Khalid Karrouchi

Mohammed V University | um5a · Faculty of Medicine and Pharmacy

In this work, a novel series of fifteen pyrazole-linked hydrazide-hydrazone derivatives (4a-o) were designed, synthesized, characterized, and evaluated for their antihyperglycemic activity against α-amylase and α-glucosidase. In vitro results revealed that all synthesized compounds (4a-o) showed good to excellent antihyperglycemic activity with IC5...

In this work, a series of pyrazole‐linked 1,2,4‐triazole‐3‐thiol derivatives (3a–i) were prepared and identified by ¹³C NMR, ¹H NMR, and mass spectrometry (ESI‐MS) data. The newly synthesized molecules were also evaluated in vitro for their α‐amylase and α‐glucosidase inhibitory potential. All newly synthesized compounds exhibited potent α‐glucosid...

Three novel 4‐aryl‐2‐(2‐(4‐fluorophenyl)‐2‐oxoethyl)‐6‐phenylpyridazin‐3(2H)‐one derivatives were synthesized, and their chemical structures were established based on ¹H‐NMR, ¹³C‐NMR, ESI‐HRMS, and FT‐IR spectral data. Their in vitro antibacterial activities were evaluated against Staphylococcus aureus [MRSA] (Gram‐positive isolate), Escherichia co...

This study involved the synthesis, characterization, and assessment of fourteen pyridazine analogs (designated as 1–14) to investigate their efficacy in inhibiting the α‐amylase enzyme for potential diabetes treatment using an in vitro approach. Additionally, in silico molecular docking and molecular dynamic (MD) simulations were conducted to asses...

This study investigates, in the first part, the synthesis and purification of a poorly crystalline hydroxyapatite (HAp) using natural Moroccan phosphate (Boucraa region) as a raw material. Despite its successful preparation, the obtained HAp was contaminated by several metallic cations (mostly Cd, Pb, Sn, Ti, Mn, Mg, Fe, and Al) migrated from the n...

Background Accurate determination of active pharmaceutical ingredients and impurities is essential for ensuring the safety and effectiveness of medications. This study focuses on the validation of a high-performance liquid chromatography (HPLC) method for quantifying Atorvastatin and its impurities, addressing a critical aspect of pharmaceutical an...

The anti-corrosion characteristics of a synthesized pyridazinone analog, namely, 4-benzyl-2-(3-(4-fluorophenyl)-2-oxopropyl)-6-phenylpyridazin-3(2H)-one (BOPP), on carbon steel (CR/S) in a 1-M HCl medium were assessed by potentiodynamic polarization (PDP), electrochemical impedance spectroscopy (EIS), scanning electron microscopy (SEM) and energy-d...

Pyridazinones are classical molecules that occupy an important place in heterocyclic chemistry, and since their discovery, they have been widely developed. The introduction of new functional groups into pyridazinone structures has enabled the synthesis of a large diversity of compounds. The pharmacological and agrochemical importance of pyridazinon...

In this study, a pyridazine derivative (PDZ-1) was synthesized and characterized by using 13C NMR, 1 H NMR, FTIR, UV–Vis, HRMS-ESI and single-crystal X-ray diffraction analysis (XRD). Density functional theory methods at the B3LYP/6–311++G** level of theory predict very good correlations in the geometrical parameters and spectra when they are compa...

Type 2 diabetes mellitus (T2DM) is a chronic endocrine/metabolic disorder characterized by elevated postprandial and fasting glycemic levels that result in disturbances in primary metabolism. In this study, we evaluated the metabolic effects of thiazolidine-2,4-dione derivatives in Wistar rats and Swiss mice that were fed a high-fat diet (HFD) for...

With the increasing concerns among consumers regarding food quality and safety, the demand for reliable food authentica-tion methods has risen significantly. This study aims to address this challenge by utilizing UV-visible spectroscopy as a fast and accurate analysis tool for geographically discriminating Moroccan saffron samples from five differe...

In this study, a two pyrazole derivatives; 2-(5-methyl-1H-pyrazole-3-carbonyl)-N-phenylhydrazine-1-carboxamide (Pyz-1) and 4-amino-5-(5-methyl-1H-pyrazol-3-yl)-4H-1,2,4-triazole-3-thiol (Pyz-2) were synthesized and characterized by ¹³C-NMR, ¹H-NMR, FT-IR, and mass spectrometry. A complete molecular structures optimization, electronic and thermodyna...

A simple, fast, economical, accurate, precise and reproducible RP-HPLC method with ultraviolet detection at 220 nm has been validated for the simultaneous determination of Amoxicilline and Clavulanique acid. A good chromatographic separation between both compounds was achieved using a reversed phase C18 column and a mobile phase, consisting of Acet...

In this work, the design, synthesis and mechanistic studies of a novel pyrazole‐based benzofuran derivatives 1‐8 as anticancer agents were discussed. Cytotoxic potency of the title compounds was evaluated against the lung carcinoma A‐549, human‐derived colorectal adenocarcinoma HT‐29, breast adenocarcinoma MCF‐7 cells as well as mouse fibroblast 3T...

In petrochemical engineering, a pressing challenge is the corrosion of N80 carbon steel (N80-CS) in strong acidic conditions like 15 wt.% HCl, impacting both mechanical integrity and economic viability. Herein, the corrosive behavior of N80-CS in a 15 wt.% HCl solution was evaluated with two thiazolidinediones, (Z)-5-benzylidenethiazolidine-2,4-dio...

Three dinuclear coordination complexes generated from 1‐n‐butyl‐2‐((5‐methyl‐1H‐pyrazole‐3‐yl)methyl)‐1H‐benzimidazole (L), have been synthesized and characterized spectroscopically and structurally by single crystal X‐ray diffraction analysis. Reaction with iron(II) chloride and then copper(II) nitrate led to a co‐crystal containing 78 % of [Cu(NO...

BACKGROUND Sphodroxia maroccana Ley is a pest of cork oak crops that damages the roots of seedlings and can severely impair cork oak regeneration. Since the banning of carbosulfan and chlorpyriphos, which were widely used against the larvae of Sphodroxia maroccana because of their harmful impact on the environment, until now there has been no pesti...

The aim of this work was to scrutinize the physiochemical properties of a new pyridazin-3(2H)-one derivative with potential pharmaceutical effectiveness via density functional theory (DFT) and molecular docking analysis. The compound 2-(2-(4-fluorophenyl)-2-oxoethyl)-6-methyl-5-(4-methylbenzyl)pyridazin-3(2H)-one (FOMMP) was synthesized and charact...

Backround: Monitoring impurities in drug products is a principal requirement of pharmaceutical regulatory authorities all over the world to ensure drug safety. For this reason, there is a great need of analytical quality control of dugs products. Objective: In this study, a simple, efficient and direct high performance liquid chromatography (HPL...

In this research, FT-IR, NMR (1H & 13C), mass spectrometry and single-crystal X-ray diffraction has been used to characterize the synthesized 5-((1H-benzo[d][1,2,3]triazol-1-yl)methyl)quinolin-8-ol (DD2) derivative. B3LYP calculations with the 6-31G* and 6–311++G** basis sets have shown that the most stable C2 structure in gas phase and aqueous sol...

The study was performed to investigate the biosorption mechanism of Diclofenac Sodium and Ketotifen Fumarate onto CCL biosorbent using isotherms models (Langmuir, Freundlich). Effects of parameters influencing the biosorption such as temperature, pH, biosorbent dose, contact time and biosorbate initial concentration were all investigated and optimi...

In this work, a novel crystal, (E)-4-(4-methylbenzyl)-6-styrylpyridazin-3(2H)-one (E-BSP) was synthesized via Knoevenagel condensation of benzaldehyde and (E)-6-(4-methoxystyryl)-4,5-dihydropyridazin-3(2H)-one. The molecular structure of E-BSP was confirmed by using FT-IR, ¹H-NMR, ¹³C-NMR, UV-vis, ESI-MS, TGA/DTA thermal analyses and single crystal...

Artemisinin-based combination therapy (ACTs) has become the primary first-line treatment for mild falciparum malaria in the majority of African countries. A fixed-dose combination of amodiaquine and artesunate is commonly employed to enhance treatment compliance and achieve successful malaria outcomes. In this study, a specific, accurate, linear, p...

Adulteration of olive oil is a common practice in the industry, where old and commercial oils are mixed with fresh olive oils. Adulteration can negatively affect the quality and authenticity of olive oil, leading to economic fraud and health concerns. Therefore, identifying and quantifying adulteration in olive oil is crucial for ensuring product q...

In this work, we present an efficient one-pot method for the synthesis of three new azo-isoxazoline derivatives (4a–c) from aromatic aldehydes, hydroxylamine hydrochloride and 4-(allyloxy)azobenzene. Thus, the azo-isoxazoline derivatives (4a–c) were synthesized via 1,3-dipolar cycloaddition using sodium dichloroisocyanurate (SDIC) as an eco-friendl...

Tandem one‐pot five‐component reaction involving saccharin, propargyl bromide, aldehyde, hydroxylamine hydrochloride, and non‐conjugated primary amine has been explored for a rapid and an efficient synthesis of isoxazole‐secondary sulfonamides. This novel multicomponent reaction involves one pot N‐propargylation of saccharin, oximation, and 1,3‐dip...

Microbial infections remain a worldwide leading cause of death, despite the evolution of a large number of new antibiotics every year. Currently, several bacteria have developed resistance against antibiotics drugs which remain a major issue in antibiotics drug discovery. This review provides detailed information about antimicrobial and antifungal...

A novel series of benzofuran-pyridazine derivatives have been synthesized and characterized by different spectroscopic techniques including FT-IR, ¹H-NMR, ¹³C-NMR, and ESI-MS spectrometry. All synthesized compounds were evaluated in vitro for their antidiabetic activity against α-glucosidase and β-galactosidase enzymes. All derivatives (3a-3h) and...

Objective: This study aims on the one hand to study the physicochemical data of olive oils collected from six regions of Morocco during two consecutive years 2020 and 2021. Methods: Fourier transform infrared spectroscopy (FTIR) was used in this study as an emerging analytical technique to express a unique "fingerprint". A preliminary processing...

Despite continual efforts being made with multiple clinical studies and deploying cutting-edge diagnostic tools and technologies, the discovery of new cancer therapies remains of severe worldwide concern. Multiple drug resistance has also emerged in several cancer cell types, leaving them unresponsive to the many cancer treatments. Such a condition...

In the present work, we represent two thiazolidinediones, namely (Z)-5-(4-methoxybenzylidene) thiazolidine-2,4-dione (MeOTZD) and (Z)-5-(4-methylbenzylidene) thiazolidine-2,4-dione (MeTZD), as corrosion inhibitors for carbon steel (CS) in 1.0 M HCl solution. Techniques for gravimetric methods, electrochemical measurements, and morphological charact...

A new series of imidazo[2, 1-b]thiazole-based chalcone derivatives were designed, synthesized, and tested for their anticancer activities. Firstly, the cytotoxic ability of the compounds was tested on three different types of cancer cells, namely colorectal adenocarcinoma (HT-29), lung carcinoma (A-549), breast adenocarcinoma (MCF-7), and mouse fib...

Three novel fluorophores i.e. (E)-4-(2-chlorobenzyl)-6-(4-chlorostyryl)pyridazin-3(2H)-one (4a), (E)-6-(4-chlorostyryl)-4-(4-methoxybenzyl)pyridazin-3(2H)-one (4b) and (E)-4-benzyl-6-(4-chlorostyryl)pyridazin-3(2H)-one (4c) were synthesized and characterized by FT-IR, ¹H-NMR, ¹³C-NMR and mass spectrometry. To gain insights into the structure-proper...

In this work, three N'-arylidene-5-phenyl-1H-pyrazole-3-carbohydrazide (3a-3c), derivatives have been synthesized and fully characterized by IR, ¹H & ¹³C NMR and ESI-MS using experimental and theoretical methods. Theoretical calculations were carried out by DFT/B3LYP method using 6-311++G(d,p) basis set. For theoretical IR, ¹H & ¹³C NMR (with GIAO...

A novel pyrazole-carbohydrazide N-glycoside derivative (SM1) was prepared by condensation of D-glucose with 1H-pyrazole-3-carbohydrazide. The structure of SM1 was identified by FT-IR, ¹H-NMR, ¹³C-NMR, UV–Vis and mass spectrometry. Structures and properties of SM1 in gas phase, methanol and aqueous solution were predicted by using hybrid B3LYP metho...

Despite the decades of scientific studies for developing promising new therapies, cancer remains a major cause of illness and mortality, worldwide. Several cancer types are the major topic of research in drug discovery programs due to their global incidence cases and growing frequency. In the present study, using two different statistical approache...

This work aims to investigate the potential of mid-infrared spectroscopy (MIR) and chemometrics algorithms for the determination of geographical origin and detection of adulteration of Moroccan saffron samples. First, the determination of the geographical origin of five saffron varieties was analyzed by linear discriminant analysis (PCA-LDA) and pa...

Researchers have investigated various approaches to avoid corrosion problems in different industries in recent decades. In line with the research trend in this field, we synthesized and characterized two thiazolidinedione derivatives, namely (Z)-5-(4-hydroxy-3-methoxybenzylidene)thiazolidine-2,4-dione (HMTZD) and (Z)-5-(4-fluorobenzylidene)thiazoli...

Inhibition of mild steel (M.S) corrosion by some pyrazole-2-acetohydrazide derivatives, namely; ((E)-2-(3,5-dimethyl-1H-pyrazol-1-yl)-N'-(4-hydroxy-3-methoxybenzylidene)acetohydrazide (DHA) and (E)-2-(3,5-dimethyl-1H-pyrazol-1-yl)-N'-(furan-2-ylmethylene)acetohydrazide (DFA)) in 1 M HCl was studied using weight loss (WL), electrochemical impedance...

In this work, we report the synthesis, spectroscopic characterization, reactivity study, photophysical properties and evaluation of α-glucosidase inhibitory activity pyrazole-triazole hybrid molecule. Reactive properties of the title compound have been investigated using density functional theory (DFT) calculations. Local reactive descriptors such...

Cancer remains the leading cause of death in the world despite the significant advancements made in anticancer drug discovery. This study is aimed to computationally evaluate the efficacy of 63 in-house synthesized pyrazole derivatives targeted to bind with prominent cancer targets namely EGFR, RSK1, RAF1, PARP2 and LIN28B known to be expressed, re...

In the title compound, C18H15ClN3O+Cl�2H2O, three intramolecular hydrogen bonds are observed, N—H O, O—H Cl, and O—H O. In the crystal, molecules are connected by C—H Cl and N—H O hydrogen bonds. Strong C—H Cl, N—H O, O—H Cl, and O—H O hydrogen-onding interactions are implied by the Hirshfeld surface analysis, which indicates that H H contacts make...

In the title compound, C18H15ClN3O⁺·Cl⁻·2H2O, three intra­mol­ecular hydrogen bonds are observed, N—H⋯O, O—H⋯Cl and O—H⋯O. In the crystal, mol­ecules are connected by C—H⋯Cl and N—H⋯O hydrogen bonds. Strong C—H⋯Cl, N—H⋯O, O—H⋯Cl and O—H⋯O hydrogen-bonding inter­actions are implied by the Hirshfeld surface analysis, which indicate that H⋯H contacts...

In this work, a novel pyrazole derivative, ethyl 5-hydroxy-1-isonicotinoyl-3-methyl-4,5-dihydro-1H-pyrazole-5-carboxylate (EIMPC) has been synthesized by condensation of ethyl 2,4-dioxopentanoate with isoniazid. Its molecular structure was characterized by FT-IR, ¹H-NMR, ¹³C-NMR and ESI-MS spectroscopies and by single crystal X-ray diffraction (XRD...

In this work, two thiazolidine-2,4-dione derivatives 3 and 4 have been synthesized and characterized through infrared (IR), nuclear magnetic resonance (¹H/¹³C NMR), mass spectrometry (ESI-MS) and single-crystal X-ray diffraction (XRD). The optimized geometries, the vibrational frequencies, the frontier molecular orbital (HOMO-LUMO) energies and the...

The title compound, C22H15N3O4, is built up from a central imidazo[1,2-a]pyridine ring system connected to a nitroso group, a phenyl ring and a 2-oxo-2-phenyl­ethyl acetate group. The imidazo[1,2-a] pyridine ring system is almost planar (r.m.s. deviation = 0.017 Å) and forms dihedral angles of 22.74 (5) and 45.37 (5)°, respectively, with the phenyl...

Two mononuclear coordination complexes of N-(2-aminophenyl)-2-(5-methyl-1H-pyrazol-3-yl)acetamide (L1), namely [Cd(L1)2Cl2] (C1) and [Cu(L1)2(C2H5OH)2](NO3)2 (C2) and one mononuclear complex [Fe(L2)2(H2O)2](NO3)2·2H2O (C3), obtained after in situ oxidation of L1, have been synthesized and characterized spectroscopically. As revealed by single-cryst...

The present study was conducted to evaluate a natural extract, obtained from the Beta vulgaris plant, for its phytochemical composition and its beneficial health effects. Therefore, total phenolic and flavonoid contents, as well as identification and quantification of phenolic compounds by HPLC, were assessed in leaves’ extract. Moreover, antioxida...

Herein we report the synthesis, DFT calculations, and molecular docking studies of a pyrazole derivative, (E)-N'-benzylidene-5-methyl-1H-pyrazole-3-carbohydrazide (E-BMPC) as α-glucosidase and α-amylase inhibitor. Molecular structure of E-BMPC has been confirmed by single crystal X-ray diffraction (XRD), FTIR, ¹H, and ¹³C NMR spectra. In addition,...

Two N-isonicotinoyl arylaldehyde hydrazones named N'-(4-fluorobenzylidene)isonicotinohydrazide (2a) N'-(4-methylbenzylidene)isonicotinohydrazide (2 b) have been synthesized and characterized utilizing spectroscopic techniques and X-ray diffraction. The s-cis isomeric geometry of 2a and 2 b is confirmed by comparing the observed stretching bond of t...

The structure, spectroscopic features, and pharmaceutical effect of N'-(4-Methoxybenzylidene)-5-phenyl-1H-pyrazole-3-carbohydrazide (MBPPC) has been studied by DFT modeling, X-ray diffraction, FT-IR, ¹H and ¹³C NMR, and molecular docking investigation. Molecular structure analysis was carried out using DFT calculation. Then, the low RMSD value indi...

The title Schiff base, C22H24N2O6, adopts an E configuration. The mol­ecule is planar, the mean planes of the phenyl ring system (r.m.s deviation = 0.0059 Å) forms a dihedral angle of 0.96 (4)° with the mean plane of the phenyl ring moiety (r.m.s deviation = 0.0076 Å). In the crystal, mol­ecules are linked by weak inter­molecular C—H⋯O and C—H⋯N hy...

The pyridazine ring in the title compound, C20H17ClN2O3, adopts a screw-boat conformation. The whole mol­ecule is flattened, the dihedral angles subtended by the least-squares plane of the central aromatic ring with those of the terminal benzene and pyridazine rings being 15.18 (19) and 11.23 (19)°, respectively. In the crystal, the mol­ecules are...

In this work, three isoxazoline-thiazolidine-2,4-dione derivatives were synthesized and characterized by FT-IR, ¹H-NMR, ¹³C-NMR and ESI-MS spectrometry. All compounds have been investigated for their α-amylase and α-glucosidase inhibitory activities. In vitro enzymatic evaluation revealed that all compounds were inhibitory potent against α-glucosid...