Discovery of 3-Methylbenzofuran-2-carboxylic acid

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Respiratory syncytial virus (RSV) represents a threat to infants, the elderly, and the immunocompromised. RSV entry blockers are in clinical trials, but escape mutations challenge their potential. In search of RSV inhibitors, we have integrated a signature resistance mutation into a recombinant RSV virus and applied the strain to high-throughput screening. Counterscreening of candidates returned 14 confirmed hits with activities in the nano- to low-micromolar range. All blocked RSV polymerase activity in minigenome assays. Compound 1a (GRP-74915) was selected for development based on activity (EC50 = 0.21 muM, selectivity index (SI) 40) and scaffold. Resynthesis confirmed the potency of the compound, which suppressed viral RNA synthesis in infected cells. However, metabolic testing revealed a short half-life in the presence of mouse hepatocyte fractions. Metabolite tracking and chemical elaboration combined with 3D-quantitative structure-activity relationship modeling yielded analogues (i.e., 8n: EC50 = 0.06 muM, SI 500) that establish a platform for the development of a therapeutic candidate.

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Reference:
Benzofuran – Wikipedia,
Benzofuran | C8H2752O – PubChem

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Silver-catalyzed protodecarboxylation of heteroaromatic carboxylic acids

[Chemical Equation Presented] A simple and highly efficient protodecarboxylation procedure for a variety of heteroaromatic carboxylic acids catalyzed by Ag2CO3 and AcOH in DMSO is described. This methodology can also perform the selective monoprotodecarboxylation of several aromatic dicarboxylic acids.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H2761O – PubChem

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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 | C8H2734O – PubChem

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Substrate-Tuned Catalysis of the Radical S-Adenosyl- L -Methionine Enzyme NosL Involved in Nosiheptide Biosynthesis

NosL is a radical S-adenosyl-L-methionine (SAM) enzyme that converts L-Trp to 3-methyl-2-indolic acid, a key intermediate in the biosynthesis of a thiopeptide antibiotic nosiheptide. In this work we investigated NosL catalysis by using a series of Trp analogues as the molecular probes. Using a benzofuran substrate 2-amino-3-(benzofuran-3-yl)propanoic acid (ABPA), we clearly demonstrated that the 5?-deoxyadenosyl (dAdo) radical-mediated hydrogen abstraction in NosL catalysis is not from the indole nitrogen but likely from the amino group of L-Trp. Unexpectedly, the major product of ABPA is a decarboxylated compound, indicating that NosL was transformed to a novel decarboxylase by an unnatural substrate. Furthermore, we showed that, for the first time to our knowledge, the dAdo radical-mediated hydrogen abstraction can occur from an alcohol hydroxy group. Our study demonstrates the intriguing promiscuity of NosL catalysis and highlights the potential of engineering radical SAM enzymes for novel activities.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H2751O – PubChem

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6-(Aryl-amido or aryl-amidomethyl)-naphthalen-2-yloxy-acidic derivatives as inhibitors of plasminogen activator inhibitor type-1 (PAI-1)

This invention provides novel compounds, pharmaceutical compositions and methods of treating thrombotic disorders in mammals, the compounds having the formula: 1Wherein: Ar is phenyl, naphthyl, furanyl, benzofuranyl, indolyl, pyrazolyl, oxazolyl, fluorenyl, phenylcycloalkane where the cycloalkane can be cyclopropyl, cyclobutyl, cyclopentyl or cyclohexyl and Ar can be optionally substituted by 1 to 3 groups selected from C1-C6 alkyl, C1-C6 alkoxy, hydroxy, phenyl-(CH2)0-6?, phenyl-(CH2)0-6O?, C3-C6 cycloalkyl, ?(CH2)?C3-C6 cycloalkyl, halogen, C1-C3 perflouroalkyl and C1-C3 perfluoroalkoxy where phenyl can be substituted with from 1 to 3 groups selected from C1-C6 alkyl, C1-C6 alkoxy, phenyl, halogen, trifluoromethyl or trifluoromethoxy; R1 is hydrogen, C1-C6 alkyl or phenyl-(CH2)1-6? where phenyl can be substituted with C1-C6 alkyl, C1-C6 alkoxy, halo, trifluoromethyl or trifluoromethoxy; R2 and R3 are H, C1-C6 alkyl, phenyl-(CH2)0-3?, halo and C1-C3 perfluoroalkyl where phenyl can be substituted with C1-C6 alkyl, C1-C6 alkoxy, halo, trifluoromethyl or trifluoromethoxy; R4 is ?CHR5CO2H or ?CH2-tetrazole where R5 is H or benzyl; and n=0 or 1; or a pharmaceutically acceptable salt or ester form thereof.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H2711O – PubChem

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Cu/Fe Catalyzed Intermolecular Oxidative Amination of Benzylic C-H Bonds

We report a Cu/Fe co-catalyzed Ritter-type C-H activation/amination reaction that allows efficient and selective intermolecular functionalization of benzylic C-H bonds. This new reaction is featured by simple reaction conditions, readily available reagents and general substrate scope, allowing facile synthesis of biologically interesting nitrogen containing heterocycles. The Cu and Fe salts were found to play distinct roles in this cooperative catalysis. With a little help: A Ritter-type intermolecular amination of benzylic C-H bonds with acetonitrile, co-catalyzed by CuII/FeIII is reported. A wide array of biologically interesting nitrogen containing heterocycles was prepared from 2-alkyl benzoic acids and heteroaromatic carboxylic acids under operationally simple conditions. The Cu and Fe salts were found to play distinct roles in this cooperative catalysis.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H2759O – PubChem

Discovery of 3-Methylbenzofuran-2-carboxylic acid

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BENZAMIDE TRPA1 ANTAGONISTS

Compounds of formula I, pharmaceutically acceptable salts thereof, diastereomers, enantiomers, or mixtures thereof: wherein R, X, Y, Z, n and A are as defined in the specification, as well as pharmaceutical compositions including the compounds are prepared. They are useful in therapy, in particular in the management of pain.

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Benzofuran – Wikipedia,
Benzofuran | C8H2696O – PubChem

Properties and Exciting Facts About 3-Methylbenzofuran-2-carboxylic acid

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A versatile catalyst for intermolecular direct arylation of Indoles with benzoic acids as arylating reagents

(Figure Presented) Coupled together: With a versatile catalyst system (Pd(TFA)2/Ag2CO3/propionic acid) both electron-rich and -deficient benzoic acids serve as arylating reagents for the direct functionalization of a wide rage of indoles by a combination of decarboxylation and C-H bond activation. Depending on the nature of the benzoic acids, the reaction occurs selectively at either the C2- or C3-position of indoles, which may arise from two different catalytic pathways (see scheme; TFA = trifluoroacetate).

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H2795O – PubChem

Discovery of 3-Methylbenzofuran-2-carboxylic acid

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Based on aromatic carboxylic acid decarboxylation reaction synthetic single-iodo aromatic hydrocarbon or aromatic hydrocarbon two iodo-benzenes method (by machine translation)

The invention discloses a method based on aromatic carboxylic acid decarboxylation reaction synthetic single-iodo aromatic hydrocarbon or aromatic hydrocarbon two iodo-benzenes method, the method is under protective atmosphere, aromatic carboxylic acid and iodination reagent under the action of the palladium catalyst, a pot of reaction, to obtain the single iodo aromatic hydrocarbon or aromatic hydrocarbon two iodo-benzenes; the method has the advantages of cheap raw material, there are few reaction steps, mild condition, simple and safe operation and the like. (by machine translation)

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H2690O – PubChem

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BIARYL SULFONAMIDES AND METHODS FOR USING SAME

The present invention relates to biaryl sulfonamides and their use as, for example, metalloproteinase inhibitors.

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Reference£º
Benzofuran – Wikipedia,
Benzofuran | C8H2692O – PubChem