1-(4-Hydroxy-phenyl)-3-phenyl-prop-2-en-1-one

Base Information

• Chemical Name: 1-(4-Hydroxy-phenyl)-3-phenyl-prop-2-en-1-one
• CAS No.: 2657-25-2
• Molecular Formula: C15H12 O2
• Molecular Weight: 224.259
• Hs Code.: 29145090
• DSSTox Substance ID: DTXSID8022458
• Mol file: 2657-25-2.mol

Synonyms:Spectrum_000721;Spectrum2_000203;Spectrum3_000175;Spectrum4_001607;KBioGR_001953;KBioSS_001201;SCHEMBL127606;SPBio_000185;DTXSID8022458;KBio2_001201;KBio2_003769;KBio2_006337;KBio3_001169;AKOS016038553;QTL1_000045;LS-188274;FT-0618707;1-(4-hydroxy-phenyl)-3-phenyl-prop-2-en-1-one

Chemical Property of 1-(4-Hydroxy-phenyl)-3-phenyl-prop-2-en-1-one

Chemical Property:

• Appearance/Colour: yellow-cream powder
• Melting Point: 174-178 °C
• Boiling Point: 419.6 °C at 760 mmHg
• PKA: 7.72±0.15(Predicted)
• Flash Point: 179.1 °C
• PSA: 37.30000
• Density: 1.191 g/cm³
• LogP: 3.28830
• Storage Temp.: Inert atmosphere,Room Temperature
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 3
• Exact Mass: 224.083729621
• Heavy Atom Count: 17
• Complexity: 269

Purity/Quality:

97% ^*data from raw suppliers

4''-Hydroxychalcone ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 37/39-26-37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)C=CC(=O)C2=CC=C(C=C2)O
• Description: 4''-hydroxy Chalcone is a chalcone metabolite with diverse biological activities. It is formed when chalcone is metabolized by the cytochrome (CYP) P450 isoform CYP1A1 or CYP2C6. 4''-hydroxy Chalcone is estrogenic in MCF-7 cells and is cytotoxic at concentrations higher than 100 nM. It inhibits TNF-α-induced NF-κB signaling and the trypsin-, chymotrypsin-, and caspase-like proteolytic activities of the 26S proteasome in K562 cells in a dose-dependent manner. 4''-hydroxy Chalcone reduces growth of K562, U937, and Jurkat cancer cell lines in a dose-dependent manner without effecting viability of peripheral blood mononuclear cells (PBMCs). It also inhibits glutathione reductase (GSH-RD; IC50 = 47.3 μM) in vitro in a reversible and non-competitive manner.
• Uses: antineoplastic, 4''-Hydroxychalcone is a chalone derivative that exhibits moderate to good antiviral activity against tobacco mosaic virus (TMV).

Technology Process of 1-(4-Hydroxy-phenyl)-3-phenyl-prop-2-en-1-one

There total 37 articles about 1-(4-Hydroxy-phenyl)-3-phenyl-prop-2-en-1-one which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 100.0%

C18H18O2 (99259-75-3) → 4'-hydroxychalcone (2657-25-2,38239-52-0,102692-58-0)

Guidance literature:

With boron trichloride; In dichloromethane; at 0 ℃; for 2h;

DOI:10.3390/molecules19010641

Reference yield: 99.0%

trans-4'-methoxychalcone (22966-19-4) → 4'-hydroxychalcone (2657-25-2,38239-52-0,102692-58-0)

Guidance literature:

With boron tribromide; In dichloromethane; at 55 ℃; for 0.5h; Microwave irradiation;

Reference yield: 45.0%

4-hydroxyacetophenone + benzaldehyde (100-52-7) → 4'-hydroxychalcone (2657-25-2,38239-52-0,102692-58-0)

Guidance literature:

With sodium hydroxide; In ethanol; at 0 - 20 ℃;

DOI:10.3390/molecules17066179

upstream raw materials:

benzaldehyde

4-Hydroxyacetophenone

(E)-3-phenylacrylic acid

phenol

Downstream raw materials:

1-(4-Hydroxy-phenyl)-3-methoxyamino-3-phenyl-propan-1-one

3-cyano-6-(4-hydroxyphenyl)-2-mercapto-4-phenylpyridine

1-(4-hydroxyphenyl)-3-phenylpropan-1-one

(4-Hydroxy-phenyl)-((2S,3R)-3-phenyl-oxiranyl)-methanone