1677-87-8

Usage

Uses

Used in Chemical Analysis:
ACETOPHENONE-DNPH is used as a reagent for the detection and identification of aldehydes and ketones. It is particularly valuable for forming brightly colored derivatives that can be analyzed both qualitatively and quantitatively in organic chemistry.
Used in Environmental Monitoring:
In the environmental sector, ACETOPHENONE-DNPH is used as a detection tool for the identification and quantification of pollutants in air and water samples, contributing to the assessment and control of environmental contamination.
Used in Pharmaceutical and Medical Industries:
ACETOPHENONE-DNPH is utilized in the pharmaceutical and medical fields for the identification and measurement of carbonyl-containing compounds, which is crucial for the development and quality control of various drugs and medical substances.

InChI:InChI=1/C14H12N4O4/c1-10(11-5-3-2-4-6-11)15-16-13-8-7-12(17(19)20)9-14(13)18(21)22/h2-9,16H,1H3/b15-10-

Upstream product

• 515-30-0 2-phenyllactic acid 
• 76195-86-3 2,4-dinitrophenylhydrazine hydrochloride 
• 105494-83-5 1-phenyl-1-phenylsulphonyl-1-trimethylsilylethane 
• 98-86-2 acetophenone 
• 1244024-27-8 1-phenyl-3-(1-benzyl-4,5,6,7-tetrahydro-1H-indol-2-yl)-2-propynone 
• 107-15-3 ethylenediamine 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 1244024-26-7 1-phenyl-3-(1-methyl-4,5,6,7-tetrahydro-1H-indol-2-yl)-2-propynone 
• 3876-61-7 1-benzoyl-2-bromoacetylene 
• 98-85-1 1-Phenylethanol 
• 31382-54-4 1,1,4-triphenylpenta-1,3-diene 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 91787-22-3 phenyl(phenylsulphonyl)trimethylsilylmethane 
• 77815-44-2 1-phenyl-1-phenylthio-1-trimethylsilylethane 

Downstream Products

• 657-35-2 1,1-difluoroethylbenzene 
• 98-86-2 acetophenone 
• 615-71-4 benzene-1,2,4-triamine 
• 4881-22-5 phenylglyoxal bis(2,4-dinitrophenylhydrazone) 

Relevant academic research and scientific papers

Design, synthesis, anticancer activity and molecular docking analysis of novel dinitrophenylpyrazole bearing 1,2,3-triazoles

A novel series of dinitrophenylpyrazole bearing triazole scaffolds were designed and synthesized with appreciable yields. The structures of all the target molecules (9a–j) were confirmed and characterized by 1H NMR, 13C NMR, FT-IR and HR-MS spectral techniques. These novel molecules were tested for their anti-cancer activity (in vitro) using three tumor cell lines indicating breast adenocarcinoma (MCF-7), cervical carcinoma (HeLa), and human epithelial colorectal adenocarcinoma (Caco-2) via the MTT approach. Compounds 9e, 9f, and 9 h showed the high potency growth inhibitory activity against the HeLa cell line (IC50 = 4.0 μM, 5.0 μM and 6.0 μM) higher than that of Combretastatin-A4 (IC50 = 9.0 μM) as reference drug. Besides, compound 9 h was found to be highly potent against MCF-7 cell line IC50 value of 8.0 μM. Additionally, in this manuscript, the structure-activity relationship (SAR) analysis is reported. Molecular docking studies also confirm the experimental findings and explains the most probable interaction pattern.

Synthesis of novel dihydrotriazine derivatives bearing 1,3-diaryl pyrazole moieties as potential antibacterial agents

Three novel series of dihydrotriazine derivatives bearing 1,3-diaryl pyrazole moieties were designed, synthesized and evaluated in terms of their antibacterial and antifungal 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 4b and 4c presented the most potent inhibitory activity against Gram-positive bacteria (S. aureus 4220, MRSA 3167, QRSA 3519) and Gram-negative bacteria (E. coli 1924), with minimum inhibitory concentration values of 1 or 2 μg/mL. Compared with previous studies, these compounds exhibited a broad spectrum of inhibitory activity. The cytotoxic activity of the compounds 4a, 4b, 4c and 11n were assessed in L02 cells. In vitro enzyme study implied that compound 4c exerted its antibacterial activity through DHFR inhibition.

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.

Kinetics and mechanism of oxidation of aliphatic secondary alcohols by benzyltrimethylammonium chlorobromate

Oxidation of several secondary alcohols by benzyltrimethylammonium chlorobromate (BTMACB) in aqueous acetic acid leads to the formation of corresponding ketones. The reaction is first order with respect to BTMACB and the alcohols. The reaction failed to induce the polymerization of acrylonitrile. There is no effect of tetrabutylammonium chloride on the reaction rate. The proposed reactive oxidizing species is chlorobromate ion. The oxidation of benzhydrol-α-d (PhCDOHPh) exhibited a substantial primary kinetic isotope effect (kH/kD = 5.61 at 298 K). The effect of solvent composition indicated that the rate increases with an increase in the polarity of the solvent. The reaction is susceptible to both the polar and steric effects of the substituents. A mechanism involving transfer of a hydride ion in the ratedetermining step has been proposed.

Peculiarities of the cascade cleavage of the polarized C - C-fragment in α-ketoacetylenes on reaction with ethylene diamine

The reaction of diarylketoacetylenes with ethylenediamine (EDA) leads to arylmethylketones and 2-substituted imidazoline derivatives. This transformation involves complete cleavage of the triple bond via initial intermolecular Michael-addition with subsequent intramolecular Michaeladdition. Final fragmentation can be presented as a retro-Mannich reaction, accompanied by three formal reductive stages (formation of three C-H bonds), while the other carbon undergoes a formal oxidation, in which three C-N bonds (C-N and C=N) are formed. ARKAT-USA, Inc.

2-Iodoxybenzoic acid organosulfonates: Preparation, X-ray structure and reactivity of new, powerful hypervalent iodine(v) oxidants

New powerful hypervalent iodine(v) oxidants, tosylate and mesylate derivatives of 2-iodoxybenzoic acid (IBX), were prepared by the reaction of IBX with the corresponding sulfonic acids. Single crystal X-ray crystallography of the diacetate derivative of IBX-tosylate revealed an unusual heptacoordinated iodine geometry without any significant intermolecular secondary interactions.

Facile preparation and reactivity of bifunctional ionic liquid-supported hypervalent iodine reagent: A convenient recyclable reagent for catalytic oxidation

Novel, efficient, and recyclable bifunctional catalysts bearing ionic liquid supported (2,2,6,6-tetramethylpiperidin-1-yl)oxyl (TEMPO) and iodoarene moieties were developed and used for environmentally benign catalytic oxidation of alcohols. The reactions using peracetic acid as a green and practical co-oxidant afforded the corresponding carbonyl compounds in high yields under mild conditions and convenient work-up. Furthermore, these ionic liquid supported bifunctional catalysts could be simply recovered and reused.

A biologically inspired CuI/topaquinone-like co-catalytic system for the highly atom-economical aerobic oxidation of primary amines to imines

Acting together: Low catalytic amounts of CuI and topaquinone-like catalyst 1ox (see scheme) are sufficient to activate the α-C-H bond of primary amines, which are converted into alkylated imines under ambient conditions. This atom-economical process tolerates the presence of various reactive functional groups and allows selective cross-coupling of two amines. Copyright

Facile preparation and reactivity of polystyrene-supported (dichloroiodo)benzene: A convenient recyclable reagent for chlorination and oxidation

A facile one-pot preparation of polystyrene-supported (dichloroiodo)benzene (loading of -ICl2 up to 1.35 mmol/g) from polystyrene, iodine, and bleach has been developed. This recyclable reagent is useful for efficient chlorination of organic substrates and selective oxidation of various alcohols to the corresponding carbonyl compounds in high yields under mild conditions. The final products are conveniently separated from the polymeric byproduct by simple filtration and isolated in good purity after evaporation of solvent.

Preparation, X-ray structure, and reactivity of 2-iodylpyridines: Recyclable hypervalent iodine(V) reagents

2-Iodylpyridine and four examples of 3-alkoxy-2-iodylpyridines were prepared by oxidation of the respective 2-iodopyridines with 3,3-dimethyldioxirane. Structures of 2-iodylpyridine, 2-iodyl-3- isopropoxypyridine, and 2-iodyl-3-propoxypyridine were established by single-crystal X-ray diffraction analysis. 2-Iodyl-3-propoxypyridine has moderate solubility in organic solvents (e.g., 1.1 mg/mL in acetonitrile) and can be used as a recyclable reagent for oxidation of sulfides and alcohols. The reduced form of this reagent, 2-iodo-3-propoxypyridine, can be effectively separated from the reaction mixture by treatment with diluted sulfuric acid and recovered from the acidic aqueous solution by adding aqueous sodium hydroxide.