Khalid Karrouchi

Mohammed V University of Rabat | um5a · Faculty of Medicine and Pharmacy

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...

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 intra-mol-ecular hydrogen bonds are observed, N-H⋯O, O-H⋯Cl and O-H⋯O. In the crystal, mol-ecules 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 inter-actions 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...

The title compound, C 22 H 15 N 3 O 4 , 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...

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...

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...

Supporting information: this article has supporting information at journals.iucr.org/e Crystal structure and molecular docking study of diethyl 2,2 0 0 0-({[(1E,1 0 0 0 E)-(hydrazine-1,2-diylidene)-bis(methanylylidene)]bis(4,1-phenylene)}bis(oxy))-diacetate The title Schiff base, C 22 H 24 N 2 O 6 , adopts an E configuration. The molecule is planar...

The pyridazine ring in the title compound, C 20 H 17 ClN 2 O 3 , 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 molecule...

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...

Copper is the third-most-produced metal globally due to its exceptional mechanical and thermal properties, among others. However, it suffers serious dissolution issues when exposed to corrosive mediums. Herein, two thiazolidinedione derivatives, namely, (Z)-5-(4-methylbenzylidene)thiazolidine-2,4-dione (MTZD) and (Z)-3-allyl-5-(4-methylbenzylidene)...

A new crystal, i.e, (E)-5-methyl-N′-(pyridin-2-ylmethylene)-1H-pyrazole-3-carbohydrazide (E-MPPC) has been synthesized and characterized by using FT-IR, UV-Vis, ¹H-NMR, ¹³C-NMR, ESI-MS and single-crystal X-ray diffraction. In addition, a density functional theory study for the title compound was carried out. The theoretical geometry of the ground s...

In this work, three new quinolone derivatives were prepared by alkylation of 2-oxo-1,2-dihydroquinoline-4-carboxylic acid with ethyl 2-bromoacetate. The synthesized compounds 2-4 were characterized by using FT-IR, ¹H NMR, ¹³C NMR and mass spectrometry. Crystal structure of 4 was determined by single crystal X-ray diffraction. The optimized structur...

In this work, a novel crystal i.e (E)-N'-(4-chlorobenzylidene)-5-phenyl-1H-pyrazole-3-carbohydrazide has been synthesized and characterized using various spectroscopic techniques. The (E)-configuration of the azomethine (N=CH) was confirmed by single crystal X-ray analysis. The molecule crystallizes in the monoclinic space group, P21/c, a = 15.629(...

Background Levofloxacin is a third-generation fluoroquinolone that has several advantages over its R-Ofloxacin isomer. It is used to treat different types of infections including urinary and prostatitis. Objective New HPLC method for the enantioselective separation of levofloxacin and its chiral impurity was developed and validated to improve the...

In clinical treatment, the analytical quality assessment of the delivery of chemotherapeutic preparations is required to guarantee the patient’s safety regarding the dose and most importantly the appropriate anticancer drug. On its own, the development of rapid analytical methods allowing both qualitative and quantitative control of the formulation...

A green and efficient synthesis of new sulfonamide-1,2,3-triazoles 5 in heterogeneous conditions has been developed. The procedure involved one-pot four-component tandem sulfonamidation/azidation/1,3-dipolar cycloaddition (1,3-DC) reactions under a cooperative effect of ultrasound irradiation and Cu (II) supported on amorphous mesoporous silica [mS...

Background: Morocco is an important world producer and consumer of several varieties of date palm. In fact, the discrimination between varieties remains difficult and requires the use of complex and high-cost techniques. Objective: We evaluated in this work the potential of mid-infrared spectroscopy (MIR) and chemometric models to discriminate e...

In the current work, the activated biosorbent prepared from Calcined Cow Leather (CCL) was used to study the biosorption potential on anti-inflammatory, namely Sodium Diclofenac and derived from phenylacetic acid from the group of arylcarboxylic acids. Thus, it has been selected because they are widely used and potential associated toxicological ef...

JOURNAL OF BIOMOLECULAR STRUCTURE AND DYNAMICS https://doi.org/10.1080/07391102.2021.1911854 Synthesis, a-glucosidase and a-amylase inhibitory activities, acute toxicity and molecular docking studies of thiazolidine-2,4-diones derivatives. Saad Fettacha, , Fatima Zahra Tharib, , Zakaria Hafidic , Hamza Tachallaitb, , Khalid Karrouchid, , Mohamme...

A potential new drug to treat SARS-CoV-2 infections and chloroquine analogue, 5-((1H-imidazol-1-yl)methyl)quinolin-8-ol (DD1) has been here synthesized and characterized by FT-IR, ¹H-NMR, ¹³C-NMR, ultraviolet-visible, ESI-MS and single-crystal X-ray diffraction. DD1 was optimized in gas phase, aqueous and DMSO solutions using hybrid B3LYP/6-311++G(...

A new pyridazinone derivative, (E)-ethyl 2-(5-(4-methylbenzyl)-6-oxo-3-styrylpyridazin-1(6H)-yl)acetate (2) has been synthesized and characterized by FT-IR, 1 Hand 13 C-NMR, ESI-MS. The (E)-configuration was confirmed by single-crystal X-ray diffraction. Theoretical B3LYP/6-31G * calculations have evidenced two stable C1 and C2 conformers where the...

The title pyridazinone derivative, C 19 H 14 Cl 2 N 2 O, an important pharmacophore with a wide variety of biological applications is not planar, the chlorophenyl and pyridazinone rings being almost perpendicular, subtending a dihedral angle of 85.73 (11)°. The phenyl ring of the styryl group is coplanar with the pyridazinone ring [1.47 (12)°]. In...

In the mol­ecular structure of the title compound, C20H21N3O7, the quinoline ring system is slightly bent, with a dihedral angle between the phenyl and the pyridine rings of 3.47 (7)°. In the crystal, corrugated layers of mol­ecules extending along the ab plane are generated by C—H⋯O hydrogen bonds. The inter­molecular inter­actions were qu­anti­fi...

(E)-N'-(2,4-dichlorobenzylidene)-5-phenyl-1H-pyrazole-3-carbohydrazide (E-DPPC) has been synthesized and characterized by FT-IR, 1H-NMR, ESI-MS, and single-crystal X-ray diffraction. The structures and properties of this new pyrazole-3-carbohydrazide derivative were studied in gas phase and aqueous solution by using Functional hybrid B3LYP/6-311++G...

Novel series of isoxazoline derivatives containing 1,4-benzothiazin-3-one ring (6a-h) were synthesized via 1,3-dipolar cycloaddition reactions of arylnitrile oxides 5a-d on 4-allyl-2-(substituted)-1,4-benzothiazin-3-ones 3 and 4 led to polyheterocyclic. Systems. During our work, we mainly focused on the reactivity of nitrile oxides with carbon-carb...

In this study, we present the synthesis of novel pyridazin-3(2H)-one derivative namely (E)-4-(4- methylbenzyl)-6-styrylpyridazin-3(2H)-one (MBSP). The chemical structure of MBSP was characterized using spectroscopic techniques such as FT-IR, 1H NMR, 13C NMR, UV–Vis, ESI-MS, and finally, the struc- ture was confirmed by single X-ray diffraction stud...

In this study, we present the synthesis of novel pyridazin-3(2H)-one derivative namely (E)-4-(4-methylbenzyl)-6-styrylpyridazin-3(2H)-one (MBSP). The chemical structure of MBSP was characterized using spectroscopic techniques such as FT-IR, 1H NMR, 13C NMR, UV–Vis, ESI-MS, and finally, the structure was confirmed by single X-ray diffraction studies...

(E)-N'-4-methoxybenzylidene-5-methyl-1H-pyrazole-3-carbohydrazide (E-MBPC) has been synthesized and characterized by FT-IR, ¹H & ¹³C NMR and ESI-MS spectroscopic methods. The (E)-configuration of hydrazonoic group was confirmed by single-crystal X-ray diffraction. Theoretical structures of E-MBPC in both gas phase and aqueous solution have been opt...

A novel pyridazin-3(2H)-one derivative, (E)-6-(4-methylstyryl)-4,5-dihydropyridazin-3(2H)-one (3) has been synthesized and characterized by FT-IR, UV-vis, ¹H- and ¹³C-NMR, TGA/DTA thermal analysis and single-crystal X-ray diffraction. Furthermore, the molecular geometry, vibrational frequencies, electronic absorption spectra, chemical shift values,...

In this present work, the newly synthesized compound E)-N'-(5-bromo-2-hydroxybenzylidene)isonicotinohydrazide (2) has been synthesized and characterized by IR, ¹H &¹³C NMR, ESI-MS and single crystal X-ray diffraction analysis using experimental and theoretical methods. The molecular geometry, vibrational frequencies, frontier molecular orbital (HOM...

Corrosion inhibition is a vast area of research and its development is attracting increasing attention from researchers. Given the different biological activities that present these compounds, in the present work, we investigated two dimethyl-1H-pyrazole derivatives namely: (E)-N'-benzylidene-2-(3,5-dimethyl-1H-pyrazol-1-yl)acetohydrazide (DPP) and...

The present study deals with the synthesis and the corrosion inhibition performance of three pyridazinone derivatives, namely (E)-6-(4-chlorostyryl)-4-(4-(trifluoromethyl) -benzyl)pyridazin-3(2H)-one (3a), (E)-4-(3-chlorobenzyl)-6-(3-chlorostyryl)pyridazin-3(2H)-one (3b), and (E)-6-(4-chlorostyryl)-4-(4-methylbenzyl)pyridazin-3(2H)-one (3c), was in...

A rapid and green method for the synthesis of novel N-thiazolidine-2,4-dione isoxazoline derivatives 5 from N-allyl-5-arylidenethiazolidine-2,4-diones 3 as dipolarophiles with arylnitrile oxides via 1,3-dipolar cycloaddition reaction. The corresponding N-allyl substituted dipolarophiles were prepared by one-pot method from thiazolidine-2,4-dione wi...

The asymmetric unit of the title compound, C 22 H 31 NO 3 , comprises of one molecule. The molecule is not planar, with the carboxylate ester group inclined by 33.47 (4)° to the heterocyclic ring. Individual molecules are linked by aromatic C—H...O carbonyl hydrogen bonds into chains running parallel to [001]. Slipped π–π stacking interactions betw...

Two Cu(II) coordination complexes, C1 and C2 of the formula [Cu(4)2(H2O)2], have been prepared by reaction between CuCl2·2H2O and 7-ethoxycarbonylmethyl-5-methyl-1,2,4[1,5-a]pyrimidine (L) in a 1:2 M:L molar ratio. The L molecule decomposes during the reaction process into 7-carboxy-5-methyl-[1,2,4]-triazolo[1,5-a]pyrimidine (4) through an intermed...

New crystal, (E)-N'-(4-(dimethylamino)benzylidene)-5-methyl-1H-pyrazole-3-carbohydrazide (3) has been synthesized and characterized by FT-IR, NMR, ESI-MS and single crystal X-ray diffraction (XRD). The optimized molecular structures of free base and cationic species of (3) in gas phase and aqueous solution, vibrational frequencies and, correspondin...

The anti-corrosion potency of three synthesized 8-hydroxyquinoline derivatives, namely 5-(azidomethyl)-7-(morpholinomethyl)quinolin-8-ol (HM1), 2-(8-hydroxy-7-(morpholinomethyl)quinolin-5-yl)acetonitrile (HM2), 5-(azidomethyl)-7-(piperidin-1-ylmethyl)quinolin-8-ol (HM3) in hydrochloric acid for mild steel was investigated using weight loss and elec...

Two polymorphs of the title compound, C 19 H 16 N 2 O 3 , were obtained from ethanolic (polymorph I ) and methanolic solutions (polymorph II ), respectively. Both polymorphs crystallize in the monoclinic system with four formula units per cell and a complete molecule in the asymmetric unit. The main difference between the molecules of ( I ) and ( I...

Two novel quinolone derivatives were prepared and characterized using different spectroscopic techniques and single crystal X-ray diffraction. The DFT-B3LYP study was also performed to investigate differences in the electric properties. The in vitro antibacterial activity of two compounds was investigated against Escherichia coli ATCC4157, Pseudomo...

Three mononuclear coordination complexes of 1-butyl-2-((5-methyl-1H-pyrazol-3-yl)methyl)-1H-benzimidazole (L), namely [CoL]Cl2 (C1), [Co2L2]Cl2·H2O (C2) and [Zn2L2]Cl2 (C3), have been synthesized and characterized spectroscopically. Their single-crystal X-ray diffraction analysis revealed that C1 and C2 display pseudopolymorphism. The presence of N...

Pyrazole is a five-membered aromatic heterocyclic ring with two adjacent nitrogen atoms C3H3N2H.The presence of this nucleus in pharmacological agents of various therapeutic categories gifts a broad spectrum of biological activities and pharmaceuticals that contain pyrazole like celecoxib (anti-inflammatory), CDPPB (antipsychotic), Rimonabant (anti...