ChemInform Abstract: Imidazo[1,2‐a]pyridine mit Anti‐Ulcer‐Wirkung.

Delcorona, L.; Pellegatta, Cesare; Signorelli, G.; Buran, V.; Massaroli, G; Turba, C; Faini, D; Pagella, P. G.

doi:10.1002/chin.198223223

Cited by 3 publications

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“…Preparation of thioethers 3 − 21 was achieved by reaction of substituted (imidazo[1,2- a ]pyridin-3-yl)methanol derivatives with thiol in acetic acid media at 100 °C for 2 h according to the procedure of Del Corona (Scheme ). The structure, yields, and physical properties of these compounds are reported in Tables −5.…”

Section: Chemistrymentioning

confidence: 99%

Synthesis of Imidazo[1,2-a]pyridines as Antiviral Agents

et al. 1998

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The synthesis of original imidazo[1,2-a]pyridines bearing a thioether side chain at the 3 position and their antiviral activity are reported. From the synthesized compounds, 4, 15, and 21 were highly active against human cytomegalovirus with a therapeutic index superior to 150. These compounds also showed pronounced activity against varicella-zoster virus. Their structure−activity relationship is discussed.

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Section: Chemistrymentioning

confidence: 99%

Synthesis of Imidazo[1,2-a]pyridines as Antiviral Agents

et al. 1998

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“…It is worth emphasizing, however, that on the top of their emissive properties imidazo[1,2-a]pyridines also exhibit a wide range of biological activities. Consequently, they have already found numerous applications in the pharmaceutical industry thanks to their antiviral (Gueiffier et al, 1998), anti-inflammatory (Má rquez-Flores et al, 2012), analgesic (Ribeiro et al, 1998), antipyretic (Abignente, 1991), anti-ulcer (Corona et al, 1981) and antibacterial properties (Starr et al, 2009). Furthermore, imidazo[1,2-a]pyridines with the 2-hydroxyphenyl substituent can be classified as excited-state intramolecular proton transfer (ESIPT) compounds.…”

Section: Introductionmentioning

confidence: 99%

Structural, energetic and spectroscopic studies of new luminescent complexes based on 2-(2′-hydroxyphenyl)imidazo[1,2-a]pyridines and 1,2-phenylenediboronic acid

Kutniewska

Jarzembska

Kamiński

et al. 2018

Acta Crystallogr B Struct Sci Cryst Eng Mater

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Three new blue-luminescent complexes of selected imidazo[1,2-a]pyridine derivatives and 1,2-phenylenediboronic acid have been synthesized and structurally characterized using single-crystal X-ray diffraction. Additionally, the crystal structures of two of the (N,O)-donor compounds have been evaluated for the first time. The crystal packing and molecular motifs observed in the studied crystals have been thoroughly analysed, including computational studies, and are also discussed within the context of analogous systems reported in the literature. It appears that the new compounds form different crystal networks with regard to the asymmetric unit content and packing, although some similarities can be found. In all cases a typical centrosymmetric dimer bound via boronic acid groups is formed, characterized by an interaction energy of about À80 kJ mol À1 , while the 2-(2 0 -hydroxyphenyl)imidazo[1,2-a]pyridine complex and its methoxy derivative form solvate structures, somewhat resembling the previously studied 8-oxyquinolinate analogues. As far as the spectroscopic properties are concerned, the lowest energy excitation observed in the studied complexes is based on the highest occupied molecular orbital-lowest unoccupied molecular orbital transition, and both these molecular orbitals are centred predominantly on the (N,O)-donor species according to the results of time-dependent density functional theory. Thus, the charge transfer observed for the 8-oxyquinolinate equivalents does not occur in these cases. Consequently, the spectroscopic behaviour of the series is very much comparable with that of the parent imidazo[1,2-a]pyridine derivatives, if the excited-state intramolecular proton-transfer process does not take place, as shown by the absorption and emission spectra collected in toluene and acetone solutions. Complexation causes a reduction in the Stokes shift compared with the respective (N,O)-donor molecules. research papers Acta Cryst. (2018). B74, 725-737 Sylwia E. Kutniewska et al. Complexes of C 14 H 12 N 2 O 2 and C 13 H 9 BrN 2 O 727 research papers 728 Sylwia E. Kutniewska et al. Complexes of C 14 H 12 N 2 O 2 and C 13 H 9 BrN 2 O Acta Cryst. (2018). B74, 725-737 Figure 2 Crystal packing of the bromine derivative, c. (a) A view along the [100] direction and (b) a view along the [010] direction. research papers Acta Cryst. (2018). B74, 725-737 Sylwia E. Kutniewska et al. Complexes of C 14 H 12 N 2 O 2 and C 13 H 9 BrN 2 O 735 research papers Acta Cryst. (2018). B74, 725-737 Sylwia E. Kutniewska et al. Complexes of C 14 H 12 N 2 O 2 and C 13 H 9 BrN 2 O 737

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“…In the last two decades, research on many antisecretory agents has been carried out in an effort to inhibit the latter factors, and as a result, a number of anti-cholinergic drugs, histamine H 2 -receptor antagonists and, recently, a proton potassium adenosine triphosphatase (ATPase) inhibitor (omeprazole) have been marketed [7]. Some derivatives incorporating an imidazo [1,2-α]pyridine ring have been described as exhibiting cytoprotective activity [8][9][10][11][12][13][14][15][16].The relapse of these ulcers occurs in a high ratio following the cessation of treatment with such antacids. Although no clear cause for this has yet been proven, it has been empirically considered that the protection of the stomach against various injuries is advantageous to maintenance therapy for peptic ulcers [17].…”

Section: Introductionmentioning

confidence: 99%

Investigation of Antiulcer Activities of Imidazo[1,2-6alpha;]pyridinyl-2-alkylaminobenzoxazoles and 5,6,7,8-Tetahydroimidazo[1,2-alpha;]pyridinylbenzoxazoles with Electron-Topological (ET) Method

Güzel

KOPAR>

2002

Arch. Pharm. Pharm. Med. Chem.

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The study presents structure‐activity considerations of a series of imidazo[1,2‐α]pyridiny‐2‐alkylaminobenzoxazoles (I) and 5,6,7,8‐tetahydroimidazo[1,2‐α]pyridinylbenzoxazoles (II) investigated for anti‐stress ulcer activity with the electron‐topological method. A series of 39 compounds including 24 active and 15 weakly active was studied. It is shown that the fragment determined by the electron‐topological method in an active molecule is responsible for anti‐stress ulcer activity. Quantitative structure‐activity relationships with electron topological approach of these compounds are discussed in terms of the statistical program STATGRAF‐7.0.

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ChemInform Abstract: Imidazo[1,2‐a]pyridine mit Anti‐Ulcer‐Wirkung.

Abstract: Imidazo‐pyridine (Ia) und (Ib) reagieren nach Vilsmeyer zu den Aldehyden (II), die mit Natriumborhydrid zu den Alkoholen (III) und mit Methylmagnesiumiodid zu den Alkoholen (IV) umgesetzt werden können.

Cited by 3 publications

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Synthesis of Imidazo[1,2-a]pyridines as Antiviral Agents

Synthesis of Imidazo[1,2-a]pyridines as Antiviral Agents

Structural, energetic and spectroscopic studies of new luminescent complexes based on 2-(2′-hydroxyphenyl)imidazo[1,2-a]pyridines and 1,2-phenylenediboronic acid

Investigation of Antiulcer Activities of Imidazo[1,2-6alpha;]pyridinyl-2-alkylaminobenzoxazoles and 5,6,7,8-Tetahydroimidazo[1,2-alpha;]pyridinylbenzoxazoles with Electron-Topological (ET) Method

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