15944-33-9

Basic information

• Product Name: 7-chloro-1,8-naphthyridin-2-amine
• Synonyms: 7-chloro-1,8-naphthyridin-2-amine;2-Amino-7-chloro-1,8-naphthyridine
• CAS NO: 15944-33-9
• Molecular Formula: C₈H₆ClN₃
• Molecular Weight: 179.60634
• EINECS: 240-078-5
• Mol File: 15944-33-9.mol
• Article Data: 4

Chemical Properties

• Melting Point: 179-182 °C(Solv: acetone (67-64-1))
• Boiling Point: 351.2°Cat760mmHg
• Flash Point: 166.2°C
• Appearance: /
• Density: 1.445g/cm³
• Vapor Pressure: 4.18E-05mmHg at 25°C
• Refractive Index: 1.726
• PKA: 4.21±0.30(Predicted)
• CAS DataBase Reference: 7-chloro-1,8-naphthyridin-2-amine(CAS DataBase Reference)
• NIST Chemistry Reference: 7-chloro-1,8-naphthyridin-2-amine(15944-33-9)
• EPA Substance Registry System: 7-chloro-1,8-naphthyridin-2-amine(15944-33-9)

Safety Data

• Hazardous Substances Data: 15944-33-9(Hazardous Substances Data)

Usage

General Description

7-chloro-1,8-naphthyridin-2-amine is a chemical compound with the molecular formula C9H7ClN4. It is a heterocyclic amine containing a chloro substituent and a naphthyridine ring system. 7-chloro-1,8-naphthyridin-2-amine is often used as a building block in the synthesis of pharmaceuticals and agrochemicals due to its functional groups and reactivity. Additionally, 7-chloro-1,8-naphthyridin-2-amine has potential biological activity and is being studied for its potential use in medicinal chemistry. Its structure and properties make it a versatile and useful compound in the field of organic chemistry.

InChI:InChI=1/C8H6ClN3/c9-6-3-1-5-2-4-7(10)12-8(5)11-6/h1-4H,(H2,10,11,12)

Upstream product

• 141-86-6 2.6-diaminopyridine 
• 1931-44-8 2-amino-7-hydroxy-1,8-naphthyridine 
• 1931-44-8 2-amino-8H-7-oxo-[1,8]-naphthyridine 

Downstream Products

• 104917-09-1 N-(7-chloro-1,8-naphthyridin-2-yl)benzamide 
• 107739-06-0 2-amino-7-phenoxy-1,8-naphthyridine 
• 1351928-92-1 C₁₆H₁₁N₃ 
• 1351928-91-0 C₁₈H₁₃N₃O 
• 15944-34-0 7-chloro-1,8-naphthyridin-2-ol 
• 53788-34-4 2-acetylamino-7-chloro-1,8-naphthyridine 
• 103255-66-9 2-(7-chloro-1,8-naphthyridin-2-yl)-3-(1,4-dioxa-8-azaspiro[4.5]decan-8-yl)carbonylmethylisoindolin-1-one 
• 133737-32-3 2-(7-chloro-1,8-naphthyridine-2-yl)-3-(5-methyl-2-oxo-hexyl)-1-isoindolinone 

Relevant articles and documents

Unsymmetrical Naphthyridine-Based Dicopper(I) Complexes: Synthesis, Stability, and Carbon-Hydrogen Bond Activations

Two unsymmetrical dinucleating naphthyridine-based ligands with di(pyridyl) and phosphino side arms were employed in the synthesis of dicopper(I) chloride cores that activate NaBPh4to afford bridging phenyl organocopper complexes. In these compounds, the bridging ligand binds symmetrically, as observed in previously described symmetrical dicopper(I) complexes supported by naphthyridine-based ligands with two di(pyridyl) side arms. Unlike the symmetrical systems, however, these complexes undergo quasireversible electrochemical reductions, and chemical reduction yields a diamagnetic product resulting from the coupling of naphthyridine-based radicals of two complexes. The μ-Ph complexes activate the C-H bonds of terminal alkynes and the electron-poor arene C6F5H. By DFT calculations, the mechanism of terminal alkyne activation involves H-atom transfer at the cationic dicopper center and is sensitive to subtle changes in copper-ligand interactions as well as the position of the anion.

Enhancement of affinity in molecular recognition via hydrogen bonds by POSS-core dendrimer and its application for selective complex formation between guanosine triphosphate and 1,8-naphthyridine derivatives

We report that a polyhedral oligomeric silsesquioxane (POSS) core in a dendrimer can enhance the affinity of the molecular recognition via hydrogen bonds between 1,8-naphthyridine and guanosine nucleotides. The complexation of the naphthyridine ligands with a series of guanosine nucleotides was investigated, and it is shown that the POSS core should play a significant role in the stabilization of the complexes via hydrogen bonds. Finally, we demonstrate that the 1,8-naphthyridine ligand can selectively recognize guanosine triphosphate by assisting with the POSS-core dendrimer.