14916-65-5

Usage

Uses

Used in Pharmaceutical Industry:
5-Amino-2-nitropyridine is used as a synthetic intermediate for the preparation of various pharmaceutical compounds. Its unique structure allows it to be a key building block in the synthesis of complex molecules with potential therapeutic applications.
Used in Chemical Research:
In the field of chemical research, 5-Amino-2-nitropyridine serves as a valuable compound for studying the reactivity and properties of pyridine derivatives. It can be used to explore new reaction pathways and develop innovative synthetic methods.
Used in Preparation of Dihydroquinazoline Compounds:
5-Amino-2-nitropyridine is used as a key intermediate in the synthesis of dihydroquinazoline compounds, which are known as NAV1.8 inhibitors. These inhibitors have potential applications in the treatment of pain and other conditions related to the overactivation of the sodium channel, NAV1.8.

InChI:InChI=1/C5H5N3O2/c6-4-1-2-5(7-3-4)8(9)10/h1-3H,6H2

Upstream product

• 39856-50-3 5-bromo2-nitropyridine 
• 52092-47-4 5-chloro-2-nitropyridine 
• 64-17-5 ethanol 
• 7664-41-7 ammonia 

Downstream Products

• 1451274-39-7 5-bromo-2-methoxy-N-(6-nitropyridin-3-yl)benzenesulfonamide 
• 1184614-21-8 5-bromo-2-methoxy-N-(6-aminopyridin-3-yl)benzenesulfonamide 

Relevant academic research and scientific papers

SULFONAMIDE COMPOUNDS AND USES AS TNAP INHIBITORS

Described herein are compounds that modulate the activity of TNAP. In some embodiments, the compounds described herein inhibit TNAP. In certain embodiments, the compounds described herein are useful in the treatment of conditions associated with hyper- mineralization.

Highly efficient one-pot amination of carboxylate-substituted nitrogen-containing heteroaryl chlorides via Staudinger reaction

An efficient one-pot method for the synthesis of tert-butyl 6-aminonicotinate (5) is described. The key transformation involves displacement of the chloro group in tert-butyl 6-chloronicotinate (2) with azide followed by a Staudinger reaction. The scope of this methodology is further extended for the synthesis of a series of carboxylate-substituted heteroaryl amines. In particular, we synthesized tert-butyl carboxylate-substituted amino-pyridine, -pyridazine, and -pyrazine. In addition to one-pot conversion, short reaction time, simplicity of operation, ease of purification, and good yields are the key advantages of this methodology.

Synthetic Approaches to some Aza-analogues of Benzimidazole N-Oxides. Part 1. The Imidazopyridine Series

The 3-oxide of 2-p-nitrophenylimidazopyridine (8) may be obtained in good yield by base-induced cyclisation of 2-nitro-3-(p-nitrobenzylamino)pyridine (18).It is also obtained in lower yield, along with p-nitrobenzoic acid and other cleavage products, by the corresponding reactions of bases with the N-ethoxycarbonyl, N-methylsulphonyl, and N-p-tolylsulphonyl derivatives of 2-nitro-3-(p-nitrobenzylamino)pyridine .Cleavage is the main reaction when N-(2-nitro-3-pyridyl)-N-phenacylmethanesulphonamide (17) is treated with bases: phenylglyoxal, or its Schiff base with 3-amino-2-nitropyridine, are possible intermediates in the cleavage process. 3-Nitro-2-(p-nitrobenzylamino)pyridine (31) is similarly cyclised in basic media to give the 1-oxide of 2-p-nitrophenylimidazopyridine (32).