119-26-6Relevant articles and documents
Doping-induced detection and determination of propellant grade hydrazines by a kinetic spectrophotometric method based on nano and conventional polyaniline using halide ion releasing additives
Subramanian, Selvakumar,Narayanasastri, Somanathan,Kami Reddy, Audisesha Reddy
, p. 27404 - 27413 (2014)
A kinetic spectrophotometric method is described for the detection and determination of propellant grade hydrazines and its derivatives based on their reaction with 1-chloro-2,4-dinitrobenzene (CDNB) incorporated in a solution matrix of polyaniline-Emaraldine Base (Pani-EB) to produce HCl. This strong acid protonates (dopes) Pani (EB-Blue) to form Pani Emeraldine salt (ES-Green). A kinetic study based on the gradual decrease in absorbance at 626 nm for both nano and conventional Pani-CDNB systems was carried out at 50 °C and 60°C under optimized conditions in the dynamic concentration range of 0.1-0.004 M. Initial rate and fixed time methods were adopted for constructing calibration curves. Hydrazines were determined based on the linear relationship between percent absorbance change at 30 min. and their concentration. R.S.D. for five replicate determinations of each one of these hydrazines using both systems is less than 1.5%. Minimum detectable limits for hydrazines were found for both systems. This method was successfully applied for determination of hydrazines in tap water with satisfactory analytical results.
Benzocrown Ether Hydrazones as Extractants for Alkali Metal Ions
Sakamoto, Hidefumi,Goto, Hiroki,Yokoshima, Makoto,Dobashi, Makoto,Ishikawa, Junichi,et al.
, p. 2907 - 2914 (1993)
Four types of benzo-15-crown-5 and benzo-18-crown-6 derivatives bearing a substituted hydrazone moiety as a proton-dissociable chromogenic group were synthesized and the solvent extraction behaviors of these compounds for alkali metal ions were evaluated spectrophotometrically.Benzo-15-crown-5 and -18-crown-6 hydrazones with 2,4-dinitro-6-(trifluoromethyl)phenyl or 2,6-dinitro-4-(trifluoromethyl)phenyl groups extracted alkali metal ions predominantly as 2:1 and 1:1 (crown ether:metal ion) complexes, respectively, from an aqueous alkaline solution into 1,2-dichloroethane and these ligands exhibited high K+-selectivity.The composition of the extracted species and the K+-selectivity depended on the polarity of the extraction solvent used.In particular, 2:2 complexes of several alkali metal ions with benzo-15-crown-5 and -18-crown-6 hydrazones bearing a 2,4-dinitro-6-(trifluoromethyl)phenyl group were readily extracted from an aqueous solution into chloroform.
Preparation method of 2.4-dinitrophenylhydrazine
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Paragraph 0018; 0024; 0025; 0026; 0027; 0028, (2016/10/27)
The invention relates to a preparation method of 2.4-dinitrophenylhydrazine. The method includes the steps of: (1) dissolving 2.4-dinitrochlorobenzene and performing thermal filtration; (2) putting the filtrate into a reflux bottle, adding hydrazine hydrate accounting for 1/5-1/2 of the weight of 2.4-dinitrophenylhydrazine, conducting standing for 10min, maintaining a reflux state, performing calculation from the end of hydrazine hydrate adding, then conducting reflux again for 1h, precipitating red crystals, and stopping reflux; and (3) lowering the temperature, when the temperature drops to 50-55DEG C, filtering out crystals, performing washing with anhydrous ethanol 2-5 times, and conducting drying so as to obtain 2.4-dinitrophenylhydrazine. Starting from the raw material proportion, the method provided by the invention increases the dosage of hydrazine hydrate, enhances the yield of 2.4-dinitrophenylhydrazine, at the same time combines several process improvements, effectively increases the yield up to 98-100%.
Application of screening experimental designs to assess chromatographic isotope effect upon isotope-coded derivatization for quantitative liquid chromatography-mass spectrometry
Szarka, Szabolcs,Prokai-Tatrai, Katalin,Prokai, Laszlo
, p. 7033 - 7040 (2014/08/05)
Isotope effect may cause partial chromatographic separation of labeled (heavy) and unlabeled (light) isotopologue pairs. Together with a simultaneous matrix effect, this could lead to unacceptable accuracy in quantitative liquid chromatography-mass spectrometry assays, especially when electrospray ionization is used. Four biologically relevant reactive aldehydes (acrolein, malondialdehyde, 4-hydroxy-2-nonenal, and 4-oxo-2-nonenal) were derivatized with light or heavy (d3-, 13C6-, 15N2-, or 15N4-labeled) 2,4-dinitrophenylhydrazine and used as model compounds to evaluate chromatographic isotope effects. For comprehensive assessment of retention time differences between light/heavy pairs under various gradient reversed-phase liquid chromatography conditions, major chromatographic parameters (stationary phase, mobile phase pH, temperature, organic solvent, and gradient slope) and different isotope labelings were addressed by multiple-factor screening using experimental designs that included both asymmetrical (Addelman) and Plackett-Burman schemes followed by statistical evaluations. Results confirmed that the most effective approach to avoid chromatographic isotope effect is the use of 15N or 13C labeling instead of deuterium labeling, while chromatographic parameters had no general influence. Comparison of the alternate isotope-coded derivatization assay (AIDA) using deuterium versus 15N labeling gave unacceptable differences (>15%) upon quantifying some of the model aldehydes from biological matrixes. On the basis of our results, we recommend the modification of the AIDA protocol by replacing d 3-2,4-dinitrophenylhydrazine with 15N- or 13C-labeled derivatizing reagent to avoid possible unfavorable consequences of chromatographic isotope effects.
Synthesis and antifungal activity of substituted 2,4,6-pyrimidinetrione carbaldehyde hydrazones
Neumann, Donna M.,Cammarata, Amy,Backes, Gregory,Palmer, Glen E.,Jursic, Branko S.
, p. 813 - 826 (2014/01/23)
Opportunistic fungal infections caused by the Candida spp. are the most common human fungal infections, often resulting in severe systemic infections - a significant cause of morbidity and mortality in at-risk populations. Azole antifungals remain the mainstay of antifungal treatment for candidiasis, however development of clinical resistance to azoles by Candida spp. limits the drugs' efficacy and highlights the need for discovery of novel therapeutics. Recently, it has been reported that simple hydrazone derivatives have the capability to potentiate antifungal activities in vitro. Similarly, pyrimidinetrione analogs have long been explored by medicinal chemists as potential therapeutics, with more recent focus being on the potential for pyrimidinetrione antimicrobial activity. In this work, we present the synthesis of a class of novel hydrazone-pyrimidinetrione analogs using novel synthetic procedures. In addition, structure-activity relationship studies focusing on fungal growth inhibition were also performed against two clinically significant fungal pathogens. A number of derivatives, including phenylhydrazones of 5-acylpyrimidinetrione exhibited potent growth inhibition at or below 10 μM with minimal mammalian cell toxicity. In addition, in vitro studies aimed at defining the mechanism of action of the most active analogs provide preliminary evidence that these compound decrease energy production and fungal cell respiration, making this class of analogs promising novel therapies, as they target pathways not targeted by currently available antifungals.