222168-29-8

Basic information

• Product Name: 1,6-Naphthyridine, 7-phenyl-
• CAS NO: 222168-29-8
• Molecular Formula: C14H10N2
• Molecular Weight: 206.247
• Mol File: 222168-29-8.mol
• Article Data: 7

Chemical Properties

• CAS DataBase Reference: 1,6-Naphthyridine, 7-phenyl-(CAS DataBase Reference)
• NIST Chemistry Reference: 1,6-Naphthyridine, 7-phenyl-(222168-29-8)
• EPA Substance Registry System: 1,6-Naphthyridine, 7-phenyl-(222168-29-8)

Safety Data

• Hazardous Substances Data: 222168-29-8(Hazardous Substances Data)

Upstream product

• 222168-69-6 2-(phenylethynyl)nicotinaldehyde oxime 
• 1159003-56-1 C₂₁H₁₆N₂O 
• 109-04-6 2-bromo-pyridine 
• 536-74-3 phenylacetylene 
• 128071-75-0 2-bromopyridine-3-carboxaldehyde 
• 368861-72-7 N-tert-butyl-2-phenylethynyl-3-pyridinecarboxaldimine 
• 636-98-6 p-nitrobenzene iodide 
• 222167-31-9 2-(2-phenylethynyl)pyridine-3-carbaldehyde 

Downstream Products

• 894791-63-0 7-phenyl-1,2,3,4-tetrahydro-1,6-naphthyridine 

Relevant articles and documents

An efficient synthesis of 3-substituted isoquinoline and pyridine derivatives by gold catalyzed intramolecular cyclization from o-alkynyloximes

A one-pot reaction was developed efficiently by AuCl3 catalyzed intramolecular cyclization of aromatic o-alkynyloximes and 2-alkynylcycloalkene- 1-carbaldoximes leading to the formation of isoquinoline and pyridine derivatives with high yields. This methodology has been applied for aromatic as well as aliphatic systems. Aromatic o-alkynyloximes are benzene and naphthalene, whereas electron-donating groups are 4-methoxybenzene, 4-methylbenzene, and 4-methoxy-5-methylbenzene. There are electron-withdrawing groups such as chloro and nitrobenzene o-alkynyl oximes, and the same methodology has been successfully applied to pyridine and piperonal, which is also extended to aliphatic rings such as five-member, six-member, seven-member, and eight-member 2-alkynylcycloalkene-1-carbaldoximes.

Synthesis and SAR comparison of regioisomeric aryl naphthyridines as potent mGlu5 receptor antagonists

We describe three novel regioisomeric series of aryl naphthyridine analogs, which are potent antagonists of the Class III GPCR mGlu5 receptor. The synthesis and in vitro and in vivo pharmacological activities of these analogs are discussed.

Synthesis of substituted isoquinolines by electrophilic cyclization of iminoalkynes

The tert-butylimines of o-(1-alkynyl)benzaldehydes and analogous pyridinecarbaldehydes have been cyclized under very mild reaction conditions in the presence of I2, ICl, PhSeCl, PhSCl, and p-O2-NC6H4SCl to give the corresponding halogen-, selenium-, and sulfur-containing disubstituted isoquinolines and naphthyridines, respectively. This methodology accommodates a variety of iminoalkynes and affords the anticipated heterocycles in moderate to excellent yields. Monosubstituted isoquinolines and naphthyridines have been synthesized by the metal-catalyzed ring closure of these same iminoalkynes. The silver-catalyzed ring closure is highly effective in cyclizing aryl-, alkenyl-, and alkyl-substituted iminoalkynes at 50°C.