1773-49-5

Usage

InChI:InChI=1/C14H12N4O5/c1-23-12-5-2-10(3-6-12)9-15-16-13-7-4-11(17(19)20)8-14(13)18(21)22/h2-9,16H,1H3

Upstream product

• 123-11-5 4-methoxy-benzaldehyde 
• 85468-48-0 N-(p-methoxybenzylidene)aminophthalimide 
• 119-26-6 (2,4-dinitro-phenyl)-hydrazine 
• 97-00-7 1-chloro-2,4-dinitro-benzene 
• 2393-23-9 4-methoxy-benzylamine 
• 105-13-5 4-Methoxybenzyl alcohol 
• 3717-21-3 p-methoxyl benzaldoxime 
• 104-46-1 anethole 
• 33472-11-6 [hydroxy-(4-methoxy-phenyl)-methyl]-phosphonic acid diisopropyl ester 
• 637-69-4 4-Methoxystyrene 
• 64445-49-4 2.4-Dinitro-benzol-diazonium-⁽¹⁾-sulfat 

Downstream Products

• 74519-25-8 (2,4-Dinitro-phenyl)-[(4-methoxy-phenyl)-(triphenyl-λ⁵-phosphanylidene)-methyl]-diazene 
• 79348-70-2 C₁₄H₁₁ClN₄O₅ 
• 123-11-5 4-methoxy-benzaldehyde 
• 74527-20-1 C₁₄H₁₁BrN₄O₅ 

Relevant academic research and scientific papers

2,4-Dinitrophenyl hydrazone derivatives as potent alpha amylase inhibitors

In our current study thirteen new 2,4-dinitrophenyl hydrazone derivatives 1-13 have been evaluated for alpha amylase activity. The molecular docking results indicate that compounds potentially bind in the catalytic site of the enzyme with excellent result. Molecular Operating Environment (MOE) software was used for docking study. 2,4-Dinitrophenyl hydrazone 1-13 have been obtained under reflux conditions by reacting dinitrophenyl hydrazine in methanol with different aromatic as well as aliphatic aldehydes in the presence of acetic acid act as a catalyst. The current results have shown that compounds 5 (IC50 =12.16μg/mL), 6 (IC50 =15.03μg/mL), and 12 (IC50 =16.42 μg/mL) have been found to be the more potent alpha amylase inhibitors as compared to the standard acarbose (IC50 = 42.47μg/mL). These compounds may provide better leads for alpha amylase inhibitor and further assessment of these compounds can be of great help in the discovery of new antidiabetic drugs.

Correlation analysis of reactivity in the oxidation of substituted benzyl alcohols by benzimidazolium dichromate - A kinetic and mechanistic aspects

The oxidation of a number of para- and meta-substituted benzyl alcohols by benzimidazolium dichromate (BIDC), in dimethyl sulphoxide, leads to the formation of the corresponding benzaldehydes. The reaction is first order with respect to each BIDC and alcohol. The reaction is catalyzed by hydrogen ions and the dependence has the form kobs = a + b[H+]. The oxidation of [1,1-2H2]benzyl alcohol exhibited the presence of a substantial kinetic isotope effect. The rates of the oxidation of meta-substituted benzyl alcohols correlated best with Taft's σ1 and σR0 constants. The para-substituted compounds exhibited excellent correlation with σ1 and σRBA values. The polar reaction constants are negative. The rate of oxidation of benzyl alcohol was determined in nineteen organic solvents. An analysis of the solvent effect by multiparametric equations indicated the greater importance of the cation-solvating power of the solvents. Suitable mechanisms have been discussed.

Synthesis, structural characterization, and antioxidant activities of 2,4-dinitrophenyl-hydrazone derivatives

Thirty-two derivatives of 2,4-dinitro phenylhydrazone 1-32 were synthesized by one step reaction and characterized by spectroscopic techniques such as EI-MS and 1H-NMR. Compounds 1-32 were screened for their in vitro antioxidant activities. DPPH radical s

Synthesis, crystal structure, optical and electrochemical properties of novel diphenylether-based formazan derivatives

In this study, formazans 5a-5h were synthesized by coupling the reactions of substituted phenylhydrazone compounds 3a-3h with diazonium salt of 4-chloro-2-phenoxybenzenamine (4). The substituted phenylhydrazones 3a-3h were obtained from the condensation o

Synthesis, characterization and biological evaluation of substituted novel pyrazolone and pyrazole derivatives

In the present investigation, series of 2-(4-methoxybenzyl) substituted-3-methyl- 1,2-dihydropyrazol-5-one and 2-(4-methoxybenzyl)-substituted-3,5-dimethyl-2,5-dihydro- 1H-pyrazole have been synthesized. All synthesized compounds were characterized and te

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.

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.

Structure-Reactivity correlation in the oxidation of substituted benzaldehydes by tetraethylammonium chlorochromate

Oxidation of 36 monosubstituted benzaldehydes by tetraethylammonium chlorochromate in dimethyl sulphoxide, leads to the formation of corresponding benzoic acids. The reaction is of first order with respect to chlorochromate and aldehydes. The reaction is promoted by H+; the H+ dependence has the form kobs = a + b[H+]. The oxidation of duteriated benzaldehyde exhibits substantial primary kinetic isotope effect. The reaction was studied in 19 different organic solvents and the effect of solvent was analyzed using Taft's and Swain's multiparametric equations. The rates of the oxidation of para- and meta-substituted benzaldehydes showed excellent correlation in terms of Charton's triparametric LDR equation, whereas the oxidation of ortho-substituted benzaldehydes were correlated well with tetraperametric LDRS equation. The oxidation of para-substituted benzaldehydes is more susceptible to the delocalized effect than is the oxidation of ortho- and meta- substituted compounds, which display a greater dependence on the field effect. The positive value of h suggests the presence of an electron-deficient reaction centre in the rate-determining step. The reaction is subjected to steric acceleration by the orthosubstituents. A suitable mechanism has been proposed.

Studies on the kinetics of tripropylammonium fluorochromate oxidation of some aromatic alcohols in non-aqueous media

The oxidation of benzyl alcohol (BnOH) and a few para-substituted benzyl alcohols by tripropylammonium fluorochromate (TriPAFC) in dimethylsulphoxide (DMSO) leads to the formation of corresponding aldehydes. The reaction is first order each in TriPAFC and the alcohols. The reaction is catalysed by hydrogen ions. The hydrogen ion dependence has the form: kobs = a + b[H +]. The oxidation of α α′-dideuterio benzyl alcohol exhibited a substantial primary kinetic isotope effect (kH/k D = 5.45 at 303 K). Oxidation of benzyl alcohol was studied in 19 different organic solvents. The solvent effect has been analysed using Kamlet's and Swain's multiparametric equation. A mechanism involving a hydride ion transfer via chromate ester is proposed.