219775-95-8

Basic information

• Product Name: 1,8-Naphthyridin-2(1H)-one, 4-hydroxy-1-(phenylMethyl)-
• Synonyms: 1,8-Naphthyridin-2(1H)-one, 4-hydroxy-1-(phenylMethyl)-
• CAS NO: 219775-95-8
• Molecular Formula: C₁₅H₁₂N₂O₂
• Molecular Weight: 252.26798
• Mol File: 219775-95-8.mol

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 1,8-Naphthyridin-2(1H)-one, 4-hydroxy-1-(phenylMethyl)-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-Naphthyridin-2(1H)-one, 4-hydroxy-1-(phenylMethyl)-(219775-95-8)
• EPA Substance Registry System: 1,8-Naphthyridin-2(1H)-one, 4-hydroxy-1-(phenylMethyl)-(219775-95-8)

Safety Data

• Hazardous Substances Data: 219775-95-8(Hazardous Substances Data)

Usage

Chemical structure

A compound with a naphthyridine core structure and a hydroxy and phenylmethyl functional group.

Usage

Commonly used as a building block in the synthesis of various pharmaceuticals and agrochemicals.

Biological and pharmacological activities

Potential biological and pharmacological activities.

Anti-tumor potential

Studied for its potential as an anti-tumor agent.

Anti-inflammatory potential

Studied for its potential as an anti-inflammatory agent.

Anti-bacterial potential

Studied for its potential as an anti-bacterial agent.

Protein kinase C inhibition

Shown potential as an inhibitor of protein kinase C, an enzyme involved in various cellular processes.

Ongoing research

Under ongoing research for its potential applications in the field of medicine and drug development.

Upstream product

• 6935-27-9 N-benzylpyridin-2-amine 
• 423164-49-2 methyl 2-(N-acetyl-N-benzyl)aminonicotinate 
• 100-46-9 benzylamine 
• 33522-80-4 2-(benzylamino)nicotinic acid 
• 2942-59-8 2-chloronicotinic acid 
• 583031-54-3 1-benzyl-2-oxo-1,2-dihydro-1,8-naphthyridin-4-yl acetate 

Downstream Products

• 33760-71-3 4-phenyl-1,8-naphthyridin-2(1H)-one 
• 178548-28-2 1-benzyl-4-phenyl-1,8-naphthyridin-2(1H)-one 
• 59514-89-5 2,4-dichloro-[1,8]naphthyridine 
• 583031-57-6 1-benzyl-4-chloro-1,8-naphthyridin-2(1H)-one 

Relevant articles and documents

Asymmetric synthesis of tetrahydropyran[3,2-c]quinolinones via an organocatalyzed formal [3 + 3] annulation of quinolinones and MBH 2-naphthoates of nitroolefin

An efficient asymmetric and enantio-swithchable organocatalytic [3 + 3] annulation reaction using MBH-2-naphthoates of nitroalkenes and 4-hydroxyquinolin-2(1H)-ones has been developed. Densely substituted tetrahydropyrano[3,2-c]quinolinones scaffolds with two adjacent stereogenic centers are obtained with high yield (up to 95% yield) and good stereoselectivities (up to >20:1 dr and 96% ee) in an enantio-switchable manner. Furthermore, gram scale synthesis was achieved and the nitro group could easily transform into an amino group without any appreciable loss in the diastereo- and enantioselectivity.

Synthesis of SMP-797: A new potent ACAT inhibitor

A potent ACAT (acyl-CoA: cholesterol acyltransferase) inhibitor SMP-797 was effectively synthesized by the urea formation of 3-amino-4-aryl-1,8- naphthyridin-2(1H)-one and 4-amino-2,6-diisopropylamine. The synthesis of the former compound involved the Suzuki coupling reaction as a key step, and the latter was prepared by the 4-selective nitration of 2,6-diisopropylaniline using 2,3,5,6-tetrabromo-4-methyl-4-nitro-2,5-cyclohexadienone.

NAPHTHYRIDINE DERIVATIVE

The present invention provides a novel naphthyridine derivative that is effective for relieving pain, less toxic, and also is effective for treating diabetic neuropathy, the derivative being represented by the general formula (1) : wherein R1,

A convenient synthesis of 4-aryl-1,8-naphthyridin-2(1H)-ones by the Suzuki coupling

4-Halo-1,8-naphthyridin-2(1H)-ones readily available from 2-chloronicotinic acid were subjected to the Suzuki coupling reaction with arylboronic acids to give a diversity of 4-aryl-1,8-naphthyridin-2(1H)-ones.