5337-52-0

Basic information

• Product Name: (2E)-1-(4-chlorophenyl)-3-pyridin-2-ylprop-2-en-1-one
• CAS NO: 5337-52-0
• Molecular Formula: C₁₄H₁₀ClNO
• Molecular Weight: 243.6883
• Mol File: 5337-52-0.mol
• Article Data: 5

Chemical Properties

• Boiling Point: 400.9°C at 760 mmHg
• Flash Point: 196.3°C
• Density: 1.249g/cm³
• Vapor Pressure: 1.22E-06mmHg at 25°C
• Refractive Index: 1.638
• CAS DataBase Reference: (2E)-1-(4-chlorophenyl)-3-pyridin-2-ylprop-2-en-1-one(CAS DataBase Reference)
• NIST Chemistry Reference: (2E)-1-(4-chlorophenyl)-3-pyridin-2-ylprop-2-en-1-one(5337-52-0)
• EPA Substance Registry System: (2E)-1-(4-chlorophenyl)-3-pyridin-2-ylprop-2-en-1-one(5337-52-0)

Safety Data

• Hazardous Substances Data: 5337-52-0(Hazardous Substances Data)

Usage

General Description

The chemical (2E)-1-(4-chlorophenyl)-3-pyridin-2-ylprop-2-en-1-one, also known as 4'-Chloro-2-acetylpyridine, is a compound with the molecular formula C13H9ClNO. It is a yellow solid that is used in various chemical and pharmaceutical applications. The compound is known for its biological activities and has been studied for its potential as a pharmaceutical intermediate, as well as for its anti-inflammatory and antimicrobial properties. Additionally, it has been investigated for its potential use in the synthesis of various heterocyclic compounds. This chemical compound is an important building block in the field of organic chemistry and has a wide range of applications in the manufacturing of various chemical products.

Upstream product

• 1121-60-4 pyridine-2-carbaldehyde 
• 99-91-2 para-chloroacetophenone 

Downstream Products

• 132577-36-7 1-[3-(4-Chloro-phenyl)-5-pyridin-2-yl-4,5-dihydro-pyrazol-1-yl]-ethanone 
• 1091617-17-2 4-(4-chlorophenyl)-6-(pyridin-2-yl)pyrimidin-2-amine 

Relevant articles and documents

Ultrasound-mediated synthesis, biological evaluation, docking and in vivo acute oral toxicity study of novel indolin-2-one coupled pyrimidine derivatives

The work reports ultrasound-mediated greener synthesis of 11 novel 3-(4-(4-chlorophenyl)-6-(substituted phenyl/heteryl)pyrimidin-2-ylimino)indolin-2-one (7a–7k) derivatives. The synthesized derivatives were evaluated for their in vitro anticancer activity against a panel of selected human cancer cell lines of breast (MCF-7), cervix (HeLa), prostate (PC-3) and lung (A-549). Among the tested compounds, 7b exhibited most promising in vitro anticancer activity against HeLa, PC-3 and A-549 with GI50 value 15.38, 19.67 and 4.37?μM, respectively. The compounds (7a–7k) were also screened for induction of apoptosis and morphological changes in cancer cells at their GI50 concentration. The treatment of HeLa, PC-3 and A549 cancer cells with 7b and treatment of MCF-7 cancer cells with 7h showed apoptosis and morphological changes such as cell shrinkage, cell wall deformation and reduced number of viable cells. The compound 7b has shown almost 5.00 times more selectivity for PC-3 cancer cell lines in comparison to the RWPE-1 normal prostate epithelial cells. Molecular docking study has been carried out, which replicates results of biological activity in cases of initial hits 7b, 7c and 7d, suggesting that these compounds have a potential to become lead molecules in the drug discovery process. In silico ADMET study was performed for predicting pharmacokinetic properties and toxicity profile of the synthesized compounds and expressed good oral drug-like behaviour. An in vivo acute oral toxicity study was performed using Swiss albino mice for the most active compounds 7b and 7c, and results indicate that the compounds are non-toxic in nature.

Synthesis of 3-Cyano-2-methylpyridines Substituted with Heteroaromatics

A series of title compounds were easily prepared by the sonication of α,β-unsaturated carbonyl compound in acetonitril in the presence of potassium t-butoxide.

Phenylalkylamines.

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