63873-60-9

Usage

Uses

Used in Pharmaceutical Industry:
4-Hydroxythieno[2,3-b]pyridine-5-carbonitrile is used as a potential drug candidate for its possible biological activities. 4-Hydroxythieno[2,3-b]pyridine-5-carbonitrile is being investigated for its potential anti-inflammatory, antimicrobial, or antiparasitic properties. Its unique chemical structure suggests that it may be able to interact with specific biological targets, which makes it a promising candidate for further research and development in the pharmaceutical sector.

Upstream product

• 65075-97-0 ethyl α-cyano-β-(N-2-thienylammonium)acrylate 
• 1014692-77-3 methyl 2-{[(1Z)-3-tert-butoxy-2-cyano-3-oxoprop-1-en-1-yl]amino}thiophene-3-carboxylate 

Downstream Products

• 63873-61-0 4-chloro-5-cyanothieno<2,3-b>pyridine 

Relevant academic research and scientific papers

Synthesis, crystal structures, and in silico toxicity prediction of thienopyridine phosphoramidates

New thieno[2,3-b]pyridine phosphoramidates compounds were synthesized and characterized by infrared; 1H, 13C, and 31P NMR spectroscopy; and high-resolution mass spectrometry. The products were obtained in good yields (64-82%) under mild conditions by nucleophilic aromatic substitution reaction of aminoalkylphosphoramidates over 4-chlorothieno[2,3-b] pyridine-5-carbonitrile. The crystal structures of two compounds were solved by X-ray diffraction and showed a network of intermolecular interactions involving phosphoramidate groups. Druglike properties and toxicity of the new compounds were studied with the help of the software Molinspiration, Osiris, and Toxtree, and were compared with the standard drugs amphotericin B, miltefosine, benznidazole, and nifurtimox. [Supplementary materials are available for this article. Go to the publisher's online edition of Synthetic Communications for the following free supplemental resource(s): Full experimental and spectral details.]

A facile, scalable preparation of 4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carbonitriles

We report a new synthesis of thieno[2,3-b]pyridine-5-carbonitriles from 2-aminothiophene-3-carboxylate esters. The key step of the synthesis is a thermally promoted elimination/decarboxylation followed by nucleophilic cyclization to give 4-oxo-4,7-dihydrothieno[2,3-b]pyridine-5-carbonitriles. The reactions proceed in good yield and generally require no chromatographic purification. These compounds are easily transformed in two steps to 4-chloro-2-iodothieno[2,3-b]pyridine-5-carbonitriles which are key intermediates in the synthesis of various kinase inhibitors.

Process for the preparation of 4-hydroxythieno[2,3-b]pyridine-5-carbonitriles

A process for the preparation of 4-hydroxythieno[2,3-b]pyridine-5-carbonitriles, which can be useful for the preparation of protein kinase inhibitors, is provided.

Antibacterial profile against drug-resistant Staphylococcus epidermidis clinical strain and structure-activity relationship studies of 1H-pyrazolo[3,4-b]pyridine and thieno[2,3-b]pyridine derivatives

Antibacterial resistance is a complex problem that contributes to health and economic losses worldwide. The Staphylococcus epidermidis is an important nosocomial pathogen that affects immunocompromised patients or those with indwelling devices. Currently,