179337-87-2

Upstream product

• 103-80-0 phenylacetyl chloride 
• 4651-81-4 Methyl 2-aminothiophene-3-carboxylate 
• 71309-26-7 2-[(phenylacetyl)amino]-thiophene-3-carboxylic acid methyl ester 

Relevant academic research and scientific papers

Use of thienopyridone derivatives as AMPK activators and pharmaceutical compositions containing them

Use of thienopyridone derivatives of formula (I): in which B, R, R 6 , Y and Z are as defined in the description, and their pharmaceutically acceptable salts, for the preparation of a pharmaceutical composition useful for the treatment of diabetes, metabo

Synthesis of thieno[2,3-b]pyridinones acting as cytoprotectants and as inhibitors of [3H]glycine binding to the N-methyl-D-aspartate (NMDA) receptor

The standard glycine site antagonist of the N-methyl-D-aspartate (NMDA) receptor, 3-phenyl-4-hydroxyquinolin-2(1H)-one (21), was used as a template for bioisostere benzene/thiophene exchange. Phenylacetylation of aminothiophene carboxylic acid methyl este

Thieno[2,3-b]pyridinones as antagonists on the glycine site of the N- methyl-D-aspartate receptor - Binding studies, molecular modeling and structure-activity-relationships

Within the frame of the synthesis of glycine antagonists, a series of novel thieno[2,3-b]pyridinones with substituted phenyl residues in position 5 were synthesised to investigate the importance of the torsion angle between the pyridinone skeleton and the phenyl ring for binding affinity. The parent compound, 4-hydroxy-5-phenylthieno[2,3-b]pyridine-6(7H)-one, and its thienyl analogue, exhibited highest potencies, whereas compounds with ortho- substituted aryl moleties in position 5 showed decreased activities. This seems to be due to unfavourable steric interactions and increased torsion angles between the thieno[2,3-b]pyridinone system and the aryl substituent in position 5. Further evidence is drawn by QSAR studies, which showed an inverse relationship between the size of the ortho-substituent and the binding affinity.