132434-53-8

Basic information

• Product Name: (2E)-1-(4-bromophenyl)-3-(furan-2-yl)prop-2-en-1-one
• Synonyms: (2E)-1-(4-bromophenyl)-3-(furan-2-yl)prop-2-en-1-one
• CAS NO: 132434-53-8
• Molecular Formula: C₁₃H₉BrO₂
• Molecular Weight: 277.11336
• Mol File: 132434-53-8.mol
• Article Data: 26

Chemical Properties

• Boiling Point: 376.3°C at 760 mmHg
• Flash Point: 181.4°C
• Appearance: /
• Density: 1.467g/cm³
• Vapor Pressure: 7.31E-06mmHg at 25°C
• Refractive Index: 1.629
• CAS DataBase Reference: (2E)-1-(4-bromophenyl)-3-(furan-2-yl)prop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-1-(4-bromophenyl)-3-(furan-2-yl)prop-2-en-1-one(132434-53-8)
• EPA Substance Registry System: (2E)-1-(4-bromophenyl)-3-(furan-2-yl)prop-2-en-1-one(132434-53-8)

Safety Data

• Hazardous Substances Data: 132434-53-8(Hazardous Substances Data)

Usage

Description

(2E)-1-(4-bromophenyl)-3-(furan-2-yl)prop-2-en-1-one, also known as chalcone, is an organic compound that features a substituted phenyl ring and a furan ring connected by a propenone linker. This yellow solid is widely recognized for its applications in organic synthesis and medicinal chemistry, as well as for its diverse biological activities such as antitumor, anti-inflammatory, and antioxidant properties. Chalcone also serves as a precursor in the synthesis of various natural and synthetic compounds, making it a valuable asset in pharmaceutical research and drug development.

Uses

Used in Pharmaceutical Research and Drug Development:
(2E)-1-(4-bromophenyl)-3-(furan-2-yl)prop-2-en-1-one is used as a chemical intermediate for the synthesis of a variety of natural and synthetic compounds, contributing to the advancement of pharmaceutical research and drug development.
Used in Organic Synthesis:
In the field of organic synthesis, (2E)-1-(4-bromophenyl)-3-(furan-2-yl)prop-2-en-1-one is utilized as a key building block, facilitating the creation of complex organic molecules and contributing to the development of new chemical entities.
Used in Medicinal Chemistry:
(2E)-1-(4-bromophenyl)-3-(furan-2-yl)prop-2-en-1-one is employed as a lead compound in medicinal chemistry, where its biological activities, such as antitumor, anti-inflammatory, and antioxidant properties, are harnessed for the development of potential therapeutic agents.
Used in Antitumor Applications:
In oncology, (2E)-1-(4-bromophenyl)-3-(furan-2-yl)prop-2-en-1-one is used as an antitumor agent, leveraging its biological activities to target and combat cancer cells, potentially leading to the development of novel cancer treatments.
Used in Anti-inflammatory Applications:
(2E)-1-(4-bromophenyl)-3-(furan-2-yl)prop-2-en-1-one is utilized as an anti-inflammatory agent, where its properties can be applied to alleviate inflammation and associated conditions, contributing to the development of new anti-inflammatory medications.
Used in Antioxidant Applications:
As an antioxidant, (2E)-1-(4-bromophenyl)-3-(furan-2-yl)prop-2-en-1-one is used to combat oxidative stress and related conditions, playing a role in the development of antioxidants that can protect cells from damage and promote overall health.

InChI:InChI=1/C13H9BrO2/c14-11-5-3-10(4-6-11)13(15)8-7-12-2-1-9-16-12/h1-9H/b8-7+

Upstream product

• 98-01-1 furfural 
• 99-90-1 para-bromoacetophenone 
• 108-86-1 bromobenzene 

Downstream Products

• 686725-74-6 3-(4-bromo-phenyl)-5-furan-2-yl-4,5-dihydro-pyrazole-1-carbothioic acid amide 
• 1141-60-2 (2E)-3-(furan-2-il)-1-(4-hidroxifenil)prop-2-en-1-ona 
• 61833-73-6 (4-bromo-phenyl)-(4-furan-2-yl-4,5-dihydro-1H-pyrazol-3-yl)-methanone 
• 328087-60-1 2-amino-6-(4-bromo-phenyl)-4-furan-2-yl-nicotinonitrile 
• 61833-81-6 1-acetyl-3-(4-bromo-benzoyl)-4-furan-2-yl-4,5-dihydro-1H-pyrazole 
• 400031-65-4 2-amino-6-(4-bromo-phenyl)-4-furan-2-yl-nicotinamide 
• 400031-83-6 7-(4-bromo-phenyl)-5-furan-2-yl-3-(2-methoxy-phenyl)-2-thioxo-2,3-dihydro-1H-pyrido[2,3-d]pyrimidin-4-one 
• 328087-64-5 4-amino-7-(4-bromo-phenyl)-5-furan-2-yl-1H-pyrido[2,3-d]pyrimidine-2-thione 

Relevant articles and documents

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Novel 4,5-dihydro-1H-pyrazole derivatives as potential succinate dehydrogenase inhibitors: design, synthesis, crystal structure, biological activity and molecular modeling

Twenty-eight new 4, 5-dihydro-1H-pyrazole derivatives were designed, synthesized and characterized by IR, 1H NMR, 13C NMR and HRMS. The crystal structure of compound 2j was characterized by single crystal X-ray diffraction. Their ant

Design, synthesis and insecticidal activity of novel semicarbazones and thiosemicarbazones derived from chalcone

Thirty semicarbazone and thiosemicarbazone derivatives (2a–w and 4a–g) from chalcones containing furan and thiophene ring were designed and synthesized. They were characterized by IR, 1H NMR, 13C NMR and HRMS. The crystal structure o

Transition metal-free domino aryl-aryl coupling/phospha-Michael addition of diarylphosphinite to α,β-unsaturated ketones triggered by alkaline hydrolysis of (4-(2-alkenoyl)phenyl)triarylphosphonium salts

Alkaline hydrolysis of a variety of (4-(2-alkenoyl)phenyl)triarylphosphonium bromides is reported. This hydrolysis triggers coupling of 4-(2-alkenoyl)phenyl with one aryl via phosphorus(V). Both diarylphosphinite and an α,β-unsaturated ketone are in situ generated and then undergo phospha-Michael addition to provide β-diarylphosphoryl ketones bearing a biaryl moiety in 27–70% yields in the absence of a transition metal.