25870-65-9

Basic information

• Product Name: 3-(4-CHLOROPHENYL)-1-(4-NITROPHENYL)-2-PROPEN-1-ONE
• Synonyms: 3-(4-CHLOROPHENYL)-1-(4-NITROPHENYL)-2-PROPEN-1-ONE;4-CHLORO-4'-NITROCHALCONE
• CAS NO: 25870-65-9
• Molecular Formula: C₁₅H₁₀ClNO₃
• Molecular Weight: 287.7
• Mol File: 25870-65-9.mol
• Article Data: 35

Chemical Properties

• Melting Point: 101 °C(Solv: ethanol (64-17-5))
• Boiling Point: 473.3±45.0 °C(Predicted)
• Appearance: /
• Density: 1.346±0.06 g/cm3(Predicted)
• CAS DataBase Reference: 3-(4-CHLOROPHENYL)-1-(4-NITROPHENYL)-2-PROPEN-1-ONE(CAS DataBase Reference)
• NIST Chemistry Reference: 3-(4-CHLOROPHENYL)-1-(4-NITROPHENYL)-2-PROPEN-1-ONE(25870-65-9)
• EPA Substance Registry System: 3-(4-CHLOROPHENYL)-1-(4-NITROPHENYL)-2-PROPEN-1-ONE(25870-65-9)

Safety Data

• Hazardous Substances Data: 25870-65-9(Hazardous Substances Data)

Usage

Chemical compound

3-(4-Chlorophenyl)-1-(4-nitrophenyl)-2-propen-1-one

Physical state

Yellow crystalline solid

Common uses

Organic synthesis and pharmaceutical research

Role

Intermediate in the preparation of pharmaceuticals and biologically active molecules

Structure

Phenyl ring with a chlorine atom and a nitro group attached, propenone group

Applications

Medicinal chemistry and drug development

Characteristics

Various biological activities and pharmacological properties

Upstream product

• 104-88-1 4-chlorobenzaldehyde 
• 100-19-6 (4-nitrophenyl)ethanone 
• 873-76-7 para-Chlorobenzyl alcohol 
• 61098-04-2 4-(4-chlorobenzylideneamino)-1,2-dihydro-1,5-dimethyl-2-phenylpyrazol-3-one 
• 84922-30-5 [1-(4-Chloro-phenyl)-meth-(E)-ylidene]-quinolin-6-yl-amine 
• 16327-95-0 p-chloro-N-benzilidine ethanolamine 
• 504-29-0 2-aminopyridine 

Downstream Products

• 78807-77-9 2-[3-(4-Chloro-phenyl)-5-(4-nitro-phenyl)-4,5-dihydro-pyrazol-1-yl]-1-phenothiazin-10-yl-ethanone 
• 39274-72-1 3-(4-chlorophenyl)-1-(4-nitrophenyl)-2-propen-1-ol 
• 121624-78-0 2-amino-3-cyano-4-(4-chlorophenyl)-6-(4-nitrophenyl)pyridine 
• 25870-75-1 (E)-1-(4-aminophenyl)-3-(4-chlorophenyl)prop-2-en-1-one 
• 170939-25-0 [4-(4-Chloro-phenyl)-1H-pyrrol-3-yl]-(4-nitro-phenyl)-methanone 
• 1878-66-6 4-chlorophenylacetic Acid 
• 62-23-7 4-nitro-benzoic acid 
• 935854-41-4 2-amino-4-(4-nitrophenyl)-6-(4-chlorophenyl)pyrimidine 
• 170939-60-3 [4-(4-Chloro-phenyl)-1H-pyrrol-3-yl]-(4-nitro-phenyl)-methanol 
• 170938-72-4 1-[[4-(4-Chloro-phenyl)-1H-pyrrol-3-yl]-(4-nitro-phenyl)-methyl]-1H-imidazole 
• 141076-47-3 3-(4-chlorophenyl)-1-(4-nitrophenyl)-2-propen-1-ol acetate 
• 25870-88-6 1-(4-isothiocyanatophenyl)-3-(4-chlorophenyl)-2-propen-1-one 
• 31554-54-8 3-(4-chloro-phenyl)-5-(4-nitro-phenyl)-isoxazole 
• 1213268-49-5 C₁₅H₁₁ClN₂O₄ 

Relevant articles and documents

Synthesis, antiviral, antituberculostic, and antibacterial activities of some novel, 4-(4-substituted phenyl)-6-(4-nitrophenyl)-2-(substituted imino)pyrimidines

A variety of novel 4-(4-substituted phenyl)-6-(4-nitrophenyl)-2-substituted imino) pyrimidines were synthesized by reacting 4-(4-substituted phenyl)-6-(4-nitrophenyl)-2-amino pyrimidines with different substituted aromatic aldehydes, coumarin chloroisatin

ADME properties, bioactivity and molecular docking studies of 4-amino-chalcone derivatives: new analogues for the treatment of Alzheimer, glaucoma and epileptic diseases

In this study, in vitro inhibition effects of (E)-1-(4-aminophenyl)-3-(aryl) prop-2-en-1-one (4-amino-chalcones) derivatives (3a–o) on acetylcholinesterase (AChE) enzyme and human erythrocyte carbonic anhydrase I and II isoenzymes (hCA I- II) were investigated. And also, the biological activities of 4-amino-chalcone derivatives against enzymes which names are acetylcholinesterase (PDB ID: 1OCE), human Carbonic Anhydrase I (PDB ID: 2CAB), human carbonic anhydrase II (PDB ID: 3DC3), were compared. After the results obtained, ADME/T analysis was performed in order to use 4-amino-chalcone derivatives as a drug in the future. Effective inhibitors of carbonic anhydrase I and II isozymes (hCAI and II) and acetylcholinesterase (AChE) enzymes with Ki values in the range of 2.55 ± 0.35–11.75 ± 3.57?nM for hCA I, 4.31 ± 0.78–17.55 ± 5.86?nM for hCA II and 96.01 ± 25.34–1411.41 ± 32.88?nM for AChE, respectively, were the 4-amino-chalcone derivatives (3a–o) molecules.

2-Thiopyrimidine/chalcone hybrids: design, synthesis, ADMET prediction, and anticancer evaluation as STAT3/STAT5a inhibitors

A novel 2-thiopyrimidine/chalcone hybrid was designed, synthesised, and evaluated for their cytotoxic activities against three different cell lines, K-562, MCF-7, and HT-29. The most active cytotoxic derivatives were 9d, 9f, 9n, and 9p (IC50=0.77–1.74 μM, against K-562 cell line), 9a and 9r (IC50=1.37–3.56 μM against MCF-7 cell line), and 9a, 9l, and 9n (IC50=2.10 and 2.37 μM against HT-29 cell line). Compounds 9a, 9d, 9f, 9n, and 9r were further evaluated for their cytotoxicity against normal fibroblast cell line WI38. Moreover, STAT3 and STAT5a inhibitory activities were determined for the most active derivatives 9a, 9d, 9f, 9n, and 9r. Dual inhibitory activity was observed in compound 9n (IC50=113.31 and 50.75 μM, against STAT3 and STAT5a, respectively). Prediction of physicochemical properties, drug likeness score, pharmacokinetic and toxic properties was detected.