53439-81-9

Basic information

• Product Name: 8]naphthyridin-6(5H)-one
• Synonyms: 8]naphthyridin-6(5H)-one;benzo[c][1;benzo[c][1,8]naphthyridin-6(5h)-one
• CAS NO: 53439-81-9
• Molecular Formula: C₁₂H₈N₂O
• Molecular Weight: 196.20472
• Mol File: 53439-81-9.mol
• Article Data: 7

Chemical Properties

• Appearance: /
• CAS DataBase Reference: 8]naphthyridin-6(5H)-one(CAS DataBase Reference)
• NIST Chemistry Reference: 8]naphthyridin-6(5H)-one(53439-81-9)
• EPA Substance Registry System: 8]naphthyridin-6(5H)-one(53439-81-9)

Safety Data

• Hazardous Substances Data: 53439-81-9(Hazardous Substances Data)

Upstream product

• 54979-78-1 2-chloro-N-(pyridine-2-yl)benzamide 
• 7154-66-7 2-bromobenzoic acid chloride 
• 88-65-3 2-bromobenzoic-acid 
• 13534-99-1 2-Amino-3-bromopyridine 
• 610-96-8 methyl chlorobenzoate 
• 374538-03-1 2-methoxycarbonylphenylboronic acid 
• 609-65-4 o-chlorobenzoyl chloride 
• 104830-06-0 3-iodo-2-aminopyridine 
• 103681-98-7 2-diisopropylaminocarbonylphenylboronic acid 

Downstream Products

• 88-99-3 benzene-1,2-dicarboxylic acid 

Relevant articles and documents

Organocatalyst in Direct C(sp2)-H Arylation of Unactivated Arenes: [1-(2-Hydroxyethyl)-piperazine]-Catalyzed Inter-/Intra-molecular C-H Bond Activation

This article describes the identification of 1-(2-hydroxyethyl)-piperazine as a new, cost-effective, highly efficient organocatalyst, which promotes both inter- A nd intra-molecular direct C(sp2)-H arylations of unactivated arenes in the presence of potassium tert-butoxide. While the inter-molecular C-H arylation of unactivated benzenes with aryl halides (Ar-X; X = I, Br, Cl) toward biaryl syntheses underwent smoothly in the presence of only 10 mol percent organocatalyst, the intra-molecular C-H arylation catalytic system composed of 40 mol percent each of the catalyst and the additive (4-dimethylaminopyridine (DMAP)). The novel catalyst was also able to perform both inter- A nd intra-molecular direct arylations simultaneously in a single pot. The mechanistic studies confirmed the involvement of aryl radical anions and proceeded via a single-electron-transfer (SET) mechanism. The large substrate scope, high functional group tolerance, competition experiments, gram-scale synthesis, and kinetic studies further highlight the importance and versatile nature of the methodology as well as the compatibility of the new catalyst. To the best of our knowledge, this is the first report on any organocatalyst that reported detailed investigations of both inter- A nd intra-molecular direct C(sp2)-H arylations of unactivated arenes in a single representation.

KOtBu mediated synthesis of phenanthridinones and dibenzoazepinones

Synthesis of substituted phenanthridinones and dibenzoazepinones has been realized from 2-halo-benzamides in the presence of potassium tert-butoxide and a catalytic amount of 1,10-phenanthroline or AIBN. This new carbon-carbon bond forming reaction gives direct access to various biaryl lactams containing six- and seven-membered rings chemoselectively. Carbon-carbon coupling seems to proceed by the generation of a radical in the amide ring which leads to C-H arylation of aniline.

Design and synthesis of poly ADP-ribose polymerase-1 inhibitors. 2. Biological evaluation of aza-5[H]-phenanthridin-6-ones as potent, aqueous-soluble compounds for the treatment of ischemic injuries

A series of aza-5[H]-phenanthridin-6-ones were synthesized and evaluated as inhibitors of poly ADP-ribose polymerase-1 (PARP-1). Inhibitory potency of the unsubstituted aza-5[H]-phenanthridin-6-ones (i.e., benzonaphthyridones) was dependent on the positio