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Application en serie benzofurannique d’un nouveau procede de nitration par l’acide nitrique en presence de chlorure stannique

A new nitration technique, using nitric acid in the presence of stannic chloride in dichloromethane, has been extended to a series of benzofurans.The ease of performing the reaction as well as the diversity of products that can be obtained under various experimental conditions make it a worthwhile technique.

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Benzofuran – Wikipedia,
Benzofuran | C8H1790O – PubChem

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Radical dearomatising spirocyclisations onto the C-2 position of benzofuran and indole

New spirolactams were obtained in radical dearomatising spirocyclisations of alkyl, vinyl and aryl radicals tethered at the C-2 positions of benzofuran and indole. Spirolactams were obtained via an intramolecular radical ipso-type spirocyclisation in benzofuran and indole systems. Alkyl, vinyl and aryl radicals, tethered at the C-2 position of the heterocycle underwent radical cyclisation to produce novel tricyclic partially dearomatised heterocycles in moderate yields. Fragmentation of the furan ring was observed subsequent to spirocyclisation of a vinyl radical onto a benzofuran.

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Benzofuran – Wikipedia,
Benzofuran | C8H1861O – PubChem

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3-HYDROXYANTHRANILIC ACID OR SALTS THEREOF1 FOR TREATING CANCER OR INFECTIONS

This invention relates to a novel inhibitor of indoleamine 2,3-dioxygenase (IDO) and its use in the treatment of cancer or infections, either alone or in combination with additional therapeutic agents

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Benzofuran – Wikipedia,
Benzofuran | C8H1690O – PubChem

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SYNTHETIC STUDIES ON ASPIROCHLORINE (A30641)

The main skeleton of Aspirochlorine is synthesized using a nucleophilic cycloaddition reaction of an acyclic hydroxamic ester.

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Benzofuran – Wikipedia,
Benzofuran | C8H2021O – PubChem

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Rhodium-catalyzed C3-selective alkenylation of substituted thiophene-2-carboxylic acids and related compounds

The regioselective C3-alkenylation of thiophene-2-carboxylic acids can be achieved effectively via rhodium/silver-catalyzed oxidative coupling with alkenes, unaccompanied by decarboxylation. A wide range of substrates including brominated thiophenecarboxylic acids and furan-2-carboxylic acids can be employed together with styrenes as well as acrylates. The present catalyst system is also applicable to ortho-alkenylation of benzoic acids.

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Benzofuran – Wikipedia,
Benzofuran | C8H1830O – PubChem

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SUBSTITUTED 7-AZA[2.2.1]BICYCLOHEPTANES FOR THE TREATMENT OF DISEASE

The invention provides compounds of Formula I: which may be in the form of pharmaceutical acceptable salts or compositions, are useful in treating diseases or conditions in which alpha7 nicotinic acetylcholine receptors (nAChRs) are known to be involved.

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Benzofuran – Wikipedia,
Benzofuran | C8H1651O – PubChem

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Highly selective dopamine D3 receptor (D3R) antagonists and partial agonists based on eticlopride and the D3R crystal structure: New leads for opioid dependence treatment

The recent and precipitous increase in opioid analgesic abuse and overdose has inspired investigation of the dopamine D3 receptor (D3R) as a target for therapeutic intervention. Metabolic instability or predicted toxicity has precluded successful translation of previously reported D3R-selective antagonists to clinical use for cocaine abuse. Herein, we report a series of novel and D3R crystal structure-guided 4-phenylpiperazines with exceptionally high D3R affinities and/or selectivities with varying efficacies. Lead compound 19 was selected based on its in vitro profile: D3R Ki = 6.84 nM, 1700-fold D3R versus D2R binding selectivity, and its metabolic stability in mouse microsomes. Compound 19 inhibited oxycodone-induced hyperlocomotion in mice and reduced oxycodone-induced locomotor sensitization. In addition, pretreatment with 19 also dose-dependently inhibited the acquisition of oxycodone-induced conditioned place preference (CPP) in rats. These findings support the D3R as a target for opioid dependence treatment and compound 19 as a new lead molecule for development.

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Benzofuran – Wikipedia,
Benzofuran | C8H1857O – PubChem

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Non-carboxylic antiinflammatory compounds. III. N-(4,6-Dimethylpyridin-2-yl)arylcarboxamides and arylthiocarboxamides acting as brain edema inhibitors

Pharmacomodulation of the non-carboxylic NSAID N-(4,6-dimethylpyridin-2-yl)benzamide 1 led to the synthesis of structurally related furan, thiophene and pyrrole carboxamides 3-14.The derivatives benzenethiocarboxamides 15-18 and hetroarylthiocarboxamides 19-22 were also prepared by oxygen/sulfur exhange; this reaction was more efficiently carried out P4S10 than by Lawesson’s reagent.The 20 synthesized compounds were evaluated against peripheral edema by a foot-pad carrageenin-induced edema test.Amides 3-5,8,9,11,12 and 14 were most active, exhibiting > 90percent inhibitionafter oral administration of 0.8 mmol*kg-1.Two amides 3 and 5 were selected for evaluation of their inhibitory in PLA2-induced brain edema and were found to be more potent than dexamethasone IP administration. – Keywords: 2-amino-4,6-dimethylpyridine; heteroarylcarboxamide; (hetero)thiocarboxamide; non-carboxylic NSAID; brain edema inhibitor

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Benzofuran – Wikipedia,
Benzofuran | C8H1943O – PubChem

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Small-molecule fusion inhibitors bind the pH-sensing stable signal peptide-GP2 subunit interface of the lassa virus envelope glycoprotein

Arenavirus species are responsible for severe life-threatening hemorrhagic fevers in western Africa and South America. Without effective antiviral therapies or vaccines, these viruses pose serious public health and biodefense concerns. Chemically distinct small-molecule inhibitors of arenavirus entry have recently been identified and shown to act on the arenavirus envelope glycoprotein (GPC) to prevent membrane fusion. In the tripartite GPC complex, pH-dependent membrane fusion is triggered through a poorly understood interaction between the stable signal peptide (SSP) and the transmembrane fusion subunit GP2, and our genetic studies have suggested that these small-molecule inhibitors act at this interface to antagonize fusion activation. Here, we have designed and synthesized photoaffinity derivatives of the 4-acyl-1,6-dialkylpiperazin-2-one class of fusion inhibitors and demonstrate specific labeling of both the SSP and GP2 subunits in a native-like Lassa virus (LASV) GPC trimer expressed in insect cells. Photoaddition is competed by the parental inhibitor and other chemically distinct compounds active against LASV, but not those specific to New World arenaviruses. These studies provide direct physical evidence that these inhibitors bind at the SSP-GP2 interface. We also find that GPC containing the uncleaved GP1-GP2 precursor is not susceptible to photo-cross-linking, suggesting that proteolytic maturation is accompanied by conformational changes at this site. Detailed mapping of residues modified by the photoaffinity adducts may provide insight to guide the further development of these promising lead compounds as potential therapeutic agents to treat Lassa hemorrhagic fever.

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Benzofuran – Wikipedia,
Benzofuran | C8H1961O – PubChem

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Two new improved approaches to the synthesis of coumarin-based prodrugs

Our laboratory has recently reported the development of a coumarin- based, esterase-sensitive prodrug system for the preparation of prodrugs of amines, peptides, and peptidomimetics. Biological evaluations including animal studies have demonstrated the clinical potential of this prodrug system. However, the original synthetic method used required a long sequence of reactions with a relatively low overall yield. In this report, we describe two new approaches to the synthesis of these coumarin-based prodrugs. The first approach is a photochemical approach taking advantage of the photoisomerization of cinnamic acid and its derivatives. The second approach is through the catalytic hydrogenation of a triple bond for the generation of the cis double bond in the coumarinic acid moiety. Both approaches allow for the synthesis of these prodrugs in fewer steps with much improved overall yield.

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Benzofuran – Wikipedia,
Benzofuran | C8H2048O – PubChem