51420-72-5

Basic information

• Product Name: 5,7-BIS(TRIFLUOROMETHYL)[1,8]NAPHTHYRIDIN-2-AMINE
• Synonyms: 5,7-BIS(TRIFLUOROMETHYL)[1,8]NAPHTHYRIDIN-2-AMINE;5,7-bis(trifluoromethyl)[1,8]naphthyridin-2-ylamine;7-Amino-2,4-bis(trifluoromethyl)-1,8-naphthyridine
• CAS NO: 51420-72-5
• Molecular Formula: C₁₀H₅F₆N₃
• Molecular Weight: 281.16
• Mol File: 51420-72-5.mol

Chemical Properties

• Melting Point: 195-197°C
• Boiling Point: 288.6°Cat760mmHg
• Flash Point: 128.4°C
• Appearance: /
• Density: 1.568g/cm³
• Vapor Pressure: 0.00231mmHg at 25°C
• Refractive Index: 1.519
• Storage Temp.: 2-8°C
• CAS DataBase Reference: 5,7-BIS(TRIFLUOROMETHYL)[1,8]NAPHTHYRIDIN-2-AMINE(CAS DataBase Reference)
• NIST Chemistry Reference: 5,7-BIS(TRIFLUOROMETHYL)[1,8]NAPHTHYRIDIN-2-AMINE(51420-72-5)
• EPA Substance Registry System: 5,7-BIS(TRIFLUOROMETHYL)[1,8]NAPHTHYRIDIN-2-AMINE(51420-72-5)

Safety Data

• Hazard Codes: Xi,T
• Statements: 25-36
• Safety Statements: 26-45
• HazardClass: IRRITANT
• Hazardous Substances Data: 51420-72-5(Hazardous Substances Data)

Usage

Uses

Used in Pharmaceutical Industry:
5,7-Bis(trifluoromethyl)[1,8]naphthyridin-2-amine is used as a building block for the synthesis of various drugs and pharmaceuticals. Its unique structure and functional groups contribute to the development of new compounds with potential therapeutic applications.
Used in Drug Development:
5,7-Bis(trifluoromethyl)[1,8]naphthyridin-2-amine is utilized as a valuable intermediate in drug development due to its high resistance to metabolic degradation, which can enhance the stability and effectiveness of the resulting pharmaceuticals.

InChI:InChI=1/C10H5F6N3/c11-9(12,13)5-3-6(10(14,15)16)18-8-4(5)1-2-7(17)19-8/h1-3H,(H2,17,18,19)

Upstream product

• 141-86-6 2.6-diaminopyridine 
• 1522-22-1 1,1,1,5,5,5-hexafluoroacetylacetone 

Downstream Products

• 51420-73-6 2-hydroxy-5,7-bis(trifluoromethyl)-1,8-naphthyridine 
• 1402247-87-3 C₁₉H₁₄F₆N₄O 
• 1402247-90-8 C₁₉H₁₃BF₈N₄O 
• 106582-41-6 7-chloro-2,4-di(trifluoromethyl)-1,8-naphthyridine 
• 439094-96-9 2,4-bis(trifluoromethyl)imidazo[1,2-a][1,8]naphthyridine-8-carboxylic acid 
• 691868-88-9 RO8191 

Relevant articles and documents

IMIDAZONAPHTHYRIDINES AND IMIDAZOPYRIDOPYRIMIDINES AS IFNAR2 AGONISTS FOR TREATING SARS-COV-2 INFECTIONS

The present disclosure relates to agonists of interferon alpha and beta receptor subunit 2 (IFNAR2) for use in the treatment or prevention of viral disease, particularly COVID-19. In particular embodiments, COVID-19 is associated with pneumonia or acute respiratory distress syndrome (ARDS). In other aspects, the subject being treated is undergoing extra-corporeal membrane oxygenation, mechanical ventilation, non-invasive ventilation, receiving oxygen therapy or receiving antiviral or steroid treatment.

Application of 1,8-naphthydinyl fluorescence molecular probe in research of ketamine entertainment abuse of neural mechanism and diagnosis of addiction degree

The invention provides an application of 1,8-naphthyridinyl fluorescence molecular probes in the study of entertainment abuse neuromechanism of ketamine and the diagnosis of the addiction level. The study of the in-vivo drug addiction mechanism through using a fluorescence imaging technology is not reported home and abroad, the study of the neuromechanism does not appear in the existing reports ofthe entertainment abuse of the ketamine, and the neuromechanism deduction of entertainment abuse living bodies of the ketamine, treatment target searching and the visual study of the diagnosis of theaddiction level are realized in the invention.

Fluorescent probe for marking amyloid protein as well as preparation method and application thereof

The invention belongs to the field of biomedicines, and concretely relates to amyloid protein-labeled fluorescence probes, and a making method and an application thereof. The fluorescence probes are compounds represented by formula I, and R1 and R2 in the formula I are independently selected from -CF3 and -CN. The invention also relates to the application of the compounds of formula I in amyloid protein labeling as the fluorescence probes. The compounds of formula I can be used for preparing products for diagnosing the Alzheimer's disease. BODIPY fluorescence probe molecules containing a bioactive 1,8-naphthyridyl group as a parent compound are synthesized for the first time, can be applied to beta-amyloid protein labeling, and can be used for the early stage diagnosis of the Alzheimer's disease.

Discovery of Imidazo[1,2-α][1,8]naphthyridine Derivatives as Potential HCV Entry Inhibitor

RO8191 represents a newly discovered small-molecule IFN-like agent that displays potent anti-HCV activity. With it as lead, a series of compounds bearing an imidazo[1,2-α][1,8]naphthyridine core and an amide bond-linked side chain were designed and synthesized. These compounds were evaluated on HCV cell culture system (HCVcc-hRluc-JFH1), and some of them exhibited remarkable anti-HCV activity (EC50 = 0.017-0.159 μM) and low toxicity (CC50 > 25 μM). Moreover, it was revealed that these newly identified anti-HCV agents exert their antiviral effect through a distinct mechanism of action from that of RO8191 by targeting the viral entry process. Thus, our study provides a starting point for the development of potential HCV entry inhibitor.

COMPOUNDS AND METHODS FOR ENHANCING INNATE IMMUNE RESPONSES

Provided are certain compounds and pharmaceutically acceptable salts thereof, their pharmaceutical compositions, their methods of preparation, and their use for treating viral infections.

Polymorphic equilibrium responsive thermal and mechanical stimuli in light-emitting crystals of N -methylaminonaphthyridine

Crystal polymorphs of 1,8-naphthyridine derivative, being anti and syn conformers, show a reversible transformation from anti to syn by heating and from syn to anti by grinding with the alteration of emittance intensity, and notably, thermal transformation from anti to syn conformer took place in single-crystal-to-single-crystal (SC-to-SC) form, which was confirmed by a single crystal X-ray crystallography.

Synthesis and evaluation of fluorogenic 2-amino-1,8-naphthyridine derivatives for the detection of bacteria

Several novel fluorogenic N-aminoacylnaphthyridine substrates were synthesized in good yield and tested for their ability to detect pathogenic bacteria in agar-based cell culture. Simple 2-N-(β-alanyl)amino-5,7- dialkylnaphthyridine substrates were selectively hydrolysed by β-alanylaminopeptidase expressing bacteria, but were subject to diffusion in the agar medium. Diffusion was reduced in the 2-N-(β-alanyl)amino-7- alkylnaphthyridine substrates with longer alkyl chains, but inhibition of growth was increased. 2-N-(β-Alanyl)amino-7-octylnaphthyridine inhibited the growth of all species tested, except for strains resistant to colistin/polymyxin, providing a rationale for the development of substrates for the selective detection of drug resistant species in clinical samples. The Royal Society of Chemistry 2012.

Large stokes shift induced by intramolcular charge transfer in N,O-chelated naphthyridine-BF2 complexes

Novel N,O-chelated naphthyridine-BF2 complexes with push-pull structures have been synthesized and characterized. Spectral investigations on these complexes reveal that photoinduced intramolecular charge transfer occurs and results in a large Stokes shift, which is further supported by density functional theory based theoretical calculations.

1,8-Naphthyridine compounds

There is described 2-amino-5,7-disubstituted-naphthyridine and 5,7-disubstituted-naphthyridin-2(1H)-one derivatives with bronchodilating and hypotensive properties prepared by the reaction of 2,6-diaminopyridine with an appropriate β-diketone providing the 2-amino products. The 2-oxo analogs are prepared from the 2-amino products by treatment with nitrous acid.