52923-51-0

Basic information

• Product Name: 2-Propen-1-one, 1-(2,5-dihydroxyphenyl)-3-phenyl-, (2E)-
• CAS NO: 52923-51-0
• Molecular Formula: C15H12O3
• Molecular Weight: 240.258
• Mol File: 52923-51-0.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 2-Propen-1-one, 1-(2,5-dihydroxyphenyl)-3-phenyl-, (2E)-(CAS DataBase Reference)
• NIST Chemistry Reference: 2-Propen-1-one, 1-(2,5-dihydroxyphenyl)-3-phenyl-, (2E)-(52923-51-0)
• EPA Substance Registry System: 2-Propen-1-one, 1-(2,5-dihydroxyphenyl)-3-phenyl-, (2E)-(52923-51-0)

Safety Data

• Hazardous Substances Data: 52923-51-0(Hazardous Substances Data)

Upstream product

• 89-84-9 2',4'-dihydroxy-4-acetophenone 
• 100-52-7 benzaldehyde 
• 490-78-8 2,5-Dihydroxyacetophenone 
• 888-12-0 (E)-2'-hydroxy-chalcone 
• 31405-69-3 2’-hydroxy-5’-(methoxymethoxy)acetophenone 
• 571165-86-1 (E)-1-[2,5-bis(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)phenyl]-3-phenyl-2-propen-1-one 
• 204703-68-4 2',5'-bis(3,4,5,6-tetrahydro-2H-pyran-2-yloxy)acetophenone 

Downstream Products

• 19312-19-7 2',5'-dihydroxydihydrochalcone 
• 32267-16-6 (E)-3-phenyl-1-(2,5-dimethoxyphenyl)prop-2-en-1-one 
• 94305-93-8 2',5'-diacetoxy-trans-chalcone 

Relevant articles and documents

Dichlororuthenium(IV) complex of meso-Tetrakis(2,6-dichlorophenyl) porphyrin: Active and robust catalyst for highly selective oxidation of arenes, Unsaturated steroids, and electron-deficient alkenes by using 2,6-dichloropyridine N-oxide

[RuIV(2,6-Cl2tpp)Cl2], prepared in 90% yield from the reaction of [RuVI(2,6-Cl2tpp)O2] with Me3SiCl and structurally characterized by X-ray crystallography, is markedly superior to [RuIv(tmp)Cl2], [RuIV(ttp)Cl2], and [RuII(por)(CO)] (por = 2,6-Cl2tpp, F20-tpp, F28-tpp) as a catalyst for alkene epoxidation with 2,6-Cl2pyNO (2,6Cl2tpp = meso-tetrakis(2,6-dichlorophenyl)porphyrinato dianion; tmp = meso-tetramesitylporphyrinato dianion; ttp = meso-tetrakis(p-tolyl)porphyrinato dianion; F20-tpp = meso-tetrakis(pentafluorophenyl)porphyrinato dianion; F28-tpp = 2,3,7,8,12,13,17,18-octafluoro-5,10,15,20- tetrakis(pentafluorophenyl)-porphyrinato dianion). The "[Ru IV(2,6-Cl2tpp)Cl2] + 2,6-Cl 2pyNO" protocol oxidized, under acid-free conditions, a wide variety of hydrocarbons including 1) cycloalkenes, conjugated enynes, electron-deficient alkenes (to afford epoxides), 2) arenes (to afford quinones), and 3) Δ5-unsaturated steroids, Δ4-3- ketosteroids, and estratetraene derivatives (to afford epoxide/ketone derivatives of steroids) in up to 99% product yield within several hours with up to 100% substrate conversion and excellent regio- or diastereoselectivity. Catalyst [RuIv(2,6-Cl2tpp)Cl2] is remarkably active and robust toward the above oxidation reactions, and turnover numbers of up to 6.4 × 103, 2.0 × 104, and 1.6 × 104 were obtained for the oxidation of α,β-unsaturated ketones, arenes, and Δ5-unsaturated steroids, respectively.

Cytotoxic 2',5'-dihydroxychalcones with unexpected antiangiogenic activity.

A series of 2',5'-dihydroxychalcones were synthesized and evaluated for cytotoxicity against tumor cell lines and human umbilical venous endothelial cells (HUVEC). It was found that chalcones with electron-withdrawing substituents on the B ring exhibited potent cytotoxicity against a variety of tumor cell lines while compounds with electron-releasing groups were less potent in general. Those compounds with B ring replaced by extended or heteroaromatic rings exhibited significant bioactivity. Several compounds were shown to have marked cytotoxic selectivity towards HUVECs. Especially, among the synthesized compounds, 2-chloro-2',5'-dihydroxychalcone (2-3) showed the highest selectivity index up to 66 in comparison to HCT116 cells. This compound also exhibited strong inhibitory effects on the HUVEC tube formation in an in vitro model. When administered into BDF1 mice bearing Lewis lung carcinoma cells at 50 mg kg(-1) day(-1), 2-3 was found to inhibit the growth of tumor mass by 60.5%.

Studies on formation of 3-arylideneflavanones in alkaline medium

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