19693-54-0

Basic information

• Product Name: 1,6-Naphthyridin-5(6H)-one,6-methyl-(8CI,9CI)
• Synonyms: 1,6-Naphthyridin-5(6H)-one,6-methyl-(8CI,9CI);1,6-Naphthyridin-5(6H)-one, 6-methyl-
• CAS NO: 19693-54-0
• Molecular Formula: C9H8N2O
• Molecular Weight: 160.1726
• Product Categories: QUINOLINONE
• Mol File: 19693-54-0.mol

Chemical Properties

• Boiling Point: 340.609 °C at 760 mmHg
• Flash Point: 159.795 °C
• Appearance: /
• Density: 1.229 g/cm³
• CAS DataBase Reference: 1,6-Naphthyridin-5(6H)-one,6-methyl-(8CI,9CI)(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-Naphthyridin-5(6H)-one,6-methyl-(8CI,9CI)(19693-54-0)
• EPA Substance Registry System: 1,6-Naphthyridin-5(6H)-one,6-methyl-(8CI,9CI)(19693-54-0)

Safety Data

• Hazardous Substances Data: 19693-54-0(Hazardous Substances Data)

Usage

Class

Naphthyridines
Naphthyridines are heterocyclic compounds containing a naphthyridine moiety, which is a fused tricyclic 5-amino form of pyridine.

Derivative

Naphthyridin-5(6H)-one
The compound is a derivative of naphthyridin-5(6H)-one, with a methyl group attached to the sixth carbon atom.

Structural Feature

Methyl group at the sixth carbon atom
The compound has a methyl group (CH3) attached to the sixth carbon atom, which distinguishes it from other naphthyridin-5(6H)-one derivatives.

Application

Pharmaceutical and research
The compound is used as a building block for the synthesis of various biologically active compounds in the field of pharmaceuticals and research.

Potential Applications

Drug discovery and development
It has potential applications in drug discovery and development, particularly in the design and synthesis of new therapeutic agents.

CAS Registry Numbers

8CI, 9CI
The compound is identified by two different CAS Registry Numbers, which are unique identifiers for chemical substances.

Heterocyclic Compound

Yes
The compound is a heterocyclic compound, which means it contains a ring of atoms with at least one heteroatom (in this case, nitrogen).

Biological Activity

Unknown
The specific biological activity of this compound is not provided in the material, but it is used as a building block for the synthesis of biologically active compounds.

Upstream product

• 37960-58-0 6-methyl-1,6-naphthyridin-6-ium iodide 
• 88976-23-2 6-methyl-5-oxo-5,6-dihydro-[1,6]naphthyridine-8-carboxylic acid 
• 97732-20-2 5,6-dihydro-5-imino-6-methyl-1,6-naphthyridine 
• 35969-51-8 2-(2-ethoxy-2-oxoethyl)pyridine-3-carboxylic acid 
• 88976-24-3 8-(N,N-dimethylaminoformylidene)pyrano<4,3-b>pyridine-5,7-dione 
• 253-72-5 1,6-naphthyridine 

Relevant articles and documents

SHP2 PHOSPHATASE INHIBITORS AND METHODS OF USE THEREOF

The present disclosure relates to novel compounds including formula (X) and pharmaceutical compositions thereof, and methods for inhibiting the activity of SHP2 phosphatase with the compounds and compositions of the disclosure. The present disclosure further relates to, but is not limited to, methods for treating disorders associated with SHP2 deregulation with the compounds and compositions of the disclosure.

An Unusual Ring Contraction of 7-Methyl-1,7-naphthyridinium and 6-Methyl-1,6-naphthyridinium Salts in Reaction with Liquid Ammonia/Potassium Permanganate

Treatment of 7-methyl-1,7-naphthyridinium iodide (1) with liquid ammonia/potassium permanganate gives the 8-imino compound 3 and two ring contraction products, which by 1H NMR spectroscopy were assigned as 3-amino-1,3-dihydro-2-methyl-4-azaisoindol-1-one (5) and 1,3-dihydro-2-methyl-4-azaisoindole-1,3-dione (6).The structure of 5 was confirmed by X-ray analysis.Similarly from 6-methyl-1,6-naphthyridinium iodide (2) the 5-imino compound 7 together with 1-amino-1,3-dihydro- (8) and 1-imino-1,3-dihydro-2-methyl-4-azaisoindol-3-one (9) were formed. 1H NMR spectroscopy unequivocally shows that 1 and 2 are converted with ammonia into 8-amino-7,8-dihydro-7-methyl-1,7-naphthyridine (11) and 5-amino-5,6-dihydro-6-methyl-1,6-naphthyridine (12), respectively.The mechanism of the ring contraction is discussed.

A Convenient Synthesis of 5-Keto-6-methyl-5,6-dihydro-1,6-naphthyridine

The reaction of DMF-POCl3 with ethyl 3-carboxy-2-pyridylacetate (I) leads to the formation of 8-carboxy-5-keto-6-methyl-5,6-dihydro-1,6-naphthyridine (III) through the intermediate 8-(N,N-dimethylaminomethylene)pyranopyridine-5,7-dione (II).Compound III, on pyrolysis, undergoes decarboxylation to give 5-keto-6-methyl-5,6-dihydro-1,6-naphthyridine (IV).