33760-73-5

Basic information

• Product Name: 1,8-Naphthyridine, 2-chloro-3-phenyl-
• CAS NO: 33760-73-5
• Molecular Formula: C14H9ClN2
• Molecular Weight: 240.692
• Mol File: 33760-73-5.mol
• Article Data: 6

Chemical Properties

• CAS DataBase Reference: 1,8-Naphthyridine, 2-chloro-3-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,8-Naphthyridine, 2-chloro-3-phenyl-(33760-73-5)
• EPA Substance Registry System: 1,8-Naphthyridine, 2-chloro-3-phenyl-(33760-73-5)

Safety Data

• Hazardous Substances Data: 33760-73-5(Hazardous Substances Data)

Usage

Family

Naphthyridine

Core structure

Naphthyridine

Chlorine atom position

2

Phenyl group position

3

Potential applications

Building block in the synthesis of pharmaceuticals and agrochemicals

Reactivity

Unique structure and reactivity make it valuable in organic synthesis

Field of interest

Medicinal chemistry

Biological activities

Studied for potential biological activities

Further investigation

Interesting target for research in the field of medicinal chemistry

Upstream product

• 140-29-4 phenylacetonitrile 
• 5174-92-5 3-phenyl-1,8-naphthyridin-2(1H)-one 
• 5174-94-7 2-amino-3-phenyl-1,8-naphthyridine 
• 7521-41-7 2-Aminonicotinaldehyde 
• 5174-92-5 2-hydroxy-3-phenyl-1,8-naphthyridine 

Downstream Products

• 616870-20-3 C₂₁H₁₄N₂O 
• 656253-94-0 2-(4-carboxyphenylamino)-3-phenyl-1,8-naphthyridine 
• 503524-88-7 2-(4-acetylphenylamino)-3-phenyl-1,8-naphthyridine 
• 165278-12-6 2-hydrazino-3-phenyl-1,8-naphthyridine 
• 1075254-05-5 6-phenyl-12H-pyrido[2',3':4,5]pyrimido[1,2-a][1,8]naphthyridin-12-one 

Relevant articles and documents

An Exceedingly Mild, Green Synthesis of Substituted N-3-diaryl-1,8-naphthyridin-2-amine Derivatives and Their Antimicrobial Activity

An exceedingly and highly efficient procedure has been described for the synthesis of substituted N-3-diaryl-1,8-naphthyridin-2-amines by the reaction of 2-chloro-3-aryl-1,8-naphthyridines with various anilines in the presence of N-methyl-2-pyrrolidone and K2CO3 under thermal green solvent-free conditions. The significant features of this green reaction include very good yields in purity, simple experimental, short reaction time, easy workability, and avoidance of toxic solvents. All synthesized compounds have been evaluated for their antibacterial activity.

A Simple “Green” Synthesis of Novel Bis(3-aryl-1,8-naphthyridin-2-yl)sulfanes and 2-(Methylthio)-3-aryl-1,8-naphthyridines under Microwave Irradiation and Conventional Conditions

An eco-friendly and highly efficient synthesis of substituted bis(3-aryl-1,8-naphthyridin-2-yl)-sulfanes and 2-(methylthio)-3-aryl-1,8-naphthyridines under microwave and conventional conditions. The products are obtained with high yields and purity within short reaction time. The synthesized derivatives are screened for anti-microbial activity against bacteria and fungi. Molecular docking of the synthesized compounds with DNA Gyrase is studied.

Synthesis of 1,2,4-triazolo[4,3-a] [1,8]naphthyridines

2-Hydroxy-3-phenyl-1,8-naphthyridine (2) on treatment with POCl3 gives 2-chloro-3-phenyl-1,8-naphthyridine (3) which on hydrazinolysis yields 2-hydrazino-3-phenyl-1,8-naphthyridine (4). The hydrazine 4 on condensation with aromatic aldehydes in ethanol containing a catalytic amount of gl. acetic acid affords 3-phenyl-1,8-naphthyridin-2-yl hydrazones (5), which on oxidative cyclization with nitrobenzene under reflux results in the formation of 1-aryl-4-phenyl-1,2,4-triazolo[4,3-a][1,8]naphthyridines (6). Further, 4 when treated with formic acid and gl. acetic acid yields the respective 1,2,4-triazolo[4,3-a][1,8]naphthyridines (7 and 8). The structures of the compounds 3-8 have been established on the basis of their elemental analyses and spectral (IR, 1H NMR and mass) data and are evaluated for their antimicrobial activities.