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3-Phenyl-1,8-naphthyridin-2(1H)-one is a chemical compound with the molecular formula C15H10N2O. It is a derivative of 1,8-naphthyridine, a heterocyclic compound consisting of a fused pyridine and pyridine ring system. The presence of a phenyl group at the 3-position and a ketone group at the 2-position gives 3-Phenyl-1,8-naphthyridin-2(1H)-one unique chemical properties. It is primarily used in the synthesis of various pharmaceuticals and agrochemicals due to its potential biological activity. The compound is known for its stability and can be further functionalized to create a range of derivatives with diverse applications in the fields of medicine and chemistry.

5174-92-5

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5174-92-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5174-92-5 includes 7 digits separated into 3 groups by hyphens. The first part of the number,starting from the left, has 4 digits, 5,1,7 and 4 respectively; the second part has 2 digits, 9 and 2 respectively.
Calculate Digit Verification of CAS Registry Number 5174-92:
(6*5)+(5*1)+(4*7)+(3*4)+(2*9)+(1*2)=95
95 % 10 = 5
So 5174-92-5 is a valid CAS Registry Number.

5174-92-5Relevant academic research and scientific papers

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

Ravi,Ashok,Rambabu,Sakram,Shyam

, p. 1232 - 1237 (2018/08/16)

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.

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

Ravi, Dharavath,Rambabu, Sirgamalla,Ashok, Kommakula,Madhu, Palithapu,Sakram, Boda

, p. 957 - 963 (2018/02/26)

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.

An Efficient Microwave-Assisted Synthesis of Novel 2-{4-[(3-Aryl-1,8-naphthyridin-2-yl)amino]phenyl}-1H-benzo[de]isoquinoline-1,3(2H)-diones and Their Antimicrobial Activity

Sakram,Ravi,Ashok,Rambabu,Sonyanaik,Kurumanna

, p. 780 - 788 (2018/06/14)

The Buchwald–Hartwig amination reaction between 2-chloro-3-aryl-1,8-naphthyridines and 2-(4-aminophenyl)-1H-benzo[de]isoquinoline-1,3(2H)-dione in the presence of the catalytic system Pd(PPh3)4 and the base KO-t-Bu in toluene was studied. The reaction was initiated by microwave irradiation. Highly efficient synthesis has been developed for 2-{4-[(3-aryl-1,8-naphthyridin-2-yl)amino]phenyl}-1H-benzo[de]isoquinoline-1,3(2H)-diones. Structures of the synthesized compounds were evaluated by IR, 1H and 13C NMR spectroscopy. All products were tested for antimicrobial activity against Escheria coli, Bacillus subtilis, Klebsiella pneumoniae, and Staphylococcus aureus.

A new synthesis of naphthyridinones and quinolinones: Palladium-catalyzed amidation of o-carbonyl-substituted aryl halides

Manley, Peter J.,Bilodeau, Mark T.

, p. 2433 - 2435 (2007/10/03)

(Equation Presented) An alternative to the Friedlander condensation for the synthesis of naphthyridinones and quinolinones has been discovered. Palladium-catalyzed amidation of halo aromatics substituted in the ortho position by a carbonyl functional group or its equivalent with primary or secondary amides leads to the formation of substituted naphthyridinones and quinolinones.

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

Shailaja Rani,Mogilaiah,Sreenivasulu

, p. 106 - 110 (2007/10/03)

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.

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