15992-83-3

Usage

Uses

Used in Pharmaceutical Industry:
1,8-Naphthyridin-2-amine is used as a chemical building block for the development of novel therapeutic agents. Its unique structure and properties make it a promising candidate for the creation of new drugs to treat various diseases and conditions.
1,8-Naphthyridin-2-amine is used as a lead compound in drug discovery. Its potential pharmaceutical applications have been recognized, and ongoing research aims to further explore its capabilities in the development of innovative treatments.
Used in Medicinal Chemistry:
1,8-Naphthyridin-2-amine is used as a key component in the synthesis of new compounds with potential therapeutic effects. Its versatile chemical properties allow for the creation of a wide range of molecules with diverse biological activities.

InChI:InChI=1/C8H7N3/c9-7-4-3-6-2-1-5-10-8(6)11-7/h1-5H,(H2,9,10,11)

Upstream product

• 254-60-4 1,8-naphthyridine 
• 141-86-6 2.6-diaminopyridine 
• 102-52-3 malonaldehydebis(dimethylacetal) 
• 152562-93-1 S,S-dimethyl-N-(1,8-naphthyridin-2-yl)sufilimine 
• 927-63-9 3-dimethylaminoacrolein 
• 5436-21-5 acetylacetaldehyde dimethyl acetal 
• 15936-10-4 2-chloro-1,8-naphthyridine 

Downstream Products

• 15936-09-1 2-hydroxy-1,8-naphthyridine 
• 5174-89-0 2-hydroxy-3-nitro-1,8-naphthyridine 
• 960590-82-3 binaphthyridylamine 
• 898257-85-7 2-acetylamino-1,8-naphthyridine-7-carboxaldehyde 
• 15936-09-1 1,8-naphthyridine-2(1H)-one 
• 61323-17-9 2-bromo-1,8-naphthyridine 

Relevant academic research and scientific papers

A highly selective fluorescent sensor for Cd2+ based on a new diarylethene with a 1,8-naphthyridine unit

A new asymmetrical photochromic diarylethene has been synthesized by using 1,8-naphthyridine as a functional group and perfluorodiarylethene as photoswitching unit via a peptide bond linkage, and its molecular structure was characterized by single crystal X-ray diffraction analysis. The compound exhibited favorable photochromism upon irradiation with UV/vis light, and its fluorescent behaviour could be efficiently modulated by light, base/acid, and metal ion in THF. The deprotonated derivative of the diarylethene also showed good photochromism, and displayed remarkable “turn-on” fluorescence response during photocyclization process. Furthermore, the diarylethene was highly selective toward Cd2+ with an obvious fluorescent color change from dark to bright green in THF. Finally, a logic circuit was fabricated with four inputs of the combinational stimuli of UV/vis and Cd2+/EDTA, and one output of fluorescence intensity.

1,8-Naphthyridine modified rhodamine B derivative and Cu2+ complex: Colorimetric sensing of thiols in aqueous media

A 1,8-naphthyridine modified rhodamine B derivative (1) has been designed and synthesized. Compound 1 is the first 1,8-naphthyridine-modified rhodamine B sensor that can detect Cu2+ selectively with a dramatic color change from colorless to pin

Chichibabin Amination of 1,X-Naphthyridines. Nuclear Magnetic Resonance Studies on the ? Adducts of Heterocyclic Systems with Nucleophiles

In the amination of 1,X-naphthyridines with potassium amide in liquid ammonia at about -35 to -40 deg C the initial adduct formation is charge controlled.Thus, at these temperatures the site with the lowest electron density is most susceptible for amide attack (C-2 in 1,5-naphthyridine, C-2 in 1,6-naphthyridine, C-2 and C-8 in 1,7-naphthyridine, and C-2 in 1,8-naphthyridine), as proven by NMR spectroscopy.When the temperature was raised to about 10 deg C, the site of addition has been found to change for 1,5- and 1,7-naphthyridine (NMR spectroscopy): from C-2 to C-4 in 1,5-naphthyridine and from C-2 and C-8 to C-8 only in 1,7-naphthyridine.In case of 1,6- and 1,8-naphthyridines no change was observed.Thus, the amination at about 10 deg C is a process which is thermodynamically controlled.The several factors which contribute to the stability of these addition products have been discussed.It has been found that the anionic ? adducts 2(4,8)-aminodihydro-1,X-naphthyridinides can be easily oxidized with potassium permanganate into their corresponding 2(4,8)-amino-1,X-naphthyridines.

Reversible Stereoselective Folding/Unfolding Fueled by the Interplay of Photoisomerism and Hydrogen Bonding

A linear molecular architecture equipped with complementary three-fold hydrogen-bonding units embedded with a photoswitchable trans-tetrafluoroazobenzene moiety was synthesized. The transto cis photoisomerism of the azobenzene unit induced drastic changes

Conformational change in the association of a heterocyclic urea derivative forming two intramolecular hydrogen bonds in polar solvent

The association of a model, heterocyclic compound capable of forming two intramolecular hydrogen bonds was studied with the use of various anionic and neutral species in highly polar solvents, but also, for some of them, in chloroform. The hydrogen bonding of anions was tuned through the substituents present in their structures. This approach was used in distinguishing which part of the bisurea heterocyclic derivative is preferred during complex formation. Neutral counterparts capable of forming three or five hydrogen bonds were also used. Moreover, triple association was probed, suggesting the formation of a complex only in chloroform. DFT computations were helpful in the interpretation of the experimental data related to complicated equilibria. These are based on the energy of rotation about single bonds, energy of interaction and QTAIM-based energies of hydrogen bonds.

Synthesis method of 1,8-Naphthyridin-2-amine

The invention provides a synthesis method of 1,8-Naphthyridin-2-amine. The synthesis method of the 1,8-Naphthyridin-2-amine comprises the following steps that 2,6-diaminopyridine and 1,1,3,3-Tetramethoxypropane are stirred in acid at the temperature of 25-75 DEG C to perform reaction for 20-60 minutes so as to obtain the 1,8-Naphthyridin-2-amine. The raw materials used by the synthesis method are low in cost and easy to obtain, only one-step reaction is needed, the yield and product purity are high, the conditions are moderate, the production cost is greatly reduced, and the synthesis method has a good application prospect.

TETRAHYDRO[1,8]NAPHTHYRIDINE SULFONAMIDE AND RELATED COMPOUNDS FOR USE AS AGONISTS OF ROR? AND THE TREATMENT OF DISEASE

The invention provides tetrahydro[1,8]naphthyridine and related compounds, pharmaceutical compositions, methods of promoting ROR? activity, increasing the amount of IL-17 in a subject, and treating cancer using such tetrahydro[1,8]naphthyridine and relate

4-Piperidinecarboxamide modulators of vanilloid VR1 receptor

This invention is directed to vanilloid receptor VR1 ligands. More particularly, this invention relates to hetero isonipecotic amides that are potent modulators of VR1 which are useful for the treatment and prevention of disease conditions in mammals.

Synthesis, structure and reactivity of imidazo[1,2-a] [1,8]naphthyridines

The synthesis and reactivity of imidazo[1,2-a][1,8]naphthyridines are reported. Electrophilic substitution reactions were studied and the site of the reaction was established with the aid of high-field 1H and 13C nmr spectra. The experimental C-1 position reaction was correlated with a CNDO/2 calculations.

Amination and Synthesis of Some Nitronaphthyridines

3-Nitro and 3,6-dinitro-1,8-naphthyridines 1, 4 and 5 are dehydroaminated with a liquid ammonia solution of potassium permanganate to the corresponding 4-amino-substituted compounds 3, 8 and 9.The intermediate 4-amino ?-adducts 2,6 and 7 of the nitro-1,8-naphthyridines are detected by 1H-NMR spectroscopy.The syntheses of some nitro-substituted naphthyridines are described. Key Words: Amination / Amino ?-adducts / Naphthyridines