75304-23-3

Usage

Uses

Used in Textile Industry:
2,4-Pentanedione, 3-[(4-chlorophenyl)azo]is used as a dye and colorant in the textile industry for dyeing and printing fabrics. Its vibrant yellow color and stability make it a popular choice for enhancing the appearance of textiles.
Used in Paints and Inks:
In the paint and ink manufacturing industry, 2,4-Pentanedione, 3-[(4-chlorophenyl)azo]is used as a pigment to provide a consistent and long-lasting yellow color. Its stability and resistance to fading make it suitable for various applications, including automotive paints, house paints, and printing inks.
Used in Plastics Industry:
2,4-Pentanedione, 3-[(4-chlorophenyl)azo]is also used in the plastics industry to impart a yellow color to various types of plastic products. Its compatibility with different types of plastics and resistance to heat and light degradation make it an ideal choice for coloring plastic materials.

Upstream product

• 673-41-6 p-chlorobenzenediazonium tetrafluoroborate 
• 123-54-6 acetylacetone 
• 106-47-8 4-chloro-aniline 

Downstream Products

• 37154-25-9 3,5-dimethyl-1,1-dioxo-1H-1λ⁶-[1,2,6]thiadiazin-4-one (4-chloro-phenyl)-hydrazone 
• 1198352-72-5 C₂₃H₁₉ClN₄O₄ 
• 1169829-19-9 4-acetyl-2-(4-chlorophenyl)-5-methyl-N-(2-hydroxyethyl)-2,3-dihydro-1H-1,2,3-triazole 
• 1169829-32-6 4-acetyl-2-(4-chlorophenyl)-5-methyl-1-vinyl-2,3-dihydro-1H-1,2,3-triazole 
• 81475-04-9 1-(6-chlorobenzothiazol-2-yl)-3,5-dimethyl-4-(4-chlorophenylazo)pyrazole 
• 1867-30-7 3,5-dimethyl-4-(p-chlorophenyl)diazenylpyrazole-1-thiocarboxamide 
• 126440-73-1 C₁₈H₁₅ClN₄O₂ 
• 98077-65-7 [4-(4-Chloro-phenylazo)-3,5-dimethyl-pyrazol-1-yl]-pyridin-2-yl-methanone 
• 34173-72-3 1-benzoyl-4-(4-chloro-phenylazo)-3,5-dimethyl-1H-pyrazole 
• 1398415-37-6 1-[3-methyl-2-(4-chlorophenyldiazenyl)-2H-aziren-2-yl]ethanone 
• 1398415-06-9 C₁₁H₁₂ClN₃O₂ 

Relevant academic research and scientific papers

Design, synthesis, DFT, docking studies and ADME prediction of some new coumarinyl linked pyrazolylthiazoles: Potential standalone or adjuvant antimicrobial agents

The control of antimicrobial resistance (AMR) seems to have come to a dead end. The major consequences of the use and abuse of antibacterial drugs are the development of resistant strains due to genetic mutability of both pathogenic and nonpathogenic microorganisms. We, herein, report the synthesis, characterization and biological activities of coumarin-thiazole-pyrazole (CTP) molecular hybrids with an effort to explore and overcome the increasing antimicrobial resistance. The compounds were characterized by analyzing their IR, Mass, 1H and13C NMR spectral data and elemental analysis. The in vitro antimicrobial activity of the synthesized compounds was investigated against various pathogenic strains; the results obtained were further explained with the help of DFT and molecular orbital calculations. Compound 1b and 1f displayed good antimicrobial activity and synergistic effects when used with kanamycin and amphotericin B. Furthermore, in vitro cytotoxicity of compounds 1b and 1f were studied against HeLa cells (cervical cancer cell) and Hek-293 cells. The results of molecular docking study were used to better rationalize the action and prediction of the binding modes of these compounds.

Synthesis and QSAR modeling 1-[3-methyl-2-(aryldiazenyl)-2H-aziren-2-yl] ethanones as potential antibacterial agents

The present communication deals with the synthesis of a series of 1-[3-methyl-2-(aryldiazenyl)-2H-aziren-2-yl]ethanones. The compounds were synthesized in excellent yields (70-80 %), and the structures were established on the basis of consistent IR, 1H NMR, and elemental analysis data. The purity has been ascertained by chromatographic resolution using hexane-ethyl acetate (6:4 v/v) as binary eluent. All the compounds have been tested for their antimicrobial activity against a representative panel of bacteria i.e., Bacillus subtilis, Escherichia coli, Pseudomonas diminuta, and Staphylococcus aureus using Chloramphenicol as reference drug. All the synthesized compounds were found to exhibit profound antimicrobial activity.

Synthesis and antimicrobial activity of pyrazolinones and pyrazoles having benzothiazole moiety

A new class of 4-arylhydrazono-1-benzothiazolyl-3-methylpyrazolin-5-ones (3a-j) and 4-arylazo-1-benzothiazolyl-3,5-dimethylpyrazoles (4a-j) were designed as pharmacophore hybrids between pyrazolinone/pyrazole and benzothiazole moiety. The target molecules were efficiently synthesized by the cyclization of various oxobutyrates/pentane-2,4-dione derivatives with 6-chloro-2- hydrazinobenzothiazole in the presence of glacial acetic acid. The compounds were evaluated for their in vitro antimicrobial activity. Preliminary study of the structure-activity relationship revealed that electron-withdrawing groups in phenyl ring had a promising effect on the antimicrobial activity. Also, correlation study has been used to establish the relationships between the antibacterial activity and physicochemical parameter clogP. Springer Science+Business Media, LLC 2011.

A novel approach to the synthesis of 1,2,3-triazoles and their SAR studies

A series of biologically active 4-acetyl-2-aryl-5-methyl-1-vinyl-2,3- dihydro- 1H-1,2,3-triazole derivatives has been synthesized. The compounds were synthesized in excellent yields (80-85%) and the structures were established on the basis of corresponding IR, 1H NMR, and elemental analysis data. The purity has been ascertained on the basis of chromatographic resolution using acetic acid-toluene (4:6 v/v) as binary eluent. All the compounds (4a-l) have been tested for their antifungal activity against a representative panel of fungal microbes. These synthesized compounds exhibited significant activities against A. niger, C. albicans, C. azyma, and A. flavus. For all the tests conducted, voriconazole was used as the control drug. The hydrophobic parameter (log P) also has been quantized for correlation of structure with biological activity, and a critical evaluation of structure-activity relationship (SAR) has been performed. Birkhaeuser Boston 2009.

A Mechanistic Study on 3-Arylazopentane-2,4-diones and some of its Derivatives at a Hanging Mercury Drop Electrode

The polarographic reduction of 3-arylazopentane-2,4-diones has been investigated in 40% ethanolic B.R. buffer series (pH 2.6-11.7) at mercury cathode. In all pH values four electrons are involved in the reduction cleavge of N=N center followed by reduction of one of the carbonyl groups present in the examined compounds by two electrons confirmed by controlled potential electrolysis. However, the voltammograms of these compounds display a single irreversible cathodic peak over the entire pH range. The different kinetic parameters of the electron transfer process are evaluated where possible using convolution, deconvolution analysis of the recorded cyclic voltammetric data often combined with digital simulation studies.