2875-22-1

Basic information

• Product Name: (E)-1-(2-HYDROXYPHENYL)-3-(2-THIENYL)-2-PROPEN-1-ONE
• Synonyms: 1-(2-HYDROXYPHENYL)-3-(2-THIENYL)PROP-2-EN-1-ONE;(E)-1-(2-HYDROXYPHENYL)-3-(2-THIENYL)-2-PROPEN-1-ONE
• CAS NO: 2875-22-1
• Molecular Formula: C₁₃H₁₀O₂S
• Molecular Weight: 230.28
• Mol File: 2875-22-1.mol
• Article Data: 47

Chemical Properties

• Boiling Point: 407.1 °C at 760 mmHg
• Flash Point: 200 °C
• Appearance: /
• Density: 1.295 g/cm³
• Vapor Pressure: 3.28E-07mmHg at 25°C
• Refractive Index: 1.682
• CAS DataBase Reference: (E)-1-(2-HYDROXYPHENYL)-3-(2-THIENYL)-2-PROPEN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: (E)-1-(2-HYDROXYPHENYL)-3-(2-THIENYL)-2-PROPEN-1-ONE(2875-22-1)
• EPA Substance Registry System: (E)-1-(2-HYDROXYPHENYL)-3-(2-THIENYL)-2-PROPEN-1-ONE(2875-22-1)

Safety Data

• Hazardous Substances Data: 2875-22-1(Hazardous Substances Data)

Usage

General Description

(E)-1-(2-hydroxyphenyl)-3-(2-thienyl)-2-propen-1-one, also known as chalcone, is a chemical compound with a molecular formula C14H10O2. It is a yellow crystalline solid and belongs to the family of chalconoids. Chalcone is found in various plants and has been studied for its potential pharmacological and biological properties. It has been reported to exhibit antioxidant, anti-inflammatory, anti-cancer, and anti-bacterial activities. It is also used in the synthesis of various pharmaceuticals and organic compounds. Overall, (E)-1-(2-hydroxyphenyl)-3-(2-thienyl)-2-propen-1-one is a versatile chemical compound with potential applications in various fields.

InChI:InChI=1/C13H10O2S/c14-12-6-2-1-5-11(12)13(15)8-7-10-4-3-9-16-10/h1-9,14H/b8-7+

Upstream product

• 98-03-3 thiophene-2-carbaldehyde 
• 118-93-4 o-hydroxyacetophenone 
• 28424-61-5 3-thiophen-2-yl-acryloyl chloride 
• 108-95-2 phenol 
• 65009-00-9 O-phenyl N,N-diethylcarbamate 
• 19311-91-2 N,N-diethylsalicylamide 
• 32865-61-5 2-iodophenyl acetate 
• 19212-35-2 1-(thiophen-2-yl)prop-2-yn-1-ol 
• 204703-70-8 1-(2-(tetrahydro-2H-pyran-2-yloxy)phenyl)ethanone 
• 261785-35-7 3-(o-acetoxyphenyl)-1-(2'-thienyl)prop-2-yn-ol 

Downstream Products

• 55557-62-5 5-(2-thienyl)-4,5-dihydro-3-(2-hydroxyphenyl)pyrazole 
• 1058163-35-1 4-(2-hydroxyphenyl)-2-(thiophen-2-yl)-2,3-dihydro-1H-benzo[b][1,4]diazepine 
• 1058163-31-7 C₁₉H₁₅NOS₂ 
• 6297-63-8 2-(2-thienyl)-4H-1-benzopyran-4-one 
• 91805-20-8 3-hydroxy-2-(thiophene-2-yl)-4H-chromen-4-one 

Relevant articles and documents

Thallium(III) p-tosylate-mediated oxidative [1,2] rearrangement of 2-naphthyl and 2-heteroarylchromanones

A practical and effective approach towards the synthesis of 3-heteroaryl-4H-chromen-4-ones by the oxidative [1,2] rearrangement of the respective 2-heteroaryl chroman-4-ones using thallium(III) p-tosylate is presented. The oxidative rearrangement of α- an

Substituent-Controlled Divergent Cascade Cycloaddition Reactions of Chalcones and Arylalkynols: Access to Spiroketals and Oxa-Bridged Fused Heterocycles

Herein, we report substituent-controlled divergent cascade cycloaddition reactions of chalcones and arylalkynols in the presence of PtI2. Depending on the substituent on the chalcone, either spiroketals or oxa-bridged fused heterocycles could be obtained in the ranges of 86–97% and 87–95% yields under identical reaction conditions. Control experiments were carried out to elucidate the origin of the high chemoselectivity. These provide a method for the synthesis of a diverse array of structurally complex oxygen-containing heterocycles. (Figure presented.).

Design, synthesis and structural confirmation of a series of 2-(thiophen-2-yl)- 4h-chromen-3-yl-sulfonate derivatives and preliminary investigation of their antioxidant and anticancer potentials

A series of novel 2-(thiophen-2-yl)-4H-chromen-3-yl-sulfonate derivatives (4a-4n) were synthesized and investigated for their in vitro free radical scavenging potential as well as cytotoxic efficacies against selected cancer cell lines. The cytotoxicity of the 4H-chromene derivatives (4a-4n) was evaluated according to three human cancer cell lines (HepG2, A549, HeLa) by utilizing a 3-(4,5-dimethylthiazol-2-yl)-2,5-diphenyltetrazolium bromide (MTT) assay. Accordingly, part of the results exhibited better cytotoxic activities than that of the positive controls (4H-chromen-4-one and apigenin). Among them, compounds 4c-4g exhibited better training to the positive control against the three human cancer cell lines (half maximal inhibitory concentration (IC50) = 3.87 ± 0.12 to 21.38 ± 0.52 μM). Moreover, the extract of the 4H-chromene derivatives (4a-4n) showed better activity against 2,2-diphenyl-1-picrylhydrazyl (DPPH) and 2,2'-azino-bis-3-ethylbenzothiazoline- 6-sulfonic acid (ABTS) in antioxidant assays compared to that of the positive control ascorbic acid (IC50 = 12.72 ± 0.27, 5.09 ± 0.21 μg mL-1). Thus, it can be confirmed from the bioassay results that the overall structural design, as well as proper substitution, is crucial in delivering anticipated biological effects. In this regard, spectroscopic techniques such as 1H nuclear magnetic resonance (NMR), 13C NMR, and high-resolution mass spectrometry (HRMS) were also carried out to confirm the final structures.