92496-89-4

Basic information

• Product Name: 4',3,4-TRIHYDROXYCHALCONE
• Synonyms: 2-Propen-1-one, 3-(3,4-dihydroxyphenyl)-1-(4-hydroxyphenyl)-;4',3,4-TRIHYDROXYCHALCONE
• CAS NO: 92496-89-4
• Molecular Formula: C₁₅H₁₂O₄
• Molecular Weight: 256.25
• Mol File: 92496-89-4.mol
• Article Data: 4

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 4',3,4-TRIHYDROXYCHALCONE(CAS DataBase Reference)
• NIST Chemistry Reference: 4',3,4-TRIHYDROXYCHALCONE(92496-89-4)
• EPA Substance Registry System: 4',3,4-TRIHYDROXYCHALCONE(92496-89-4)

Safety Data

• Hazardous Substances Data: 92496-89-4(Hazardous Substances Data)

Upstream product

• 99-93-4 4-Hydroxyacetophenone 
• 139-85-5 3,4-dihydroxybenzaldehyde 
• 6515-06-6 3,4-bis-methoxymethoxy-benzaldehyde 
• 85699-00-9 1-[4-(methoxymethoxy)phenyl]-1-ethanone 

Downstream Products

• 1428324-87-1 1-(5-(3,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl)ethanone 

Relevant articles and documents

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.

Design and synthesis of 3,5-diaryl-4,5-dihydro-1H-pyrazoles as new tyrosinase inhibitors

In this study, twenty 3,5-diaryl-4,5-dihydro-1H-pyrazole derivatives with hydroxyl(s) (1a-1p, 2a-2d) were synthesized and their inhibitory activity on mushroom tyrosinase was examined. The results showed that among these compounds, 1-(5-(3,4-dihydroxyphenyl)-3-(4-hydroxyphenyl)-4,5-dihydro-1H-pyrazol-1-yl) ethanone 1d was found to be the most potent tyrosinase inhibitor with IC 50 value of 0.301 μM. Kinetic study revealed that these compounds were competitive inhibitors of tyrosinase and their structure-activity relationships were investigated in this article.