toxicity in comparison with RY3-a and butin. Further study tests showed that RY3-c exhibited better melanogenesis activity compared with the positive control 8-methoxypsoralan (8-MOP) in a vitiligo mouse model, suggesting that RY3-c is a good candidate antivitiligo agent. Mechanistic studies showed that RY3-c could repair cell damage induced by excessive oxidative stress and may exert melanin synthesis activity in the mouse melanoma B16F10 cell line by activating the mitogen-activated protein kinase (MAPK) pathway and the upregulation of c-kit.