Search Results (75)

Background: In this research work, novel pyrazolone-derived oxadiazole-based benzamide derivatives (1–10) were synthesized through unique and facile synthetic routes. Introduction: These scaffolds were designed to be therapeutically more effective and have fewer side effects. Methods: To confirm the structure of analogs in detail, we employed ¹HNMR, ¹³CNMR, and HREI-MS spectroscopy. The potential of all derivatives was tested by screening them against alpha-amylase and alpha-glucosidase in comparison with reference anti-diabetic drug acarbose (4.50 ± 0.20 µM and 4.90 ± 0.30 µM). Results & Discussion: Among all tested analogs and standard drugs, derivative 3 proved to be the most promising candidate. It exhibited the most powerful inhibitory effect (IC₅₀ = 3.20 ± 0.20 µM and 3.60 ± 0.10 µM). To further investigate its activity, the experimental results were supported by in silico investigations. Molecular docking demonstrated strong and viable interactions between enzymes and the most potent compound. DFT calculations validated the electronic configuration, stability, and reactivity of lead molecules. Furthermore, the ADMET profile predicted the favorable drug likeness properties and low toxicity. The results of docking were further confirmed via molecular dynamics analysis, whereas the pharmacophore model of analog 3 supports the formation of a stable hydrogen bond network of derivatives with the receptor site of the enzyme. Conclusions: Collectively in silico and in vitro results underscore the therapeutic potential of these derivatives for the effective treatment of diabetes in the future. Full article

In this paper, a toxicological investigation was carried out on a series of azoic direct dyes generally with an affinity for cellulosic fibers, presenting symmetrical and asymmetrical structures having as a central component a non-carcinogenic, mutagenic, or teratogenic and accessible precursor potential substitute for benzidine, namely 4,4′-diaminobenzanilide, and, as coupling components, 2-hydroxybenzoic acid, 2-hydroxy-3,6-naphthalenesulfonic acid, 2-amino-8-hydroxynaphthalene-6-sulfonic acid, 1-amino-8-hydroxynaphthalene-3,6-disulfonic acid, 1-(4′-sulfophenyl)-3-methyl-5-pyrazolone, and 2-hydroxy-6-naphthalenesulfonic acid, respectively. For the purpose of their safe use, this study shows the results regarding the toxicity of the above-mentioned dyes, obtained through biological tests on colonies of Hydractinia echinata (H. echinata). The toxicity tests were performed on heterotrophic bacteria cultures obtained from the Bega River. The minimum toxic concentration was monitored using the dilutions 0.6 g/L, 24 g/L, and 48 g/L, obtained by dilution of a stock solution of 60 g/L. The symmetric dye with the coupling component 2-hydroxybenzoic acid presents the highest degree of toxicity, the lowest being shown by dyes with symmetric and asymmetric structures with the following coupling components: 2-amino-8-hydroxynaphthalene-6-sulfonic acid, 1-amino-8-hydroxynaphthalene-3,6-disulfonic acid, 1-(4′-sulfophenyl)-3-methyl-5-pyrazolone, and 2-hydroxy-6-naphthalenesulfonic acid. Full article

Artisanal and small-scale gold mining (ASGM) in Burkina Faso increasingly relies on cyanide, intensifying concerns about environmental contamination and human exposure. This study assessed free cyanide levels in water and soil across three ASGM sites—Zougnazagmiline, Guido, and Galgouli. Water samples (surface and groundwater) and topsoil (0–20 cm) were analyzed using the pyridine–pyrazolone method. Data were statistically and spatially processed using SPSS version 29.0 and the Google Earth Engine in conjunction with QGIS version 3.34, respectively. A site conceptual model (SCM) was also developed, based on the literature review, field observations, and validation by multidisciplinary experts in public health, toxicology, ecotoxicology, environmental engineering, and the mining sector, through a semi-structured survey. The results showed that 9.26% of the water samples exceeded the WHO guideline (0.07 mg/L), with peaks of 1.084 mg/L in Guido and 2.42 mg/L in Galgouli. At Zougnazagmiline, the water type differences were significant (F = 64.13; p < 0.001), unlike the other sites. In the soil, 29.36% of the samples exceeded 0.5 mg/kg, with concentrations reaching 9.79 mg/kg in Galgouli. A spatial analysis revealed pollution concentrated near the mining areas but spreading to residential and agricultural zones. The validated SCM integrates pollution sources, transport mechanisms, exposure routes, and vulnerable populations, offering a structured tool for environmental monitoring and health risk assessment in cyanide-impacted mining regions. Full article

A zinc complex bearing a pyrazolone-based azomethine ligand has been synthesized for blue-emitting organic light-emitting diodes (OLEDs). The azomethine ligand H₂L and the complex [ZnL·H₂O] were characterized by IR, 1H NMR, XRD, and TGA/DSC techniques. According to a single-crystal X-ray diffraction analysis, the complex [ZnL·H₂O] has a molecular structure. Its solid-state PL maxima appear to be at 416 nm and emit moderate blue emission with a quantum yield (QY) of 2%, with a dehydrated form of the complex showing greater efficiency with a QY of 55.5%. ZnL-based electroluminescent devices for OLED applications were fabricated. The devices exhibit blue emission with brightness up to 5300 Cd/A. Full article

Achieving superior circularly polarized luminescence brightness (B_CPL) is an important subject and continuous challenge for chiroptical materials. Herein, by applying a binary molecular design for the synthesis of chiral organo-Tb³⁺ molecules, a novel pair of mononuclear chiral tris-pyrazolate-Tb³⁺ enantiomers, [Tb(PMIP)₃(R,R-Ph-PyBox)] (2) and [Tb(PMIP)₃(S,S-Ph-PyBox)] (5), have been synthesized and characterized. The three 1-phenyl-3-methyl-4-(isobutyryl)-5-pyrazolone (HPMIP) ligands play the role of efficient luminescence sensitizers and strong light-harvesting antennas, while the enantiopure 2,6-bis(4-phenyl-2-oxazolin-2-yl) pyridine ligand (R,R/S,S-Ph-PyBox) is employed as the strong point-chiral inducer. With the proper combination of the HPMIP and Chiral-Ph-PyBox within the Tb³⁺ enantiomers, strong (PMIP)⁻-centered π-π^* electronic absorption (ε_{263 nm} = 38,400–39,500 M⁻¹ cm⁻¹) and brilliant high-purity ligand-sensitized Tb³⁺-centered green luminescence (Φ_PL = 47–48%) were observed. In addition, a clear circularly polarized luminescence (CPL) activity (|g_lum| = 0.096–0.103) was also observed, resulting in a strong B_CPL (610–623 M⁻¹ cm⁻¹) for the two Tb³⁺ enantiomers from the hypersensitive transitions. Our results offer an effective path to develop high-performance chiroptical organo-Tb³⁺ luminophores. Full article

Metamizole, or dipyrone, has been used for decades as a non-narcotic analgesic, providing pain relief from musculoskeletal disorders and antipyretic and antispasmolytic properties. Despite being in use since the 1920s, its mechanism of action still needs to be discovered. Despite causing fewer adverse effects when compared to other analgesics, its harmful effects on the blood and lack of evidence regarding its teratogenicity make the usage of the drug questionable, which has led to it being removed from the drug market of various countries. This narrative review aims to provide a detailed insight into the mechanism of action and efficacy, comparing its effectiveness and safety with other classes of drugs and the safety profile of metamizole. Full article

Catalyzed by Rh₂(esp)₂ (10 mol%) and (±)-BINAP (20 mol%) in DCE at 80 °C, the cascade assembly between diazobarbiturates and alkylidene pyrazolones proceeded readily and produced spiro-furopyrimidines in 38–96% chemical yields. The chemical structure of the prepared spirofuro-pyrimidines was firmly confirmed by X-ray diffraction analysis. Full article

The goal of this study was directed to synthesize a novel class of annulated compounds containing difuro[3,2-c:3′,2′-g]chromene. Friedländer condensation of o-aminoacetyl derivative 3 was performed with some active methylene ketones, namely, 1,3-cyclohexanediones, pyrazolones, 1,3-thiazolidinones and barbituric acids, furnished furochromenofuroquinolines (4,5), furochromenofuropyrazolopyridines (6–8), furochromenofurothiazolopyridines (9,10) and furochromenofuropyridopyrimidines (11, 12), respectively. Also, condensation of substrate 3 with 5-amine-3-methyl-1H-pyrazole and 6-amino-1,3-dimethyluracil, as cyclic enamines, resulted in polyfused systems 13 and 14, respectively. In vitro antimicrobial efficiency of the prepared heterocycles against microbial strains exhibited variable inhibition action, where compound 3 was the most effective against all kinds of microorganisms. A significant cytotoxic activity was seen upon the annulation of the starting compound with thiazolopyridine (9 and 10) as well as pyridopyrimidine moieties (11, 12 and 14). The spectroscopic and analytical results were used to infer the structures of the novel synthesized compounds. Full article

With the escalating demand for Astragalus polysaccharides products developed from Radix Astragali (RA), the necessity for quality control of polysaccharides in RA has become increasingly urgent. In this study, a specific method for the simultaneous determination of seven monosaccharides in polysaccharides extracted from Radix Astragali (RA) has been developed and validated using ultra-performance liquid chromatography equipped with an ultraviolet detector (UHPLC-UV) for the first time. The 1-phenyl-3-methyl-5-pyrazolone (PMP) derivatizations were separated on a C18 column (Waters ACQUITY^TM, Milfor, MA, USA, 1.8 µm, 2.1 × 100 mm) using gradient elution with a binary system of 5 mm ammonium formate (0.1% formic acid)-acetonitrile for 24 min. Additionally, seven monosaccharides showed good linear relationships (R², 0.9971–0.9995), adequate precision (RSD < 4.21%), and high recoveries (RSD < 4.70%). The established method was used to analyze 109 batches of RA. Results showed that the Astragalus polysaccharides (APSs) mainly consist of mannose (Man), rhamnose (Rha), glucose (Glu), galactose (Gal), arabinose (Ara), xylose (Xyl); and fucose (Fuc); however, their composition was different among RA samples from different growth patterns, species, growth years, and origins, and the growth mode of RA and the age of wild-simulated RA can be accurately distinguished by principal component analysis (PCA). In addition, the immunological activity of APSs were also evaluated jointly by measurement of the NO release with RAW264.7, with the results showing that APSs have a promoting effect on the release of NO and exhibit a significant correlation with Man, Glu, Xyl, and Fuc contents. Accordingly, the new established monosaccharides analytical method and APS-immune activity determination in this study can provide a reference for quality evaluation and the establishment of quality standards for RA. Full article

In today’s evolving global world, the pharmaceutical sector faces an emerging challenge, which is the rapid surge of the global population and the consequent growth in drug production demands. Recognizing this, our study explores the urgent need to strengthen pharmaceutical production capacities, ensuring drugs are allocated and stored strategically to meet diverse regional and demographic needs. Summarizing our key findings, our research focuses on the promising area of drug demand forecasting using artificial intelligence (AI) and machine learning (ML) techniques to enhance predictions in the pharmaceutical field. Supplied with a rich dataset from Kaggle spanning 600,000 sales records from a singular pharmacy, our study embarks on a thorough exploration of univariate time series analysis. Here, we pair conventional analytical tools such as ARIMA with advanced methodologies like LSTM neural networks, all with a singular vision: refining the precision of our sales. Venturing deeper, our data underwent categorisation and were segmented into eight clusters premised on the ATC Anatomical Therapeutic Chemical (ATC) Classification System framework. This segmentation unravels the evident influence of seasonality on drug sales. The analysis not only highlights the effectiveness of machine learning models but also illuminates the remarkable success of XGBoost. This algorithm outperformed traditional models, achieving the lowest MAPE values: 17.89% for M01AB (anti-inflammatory and antirheumatic products, non-steroids, acetic acid derivatives, and related substances), 16.92% for M01AE (anti-inflammatory and antirheumatic products, non-steroids, and propionic acid derivatives), 17.98% for N02BA (analgesics, antipyretics, and anilides), and 16.05% for N02BE (analgesics, antipyretics, pyrazolones, and anilides). XGBoost further demonstrated exceptional precision with the lowest MSE scores: 28.8 for M01AB, 1518.56 for N02BE, and 350.84 for N05C (hypnotics and sedatives). Additionally, the Seasonal Naïve model recorded an MSE of 49.19 for M01AE, while the Single Exponential Smoothing model showed an MSE of 7.19 for N05B. These findings underscore the strengths derived from employing a diverse range of approaches within the forecasting series. In summary, our research accentuates the significance of leveraging machine learning techniques to derive valuable insights for pharmaceutical companies. By applying the power of these methods, companies can optimize their production, storage, distribution, and marketing practices. Full article

Developing colorimetric devices for detecting chemical species is essential in many fields; nevertheless, developing effective chemosensors for many heavy and transition metal ions remains an important issue. As a result, in recent years, the use of colorimetric sensors for the selective and sensitive detection of metal ions has grown in popularity. Pyrazolones and their derivatives are heterocyclic compounds that have attracted interest due to their biological and pharmacological features. As a result, they have been used in various areas, including agriculture, medicine, organic synthesis, and analytical chemistry. However, the potential for chemosensing has yet to receive much attention. In this study, thiomethyl-substituted (4Z)-4-[(pyrazol-4-yl)methylene]pyrazolone was synthesized, and its ability to act as an optical chemosensor for several metals was evaluated. According to preliminary results, this molecule could be an optical chemosensor to detect Fe³⁺, Sn²⁺, and Al³⁺. Full article

A study on the synergistic extraction of Eu(III) ions with a series of chelating ligands and determination of the process parameters is presented by employing ionic liquids and typical organic diluents. The investigations of the liquid–liquid extraction, commonly applied in the separation science of 4f and 5f-ions acidic chelating compounds, 4-benzoyl-3-methyl-1-phenyl-2-pyrazolin-5-one (HP), 4-benzoyl-3-phenyl-5-isoxazolone (HPBI), and 2-thenoyltrifluoroacetone (HTTA) alone and in combination with two synergistic agents, meso-hexamethylpropyleneamine oxime (S2: HM-PAO) and its bis-imine precursor (S1: pre-HM-PAO), are presented. The interaction between the two extractants (acidic/neutral) in deuterochloroform was studied using ¹H, ¹³C, and ¹H-¹H NOESY experiments. Several conclusions are given highlighting the role of the ionic diluent in complexation processes and selectivity with an employment of the two synergistic agents for various metal s-, p-, d-, and f-cations in the Periodic table, with almost 25 metal ions. The objective was to optimize a system for 4f-ions solvent extraction based on the new oxime molecules with β-diketone/isoxazolone/pyrazolone partnership. As detailed above, slight enhancements of extraction efficiencies were obtained either by using basic synergistic agents such as HM-PAO and/or using pre-HM-PAO. A competitive solvent extraction test of nearly 18 f-ions by various ligands (HTTA, S1, S2, and HPBI) and the two mixtures HTTA−S1 and HTTA−S2 diluted in ILs or organic diluents was also conducted in order to evaluate the switchable diluent impact. Additionally, electron paramagnetic resonance (EPR) spectroscopy was used to study the established chemical species with Cu²⁺ cations in the obtained organic extracts involving the two synergistic molecules. Full article

Under the catalysis of Rh₂(OAc)₄ (10 mol%) and binapbisphosphine ligand (±)-L3 (20 mol%) in DCE at 80 °C, the cascade cyclization of diazoimides with alkylidenepyrazolones underwent stereoselectively (dr > 20:1), affording pyrazole-fused oxa-bridged oxazocines in reasonable chemical yields. The chemical structure and relative configuration of title products were firmly identified by X-ray diffraction analysis. Full article

This work addresses the possibilities of using synthesized novel magnesium complex dyes in zinc pigmented organic coatings based on epoxyester resin to reduce the zinc content in these coatings while maintaining or increasing the anticorrosive efficiency of them. The magnesium complexes Mg-Dye-I (C₃₄H₂₆MgN₈O₆), Mg-Dye-II (C₂₆H₁₉MgN₃O₅), Mg-Dye-III (C₁₇H₁₀MgN₂O₃), and Mg-Dye-IV (C₂₅H₁₈MgN₄O₆) with a series of azo carboxylate ligands were prepared from the diazo-coupling reaction of anthranilic acid with 5-methyl-2-phenyl-3-pyrazolone (Dye I; C₁₇H₁₄N₄O₃), anthranilic acid with naphthol AS-PH (Dye II; C₂₆H₂₁N₃O₅), anthranilic acid with 2-naphthol (Dye III; C₁₇H₁₂N₂O₃), and 2-amino-5-nitrophenol with naphthol AS-PH (Dye IV; C₂₅H₂₀N₄O₆). The synthesized novel magnesium complex dyes were characterized by analytical methods. Model coatings containing these dyes at pigment volume concentrations (PVCs) = 1, 3, 5 and 10% and zinc at a ratio of pigment volume concentration/critical pigment volume concentration (PVC/CPVC) = 0.60 were formulated to study the inhibitory properties of the individual synthesized magnesium complex dyes. Model coatings containing inorganic pigments (MgO and Ca-Mg-HPO₄) at PVCs = 1%, 3%, 5% and 10% and zinc at PVC/CPVC = 0.60 were also formulated. The coating pigmented only by zinc at PVC/CPVC = 0.60 was prepared as a standard organic coating. Corrosion resistance was also evaluated by potentiodynamic polarization studies and electrochemical impedance spectroscopy. The properties of organic coatings were also tested using other standardized and derived corrosion tests. In addition, the mechanical properties of the studied organic coatings were determined using standard tests. The aim of the work was to verify the possible synergistic efficiency of novel magnesium complex dyes by improving the mechanical, anti-corrosion, and chemical properties of zinc pigmented organic coatings. Full article

Among the methods used for the synthesis of functionalized heterocyclic compounds, photochemistry has gained immense popularity due to the reactivity of intermediates in photoinduced reactions. In this study, we report on the effect of diaryl disulfides as hydrogen atom transfer catalysts on the photoinduced transformations of pyrazolo[1,2-a]pyrazolones. After excitation with visible light, these compounds are susceptible to C–N bond cleavage, followed by intermolecular hydrogen atom abstraction. By modifying the reaction conditions, we have developed two novel methods for the synthesis of highly substituted pyrazoles. Full article