58680-41-4

Usage

Type of Compound

Heterocyclic amine

Structure

Contains a naphthyridine ring and an amino group

Potential Applications

a. Pharmaceutical industry
b. Building block in the synthesis of biologically active molecules

Known Properties

a. Potential antiparasitic properties
b. Potential antimicrobial properties

Importance

Target for drug development

Further Research

Needed to fully understand and exploit potential uses in various fields, including medicine and agriculture.

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

Upstream product

• 253-69-0 [1,7]naphthyridine 

Relevant academic research and scientific papers

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.

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.