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3-Phenyl-1,8-naphthyridine is a heterocyclic organic compound with the molecular formula C15H10N2. It features a naphthyridine ring system, which consists of a fused pyridine and pyrimidine ring, with a phenyl group attached at the 3-position. 3-phenyl-1,8-naphthyridine is known for its potential applications in medicinal chemistry, particularly as a building block for the synthesis of various biologically active molecules. The presence of the phenyl group and the nitrogen atoms in the naphthyridine ring contribute to its chemical reactivity and ability to form hydrogen bonds, which are important for its interaction with biological targets. 3-Phenyl-1,8-naphthyridine is a white crystalline solid that is insoluble in water but soluble in organic solvents. Its synthesis can be achieved through various methods, including condensation reactions and cyclization processes, and it is often used as an intermediate in the preparation of more complex molecules with potential therapeutic properties.

5174-84-5

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5174-84-5 Usage

Check Digit Verification of cas no

The CAS Registry Mumber 5174-84-5 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, 8 and 4 respectively.
Calculate Digit Verification of CAS Registry Number 5174-84:
(6*5)+(5*1)+(4*7)+(3*4)+(2*8)+(1*4)=95
95 % 10 = 5
So 5174-84-5 is a valid CAS Registry Number.

5174-84-5Downstream Products

5174-84-5Relevant academic research and scientific papers

Synthesis of 1,8-naphthyridines from 2-aminonicotinaldehydes and terminal alkynes

Li, Binbin,Nguyen, Steven,Huang, Jianjun,Wang, Gaigai,Wei, Huiping,Pereshivko, Olga P.,Peshkov, Vsevolod A.

, p. 1958 - 1962 (2016)

A copper(II) triflate-catalyzed diethylamine-assisted protocol for the reaction of 2-aminonicotinaldehydes and terminal alkynes leading to 1,8-naphthyridines is described. The overall process presumably involves a copper(II) triflate-catalyzed hydroaminat

A flexible synthesis of naphthyridine derivatives through diazotization, triflation, and Suzuki reaction

Shireen Mohammed, Maher Khalid

, p. 21 - 25 (2021/06/12)

A facile and suitable method for the synthesis of different 1,8-Naphthyridine derivatives is depicted. The procedure is based on the diazotization and triflation reactions of commercially available 1,8-naphthyridine-2-amines followed by cross-coupling with aromatic and heteroaromatic boronic acids through Suzuki reaction. These processes reserved the required yields in high percentage. All synthesized compounds were identified by spectral data.

Hydrogen-Transfer-Mediated α-Functionalization of 1,8-Naphthyridines by a Strategy Overcoming the Over-Hydrogenation Barrier

Chen, Xiu-Wen,Zhao, He,Chen, Chun-Lian,Jiang, Huan-Feng,Zhang, Min

supporting information, p. 14232 - 14236 (2017/10/31)

A general catalytic hydrogen transfer-mediated α-functionalization of 1,8-naphthyridines is reported for the first time that benefits from a hydrogen transfer-mediated activation mode for non-activated pyridyl cores. The pyridyl α-site selectively couples with the C8-site of various tetrahydroquinolines (THQs) to afford novel α-functionalized tetrahydro 1,8-naphthyridines, a class of synthetically useful building blocks and potential candidates for the discovery of therapeutic and bio-active products. The utilization of THQs as inactive hydrogen donors (HDs) appears to be a key strategy to overcome the over-hydrogenation barrier and address the chemoselectivity issue. The developed chemistry features operational simplicity, readily available catalyst and good functional group tolerance, and offers a significant basis for further development of new protocols to directly transform or functionalize inert N-heterocycles.

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