1226-09-1

Basic information

• Product Name: 1-(5-CHLORO-2-HYDROXYPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE
• Synonyms: 1-(5-CHLORO-2-HYDROXYPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE
• CAS NO: 1226-09-1
• Molecular Formula: C₁₆H₁₃ClO₃
• Molecular Weight: 288.73
• Mol File: 1226-09-1.mol
• Article Data: 17

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1-(5-CHLORO-2-HYDROXYPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 1-(5-CHLORO-2-HYDROXYPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE(1226-09-1)
• EPA Substance Registry System: 1-(5-CHLORO-2-HYDROXYPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE(1226-09-1)

Safety Data

• Hazard Codes: Xi
• Hazardous Substances Data: 1226-09-1(Hazardous Substances Data)

Usage

Description

1-(5-CHLORO-2-HYDROXYPHENYL)-3-(4-METHOXYPHENYL)PROP-2-EN-1-ONE, commonly known as curcumin, is a naturally occurring chemical compound derived from the spice turmeric. It is characterized by its vibrant yellow hue and is renowned for its potential health benefits, which include anti-inflammatory and antioxidant properties. Curcumin has been a staple in traditional medicine for centuries and continues to be a subject of interest for its therapeutic potential in various diseases and conditions. Its antioxidant and anti-inflammatory properties also make it a candidate for use in the cosmetics and skincare industries.

Uses

Used in Food Industry:
Curcumin is used as a natural coloring and flavoring agent in the food industry, adding a distinctive yellow color and unique taste to various dishes and products.
Used in Pharmaceutical Applications:
Curcumin is employed as a potential therapeutic agent in the pharmaceutical industry, targeting a range of diseases and conditions due to its anti-inflammatory and antioxidant properties.
Used in Cosmetics and Skincare:
In the cosmetics and skincare industry, curcumin is used for its antioxidant and anti-inflammatory properties, which can contribute to the development of products that promote skin health and address various skin concerns.
Used in Traditional Medicine:
Curcumin has been a component of traditional medicine for centuries, where it is utilized for its potential health benefits and therapeutic properties.

Upstream product

• 1450-74-4 5-chloro-2-hydroxyacetophenone 
• 123-11-5 4-methoxy-benzaldehyde 
• 876-27-7 4-chlorophenyl acetate 

Downstream Products

• 1229-59-0 6-chloro-3-hydroxy-2-(4'-methoxyphenyl)-4-oxo-4H-1-benzopyran 
• 1657006-70-6 C₁₉H₁₇Br₂ClO₃ 
• 1657006-90-0 C₁₉H₁₇ClO₃ 
• 63046-14-0 6-chloro-2-(4-methoxy-phenyl)-chromen-4-one 
• 56949-38-3 2,3-Dibromo-1-(5-chloro-2-hydroxy-phenyl)-3-(4-methoxy-phenyl)-propan-1-one 
• 1363408-70-1 C₂₂H₁₇ClN₂O₂ 
• 121507-61-7 6-Chloro-2-(4-methoxy-phenyl)-2H-chromene 
• 1413850-07-3 3-(5-chloro-2-hydroxyphenyl)-1-(4-methoxyphenyl)-propan-1-one 
• 1393598-17-8 9-chloro-5-(4-methoxyphenyl)-2-piperidino-5H-chromeno[3,4-c]pyridine-1-carbonitrile 
• 111391-79-8 6-chloro-3-methoxy-2-(4'-methoxyphenyl)-4-oxo-4H-1-benzopyran 
• 86882-44-2 4-Chloro-2-[2-(4-methoxy-phenyl)-1,1-dioxo-2,3-dihydro-1H-1λ⁶-benzo[b][1,4]thiazepin-4-yl]-phenol 
• 123743-15-7 6-chloro-2-(4-methoxyphenyl)chroman-4-one 

Relevant articles and documents

Iodine-mediated direct synthesis of 3-iodoflavones

Molecular iodine has been used for the regioselective, one pot, direct synthesis of 3-iodoflavones from 2′-allyloxy chalcones, 2′-hydroxy chalcones and flavones. Allyl deprotection, cyclization dehydrogenation and α-iodination of 2′-allyloxychalcones has been achieved in a single step to offer 3-iodoflavones.

Design and synthesis of chalcone derivatives as potent tyrosinase inhibitors and their structural activity relationship

Browning of fruits and vegetables is a serious issue in the food industry, as it damages the organoleptic properties of the final products. Overproduction of melanin causes aesthetic problems such as melisma, freckles and lentigo. In this study, a series of chalcones (1-10) have been synthesized and examined for their tryrosinase inhibitory activity. The results showed that flavokawain B (1), flavokawain A (2) and compound 3 were found to be potential tyrosinase inhibitors, indicating IC50 14.20-14.38 μM values. This demonstrates that 4-substituted phenolic compound especially at ring A exhibited significant tyrosinase inhibition. Additionally, molecular docking results showed a strong binding affinity for compounds 1-3 through chelation between copper metal and ligands. The detailed molecular docking and SARs studies correlate well with the tyrosinase inhibition studies in vitro. The structures of these compounds were elucidated by the 1D and 2D NMR spectroscopy, mass spectrometry and single X-ray crystallographic techniques. These findings could lead to design and discover of new tyrosinase inhibitors to control the melanine overproduction and overcome the economic loss of food industry.

Discovery of 2′-hydroxychalcones as autophagy inducer in A549 lung cancer cells

A series of 2′-hydroxychalcone derivatives was synthesized and the effects of all the compounds on growth of A549 lung cancer cell were investigated. The results showed that all compounds had inhibitory effects on the growth of A549 lung cancer cells and compound 2-7 possessed the highest growth inhibitory effect and induced autophagy of A549 lung cancer cells.