ChemInform Abstract: RESEARCH ON HETEROCYCLIC COMPOUNDS. XVIII. IMIDAZO(2,1‐B)‐1,3,4‐THIADIAZOLE DERIVATIVES

Abignente, E.; Arena, Francesca; Luraschi, E.; Saturnino, C.; Marmo, E; Cazzola, Martina; Rossi, Frances M.; Lampa, E

doi:10.1002/chin.198532177

Cited by 8 publications

(7 citation statements)

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“…2). Comparison of the properties of compounds 21 and 22 with unsubstituted imidazo[1,2-a]pyridine (9). Yellow solid, 2.02 g, 69% yield.…”

Section: Resultsmentioning

confidence: 99%

“…Their structural motif can be found in several marketed drugs, such as anxiolytic alpidem, 1 necopidem and saripidem and in drugs used for the treatment of insomnia and brain disorders (zolpidem). 2 Their antiviral, [3][4][5] antiparasitic, 6 antibacterial, 7 anti-inflammatory, 8 analgesic and antipyretic 9,10 properties are also well documented, as well as their ability to inhibit β-amyloid formation. 11 Not surprisingly, methodology of their synthesis has attracted significant attention in the last decade.…”

Section: Introductionmentioning

confidence: 99%

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Polycyclic imidazo[1,2-a]pyridine analogs – synthesis via oxidative intramolecular C–H amination and optical properties

2015

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“…2). Comparison of the properties of compounds 21 and 22 with unsubstituted imidazo[1,2-a]pyridine (9). Yellow solid, 2.02 g, 69% yield.…”

Section: Resultsmentioning

confidence: 99%

Section: Introductionmentioning

confidence: 99%

Polycyclic imidazo[1,2-a]pyridine analogs – synthesis via oxidative intramolecular C–H amination and optical properties

2015

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“…Intermediates 1, 2, 3, 4 were prepared according to the literature methods. [9][10][11] The new intermediate 2-methylimidazo [1,2a]pyri dine-3-carboxylate 2 was obtained by condensation of methyl 2-chloro-3-oxobutanoate 1 with 2-aminopyridine-in methanol. At first, we intended to directly synthesise the target compound 5 from 2.…”

Section: Resultsmentioning

confidence: 99%

Synthesis and Characterisation of Novel N Substituted 2-Methylimidazo[1,2a]Pyridine-3-Carboxamides

Han

Shi

Peng

et al. 2011

Journal of Chemical Research

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A series of novel N substituted 2-methylimidazo [1,2a]pyridine-3-carboxamides has been synthesised in high yield by a convenient method and characterised by 1 H NMR, MS, IR and elemental analysis Keywords: 2-aminopyridine, heterocycle, amide, imidazole[1,2a]pyridine Nitrogen bridge-head heterocycles containing an imidazole [1,2a]pyridine ring are a common and important structural motif in pharmaceutical products, with activities spanning a diverse range of targets. Several reports in the literature described the application of these substances as inhibitors of UV-induced keratinocytic apoptosis 1 and as antiviral agents. 2 Recently, many reports described this type of compounds as having potential as inhibitors of the gastric H + /K + -ATPase, 3 as IRAK-4 inhibitors, 4 as HIF-1α prolyl hydroxylase inhibitors, 5 and with anti-proliferative and DNA-intercalating activity, 6 analgesic and anti-inflammatory 7 , cyclin-dependent kinase inhibitors 8 .Until now, most efforts have been focused on preparing compounds with different substituents in the 5, 6, 7, 8 positions. However, to the best of our knowledge, studies on the position 3 have rarely been reported. Prompted by these observations and in continuation of our research on the preparation of new heterocyclic compounds with anticipated biological activity, in the pharmaceutical area, we have synthesised a series of novel N substituted 2-methylimidazo[1,2a]pyridine-3-carboxamides. The synthetic route is depicted in Scheme 1.

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“…Imidazo and thiadiazole moieties when fused together lead to the imidazothiadiazoles resulting in enhanced biological activity. Imidazo[2,1‐ b ]‐1,3,4‐thiadiazoles are well known for analgesic , ulcerogenic , antipyretic , antifungal , and antileishmanial activities.…”

Section: Fused Heterocycles Containing Imidazole Ringmentioning

confidence: 99%

Use of Ionic Liquids as Neoteric Solvents in the Synthesis of Fused Heterocycles

Nevagi

Dighe²,

Dighe

et al. 2014

Archiv der Pharmazie

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Medicinal chemistry has been benefited by combinatorial chemistry and high-throughput parallel synthesis. Ionic liquids reduce the materials and energy intensity of chemical processes and products, minimize or eliminate the dispersion of harmful chemicals in the environment, maximize the use of renewable resources and extend the durability and recyclability of products. It is possible to tune the physical and chemical properties by varying the nature of the cations and anions. Ionic liquids can be easily recovered, cleaned up, and reused repeatedly.

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ChemInform Abstract: RESEARCH ON HETEROCYCLIC COMPOUNDS. XVIII. IMIDAZO(2,1‐B)‐1,3,4‐THIADIAZOLE DERIVATIVES

Abstract: Durch Kondensation von Aminothiadiazolen (I) mit Halogenketoestern (II) erhält man Imidazo‐thiadiazole (III), deren Estergruppe teilweise alkalisch zur entsprechenden Säuregruppe verseift wurde.

Cited by 8 publications

References 0 publications

Polycyclic imidazo[1,2-a]pyridine analogs – synthesis via oxidative intramolecular C–H amination and optical properties

Polycyclic imidazo[1,2-a]pyridine analogs – synthesis via oxidative intramolecular C–H amination and optical properties

Synthesis and Characterisation of Novel N Substituted 2-Methylimidazo[1,2a]Pyridine-3-Carboxamides

Use of Ionic Liquids as Neoteric Solvents in the Synthesis of Fused Heterocycles

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