854-04-6

Basic information

• Product Name: 4'-Methoxyacetophenone 2,4-dinitrophenylhydrazone
• Synonyms: 4'-Methoxyacetophenone (2,4-dinitrophenyl)hydrazone;4'-Methoxyacetophenone 2,4-dinitrophenylhydrazone
• CAS NO: 854-04-6
• Molecular Formula: C₁₅H₁₄N₄O₅
• Molecular Weight: 330.3
• Mol File: 854-04-6.mol
• Article Data: 3

Chemical Properties

• Boiling Point: 485.5°C at 760 mmHg
• Flash Point: 247.4°C
• Appearance: /
• Density: 1.36g/cm³
• Vapor Pressure: 1.41E-09mmHg at 25°C
• Refractive Index: 1.62
• CAS DataBase Reference: 4'-Methoxyacetophenone 2,4-dinitrophenylhydrazone(CAS DataBase Reference)
• NIST Chemistry Reference: 4'-Methoxyacetophenone 2,4-dinitrophenylhydrazone(854-04-6)
• EPA Substance Registry System: 4'-Methoxyacetophenone 2,4-dinitrophenylhydrazone(854-04-6)

Safety Data

• Hazardous Substances Data: 854-04-6(Hazardous Substances Data)

Usage

InChI:InChI=1/C15H14N4O5/c1-10(11-3-6-13(24-2)7-4-11)16-17-14-8-5-12(18(20)21)9-15(14)19(22)23/h3-9,17H,1-2H3/b16-10-

Upstream product

• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 100-06-1 1-(4-methoxyphenyl)ethanone 

Downstream Products

• 100-06-1 1-(4-methoxyphenyl)ethanone 
• 13651-13-3 2,4-Dinitrophenylhydrazon v. Dibrommethyl-(4-methoxyphenyl)-keton 

Relevant articles and documents

Antibacterial evaluation and molecular docking studies of pyrazole–thiosemicarbazones and their pyrazole–thiazolidinone conjugates

A library of pyrazole–thiazolidinone conjugates was synthesized using a molecular hybridization approach through a Vilsmeier–Haack reaction. The compounds were tested for anti-microbial activity against two Gram-positive bacteria (Staphylococcus aureus and methicillin-resistant Staphylococcus aureus) and four Gram-negative bacteria (Escherichia coli, Salmonella typhimurium, Klebsiella pneumonia and Pseudomonas aeruginosa). Among the compounds tested, 3-((2,4-dichlorophenyl)-1-(2,4-dinitrophenyl)-1H-pyrazol-yl)methylene)hydrazinecarbothioamide (3a) and 2-((3-(2-chlorophenyl)-1-(2,4 dinitrophenyl)-1H-pyrazol-4-yl)methyleneamino)thiazolidin-4-one (4b) emerged as the most potent anti-microbial compounds with minimum bactericidal concentrations of 0.2?μM against MRSA and S. aureus. Structure–activity relationship analysis further revealed that the presence of 2,4-dichloro moiety surprisingly influenced the activity of the compounds. Molecular docking studies of the compounds into the crystal structure of topoisomerase II and topoisomerase IV suggest that compounds 3a and 4b preferably interact with the targets through hydrogen bonding.

Synthesis and biological evaluation of 1,3-diaryl pyrazole derivatives as potential antibacterial and anti-inflammatory agents

Three series of 1,3-diaryl pyrazole derivatives bearing aminoguanidine or furan-2-carbohydrazide moieties have been synthesized, characterized and evaluated for antibacterial and anti-inflammatory activities. Most of the synthesized compounds showed potent inhibition of several Gram-positive bacterial strains (including multidrug-resistant clinical isolates) and Gram-negative bacterial strains with minimum inhibitory concentration values in the range of 1-64 μg/mL. Compounds 6g, 6l and 7l presented the most potent inhibitory activity against Gram-positive bacteria (e.g. Staphylococcus aureus 4220), Gram-negative bacteria (e.g. Escherichia coli 1924) and the fungus, Candida albicans 7535, with minimum inhibitory concentration values of 1 or 2 μg/mL. Compared with previous studies, these compounds exhibited a broad spectrum of inhibitory activity. Furthermore, compound 7l showed the greatest anti-inflammatory activity (93.59% inhibition, 30 min after intraperitoneal administration), which was more potent than the reference drugs ibuprofen and indomethacin.