Synthesis of Novel Isoindolo[2,1-a]quinazolinedione Derivatives Containing a 1,2,3-Triazole Ring System

In the title compound, C16H19N3O2Si, the dihedral angle between the coumarin ring system (r.m.s. deviation = 0.031 Å) and the triazole ring is 73.81 (8)°. In the crystal, molecules are linked into [010] chains by weak C—H...O interactions.

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SEM morphological analysis of irradiated polystyrene film doped by a Schiff base containing a 1,2,4-triazole ring system

Applied Petrochemical Research ◽

10.1007/s13203-019-00235-6 ◽

2019 ◽

Vol 9 (3-4) ◽

pp. 169-177 ◽

Cited By ~ 5

Author(s):

Ahmed A. Ahmed ◽

Dina S. Ahmed ◽

Gamal A. El-Hiti ◽

Mohammad Hayal Alotaibi ◽

Hassan Hashim ◽

...

Keyword(s):

Schiff Base ◽

Surface Morphology ◽

Ultraviolet Light ◽

Fibrous Material ◽

Morphological Analysis ◽

Irradiation Time ◽

Triazole Ring ◽

Ring System ◽

Polystyrene Film ◽

Low Concentration

Abstract A Schiff base containing the 1,2,4-triazole moiety was synthesized and added to polystyrene at low concentration for a homogenous blend. The polystyrene film was irradiated with ultraviolet light and the surface morphology was analyzed. Micrographs of the polystyrene/Schiff base blend after irradiation indicated the fabrication of a terrestrial crack-like material. This was ascribed to the presence of the Schiff base, relatively long irradiation time, and photostability induced by the base. After irradiation, the blank polystyrene film formed a cotton-like fibrous material.

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Synthesis of Novel Benzimidazole and Benzothiazole Derivatives Bearing a 1,2,3-triazole Ring System and their Acetylcholinesterase Inhibitory Activity

Journal of Chemical Research ◽

10.3184/174751917x14836231670980 ◽

2017 ◽

Vol 41 (1) ◽

pp. 30-35 ◽

Cited By ~ 8

Author(s):

Laleh Faraji ◽

Shiva Shahkarami ◽

Hamid Nadri ◽

Alireza Moradi ◽

Mina Saeedi ◽

...

Keyword(s):

Inhibitory Activity ◽

Docking Simulation ◽

Triazole Ring ◽

Copper Catalysts ◽

Inhibitory Effect ◽

Ring System ◽

Benzothiazole Derivatives ◽

Ache Inhibitory Activity ◽

Group A

A series of 20 novel benzimidazole and benzothiazole derivatives linked to a 1,2,3-triazole ring system was synthesised, characterised and evaluated for in vitro acetylcholinesterase (AChE) inhibitory activity. Several copper catalysts and solvents were screened to establish the optimal conditions for the preparation of the target compounds. Three different linkers were used to optimise the enzyme inhibitory effect. Out of the 20 compounds, 13 showed some AChE inhibition. The most potent compound, which showed 84% inhibition at 100 μM, contained a 1-(2-fluorobenzyl)-1,2,3-triazole linked to a benzimidazole group. A docking simulation study showed that the most active compound bound preferentially to the catalytic anionic subsite of the AChE enzyme.

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Synthesis of Novel N-Heterocyclic Compounds Containing 1,2,3-Triazole Ring System via Domino, “Click” and RDA Reactions

Molecules ◽

10.3390/molecules24040772 ◽

2019 ◽

Vol 24 (4) ◽

pp. 772 ◽

Cited By ~ 1

Author(s):

Márta Palkó ◽

Mohamed El Haimer ◽

Zsanett Kormányos ◽

Ferenc Fülöp

Keyword(s):

Heterocyclic Compounds ◽

Click Reaction ◽

Triazole Ring ◽

Heterocyclic Ring ◽

Ring System ◽

Diels Alder ◽

Ring Closure ◽

Synthetic Route ◽

13C Nuclear Magnetic Resonance ◽

Nmr Methods

An uncomplicated, high-yielding synthetic route has been developed to constitute complicated heterocycles, applying domino, click and retro-Diels–Alder (RDA) reaction sequences. Starting from 2-aminocarboxamides, a new set of isoindolo[2,1-a]quinazolinones was synthesized with domino ring closure. A click reaction was performed to create the 1,2,3-triazole heterocyclic ring, followed by an RDA reaction resulting in dihydropyrimido[2,1-a]isoindole-2,6-diones. The absolute configuration, concluded by the norbornene structure that served as a chiral source, remained constant throughout the transformations. The structure of the synthesized compounds was examined by 1H and 13C Nuclear Magnetic Resonance (NMR) methods.

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Synthesis of novel chromenones linked to 1,2,3-triazole ring system: Investigation of biological activities against Alzheimer’s disease

Bioorganic Chemistry ◽

10.1016/j.bioorg.2016.11.011 ◽

2017 ◽

Vol 70 ◽

pp. 86-93 ◽

Cited By ~ 28

Author(s):

Mina Saeedi ◽

Maliheh Safavi ◽

Elahe Karimpour-Razkenari ◽

Mohammad Mahdavi ◽

Najmeh Edraki ◽

...

Keyword(s):

Alzheimer’S Disease ◽

Alzheimer's Disease ◽

Biological Activities ◽

Triazole Ring ◽

Ring System

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A Facile Total Synthesis of Mubritinib

Synthesis ◽

10.1055/a-1351-2370 ◽

2021 ◽

Vol 53 (05) ◽

pp. 978-982

Author(s):

Chunxiang Kuang ◽

Rong Wang ◽

Menghan Cui ◽

Qing Yang

Keyword(s):

Total Synthesis ◽

Click Reaction ◽

Triazole Ring ◽

Ring System ◽

Industrial Scale ◽

Key Steps ◽

The Way

AbstractA five-step, practical, and concise total synthesis of mubritinib is described. The synthesis utilized Friedel–Crafts acylation, click reaction, reduction, and demethylation for the construction of the triazole ring system as key steps. Another important feature of this synthesis is the Bredereck oxazole synthesis. The main advantages of this process are the improved yield and decreased number of reaction steps, which paves the way for the industrial-scale synthesis of mubritinib.

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6-tert-Butyl-4-[(4-hydroxymethyl-2H-1,2,3-triazol-2-yl)methyl]-2H-chromen-2-one

IUCrData ◽

10.1107/s2414314616016187 ◽

2016 ◽

Vol 1 (10) ◽

Cited By ~ 1

Author(s):

Nasseem El-Khatatneh ◽

Chandra ◽

D. Shamala ◽

K. Shivashankar ◽

M. Mahendra

Keyword(s):

Hydrogen Bonds ◽

Title Compound ◽

Three Dimensional ◽

Triazole Ring ◽

Ring System ◽

Maximum Deviation ◽

Hydroxymethyl Group ◽

Π Interactions ◽

Compound C ◽

Chromene Ring

In the title compound, C17H19N3O3, the triazole ring and the chromene ring system [maximum deviation = 0.018 (2) Å for the O atom] bridged via a methylene C atom, are inclined to one another by 73.2 (1)°. In the crystal, molecules are linked by O—H...N hydrogen bonds, forming zigzag chains along [001]. The chains are linked by C—H...O hydrogen bonds, forming layers parallel to (010), and these layers are linked by C—H...π and π–π interactions [intercentroid distance = 3.557 (1) Å], forming a three-dimensional newwork. The hydroxymethyl group at the 4-position of the triazole ring is disordered over two sets of sites, with a refined occupancy ratio of 0.418 (11):0.584 (11).

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N-[(E)-Quinolin-2-ylmethylidene]-1,2,4-triazol-4-amine hemihydrate

IUCrData ◽

10.1107/s2414314620001340 ◽

2020 ◽

Vol 5 (2) ◽

Author(s):

Nurulizzatul Ningsheh M. Shahri ◽

Nur Halilatul Sadiqin Omar Ali ◽

Malai Haniti Sheikh Abdul Hamid ◽

Aminul Huq Mirza ◽

Anwar Usman ◽

...

Keyword(s):

Schiff Base ◽

Hydrogen Bonds ◽

Water Molecule ◽

Dihedral Angle ◽

Condensation Reaction ◽

Triazole Ring ◽

Ring System ◽

Stacking Interactions ◽

Quinoline Ring ◽

Π Stacking

The title hemihydrate, C12H9N5·0.5H2O, was isolated from the condensation reaction of quinoline-2-carbaldehyde with 4-amino-4H-1,2,4-triazole. The Schiff base molecule adopts an E configuration about the C=N bond and is approximately planar, with a dihedral angle between the quinoline ring system and the 1,2,4-triazole ring of 12.2 (1)°. In the crystal, one water molecule bridges two Schiff base molecules via O—H...N hydrogen bonds. The Schiff base molecules are interconnected by π–π stacking interactions [centroid-centroid distances of 3.7486 (7) and 3.9003 (7) Å] into columns along [1\overline{1}0].

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