2025 December - 50 articles
Herein, we present the synthesis of N-(3-methoxyphenethyl)-2-propylpentanamide, a derivative of valproic acid. The compound has been thoroughly characterized through melting-point determination, 1H and 13C NMR spectroscopy, infrared spectroscopy, and...
Benzyl 2,4-dichlorophenyl sulfoxide was synthesized both in racemic and in an enantiopure form. This enantiopure sulfoxide is a further successful confirmation of our straightforward protocol to yield easily chiral aryl benzyl sulfoxides. We solved a...
In 2019, carbamates derived from 3-hydroxypyridine were classified as nerve agents and subsequently included in the Annex on Chemicals by the Conference of the States Parties. Herein, we describe the preparation of a structural simulant of this class...
Perimidine derivatives are versatile heterocycles with growing significance in medicinal chemistry and materials sciences. However, their structural variety remains limited. This study focused on the synthesis and crystal structure characterization o...
Friedelin, a pentacyclic triterpene, has been reported to inhibit potential reactive oxygen species (ROS)-scavenging activity. Accordingly, we modified the structure of this compound with the aim of obtaining derivatives. A new derivative (compound 4...
We report the first synthesis of 3,5-diamino-substituted dithieno[3,2-b:2′,3′-d]thiophene derivatives, bearing alkoxycarbonyl or acetyl groups at C-2 and C-6 positions. The target compounds were prepared via the reaction of 3,4-dibromothi...
(S)-2-methyl-5-(prop-1-en-2-yl)cyclopent-1-ene-1-carbaldehyde (2) is a component of the essential oils of several plants and has also been used in many syntheses, usually of terpenes. Although the preparation of compound 2 has been reported several t...
1β, 6α-dihydroxy-5αH-eudesma-3(4), 11(13)-dien-12, 8β-olide is a natural eudesmane sesquiterpene lactone isolated from the aerial parts of Inula nervosa Wall. In this paper, we report the X-ray crystallography of the compound 1...
The multicomponent synthesis of a novel and highly symmetric polyheterocycle based on the pyrrolo[3,4-b]pyridin-5-one core incorporating the privileged tetrahydroisoquinoline moiety is described. The target compound was synthesized as an inseparable...
Compounds based on the pyrazoloquinazoline scaffold are of significant interest in synthetic organic chemistry owing to their potential biological activity. In this work, we describe the synthesis of a new derivative with this scaffold, 9-oxo-2-(p-to...
We report the synthesis and molecular structure as determined by single-crystal X-ray diffraction of P,P,P′,P′-tetraisopropyl(1,4-phenylenebis(hydroxymethylene))bis(phosphonate). The compound was fully characterized by 1H, 13C, and 31P NM...
Substituted thiourea derivatives represent a structurally diverse group of compounds with high biological activity. In this paper, we present the synthesis of N-(9-ethyl-9H-carbazol-2-yl)-N′-(1-phenylethyl)thiourea by condensation reaction. The...
A new bis(cyclopentadienyl) terbium(III) complex with 1,2,4-triphenylcyclopentadienyl and 4,4,4-trifluoro-1-phenylbutane-1,3-dionate ligands was synthesized. Single-crystal X-ray analysis revealed a mononuclear bis(cyclopentadienyl) complex with a di...
The first representative of the aziridine-fused benzo[e][1,4]thiazine series was synthesized from methyl 2-bromo-2-phenyl-2H-azirine-2-carboxylate and benzo[d]thiazole in 74% yield. The reaction proceeds via the SN2′-SN2′-cascade to form...
Structural optimization integrating triphenylamine and quaternary ammonium salt-based antimicrobial peptide mimics has yielded novel theranostic hybrid molecules. These compounds exhibit fluorescence imaging, photodynamic antibacterial activity, and...
The reaction of 5-(p-tolyl)furan-2,3-dione with thiourea in a 1:1 ratio when refluxed in 1,4-dioxane gives (Z)-N-carbamothioyl-4-hydroxy-2-oxo-4-(p-tolyl)but-3-enamide with a good yield. This compound was fully characterized.
Three new terpyridine derivatives which contain a pendant furan heterocycle have been prepared and characterized. The first two, 4′-(4,5-dimethylfuran-2-yl)-2,2′:6′,2″-terpyridine (1) and 4′-((1,3-dioxolan-2-yl)furan-2-y...
Heterocyclic systems such as 1,2,4-triazoles and piperazines play an important role in modern medicinal chemistry due to their structural diversity and broad spectrum of biological activities. In this Short Note, we report the synthesis and spectrosc...
The reaction of a 2-naphthol-derived Mannich base with the push-pull 5-morpholinopenta-2,4-dienal under acidic conditions unexpectedly afforded (7aR*,7bR*)-7a,7b-dihydro-15H-dibenzo[f,f′]cyclopenta[1,2-b:5,4-b′]dichromene. The structure o...
In the present study, (E)-1-(2-(pyridin-2-yl)benzo[d]thiazol-6-yl)-3-(3,4,5-trimethoxyphenyl)prop-2-en-1-one (4) was designed and synthesized via a three-step reaction sequence. Initially, 6-acetylbenzo[d]thiazol-2(3H)-one (1) was hydrolyzed to the c...
(This paper presents the synthesis of a novel copper(II) metal complex with ethyl (2-(methylcarbamoyl)phenyl)carbamate and 3-methylquinazoline-2,4(1H,3H)-dione. The characterization of the compound was conducted through various techniques, including...
The title compound has been fully characterised by NMR for the first time. Fully assigned 1H and 13C NMR spectra, and the X-ray structure of two different polymorphs are presented. The polymorphs show similar molecular geometries but exhibit signific...
A bimetallic complex based on a salophen-type ligand was synthesized. The compound was characterized by ESI-MS, single-crystal, and powder X-ray diffraction. The heterobimetallic complex was thermally treated to investigate its capacity as a single-s...
2,5-Dimethylbenzyl 2-{(4,6-diaminopyrimidin-2-yl)thio}acetate was prepared by an alkylation reaction between the sodium salt of 4,6-diamino-2-mercaptopyrimidine and chloroacetic acid. The structure was unambiguously elucidated based on high-resolutio...
A new zirconium trichloride complex, supported by a monoanionic, pyrrole-based bisphosphinimine NNN-pincer ligand, [LZrCl3] (L = 2,5-[iPr2P=N(4-iPrC6H4)]2NH(C6H2) (1), is reported. Comparison with a related iminopincer complex reveals significant dif...
The title compound has been fully characterised using 1H and 13C NMR spectroscopy, which reveals (E) to (Z) isomerisation upon dissolution. In the solid state, X-ray diffraction shows exclusively the (E)-isomer with two geometrically near-identical i...
Parkinson’s disease (PD) is a progressive neurodegenerative disorder whose primary manifestation is motor dysfunction. Previous research showed that (1R,2R,6S)-3-methyl-6-(prop-1-en-2-yl)cyclohex-3-ene-1,2-diol (Prottremine) exhibits potent ant...
Triphenylamine and phenol derivatives are two types of antimicrobial molecules with broad application prospects. Through functional modification, these compounds integrate fluorescence imaging and photodynamic antibacterial therapy, thereby achieving...
Transition metal complexes bearing protic N-heterocyclic carbene (pNHC) ligands are promising precatalysts for organic reactions due to their capacity for unique hydrogen-bonding interactions. Herein, we report the synthesis and structural characteri...
Nicotinic acid adenine dinucleotide phosphate (NAADP) is a second messenger that stimulates intracellular Ca2+ release in both mammalian cells and echinoderm egg homogenates. A NAADP linked covalently to a stable long-wavelength fluorescent dye would...
We report the first green and diastereoselective synthesis of novel thiophene bioisosteres designed to mimic the privileged pyrrolo[3,2-c]quinoline core of martinelline alkaloids. The key step features an intramolecular 1,3-dipolar cycloaddition of i...
Upon the reaction of glyoxal-bis(2-hydroxy-5-chlorophenyl)imine LH2 with diethyltin dichloride in the presence of a base (Et3N) in DMSO, the 1D-coordination polymer 1 was obtained, in which formally the L’(SnEt2)2 fragment acts as a monomeric u...
The synthesis of the first 2-alkyl-1,2,3-selenadiazol-2-ium salt is reported. Extensive spectroscopic characterization including Se-NMR was performed and the results are compared with those of the known 3-ium isomer. The yellow compound crystallizes...
Imidazothiazoles are important and attractive scaffolds for the design of potential biologically active small molecules. Dialkylenamines are convenient building blocks and are often used as intermediate reagents for the synthesis of various heterocyc...
Recently, 3-hydroxy-4-pyridinones have been extensively studied as chelating bidentate agents of metal ions for various biomedical applications. This study reports the structural characterization and density functional theory (DFT) analysis of centro...
Reactions of (pyH)5[MoOCl4(H2O)]3Cl2 with picolinic and pyrazinoic acids yielded three new dinuclear molybdenum(V) complexes: (pyH)2[Mo2O4Cl2(pic)2]·CH3CN (1), (pyH)2[Mo2O4Cl2(pic)2]·CH3CH2CN (2) and (pyH)2[Mo2O4Cl2(pyraz)2]·CH3C...
Herein, the synthesis and crystallization of the unreported compound N-(2-fluoro-2-propen-1-yl)-5-(trifluoromethyl)-2-pyridinecarboxamide is achieved via amide coupling with a (2-fluoroallyl)ammonium salt. The structural properties are analyzed via s...
Cyclic guanidines are valuable scaffolds for the design of compounds acting on GABAergic neurotransmission, owing to their ability to mimic the amino functionality of GABA as bioisosteres. With the aim to obtain a more potent and selective betaine/GA...
Diols represent a structurally diverse class of compounds with considerable biological and functional significance. Herein, we describe the synthesis of 1,1-bis(4-ethylphenyl)propan-1,2-diol (BEPP) via a Grignard reaction. The structure of BEPP was u...
The compound 3-((benzyloxy)carbonyl)bicyclo[1.1.1]pentane-1-carboxylic acid was successfully synthesized. High-quality crystals were obtained, and its X-ray structure was solved and refined by Hirshfeld atom refinement using custom aspherical scatter...
Six new unsymmetrical 7,7′-biindolizines were synthesized through an efficient metal-free [2+2+1] cycloaddition of ethyl 3-benzoyl-7-(pyridin-4-yl)indolizine-1-carboxylate with two equivalents of dimethyl acetylenedicarboxylate in methanol. The...
Cyclopropanes are important in drug discovery because their unique structure, including inherent three-dimensionality, can enhance a drug’s properties, such as metabolic stability, target binding, and membrane permeability. In this communicatio...
In this study, we report the synthesis of three new derivatives of betulinic acid, a pentacyclic triterpenoid known for its antitumor activity. These derivatives were synthesized via amide bond formation at the C-28 position using 3-[(Ethylimino)meth...
Crystal molecular structure of 3-(anthracen-2′-yl)-ortho-carborane was determined by single crystal X-ray diffraction study at 100 K. The asymmetric cell unit contains two enantiomeric pairs of molecules, in one of which the intramolecular dihy...
Organic azides are traditionally used in organic synthesis to obtain a wide variety of chemical compounds. This prompted us to report the synthesis of a new polyfluorinated aryl azide, 2,2,3,3-tetrafluoropropyl 4-azido-2,3,5,6-tetrafluorobenzoate, wh...
N,N-Ditosyl-2-aminodiphenylamine was prepared by the tosylation of 2-aminodiphenylamine with tosylchloride in dichloromethane. Unwanted isomers owing to the tosylation of the diarylamine were not formed. This compound was fully characterized by IR, U...
We report the synthesis and characterization of the novel pyridinium salts from (E)-2-(pyridin-4-ylmethylene)hydrazine-1-carboximidamide. The pyridinium salts were obtained via the reaction of guanylhydrazone derived from pyridine-4-carbaldehyde with...
3-(4-hydroxy-2,3,5-trimethylphenyl)-3-(4-hydroxyphenyl)isobenzofuran-1(3H)-one is a derivative of the well-known acid/base indicator, phenolphthalein. We report the synthesis and the molecular structure of the title compound as determined by single-c...
The compound dichloro[bis(diisopropylphosphorimidoyl-κN-(4,6-dimethylpyrimidine-κN))pyrrole-κN]yttrium(III) was synthesized from one equivalent of NaL [L = 2,5-[iPr2P=N(PymMe)]2NH(C4H2); PymMe = 4,6-dimethylpyrimidine] and YCl3(THF)...
We describe the synthesis of (±)-2-(4-isobutylphenyl)-N-(naphthalen-1-yl)propanamide, followed by comprehensive structural characterization. The compound was analyzed through melting point determination, 1H and 13C NMR spectroscopy, infrared s...
