56276-49-4

Usage

Uses

Used in Dye Industry:
3-Phenylazoacetylacetone is used as a dye or pigment for its vivid color properties.
Used in Pigment Industry:
3-Phenylazoacetylacetone is used as a pigment for its color-enhancing capabilities.
Note: Since the provided materials do not specify the exact applications or industries where 3-Phenylazoacetylacetone is used, the above uses are based on the general properties of organic azo compounds. Further research would be needed to identify specific applications and industries.

InChI:InChI=1/C11H12N2O2/c1-8(14)11(9(2)15)13-12-10-6-4-3-5-7-10/h3-7,11H,1-2H3/b13-12+

Upstream product

• 62-53-3 aniline 
• 123-54-6 acetylacetone 
• 100-63-0 phenylhydrazine 

Downstream Products

• 5440-23-3 3-(N-acetylamido)pentane-2,4-dione 
• 24748-89-8 2-amino-4,6-dimethyl-5-arylazopyrimidine 
• 16279-20-2 3,5-dimethyl-4-phenylazo-isoxazole 
• 54696-88-7 3,5-dimethyl-4-phenylazo-(2H)-1,2,6-thiadiazine 1,1-dioxide 
• 98077-62-4 (3,5-Dimethyl-4-phenylazo-pyrazol-1-yl)-pyridin-2-yl-methanone 
• 34165-61-2 1-benzoyl-3,5-dimethyl-4-phenylazo-1H-pyrazole 
• 3656-05-1 3,5-dimethyl-4-(phenyldiazenyl)-1H-pyrazole 
• 78482-51-6 1-phenyl-3-(1H-pyrazol-3-yl)-4-(1H)pyridazinone 
• 130103-06-9 {1-[4-(3,5-Dimethyl-pyrazol-1-yl)-benzenesulfonyl]-3,5-dimethyl-1H-pyrazol-4-yl}-phenyl-diazene 
• 1169829-09-7 4-acetyl-2-phenyl-5-methyl-N-(2-hydroxyethyl)-2,3-dihydro-1H-1,2,3-triazole 
• 1169829-22-4 4-acetyl-2-phenyl-5-methyl-1-vinyl-2,3-dihydro-1H-1,2,3-triazole 
• 116317-17-0 4-(coumarin-3-yl)-2-(3,5-dimethyl-4-phenyldiazenyl-pyrazol-1-yl)thiazole 
• 3696-00-2 3,5-dimethyl-4-phenylazo-N-thiocarbomylpyrazole 
• 1309479-23-9 C₁₈H₁₆N₄O₂ 

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.

Copper-catalyzed synthesis of aryldiazo sulfones from arylhydrazines and sulfonyl chlorides under mild conditions

In this paper, aryldiazo sulfones are prepared from tandem sulfonylation/dehydrogenation reactions of arylhydrazines and sulfonyl chlorides. The transformations proceed well in the presence of catalytic CuSO4·5H2O, leading to aryldiazo sulfones in good to excellent yields. It is believed that this protocol represents a safe and convenient model for the synthesis of these versatile aryldiazo sulfones under mild conditions.

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.

PYRIDAZINONE DERIVATIVES

The present invention is concerned with novel pyridazinone derivatives of formula (I) wherein R1, R2, R3 and R4 are as defined in the description and in the claims, as well as physiologically acceptable salts and esters thereof. These compounds inhibit PDE10A and can be used as medicaments

Pyridazine derivatives and related compounds. 23*. synthesis of 3-substituted pyrazolo[3,4-c] pyridazines and their application as disperse dyes

Acetylacetone and malononitrile were coupled with diazotized arylamines to give arylazoacetylacetones and arylazomalononitriles. When refluxed with 3-hydrazino-4,5-diphenyl-1H-pyrazolo-[3,4-c]pyridazine in the presence of ethanol/HCl, they yielded the corresponding 3-[4-(arylazo)-3,5-dimethylpyrazol- 1-yl]- and 3-[3,5-diamino-4-(arylazo)pyrazol-1-yl]-4,5-diphenyl-1H-pyrazolo[3,4- c]pyridazine dyes. The dyes were applied to polyester and polyamide fabrics, and their spectral and fastness properties were measured.

Synthesis, antimicrobial and insecticidal activity of some new cinnoline based chalcones and cinnoline based pyrazoline derivatives

4-Methyl-3-acetyl cinnoline used as a precursor to synthesize some new cinnoline based chalcones 3a-l. Reaction of chalcone with hydrazine hydrate in acetic acid yields the cinnoline based pyrazoline derivatives 4a-l. The structures of synthesized compounds have been confirmed by elemental analysis, IR and NMR spectral studies and evaluated for their antibacterial activity against Bacillus subtilis, Escherichia coli, Staphylococcus aureaus and Klebsiella pneumoniae, antifungal activity against Aspergillus flavus, Fusarium oxysporum, Aspergillus niger and Trichoderma viridae and insecticidal activity against Periplaneta americana.

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.

Antibacterial and antifungal studies on some new acetylcinnolines and cinnolinyl thiazole derivatives

Synthesis of some new 3-acetylcinnolines 2a-d has been carried out by the intramolecular cyclisation of phenylhydrazonoacetylacetone 1a-d. 3-Acetyl-4,8-dimethylcinnoline 2b has been converted to 3-(bromoacetyl)-4,8- dimethylcinnoline 3b. The 3-(bromoacetyl)-4,8-dimethylcinnoline 3b has then been treated with thioacetamide 4a, thiourea 4b and substituted thioureas 4c-f in ethanol to get 4-(4,8-dimethylcinnolin-3-yl)-2-methyl-1,3-thiazole 5a, 4-(4,8-dimethylcinnolin-3-yl)-2-amino-1,3-thiazole 5b and N- (aryl)-4-(4,8-dimethylcinnolin-3-yl)-1,3-thiazol-2-amines 5c-f. The newly synthesized compounds have been characterized by elemental analysis, IR, 1HNMR and mass spectral studies. Compounds have been screened for their antifungal and antibacterial activity. 4,7-dimethyl-3-acetylcinnoline 2c has emerged as a promising antibacterial agent and N-(3-chlorophenyl)-4-(4,8- dimethylcinnolin-3-yl)-1,3-thiazol-2-amine 5d has emerged as a promising antifungal agent.

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.