56049-63-9

Upstream product

• 527-69-5 2-furancarbonyl chloride 
• 100-01-6 4-nitro-aniline 
• 1026046-13-8 2-furanoyl sulfonate 
• 88-14-2 2-furanoic acid 

Downstream Products

• 384825-09-6 furan-2-carboxylic acid (4-{[3-bromo-5-(2-chlorobenzyl)-2-hydroxybenzylidene]amino}phenyl)amide 
• 21838-58-4 furan-2-carboxylic acid (4-aminophenyl)amide 
• 126265-86-9 Furan-2-carbothioic acid (4-nitro-phenyl)-amide 

Relevant academic research and scientific papers

Ligand efficiency based approach for efficient virtual screening of compound libraries

Here we report for the first time the use of fit quality (FQ), a ligand efficiency (LE) based measure for virtual screening (VS) of compound libraries. The LE based VS protocol was used to screen an in-house database of 125,000 compounds to identify aurora kinase A inhibitors. First, 20 known aurora kinase inhibitors were docked to aurora kinase A crystal structure (PDB ID: 2W1C); and the conformations of docked ligand were used to create a pharmacophore (PH) model. The PH model was used to screen the database compounds, and rank (PH rank) them based on the predicted IC50 values. Next, LE-Scale, a weight-dependant LE function, was derived from 294 known aurora kinase inhibitors. Using the fit quality (FQ = LE/LE-Scale) score derived from the LE-Scale function, the database compounds were reranked (PH-FQ rank) and the top 151 (0.12% of database) compounds were assessed for aurora kinase A inhibition biochemically. This VS protocol led to the identification of 7 novel hits, with compound 5 showing aurora kinase A IC50 = 1.29 μM. Furthermore, testing of 5 against a panel of 31 kinase reveals that it is selective toward aurora kinase A & B, with 50% inhibition for other kinases at 10 μM concentrations and is a suitable candidate for further development. Incorporation of FQ score in the VS protocol not only helped identify a novel aurora kinase inhibitor, 5, but also increased the hit rate of the VS protocol by improving the enrichment factor (EF) for FQ based screening (EF = 828), compared to PH based screening (EF = 237) alone. The LE based VS protocol disclosed here could be applied to other targets for hit identification in an efficient manner.

Determination of aromaticity indices of thiophene and furan by nuclear magnetic resonance spectroscopic analysis of their anilides

A series of m- and p-substituted anilides of benzoic acid, 2-thienoic acid, and 2-furoic acid were prepared and their 1H and 13C nmr spectroscopic characteristics were examined. In general, good correlations were observed between the chemical shifts of proton and carbon signals of the acyl aromatic rings and the Hammett σ. Plots of the chemical shift values of the carbonyl carbons of the benzanilides against those of the 2-thienamides and 2-furamides gave an excellent correlation and the values of the slopes are 0.79 and 0.52, respectively, in dimethyl sulfoxide-d6. The slopes could be considered as a set of aromaticity index.

Facile and effective synthesis of N-aryl-2-furancarboxamides derivatives under the condition of phase transfer catalysis

A convenient one-pot procedure is reported for the preparation of N- aryl-2-furancarboxamide derivatives. 2-Furoic acid is activated by benzenesulfonyl chloride under the condition of solid-liquid phase transfer catalysis using solid potassium carbonate a