1246617-47-9

Basic information

• Product Name: 1-amino-3-(benzyloxy)-N-isopropyl-4-oxo-1,4-dihydropyridine-2-carboxamide
• Synonyms: 1-amino-3-(benzyloxy)-N-isopropyl-4-oxo-1,4-dihydropyridine-2-carboxamide
• CAS NO: 1246617-47-9
• Molecular Weight: 301.345
• Mol File: 1246617-47-9.mol
• Article Data: 4

Chemical Properties

• CAS DataBase Reference: 1-amino-3-(benzyloxy)-N-isopropyl-4-oxo-1,4-dihydropyridine-2-carboxamide(CAS DataBase Reference)
• NIST Chemistry Reference: 1-amino-3-(benzyloxy)-N-isopropyl-4-oxo-1,4-dihydropyridine-2-carboxamide(1246617-47-9)
• EPA Substance Registry System: 1-amino-3-(benzyloxy)-N-isopropyl-4-oxo-1,4-dihydropyridine-2-carboxamide(1246617-47-9)

Safety Data

• Hazardous Substances Data: 1246617-47-9(Hazardous Substances Data)

Upstream product

• 100-39-0 benzyl bromide 
• 75-31-0 isopropylamine 
• 500371-01-7 3-(benzyloxy)-4-oxo-4H-pyran-2-carbaldehyde 
• 61049-69-2 3-O-benzylmaltol 
• 118-71-8 Maltol 
• 17508-17-7 O-(2,4-dinitrophenyl)hydroxylamine 
• 1246617-42-4 3-(benzyloxy)-4-oxo-1,4-dihydropyridine-2-carboxylic acid hydrochloride 
• 119736-16-2 3-(benzyloxy)-1-((tert-butoxycarbonyl)amino)-4-oxo-1,4-dihydropyridine-2-carboxylic acid ethyl ester 

Downstream Products

• 1246617-48-0 5-(benzyloxy)-3-isopropyl-2,3-dihydro-1H-pyridine[2,1-f][1,2,4]triazine-4,6-dione 
• 1246617-49-1 C₂₃H₂₁Cl₂N₃O₃ 
• 1370249-19-6 C₂₀H₂₅N₃O₄ 
• 1370249-20-9 C₂₀H₂₅N₃O₄ 

Relevant articles and documents

Dihydrodibenzothiepine: Promising hydrophobic pharmacophore in the influenza cap-dependent endonuclease inhibitor

This work describes a set of discovery research studies of an influenza cap-dependent endonuclease (CEN) inhibitor with a carbamoyl pyridone bicycle (CAB) scaffold. Using influenza CEN inhibitory activity, antiviral activity and pharmacokinetic (PK) parameters as indices, structure activity relationships (SAR) studies were performed at the N-1 and N-3 positions on the CAB scaffold, which is a unique template to bind two metals. The hydrophobic substituent at the N-1 position is extremely important for CEN inhibitory activity and antiviral activity, and dihydrodibenzothiepine is the most promising pharmacophore. The compound (S)-13i showed potent virus titer reduction over oseltamivir phosphate in an in vivo mouse model. The CAB compound described herein served as the lead compound of baloxavir marboxil with a tricyclic scaffold, which was approved in Japan and the USA in 2018.

Synthesis and SAR Study of Carbamoyl Pyridone Bicycle Derivatives as Potent Inhibitors of Influenza Cap-dependent Endonuclease

The medicinal chemistry and structure-activity relationships (SAR) for a novel series of carbamoyl pyridone bicycle (CAB) compounds as influenza Cap-dependent endonuclease (CEN) inhibitors are disclosed. Substituent effects were evaluated at the C (N)-1, N-3, and C-7 positions of the CAB ring system using a docking study. Submicromolar EC50 values were achieved in the cellular assay with C-7-unsubstituted CAB which possessed a benzhydryl group on either the C-1 or the N-1 position. An N-3 substituent was found to be critical for the plasma protein binding effect in vitro, and the CAB-N analogue 2v exhibited reasonable total clearance (CLtot). More importantly, compound 2v displayed significant efficacy in a mouse model infected with influenza viruses.