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New benzothiophene derivatives as dual COX-1/2 and 5-LOX inhibitors: Synthesis, biological evaluation and docking study

Aim: Simultaneous inhibition of 5-LOX/COX may enhance anti-inflammatory effects and reduce side effects. Hence, synthesis of novel dual inhibitors of 5-LOX/COX is an important strategy for treatment of inflammation. Results/methodology: The target compounds were designed to hybridize benzothiophene scaffold or its bioisostere benzofuran with various anti-inflammatory pharmacophore hetercycles through different atoms spacers. Compounds 4a, 4c, 4d, 5b, 7a, showed significant in vitro LOX inhibitory activity higher than that of meclofenamate sodium. Compounds 4b, 4e, 4f, 5a exhibited significant in vitro COX-2 inhibition higher than celecoxib and in vitro LOX inhibitory activity twice that of reference. These compounds elicited significant in vivo anti-inflammatory activities higher than celecoxib in formalin-induced paw edema test. Compound 4e exhibited gastrointestinal safety profile as celecoxib. The results were also consistent with the docking studies. Conclusion: Compound 4e could be considered as structural lead for the development of a new class of anti-inflammatory agents with better safety profile.

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Benzofuran – Wikipedia,
Benzofuran | C8H3013O – PubChem

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2 ‘- carbonyl -3 – bromo – spiro [benzofuran – 2, 4’ – oxazolidinone] compound and its preparation method (by machine translation)

The invention discloses a 2 ‘- carbonyl -3 – bromo – spiro [benzofuran – 2, 4’ – oxazolidinone] compound and its preparation method. 2 ‘- carbonyl -3 – bromo – spiro [benzofuran – 2, 4’ – oxazolidinone] compound shown in formula II is the structural formula of the optical active compound. The invention provides 2 ‘- carbonyl -3 – bromo – spiro [benzofuran – 2, 4’ – oxazolidinone] compound, is a spiro-compound having optical activity, it can make use of different reaction conditions 3 – position bromine atom substituted reaction, to obtain various functional group substituted with optical active chiral volute compound, such as azido, hydroxy, allylic and anisole substituted optically active chiral spiro compound. The present invention thus provides a can utilize the bromine atom undergo the substitution reaction, so as to prepare a plurality of different types with a light active other chiral volute compound, rich and replenish the scope of this type of compound, it has very high application value. (by machine translation)

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Benzofuran – Wikipedia,
Benzofuran | C8H2994O – PubChem

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Synthesis of calix[4]crowns containing soft donor atoms and a study of their metal-cation binding properties: Highly selective receptors for Cu2+

Two new calix[4]arenethiacrown derivatives 1 and 2 in the cone conformation were synthesized by two different pathways in good yield. Their complexation properties toward alkali, alkaline earth and transition metal cations were studied in acetonitrile at 298.15 K using a conductometric titration technique. The selectivity for Cu2+ over other cations with these novel ligands was excellent.

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Benzofuran – Wikipedia,
Benzofuran | C8H2999O – PubChem

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Chromium-Catalyzed Asymmetric Dearomatization Addition Reactions of Halomethyl Heteroarenes

The first asymmetric dearomatization addition reaction of halomethyl arenes including benzofuran and benzothiophene was enabled by chromium catalysis. A variety of aldehydes served as suitable electrophiles under mild reaction conditions. Molecular complexities are quickly increased in a highly diastereo- and enantioselective manner.

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Benzofuran – Wikipedia,
Benzofuran | C8H3053O – PubChem

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Synthesis, biologicalevaluation, and molecular modeling of (E)-2-aryl-5-styryl-1,3,4-oxadiazolederivatives as acetylcholine esterase inhibitors

A library of 2,5-disubstituted 1,3,4-oxadiazole derivatives of (E)-2-aryl-5-(3,4,5-trimethoxystyryl)-1,3,4-oxadiazoles 4(a-o) and (E)-2-aryl-5-(2-benzo[d][1,3]dioxol-5-yl)vinyl)-1,3,4-oxadiazoles 5(a-q) were synthesized and evaluated for their in vitro acetylcholinesterase (AChE) inhibitory activity. All the synthesized compounds exhibited moderate to good inhibitory activity toward the AChE enzyme. Among the oxadiazole derivatives examined, compounds 4a, 4g, 5c, and 5m (IC50 values of 24.89, 13.72, 37.65, and 19.63 muM, respectively) were found to be promising inhibitors of AChE. Molecular protein-ligand docking studies were examined for these compounds using GOLD docking software and their binding conformations were determined and the simultaneous interactions mode was also established for the potent derivatives. Springer Science+Business Media 2013.

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Benzofuran – Wikipedia,
Benzofuran | C8H3027O – PubChem

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Microwave induced thermal gradients in solventless reaction systems

Development of thermal heterogeneity under microwave irradiation for solventless solid-liquid phase-transfer catalytic (PTC) reactions has been studied by means of a thermovision camera and fiber-optics thermometer.

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Benzofuran – Wikipedia,
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Microwave-assisted preparation of benzo[b]furans under solventless phase-transfer catalytic conditions

Condensation of salicylaldehyde and its derivatives with various esters of chloroacetic acids in the presence of tetrabutylammonium bromide (TBAB) leads to the synthesis of benzo[b]furans by a solventless phase-transfer catalytic (PTC) reaction under microwave irradiation. (C) 2000 Elsevier Science Ltd.

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Benzofuran – Wikipedia,
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Development of coumarin?benzofuran hybrids as versatile multitargeted compounds for the treatment of Alzheimer?s Disease

Alzheimer?s disease (AD), the most common cause of dementia, is a neurodegenerative disorder characterized by progressive deterioration of memory and cognition. The evidenced multifactorial nature of AD has been considered the main reason for the absence of cure so far. Therefore, the development of novel hybrids to treat the disease is very much essential. Focusing on this, a novel series of coumarin?benzofuran hybrids have been designed and screened as anti-Alzheimer?s disease agents. The strategy is to obtain an effective mimetic of donepezil, which is acetylcholinesterase inhibitor. Herein, the two main scaffolds namely coumarin and benzofuran are known pharmacophore moieties and we have performed their molecular design, pharmacokinetic descriptor studies for drug-likeliness. Further, in vitro studies such as antioxidant capacity, acetylcholinesterase (AChE) inhibition and amyloid-beta (Abeta) self-aggregation inhibition have also been performed. Most importantly, these studies revealed that the newly synthesized hybrids can be versatile and promising drug-like moieties as efficient anti-AD agents.

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Benzofuran – Wikipedia,
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PALLADIUM-CATALYZED, ONE-POT CARBONYLATION OF HETEROCYCLIC COMPOUNDS INTO THEIR ESTERS, IN THE PRESENCE OF MERCURY SALTS.

One pot carbonylation of tiophene, furan, benzofuran and pyrrole in alcohol, to produce the corresponding esters, has been carried out at room temperature, using a PdCl2/mercury salt/Copper(II) system.

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Facile microwave-assisted synthesis of substituted benzofuran derivatives

A series of benzofuran derivatives have been synthesized by use of a microwave-assisted process. Substituted or unsubstituted ?- hydroxyacetophenone and salicylaldehyde reacted with ethyl bromoacetate, omega-bromoacetophenone, or chloroacetone under the action of potassium carbonate in DMF to yield substituted benzofuran derivatives. Compared with conventional heating, this microwave-assisted synthetic process has the advantages of more convenient operation, shorter reaction time, and higher yield.

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Benzofuran – Wikipedia,
Benzofuran | C8H3040O – PubChem