Recent synthetic strategies of medicinally important imidazothiadiazoles

Journal of Saudi Chemical Society, Год журнала: 2023, Номер 27(4), С. 101679 - 101679

Опубликована: Июнь 17, 2023

Imidazothiadiazole is a fundamental fused heterocyclic compound containing imidazole and thiadiazole ring systems. This versatile framework has significant applications in pharmaceutical chemistry also possessed remarkable biological profile. The derivatives of imidazo[2,1-b][1,3,4]thiadiazole have broad spectrum such as antitumor, tubulin inhibitor, anticancer, antifungal, anti-inflammatory, antimicrobial, antitubercular, anticonvulsant, antibacterial enzyme inhibitors. These play role the development non-linear optics photo-electronics. Synthesis this bicyclic mainly involved reaction between 2-amino-1,3,4-thiadiazoles α-haloketones, with different substitutions at 2, 5, 6 positions system. Moreover, microwave assisted multicomponent C-C coupling reactions presence catalysts or under solvent free conditions were found to be reliable valuable approaches. review concerted approach describe synthesis imidazo[2,1-b][1,3,4] reported during 2015-2022.

Язык: Английский

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Synthesis of 4‐Hydroxy‐3‐(2‐arylimidazo[1,2‐a]pyridin‐3‐yl)quinolin‐2(1H)‐ones in the Presence of DABCO as an Efficient Organocatalyst

Journal of Heterocyclic Chemistry, Год журнала: 2019, Номер 56(6), С. 1857 - 1865

Опубликована: Май 10, 2019

The one‐pot, three‐component, synthesis of a new series 4‐hydroxy‐3‐(2‐arylimidazo[1,2‐ ]pyridin‐3‐yl)quinolin‐2(1 H )‐ones in the presence DABCO as catalyst has been achieved using aryl glyoxal monohydrates, quinoline‐2,4(1 ,3 )‐dione, and 2‐aminopyridine 2 O/EtOH under reflux conditions. cheapness organocatalyst, simple workup, operational simplicity, regioselectivity, high yields are some advantages this protocol.

Язык: Английский

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One-pot Multicomponent Synthesis of Hydrazinyl Thiazoles Bearing an Isatin Moiety in Aqueous Medium

Letters in Organic Chemistry, Год журнала: 2023, Номер 21(2), С. 192 - 200

Опубликована: Сен. 15, 2023

Abstract: Isatin-derivatives are an important class of nitrogen-containing heterocyclic compounds in organic synthesis. On the other hand, 1,3-thiazoles 5-membered containing nitrogen and sulphur atoms. Hydrazinyl thiazoles often prepared through classical condensation aldehydes or ketones with thiosemicarbazide to yield thiosemicarbazones, which will then undergo heterocyclization phenylacyl bromides give corresponding hydrazinyl thiazoles. Nowadays, multi-component reactions (MCRs) considered most powerful tool The use water as a green solvent synthesis is one goals chemistry. In this study, series new 3a-3u bearing isatin moiety were synthesized good via one-pot three-component reaction isatins phenyl acyl under reflux condition. All characterized by IR, 1D-NMR, 2D-NMR LC/MS spectral data.

Язык: Английский

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Synthesis of novel trifluoro methylated imidazothiadiazole derivatives via one-pot isocyanide-based three-component reaction under catalyst and solvent-free conditions

Phosphorus, sulfur, and silicon and the related elements, Год журнала: 2021, Номер 196(12), С. 1071 - 1077

Опубликована: Авг. 23, 2021

A catalyst and solvent-free synthesis of imidazo[2,1-b][1,3,4]thiadiazole derivatives containing one trifluoromethyl (CF3) group is reported via a three-component reaction between 5-(trifluoromethyl)-1,3,4-thiadiazol-2-amine, aromatic aldehydes, isocyanides. This green characterized by operational simplicity good-to-excellent yields products. The structure all products was deduced 1H NMR,13C NMR, FT-IR, mass spectrometry, elemental analysis.

Язык: Английский

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Synthesis and Biological Evaluation of Novel Thiadiazole Derivatives as Antiplatelet Agents

Deleted Journal, Год журнала: 2024, Номер 22(1)

Опубликована: Янв. 7, 2024

: A novel series of thiadiazole compounds was synthesized through the reaction thiosemicarbazone intermediates with 2, 3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ). The antiplatelet activity evaluated using an aggregation test adenosine diphosphate (ADP) and arachidonic acid (AA) as platelet inducers. Among analogs, compound 3b exhibited most potent inhibition induced by ADP (half maximal inhibitory concentration [IC50] = 39 ± 11 µM). Molecular docking studies revealed hydrogen bonds between nitrogen ring Lys280. tolyl hydrophobic interactions Tyr105, similar to antagonist co-crystallized P2Y12 (PDB ID: 4NTJ). These have potential serve lead molecules for designing inhibitors.

Язык: Английский

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Synthesis and Biological Evaluation of Fused Thiazolotriazole and Imidazothiadiazole Scaffolds

Опубликована: Янв. 1, 2024

Язык: Английский

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Microwave-assisted protocol towards synthesis of heterocyclic molecules: a comparative analysis with conventional synthetic methodologies (years 2019–2023): a review

Molecular Diversity, Год журнала: 2024, Номер unknown

Опубликована: Сен. 20, 2024

Язык: Английский

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pH-Responsive Corrosion Protection Coating with Chitosan Encapsulated Halloysite Nanotubes for Active Protection of Copper

Materials Chemistry and Physics, Год журнала: 2024, Номер unknown, С. 130182 - 130182

Опубликована: Ноя. 1, 2024

Язык: Английский

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Microwave‐Assisted Synthesis and Characterization of Some Aldehyde Derivatives of Imidazo[2,1‐b][1,3,4]thiadiazole: Crystal Structure Insights, In‐Silico and Biological Studies

ChemistrySelect, Год журнала: 2023, Номер 8(47)

Опубликована: Дек. 15, 2023

Abstract The microwave‐assisted synthesis, crystallographic studies, in‐silico docking and the evaluation of in‐vitro biological activities 2‐(3,4‐dimethoxy)‐6‐(substituted phenyl)‐ imidazo[2,1‐b][1,3,4]thiadiazole‐5‐carbaldehydes is represented here. Single‐crystal X‐ray diffraction experiments were used to identify crystal structure 6‐(4‐chlorophenyl)‐2‐(3,4‐dimethoxybenzyl)imidazo[2,1‐b][1,3,4]thiadiazole‐5‐carbaldehyde. Using fingerprint plots, Hirshfeld surface analysis was confirm contributions distinct intermolecular interactions in development packing. Further, density functional theory calculations employed calculate molecule's electronic properties. chemically active regions on molecule are identified by analysing molecular electrostatic potential map. studies revealed that molecules can be effectively as antibacterial agents taking 3q82 receptor with chloramphenicol a standard. As compared standard, tests showed 4 , b c f had zone inhibition ranged from 9 11 mm against both Gram‐positive ( Bacillus subtilis ) Gram‐negative Escherichia coli bacteria. minimum inhibitory concentration between 40 70 μg/ml. These compounds′ Hydroxyl free radical scavenging activity 85 %. Whereas, DPPH Percentage hemolysis or cell protective compounds ineffective at 20–40

Язык: Английский

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2,6-disubstituted imidazothiadiazole 5-carbaldehyde: Synthesis, crystal structure elucidation and in-silico studies

Chemical Data Collections, Год журнала: 2022, Номер 42, С. 100962 - 100962

Опубликована: Окт. 22, 2022

Язык: Английский

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